Page 05
"I think I get it," I said, trying to bail him out a little. He smiled.
"Well, I guess you're getting a crash course in all this," he said, shaking me a bit. "I think we forget what it's like for outsiders the first time. I got lucky since Cecilia was from a similar family. Now," he said, making it clear he wanted me to look at him, "I don't mean to suggest that we disapprove of Beth's relationship with you. Not at all. It's just an adjustment for us to bring someone in who wasn't raised how we were."
"It doesn't help that much, Dad," Richard said wryly. "Ted, I'm telling you, it was a shock to us too, but I promise, it'll surprise you how quickly it all becomes natural."
"Well, I guess I'll have to take your word for it for the moment," I told them plainly.
"Ted," George said in a paternal tone, "I promise that by the end of your vacation here, you will be nowhere near as weirded out as your first day. You've already made some pretty big strides, and if I know my women," he said, indicating toward the girls that were ready to come back out and join us, "the fun's only beginning."
He winked at me as the girls came out with refills for all of us, to which I was enormously grateful. I sipped and listened mostly, trying to see for myself how much their sexual activities really took away from their interactions as a family.
I had to admit that it really didn't. Even during dinner, they still seemed like a normal, loving family. Definitely with more sexual innuendo, but still a loving family. It was a mind warp, but I started to think that George was right, that I'd see this all through different lenses by the end of the trip.
After dinner, Diana decided that we should play a game. Now, still being somewhat naïve, I envisioned a game of Monopoly or Trivial Pursuit. But she insisted on "Never Have I Ever". I'd played this plenty of times in college, but not with a family, namely my girlfriend's family. Unfortunately, everyone else thought it'd be fun.
"What do we get if we win?" Annie asked her older sister.
"Well, we'll all hold up our hands with five fingers up, if you've done something, you put a finger down and drink and leave it up if you haven't. Whoever still has fingers up at the end is the winner."
"And they get..."
"How about whoever and whatever they want for the night?" Diana said with a smile while glaring at me, causing me to swallow hard. I looked around the table and hoped that someone would chime up. I got my wish, almost.
"Ooh, that sounds fun..." Cecilia said naughtily. The rest of the family all agreed, including Beth, which surprised me. George then spoke up.
"Just remember Beth is still being punished so if me or Richard win, Beth's off the table. And the same goes for Beth."
"Right," Richard said in acknowledgement.
"Yes, daddy..." she said with a hint of disappointment, looking at me to see if she was off the hook yet.
She wasn't.
Hannah got us all fresh drinks as we sat around the kitchen table, all of us holding up five fingers.
"Ted, since you're the guest, why don't you start us off?" Diana said.
"Ok, uh..." I said trying to think of something, "never have I ever been to France."
"Fuck..." Hannah said as the whole family had to lower a finger. Beth went next.
"Never have I ever had a penis," Beth said, sticking a tongue out at me as Richard, George, and I drank and lowered a finger.
"Never have I ever," Annie said, starting off, "been skydiving." Only Richard lowered a finger and drank.
"When?" George asked his son.
"My friends took me for my birthday a few years ago," he told them.
"My turn!" Hannah said, almost like she was trying to take the heat off Richard, Cecilia not being that happy at her son's adventurous streak. "Never have I ever been in love."
Only Diana kept a finger up on that one, and it was her turn now.
"Never have I ever, been fucked by Ted!" she said giggling, as Beth and Hannah drank and lowered another finger. George went next.
"Hmmm, this is tough," George said, having the wealth and influence to do it all, virtually. "Never have I ever, been to Oregon." No one else had been there either, so play continued.
"Never have I ever," Cecilia started, "peed standing up." The men all drank and lowered a finger, as did Diana, getting some looks.
"What? I was in a dress!" she said trying to justify it.
"Never have I ever," Richard picked back up, "had a vagina!" he said, sticking a tongue out at Beth as all the women lowered a finger. Even though he was out, they decided to let him still ask questions.
"Never have I ever," I started off, "worn a bra." All the women drank and lowered a finger.
"Hmm," Beth said, trying to figure a way to get her sister's out of the game. "Never have I ever, gotten caught sneaking out."
"Crap!" Hannah said, lowering a finger and sipping. Diana and George also lowered fingers, knocking George out.
"Never have I ever," Annie started, "been to Beth and Ted's apartment!" That knocked Beth out and left me with a sole finger.
"Never have I ever," Hannah started, "had laser hair removal." Annie and Cecilia both lowered a finger, leaving me, Annie, Cecilia, Hannah, and Diana.
"Let's see..." Diana said with an evil grin, "never have I ever smoked weed."
No one talked, but Cecilia, Hannah, and I all lowered our last finger. That left just Diana and Annie, but it was George's turn to ask a question.
"Never have I ever," he said slowly, seeming to want to be fair to both girls, "shared a toothbrush." Both girls shook their heads, their eyes still locked on each other.
"Ok, let's see..." Cecilia said pondering, also seeming to try to be fair to both of them. "Never have I ever eaten a twinkie."
I was shocked by the admission, but more shocked when Annie smiled as Diana put down her last finger. I was shocked.
"Really?" I asked both Cecilia and Annie. Annie shrugged, Cecilia said she'd never tried one, and Diana fumed.
"Fuck!" she screamed, clearly frustrated based on how close she'd gotten so close to winning, only to lose to her younger sister.
"Well, congratulations, baby," Cecilia said warmly to the victor. "So, what are you thinking?"
"Hmm," Annie said with a devilish look, looking everyone over. "I think that Mom and Beth should come up to my room for the night..." she said, getting up from the table and leaving. She then stopped and turned back to the table. "Ted, I think you should come too," she added, winking at me and sticking a tongue out to Diana, who fumed even more.
I was the last one in Annie's room as she asked me to close the door behind me as she laid on the bed. Cecilia and Beth were standing just inside the room, Cecilia smiling, seeming to wonder what her daughter had in mind for all of us.
"Well, since it's my night," Annie said with a gleam in her eye I'd seen in the other members of the family, "I think everyone should strip sexy to start. Ted, you just take off your clothes and join me on the bed. You two," she said indicating her mother and my girlfriend, "wait till he's on the bed."
I dutifully and unceremoniously, stripped off my clothes, since she had not told me to do a striptease. Within 15 seconds I was naked and she patted a space on the bed next to her for me to lie on.
As soon as I was comfortably on the bed, Annie gave me a toe-curling kiss that made dick jump even though she and the other two family members were still clothed. She pulled back after a good 20 seconds.
"Mmmm..." she said with a hint of devil in her eye, "Beth is a very, very lucky woman, I think." She slid to my side, embracing me like a lover, which at that point, I guessed I would be fairly shortly. Her attention was now turned to Cecilia and Beth. "Ok, you two...no, wait," she said pulling out her phone and getting some music playing through the speakers. I wasn't sure what it was called, but it was definitely music to strip to. "Off you go!" she said waiving the women on.
As if they'd done this many times before, Beth and Cecilia got to "work". They seemed so in tune with each other's bodies as they slid on each other. They touched and fondled as they removed their garments, slowly shedding their sundresses and exposing their breasts to the open air.
I still couldn't believe how firm Cecilia's DD's were after five kids. There was hardly any sag to them and while the family certainly had the money to get them done up, they didn't look like they were. Beth played with her Mom's nipples, teasing and flicking them as Cecilia did the same to Beth's.
They were both wearing thong panties that were soon on the floor as the bent over to show Annie and me their assess and clamshells, being sure to spread their cheeks as they did. Both looked slightly dewed, obviously a little turned on from the show they'd put on for Annie, and by association, me.
"Very nice, ladies," Annie said with a smirk and a small bit of clapping, which I lightly joined in on.
"Thank you, baby," Cecilia added with a smile, putting her hand on her hip and making a model pose, her breasts slightly shaking from the movement. "So, what's next?"
"Hmmm..." Annie responded, while tapping her chin to indicate thought. "I think I should get to enjoy Ted here for a bit. Beth, you get Ted ready and Mom, you get me ready."
Cecilia got on the bed in-between her daughter's legs as Beth got in-between mine. I noticed a smile on her face as she inhaled my half hard dick into her mouth. I knew that Cecilia was the most experienced of the women in the house and had no doubt given me the best blowjob of my life, but Beth was an eager student and soon had my cock down her throat.
"Nice job, honey..." Cecilia cooed, seeing her daughter's efforts on me. She then went back to licking Annie. For a few minutes, I just closed my eyes and enjoyed the feeling of Beth's mouth as she continued stroking and sucking me while fondling my balls.
"I think..." Annie said through heated breath, "we're ready..."
"Oh, ok..." Cecilia said, removing herself from between Annie's legs. "Beth?" she said, tapping Beth on the shoulder, "I think he's ready."
Beth was clearly frustrated. "Fine..." she said kissing the head of my cock as Annie scooted down and spread her legs wide. I got up on the bed and got in-between Annie's legs, when I noticed which hole had been prepared by Cecilia, who was now coming to my side.
"Let me get you lubed up better," Cecilia said, lathering my cock as Annie spoke up.
"Sorry, Ted," Annie said with a smile. "I only let family have my pussy, but my ass is all yours."
"Oh...ok," I said as Cecilia finished the lube job. Annie just smiled at me.
"Come on, Ted," she said, winking her brown hole a bit, "I'm all ready..." I lined up my cock to her ass and started slowly pushing in.
Now up to this point, the only girl I'd ever done anal with was Beth, who loved being fucked in the ass. I suddenly learned it was a family trait cause Annie was moaning pretty good at my insertion. While I could tell that she'd had plenty of experience having dick up her butt, I still wanted to go slowly and show I didn't want to hurt her.
"Ooohhhh..." Annie moaned out when I hit bottom. "Mmm, that feels really nice..."
I started thrusting in slowly, trying to find a rhythm that she liked. I soon found a medium pace suited her, unlike Beth who liked a hard pounding. Annie soon directed that her mother and Beth now get involved.
"Mom, play with my titties and Beth can give Ted a rim job," Annie said in-between the thrusting. Cecilia quickly got on the bed and started palming her daughter's B cups while taking one of her nipples into her mouth.
I didn't see Beth but could feel my ass cheeks parting as her tongue started licking away at my back door. Beth seemed to throw herself into the job, almost as if she was trying to remind me who I came here with, as if I could forget.
I kept thrusting into Annie, her ass almost massaging my cock as if I was in her pussy. Cecilia reached down to play with her daughter's pussy and frig at her clit.
"Fuck! You feel good, Ted!" Annie bellowed. "You feel awesome in my ass. Sis, if you ever let him go, I'll kill you!" she moaned as she was clearly having an orgasm.
"I wouldn't worry," Beth mumbled while continuing to eat out my ass. I also noticed that she now had a few fingers in Cecilia's pussy, causing her to moan while sucking on her daughter's breast.
"Good..." Annie said breathlessly, "now come on, Ted. Really pound me. I can take it..." she said with a wide grin.
"Go ahead, Ted," Cecilia said, moaning from Beth's efforts, "really give it to her."
"O...ok," I said shakily as I started picking up the pace, grabbing her legs and thrusting hard into Annie's ass. To her credit, she just kept moaning and smiling, seeming very happy with my new efforts.
"Yes! Oh fuck, yeah! Just like that, Ted! Keep fucking me!" she begged as her pussy started throbbing, the pulses visible from the outside. "OH FUCK!!!" she bellowed, cumming from either my dick in her ass or her mother's efforts.
Without coming off my cock, she flipped over, now wanting me to take her doggie. I grabbed her hips and kept going at the same pace I had been, Cecilia adjusting herself to keep rubbing her daughter's pussy. Beth just kept tonging my taint and ass, like she was devouring a meal almost.
I knew I couldn't last much longer, with all the activity around me and Annie's butt gripping me. I figured I should let the issue be addressed.
"I'm gonna cum," I said, to anyone who either cared or wanted to know. Apparently, Annie did.
"Cum up my ass!" she said forcefully. "Shoot that batter deep in my hole!" This girl, who'd seemed to me before this to be the meekest of Beth's siblings was now incredibly forceful. Almost like her lust had completely taken her over. I wasn't gonna be the one to piss her off, so I let go and ropes of my cum started hitting my girlfriend's sister's ass.
Annie's eyes seemed liked they rolled into the back of her head as she clearly had another orgasm as a result of my sperm shooting into her. After about 15 seconds or so, she returned to the world of the living and looked straight at me. She quickly had her arm around my head and pulled me in for a deep kiss, full of passion and lust.
"That..." Annie said breathlessly after she finally broke the kiss, "was incredible! Beth, you better marry this man!" she said, causing Cecilia to laugh.
"I'll keep it in mind..." Beth said with a smirk. Annie wasn't having that.
"Clean his cock!" Annie ordered of her big sister. Beth pulled me out of Annie's ass and got to work on the cleaning, clearly knowing instinctively that Annie meant for me to be cleaned with Beth's mouth, rather than a wet wipe. After a minute, Beth decided I was clean enough as I collapsed on the bed next to Annie, Beth joining me on the other side.
"Well, if you're done with me..." Cecilia said getting up from the bed. Annie stopped her.
"Mommmy..." she said with a devilish grin, "I have all that cum in my asshole..."
Cecilia had a big smile as she dove in-between her daughter's legs and started sticking her tongue up her rectum, Annie squeezing out as much of my cum as possible. Soon, Cecilia had collected a good amount on her tongue and started making out with Annie, the two sharing my cum between them.
"I don't get any?" Beth asked her mother and sister.
"You get him anytime you want," Annie shot back. "Mom and I have to get while the getting's good." Beth just shrugged and she wrapped me in a giggly hug. "Ok, Mom, you can go," Annie declared. "But I want Beth and Ted to spend the night with me here."
"Ok, baby," Cecilia said, kissing Annie on her forehead. "I'll just go check on everyone else..." she said with a smile, indicating that the rest of the family was engaged in something. Cecilia closed the door behind her.
"You guys don't mind staying, do you?" Annie asked me and Beth.
"I don't," Beth said clearly, "babe?"
"She's the winner," I replied, getting giggles from both.
"Good boy!" Annie said with a smile, now snuggling me just like Beth was. "But seriously, sis?" Annie said, with almost a worried tone. "Do not...do not let him go."
"Never..." Beth said as we all passed out into slumber land.
I woke up on my side spooning Beth with Annie spooning me. They all seemed so comfortable where they were I tried my best not to move, but the morning ritual of the reliving of the bladder is a strong one. As carefully as I could, I disengaged from the two, got my clothes on, and headed down the hall to the bathroom.
While I was washing my hands, I took a long look in the mirror, thinking about the insanity of my situation. I'm in a mansion that my girlfriend's parents own, where they go around fucking each other whenever they want, and now I was deeply involved in it. While Beth may have been reluctant to let me into this part of her life at first, something I still wasn't completely over yet, she was now taking an active part. I mean giving me a rim job while I fucked her younger sister in the ass?!
I decided on coffee as a solution, so I made my way downstairs and found coffee already waiting, obviously provided for by the staff. I poured a cup and sat at the kitchen table, just staring off into the sun draped view in front of me. I don't know if I'd call it meditative or not, but I definitely was outside my mind, looking down.
Was this all weird? Unquestionably. Did it seem to harm any of them? Not really. I mean all her family seemed loving, well-adjusted, and happy. But how was I gonna feel if Beth and I started a family? Could I really deal with a son of mine fucking my wife? Could I handle fucking my daughter when she came of age? Marrying Beth would inevitably lead to a lifestyle that was alien in so many regards. I took a deep breath as I heard movement from behind me.
Cecilia poured herself a coffee in her robe, that clearly being the only thing covering her body from what I could tell, as she smiled at me.
"Good morning, Ted," she said in her bright and chipper fashion.
"Morning," I replied, trying to match her enthusiasm, but probably failing. "Sleep well?"
"Yes, thank you," she replied, while I tried to remove from my brain all the reasons why she would've, having left Beth, Annie, and me to "check" on the rest of the family the night before. She joined me at the table. "So, how are you doing?"
"I'm ok," I replied half-heartedly. She picked up on it.
"Still coming to terms with all this..." she said, not as a question, but as an irrefutable statement. One that I couldn't refute. "Do you mind if I talk to you about this? Would that be ok?"
I nodded at her, knowing she probably do so anyway.
"I think we all forget how hard this is for others, for outsiders," she admitted. "George and I grew up with this and raised our kids in it," she said as she took a sip of coffee. "While of course nothing happened until adulthood, we made sure that sex and nudity weren't taboo to them, so they'd be more accepting of the adult part of our family life."
She then placed a sympathetic hand on mine.
"I can only imagine what's going through your mind right now. You probably think we're all moral degenerates or something."
"No..." I replied honestly. "No, I don't think that. Clearly, you and your family have a good life and a good bond with each other," I told her while taking a liberal sip myself.
"Would this be easier with some Bailey's?" Cecilia asked.
"Probably," I admitted as she got up and added the creamy substance to our coffees. "Look, I really don't want or mean to judge your family or your traditions. They obviously work for you guys, and you all seem happy. But..."
"You don't know if it's for you..." Cecilia said.
"I don't know how I'll handle it if Beth and I have kids," I told her. "Look, it's no secret that I want to marry your daughter," I told her, Cecilia nodding. "But I do wonder how I'd handle this when they turn 18. Will I actually be able to just let them join in? Will I get jealous? Will I be worried about them feeling like Beth and I are taking advantage of them when their adults?"
Cecilia seemed to be looking at me, almost surprised. I probably furrowed my brow at this, but since there was no mirror around, I couldn't really tell.
"Ok..." she said, clearly leading up to something. "First, I'm very glad you still want to marry Beth. I can see how good you both are for each other, and you are clearly someone worthy of our daughter."
"Thank you," I said, appreciatingly.
"But I want you to remember that this is just how you feel now," she said with almost a matronly warning. "You've only known really about our family for two days. By the time you two would get married and have children and let them grow up, you'll have a lot more time under your belt with all of us. More time to see that we do this for a lot of reasons. Yes, there's no doubt it's fun," she said with a smirk. "But also, it binds our family closer together. With all this wealth and admitted privilege, it'd be easy to only think of the material and not what really matters. Family."
I was kinda astonished, that she took that vibe with this, and that she was being so open with me about it.
"Unlike in TV shows, or what you see from some other families with this kind of status," she added, "our families have always remembered what's most important is that we stick together and truly love each other. Yes, money is nice, but I think any one of us would tell you they would trade it all away for the family."
"Wow..." I said softly. Cecilia smiled at me.
"Does that put you a little more at ease?" she asked me.
"A bit..." I told her. "I think this'll take more time for me to get really used to it."
"That's understandable," she said with a smile. "But from what I've seen of you so far, Ted," she said while taking my hand again, "I think you'll find that you're gonna fit right in."
"Thanks for that," I told her with a smile.
"Speaking of fitting right in..." she said in a sultrier tone, while fiddling a bit with the front of her robe, allowing her magnificent cleavage to show. "I was wondering if you'd be interested in a little "morning delight" with me?" she asked, now fully exposing her large breasts in the open robe to me. I swallowed hard as she kept smiling. "That is, of course, if you think you can get it up for an old lady like me..."
"You're a beautiful woman..." I replied honestly, if instinctively.
"You're such a charmer, Ted..." she said, getting up from her chair. She kept her robe open as she walked over to me, indicating with her hands that I should scoot my chair out a bit. With my brain in a fog, I did as she asked as she pulled my bottoms off, leaving my cock out. She got to her knees and put it straight in her mouth.
While I'd experienced her skills at this yesterday on the beach, she was now solely invested in me. As my cock grew, she got me further and further into her mouth until I started feeling her throat muscles grip my manhood, her reputation among the family clearly well earned.
This attention toward me had Cecilia's desired effect, as I was soon rock hard in her throat. She looked at me and I could sense an almost pride in her abilities. After another minute, she let my cock fall out of her mouth.
"Ready for a ride...?" Cecilia asked me, opening her robe to show her pussy.
"Uh..." I said, wrapping my head around the fact that my girlfriend's mom was offering me sex. "Don't you want any "attention"?"
"Aww, you're so sweet," Cecilia said, cupping my face with her hand. "Trust me, I'm wet enough," she said as she got on my lap, still wearing her robe and slid her pussy onto my cock. "Ooh!" she said, once she was settled on me to the hilt, "you feel nice..."
She was certainly right about her being wet enough but what surprised me was her tightness. Being her age, having five kids, and having more sex then any woman I'd ever met before, you'd think she'd be loose as a goose. While she certainly wasn't as tight as Beth, Hannah, or Annie's ass, she was certainly plenty tight.
"Do I feel good, Ted?" she asked, still just sitting on my lap with my dick impaled in her.
"Ya...yeah," I said quietly. She smiled and started riding me slowly, or maybe more grinding against me. Her dark blonde hair was flowing, but not flying. Whether she was just choosing to go slow, or worried about the stability of the chair.
"Smart boy..." she said as she started picking up the pace a bit. I put my hands on her ass as she kept bouncing, both to feel her ass, but more to make sure she didn't fall. With my hands there, she started going even harder.
"Ohh!" she moaned as she went at her own pace. "Oh, God!"
She was starting to shudder in my arms after only a few minutes at this pace. Her hair was flying all over the place and then I heard light clapping.
I looked to my side and Richard and George were both standing there, smiling and applauding.
"Get it, man!" Richard was encouraging while I was balls deep in his mother.
"I guess you're not gonna need the coffee anymore this morning, babe," George said with a smile as he stole Cecilia's coffee while I was plowing his wife. He was chuckling at the sight, and this is when Cecilia decided to cum.
"OH SHIT!" Cecilia bellowed as I felt her pussy tighten hard around me and some fluid splash on me. Not that that stopped her.
Oh no...
Cecilia was riding like she was in the Kentucky Derby at this point. Flailing around, and it seemed, putting on a show for the boys.
Then the girls came in.
"Really, Mom..." Beth said while she just shrugged her shoulders and got a cup of coffee.
"Go, MOM!" was Hannah's reaction, still nude as usual.
"Get it!" was Annie's reaction, who just winked at me.
"Fuckin' really!!" Diana said frustrated with a major pout on her face. I guessed she'd wanted to be the first ride of the day.
The audience, Hannah's nudity, and Cecilia's pussy were all conspiring to make me cum, and I told her so.
"Go ahead and cum in me," Cecilia said breathlessly. "I already tasted you yesterday..."
That did it. I let rope after rope enter her, Cecilia shuddering harder from the effect until she finally stopped riding. More applause rang out from the rest of the family, I saw Beth and even she was applauding the show. Only Diana was muted as Cecilia kissed my cheek.
"That was great, honey," she said to me as she got off me and stood up again. Without even asking, Hannah got between Cecilia's legs and tried to suck out my cum, which Cecilia didn't object to. Diana practically sprinted to me and got on her knees.
"At least I can clean you up..." she said, taking my soiled cock into her mouth and got all the residual cum from me and her mother off of me. Once she thought it clean, she cupped my package and looked at me. "The next one..." she said while getting up and getting close to my ear, her hands still on my junk, "is mine..."
She kissed my cheek and walked over to get some coffee, making a face at Beth as she did. I pulled my pants up as Beth came over to me.
"Mom jumped on you, huh?" Beth asked.
"Kinda," I told her honestly while Beth nodded her head.
"Yeah, she does that sometimes," Beth admitted. "She's been known to just pull someone into a room and go to town more than once."
Cecilia was behind her daughter, getting a new coffee and just shrugged.
"Well, now that Mom's morning workout is over..." George said with a wink, getting a stuck-out tongue from Cecilia. "I thought today we'd show Ted around the whole place. After all, if he's gonna be here with Beth after they graduate, we wouldn't want him to get lost."
"I can be his guide, daddy..." Diana added, while throwing a wink to me.
"I am right here you know..." Beth said, giving her sister the stink eye, Diana grinning at her younger sister's irritation.
"Ok, kids..." Cecilia said with mock sternness. "Let's get some breakfast in us and take Ted on that tour, huh?"
After a wonderful breakfast of blueberry waffles, we all went upstairs to clean up and dress for the day. We all met downstairs where the golf carts were again waiting for us for the tour. Beth quickly got into one of them with her parents asking me to sit next to her, George got in the front so he could be the "tour guide". Cecilia got onto the back and the rest of the kids were in the other cart.
It was mind-blowing to say the least. Tennis courts, manmade lake, hiking trails going for miles. Even a "small" golf course.
"We try to keep as much here on the compound as possible," George explained as we were headed back to the house. "It helps us stay close as a family and lets us be ourselves. It's the same at our other houses too."
"Other houses?" I asked.
"Oh, sure," Cecilia responded. "We have properties all over the world for when we have business, or just wanna get away."
"Indeed," George responded. "I thought after you both graduate, we'd all go to a little island we have off Costa Rica to celebrate."
"Oh, that would be wonderful, Daddy!" Beth said excitedly, kissing her father on the cheek.
"Would you like that, Ted?" Cecilia asked.
"Uhm..." was all I could get out.
"What?" George asked. "You don't wanna go with us?"
"I just don't wanna impose on you."
"Impose?" Cecilia said laughing, while reaching over from the back and putting her hand on my knee. "Ted, we consider you family now. The trip is as much for you as it is Beth. You're not imposing on anything."
"She's right, as always," George said from the front. "I've told you already that we know you're no money hound or anything. That you truly love our daughter, and rightfully so. We've trusted you with our lifestyle and I hope in time, you'll learn to trust us too."
"No, I know," I replied. "And I do, I just wanted you all to know that I'm appreciative, I guess."
"Think nothing of it," George said in his traditional flair as we pulled back up to the house. We got out and everyone decided that a pool day was due. Almost as soon as it was announced, Diana grabbed me by the hand and pulled me up the stairs.
"What the fuck?" Beth said as Diana continued to drag me up.
"We'll be down in a little while!" Diana said as we reached her room, her shutting the door, locking it, and hooking a chair underneath as well. Once she was done, she looked at me like she was a lioness, about to pounce on an antelope.
"Ted..." she said softly, but declarative at me while she slowly walked from the door toward me, "you've had every woman in the house except me, and I think that needs to change right now."
She kept walking toward me looking like she was gonna devour me whole.
"Just so we're clear," she said, now only molecules from me, "I love Bethy, I do. I think you guys are great together and I think you're both gonna be very happy together."
She started unbuttoning my polo at this point.
"But I'm not gonna deny I want you. I want every inch of your cock in every hole it will fit in."
With that said firmly, she pulled my head to hers in a very sensuous kiss. Her arms started wrapping around me as she either wanted me to start getting hard or she really wanted a bit of the "romance".
As we kissed, she started removing her sundress from her shoulders and it was soon pooled at her feet showing that she was wearing nothing underneath it.
Of course, I'd seen her naked at the pool and at the beach, but now she was right up against me, her hard nipples poking at me. She kept making out with me, her hands now kneading my ass cheeks. I decided I'd reciprocate and started fondling her backside as well.
As we made out, she started maneuvering me as well, getting me closer and closer to the edge of the bed. When I felt the mattress at the back of legs, she eased me down so that I was sitting on the edge. She then started kissing down my body, letting her breasts scrape against my chest as she slowly worked her way south.
She paid good attention to my nipples, licking and teasing them, as she went down my chest. Soon, she reached my belt buckle and started pulling off my shoes and socks and then going to work on my belt. Once it was unfastened, she unbuttoned and zipped down my pants.
Once that was done, she hooked her fingers into the waistband and slid my pants and underwear off all at once, almost violently as once they were clear of my legs and feet, she threw them across the room. She then once again, eyed my cock.
She kissed it gently on the tip, moving her hands softly across the shaft, cradling my balls as she started to suck me. As with everything else she'd done, she was doing it slowly and methodically. For some who just wanted to fuck me, she was certainly putting a lot of tender effort into this.
It didn't take long for me to get hard from her gentle work, my cock standing up proud as she continued licking and stroking it. I made a motion on the bed for her to get up and I'd reciprocate for her, but Diana declined, easing my back flat on the bed.
"Trust me, I'm wet enough," she said with a giggle that made her boobs bounce alluringly. She hovered over me, my dick feeling the droplets of wetness from Diana's snatch. She just smiled as she grabbed my cock and wedged it inside her.
It was hotter and wetter than any of her other family members, even Beth. She went slowly down on my cock, like she was trying to savor every inch as she went down.
"Ooooohhh!" Diana moaned out as she hit bottom on my cock. She just sat there; my dick impaled in her for a good 30 seconds before she slowly started to ride me. She wasn't fucking my brains out or making love to me, just riding me at a medium pace. I placed my hands on her ass instinctively, but she grabbed my hands and placed them on her C-cups.
"Feel my tits, Ted," she moaned out. "Play with tits while I ride your cock."
I started palming her tits, her rock-hard nipples sticking out prominently as she continued to ride. She started going faster and faster, more panting then moaning as her pussy continued to milk my cock. Her hair was bouncing up and down with her as she was getting more and more into it.
"Fuck, you feel good!" she moaned out. "You like my pussy, Ted? You like your girlfriend's sister's tight pussy fucking your cock?!"
"Oh, my God..." I moaned out as she started using her vaginal muscles to grip my cock even harder as soon her pussy began pulsing.
"God!" Diana bellowed out. "I'm cumming, Ted! I'm cumming on your COCK!!!!" as she started spraying my chest with her cum. She was breathing heavy as she returned her eyes to me. She looked almost stunned as she slid over toward her nightstand and grabbed a bottle of lube.
She opened the bottled and slathered some on her asshole, her eyes not leaving mine the whole time. She then bent over and threw me the bottle, no other conversation.
I lubed up my cock liberally and got behind her, Diana now spreading her ass to give me clear access to her asshole. I put my cockhead right against the entrance while she started rubbing her pussy a bit, trying to keep her hot and horny while I impaled her ass.
If she had any objection, she certainly voiced the opposite opinion.
"OH FUCK, YES!" she bellowed louder then any woman I'd ever been with. "Fuck my ass, Ted," she begged/commanded. I took the initiative and started pounding her asshole, putting my leg up for leverage and grabbing her hips.
It was a full-on assault at this point. I can't remember having fucked anyone that hard before, and certainly not in the ass. I don't think I'd even fucked Beth that hard. I could feel her pussy gushing cum on my leg, almost as if she was constantly squirting and cumming at every thrust.
By now, I was sweating just as hard as she was, and my cock was starting to tingle.
"Di..." was all I was able to get out before she launched herself forward to get my cock out of her ass. She then spun around on the bed and immediately took my cock in her mouth, sucking for all she was worth. I could only take a few seconds of that before I started cumming in her mouth.
Once my orgasm was complete, she popped my cock out of her mouth and showed me that my cum was still on her tongue, before she swallowed in one gulp. She then gave me a smile that could've stopped traffic.
"Thanks, Ted," she said with a smile, getting on her knees and kissing my cheek. "You better marry my sister now, cause I'm gonna want repeats of that."
"No pressure there..." I said, trying to catch my breath.
"Why don't you go take a quick shower and I'll meet you downstairs?" she offered, showing me her bathroom door. I graciously took her up on her offer and gave myself a good once over, paying particular attention to my junk. I toweled off and got dressed again, trying to make my hair look like I hadn't just banged the bejesus out of anyone.
I headed downstairs and saw everyone in the living room looking up at me. George and Richard started applauding.
"Bravo!" Richard said with a grin.
"Well done, son!" George said with a chuckle. Cecilia, Hannah, and Annie joined in with smiles and light applause. Beth just kinda rolled her eyes before coming over to my side.
"Sis," Diana said, smirking, "I gotta say, he was worth the wait."
"I think so," Beth said, placing a kiss on my cheek.
"Well, why don't we all have a few drinks before dinner out on the patio?" Cecilia offered. "You guys head out and the girls will be right out."
I followed Richard and George out to the patio where we all took a seat.
"Well, now that you've gotten to know the family better," George said glibly. "What do you think of us?"
"Friendly," I replied, "definitely friendly..."
This put Richard into hysterics, bending over and laughing hard. George also smiled at me.
"I'd like to think so," George replied. "So does this mean that Beth is off punishment?"
I could see by the look on their faces that they both wanted to fuck Beth. Having fucked her many times, it was kinda hard to blame them. I knew that this was inevitable, that I would have to confront it at some point. I took a deep breath.
"I guess she is," I replied mutedly.
"Again, would it be easier for you if we took her to a bedroom or somewhere private?" Richard asked. I could tell that as much as he wanted to fuck his sister, he didn't want to completely upset me either. I thought this over for a minute or two.
"I don't really know," I replied. "I think I'm just gonna have to see it, so that I know how I'll handle it."
"Understandable," George replied. "Maybe we'll have some family fun time after dinner."
"Before you tell Beth or anyone else, can you excuse me for a minute? I'll be right back."
Both men nodded at me as I went inside. The girls were still making cocktails as I went in. I just replied I had to get something from Beth and I's room as I passed them. Once I had what I was looking for, everyone was out on the patio already, drinks in hand. Beth handed me mine, but I put it down on the table.
"Uh," I said trying to get everyone's attention, "do you guys mind if I say something real quick?" Everyone dutifully stopped talking and looked at me. Beth looked more than a little nervous as I continued. "First, I just want to say thank you to you all for welcoming me to your home and going the extra lengths to make me feel like a part of the family."
"I did my part!" Hannah said, giggling to herself. Cecilia patted her bare leg, silently telling her to let me continue.
"I have to admit, this wasn't really what I was expecting, and it's taken some getting used to; but I think I understand why you guys do what you do."
George and Cecilia nodded warmly at me as I kept going.
"Beth, I know why you didn't tell me about this, obviously. And I won't lie, I'm still a bit hurt."
"Babe, I..." was all she got out, before I held my hand out, asking her to stop.
"Look, it's something I need to work through, and I will. But it's only for one reason."
"Well, I guess you're getting a crash course in all this," he said, shaking me a bit. "I think we forget what it's like for outsiders the first time. I got lucky since Cecilia was from a similar family. Now," he said, making it clear he wanted me to look at him, "I don't mean to suggest that we disapprove of Beth's relationship with you. Not at all. It's just an adjustment for us to bring someone in who wasn't raised how we were."
"It doesn't help that much, Dad," Richard said wryly. "Ted, I'm telling you, it was a shock to us too, but I promise, it'll surprise you how quickly it all becomes natural."
"Well, I guess I'll have to take your word for it for the moment," I told them plainly.
"Ted," George said in a paternal tone, "I promise that by the end of your vacation here, you will be nowhere near as weirded out as your first day. You've already made some pretty big strides, and if I know my women," he said, indicating toward the girls that were ready to come back out and join us, "the fun's only beginning."
He winked at me as the girls came out with refills for all of us, to which I was enormously grateful. I sipped and listened mostly, trying to see for myself how much their sexual activities really took away from their interactions as a family.
I had to admit that it really didn't. Even during dinner, they still seemed like a normal, loving family. Definitely with more sexual innuendo, but still a loving family. It was a mind warp, but I started to think that George was right, that I'd see this all through different lenses by the end of the trip.
After dinner, Diana decided that we should play a game. Now, still being somewhat naïve, I envisioned a game of Monopoly or Trivial Pursuit. But she insisted on "Never Have I Ever". I'd played this plenty of times in college, but not with a family, namely my girlfriend's family. Unfortunately, everyone else thought it'd be fun.
"What do we get if we win?" Annie asked her older sister.
"Well, we'll all hold up our hands with five fingers up, if you've done something, you put a finger down and drink and leave it up if you haven't. Whoever still has fingers up at the end is the winner."
"And they get..."
"How about whoever and whatever they want for the night?" Diana said with a smile while glaring at me, causing me to swallow hard. I looked around the table and hoped that someone would chime up. I got my wish, almost.
"Ooh, that sounds fun..." Cecilia said naughtily. The rest of the family all agreed, including Beth, which surprised me. George then spoke up.
"Just remember Beth is still being punished so if me or Richard win, Beth's off the table. And the same goes for Beth."
"Right," Richard said in acknowledgement.
"Yes, daddy..." she said with a hint of disappointment, looking at me to see if she was off the hook yet.
She wasn't.
Hannah got us all fresh drinks as we sat around the kitchen table, all of us holding up five fingers.
"Ted, since you're the guest, why don't you start us off?" Diana said.
"Ok, uh..." I said trying to think of something, "never have I ever been to France."
"Fuck..." Hannah said as the whole family had to lower a finger. Beth went next.
"Never have I ever had a penis," Beth said, sticking a tongue out at me as Richard, George, and I drank and lowered a finger.
"Never have I ever," Annie said, starting off, "been skydiving." Only Richard lowered a finger and drank.
"When?" George asked his son.
"My friends took me for my birthday a few years ago," he told them.
"My turn!" Hannah said, almost like she was trying to take the heat off Richard, Cecilia not being that happy at her son's adventurous streak. "Never have I ever been in love."
Only Diana kept a finger up on that one, and it was her turn now.
"Never have I ever, been fucked by Ted!" she said giggling, as Beth and Hannah drank and lowered another finger. George went next.
"Hmmm, this is tough," George said, having the wealth and influence to do it all, virtually. "Never have I ever, been to Oregon." No one else had been there either, so play continued.
"Never have I ever," Cecilia started, "peed standing up." The men all drank and lowered a finger, as did Diana, getting some looks.
"What? I was in a dress!" she said trying to justify it.
"Never have I ever," Richard picked back up, "had a vagina!" he said, sticking a tongue out at Beth as all the women lowered a finger. Even though he was out, they decided to let him still ask questions.
"Never have I ever," I started off, "worn a bra." All the women drank and lowered a finger.
"Hmm," Beth said, trying to figure a way to get her sister's out of the game. "Never have I ever, gotten caught sneaking out."
"Crap!" Hannah said, lowering a finger and sipping. Diana and George also lowered fingers, knocking George out.
"Never have I ever," Annie started, "been to Beth and Ted's apartment!" That knocked Beth out and left me with a sole finger.
"Never have I ever," Hannah started, "had laser hair removal." Annie and Cecilia both lowered a finger, leaving me, Annie, Cecilia, Hannah, and Diana.
"Let's see..." Diana said with an evil grin, "never have I ever smoked weed."
No one talked, but Cecilia, Hannah, and I all lowered our last finger. That left just Diana and Annie, but it was George's turn to ask a question.
"Never have I ever," he said slowly, seeming to want to be fair to both girls, "shared a toothbrush." Both girls shook their heads, their eyes still locked on each other.
"Ok, let's see..." Cecilia said pondering, also seeming to try to be fair to both of them. "Never have I ever eaten a twinkie."
I was shocked by the admission, but more shocked when Annie smiled as Diana put down her last finger. I was shocked.
"Really?" I asked both Cecilia and Annie. Annie shrugged, Cecilia said she'd never tried one, and Diana fumed.
"Fuck!" she screamed, clearly frustrated based on how close she'd gotten so close to winning, only to lose to her younger sister.
"Well, congratulations, baby," Cecilia said warmly to the victor. "So, what are you thinking?"
"Hmm," Annie said with a devilish look, looking everyone over. "I think that Mom and Beth should come up to my room for the night..." she said, getting up from the table and leaving. She then stopped and turned back to the table. "Ted, I think you should come too," she added, winking at me and sticking a tongue out to Diana, who fumed even more.
I was the last one in Annie's room as she asked me to close the door behind me as she laid on the bed. Cecilia and Beth were standing just inside the room, Cecilia smiling, seeming to wonder what her daughter had in mind for all of us.
"Well, since it's my night," Annie said with a gleam in her eye I'd seen in the other members of the family, "I think everyone should strip sexy to start. Ted, you just take off your clothes and join me on the bed. You two," she said indicating her mother and my girlfriend, "wait till he's on the bed."
I dutifully and unceremoniously, stripped off my clothes, since she had not told me to do a striptease. Within 15 seconds I was naked and she patted a space on the bed next to her for me to lie on.
As soon as I was comfortably on the bed, Annie gave me a toe-curling kiss that made dick jump even though she and the other two family members were still clothed. She pulled back after a good 20 seconds.
"Mmmm..." she said with a hint of devil in her eye, "Beth is a very, very lucky woman, I think." She slid to my side, embracing me like a lover, which at that point, I guessed I would be fairly shortly. Her attention was now turned to Cecilia and Beth. "Ok, you two...no, wait," she said pulling out her phone and getting some music playing through the speakers. I wasn't sure what it was called, but it was definitely music to strip to. "Off you go!" she said waiving the women on.
As if they'd done this many times before, Beth and Cecilia got to "work". They seemed so in tune with each other's bodies as they slid on each other. They touched and fondled as they removed their garments, slowly shedding their sundresses and exposing their breasts to the open air.
I still couldn't believe how firm Cecilia's DD's were after five kids. There was hardly any sag to them and while the family certainly had the money to get them done up, they didn't look like they were. Beth played with her Mom's nipples, teasing and flicking them as Cecilia did the same to Beth's.
They were both wearing thong panties that were soon on the floor as the bent over to show Annie and me their assess and clamshells, being sure to spread their cheeks as they did. Both looked slightly dewed, obviously a little turned on from the show they'd put on for Annie, and by association, me.
"Very nice, ladies," Annie said with a smirk and a small bit of clapping, which I lightly joined in on.
"Thank you, baby," Cecilia added with a smile, putting her hand on her hip and making a model pose, her breasts slightly shaking from the movement. "So, what's next?"
"Hmmm..." Annie responded, while tapping her chin to indicate thought. "I think I should get to enjoy Ted here for a bit. Beth, you get Ted ready and Mom, you get me ready."
Cecilia got on the bed in-between her daughter's legs as Beth got in-between mine. I noticed a smile on her face as she inhaled my half hard dick into her mouth. I knew that Cecilia was the most experienced of the women in the house and had no doubt given me the best blowjob of my life, but Beth was an eager student and soon had my cock down her throat.
"Nice job, honey..." Cecilia cooed, seeing her daughter's efforts on me. She then went back to licking Annie. For a few minutes, I just closed my eyes and enjoyed the feeling of Beth's mouth as she continued stroking and sucking me while fondling my balls.
"I think..." Annie said through heated breath, "we're ready..."
"Oh, ok..." Cecilia said, removing herself from between Annie's legs. "Beth?" she said, tapping Beth on the shoulder, "I think he's ready."
Beth was clearly frustrated. "Fine..." she said kissing the head of my cock as Annie scooted down and spread her legs wide. I got up on the bed and got in-between Annie's legs, when I noticed which hole had been prepared by Cecilia, who was now coming to my side.
"Let me get you lubed up better," Cecilia said, lathering my cock as Annie spoke up.
"Sorry, Ted," Annie said with a smile. "I only let family have my pussy, but my ass is all yours."
"Oh...ok," I said as Cecilia finished the lube job. Annie just smiled at me.
"Come on, Ted," she said, winking her brown hole a bit, "I'm all ready..." I lined up my cock to her ass and started slowly pushing in.
Now up to this point, the only girl I'd ever done anal with was Beth, who loved being fucked in the ass. I suddenly learned it was a family trait cause Annie was moaning pretty good at my insertion. While I could tell that she'd had plenty of experience having dick up her butt, I still wanted to go slowly and show I didn't want to hurt her.
"Ooohhhh..." Annie moaned out when I hit bottom. "Mmm, that feels really nice..."
I started thrusting in slowly, trying to find a rhythm that she liked. I soon found a medium pace suited her, unlike Beth who liked a hard pounding. Annie soon directed that her mother and Beth now get involved.
"Mom, play with my titties and Beth can give Ted a rim job," Annie said in-between the thrusting. Cecilia quickly got on the bed and started palming her daughter's B cups while taking one of her nipples into her mouth.
I didn't see Beth but could feel my ass cheeks parting as her tongue started licking away at my back door. Beth seemed to throw herself into the job, almost as if she was trying to remind me who I came here with, as if I could forget.
I kept thrusting into Annie, her ass almost massaging my cock as if I was in her pussy. Cecilia reached down to play with her daughter's pussy and frig at her clit.
"Fuck! You feel good, Ted!" Annie bellowed. "You feel awesome in my ass. Sis, if you ever let him go, I'll kill you!" she moaned as she was clearly having an orgasm.
"I wouldn't worry," Beth mumbled while continuing to eat out my ass. I also noticed that she now had a few fingers in Cecilia's pussy, causing her to moan while sucking on her daughter's breast.
"Good..." Annie said breathlessly, "now come on, Ted. Really pound me. I can take it..." she said with a wide grin.
"Go ahead, Ted," Cecilia said, moaning from Beth's efforts, "really give it to her."
"O...ok," I said shakily as I started picking up the pace, grabbing her legs and thrusting hard into Annie's ass. To her credit, she just kept moaning and smiling, seeming very happy with my new efforts.
"Yes! Oh fuck, yeah! Just like that, Ted! Keep fucking me!" she begged as her pussy started throbbing, the pulses visible from the outside. "OH FUCK!!!" she bellowed, cumming from either my dick in her ass or her mother's efforts.
Without coming off my cock, she flipped over, now wanting me to take her doggie. I grabbed her hips and kept going at the same pace I had been, Cecilia adjusting herself to keep rubbing her daughter's pussy. Beth just kept tonging my taint and ass, like she was devouring a meal almost.
I knew I couldn't last much longer, with all the activity around me and Annie's butt gripping me. I figured I should let the issue be addressed.
"I'm gonna cum," I said, to anyone who either cared or wanted to know. Apparently, Annie did.
"Cum up my ass!" she said forcefully. "Shoot that batter deep in my hole!" This girl, who'd seemed to me before this to be the meekest of Beth's siblings was now incredibly forceful. Almost like her lust had completely taken her over. I wasn't gonna be the one to piss her off, so I let go and ropes of my cum started hitting my girlfriend's sister's ass.
Annie's eyes seemed liked they rolled into the back of her head as she clearly had another orgasm as a result of my sperm shooting into her. After about 15 seconds or so, she returned to the world of the living and looked straight at me. She quickly had her arm around my head and pulled me in for a deep kiss, full of passion and lust.
"That..." Annie said breathlessly after she finally broke the kiss, "was incredible! Beth, you better marry this man!" she said, causing Cecilia to laugh.
"I'll keep it in mind..." Beth said with a smirk. Annie wasn't having that.
"Clean his cock!" Annie ordered of her big sister. Beth pulled me out of Annie's ass and got to work on the cleaning, clearly knowing instinctively that Annie meant for me to be cleaned with Beth's mouth, rather than a wet wipe. After a minute, Beth decided I was clean enough as I collapsed on the bed next to Annie, Beth joining me on the other side.
"Well, if you're done with me..." Cecilia said getting up from the bed. Annie stopped her.
"Mommmy..." she said with a devilish grin, "I have all that cum in my asshole..."
Cecilia had a big smile as she dove in-between her daughter's legs and started sticking her tongue up her rectum, Annie squeezing out as much of my cum as possible. Soon, Cecilia had collected a good amount on her tongue and started making out with Annie, the two sharing my cum between them.
"I don't get any?" Beth asked her mother and sister.
"You get him anytime you want," Annie shot back. "Mom and I have to get while the getting's good." Beth just shrugged and she wrapped me in a giggly hug. "Ok, Mom, you can go," Annie declared. "But I want Beth and Ted to spend the night with me here."
"Ok, baby," Cecilia said, kissing Annie on her forehead. "I'll just go check on everyone else..." she said with a smile, indicating that the rest of the family was engaged in something. Cecilia closed the door behind her.
"You guys don't mind staying, do you?" Annie asked me and Beth.
"I don't," Beth said clearly, "babe?"
"She's the winner," I replied, getting giggles from both.
"Good boy!" Annie said with a smile, now snuggling me just like Beth was. "But seriously, sis?" Annie said, with almost a worried tone. "Do not...do not let him go."
"Never..." Beth said as we all passed out into slumber land.
I woke up on my side spooning Beth with Annie spooning me. They all seemed so comfortable where they were I tried my best not to move, but the morning ritual of the reliving of the bladder is a strong one. As carefully as I could, I disengaged from the two, got my clothes on, and headed down the hall to the bathroom.
While I was washing my hands, I took a long look in the mirror, thinking about the insanity of my situation. I'm in a mansion that my girlfriend's parents own, where they go around fucking each other whenever they want, and now I was deeply involved in it. While Beth may have been reluctant to let me into this part of her life at first, something I still wasn't completely over yet, she was now taking an active part. I mean giving me a rim job while I fucked her younger sister in the ass?!
I decided on coffee as a solution, so I made my way downstairs and found coffee already waiting, obviously provided for by the staff. I poured a cup and sat at the kitchen table, just staring off into the sun draped view in front of me. I don't know if I'd call it meditative or not, but I definitely was outside my mind, looking down.
Was this all weird? Unquestionably. Did it seem to harm any of them? Not really. I mean all her family seemed loving, well-adjusted, and happy. But how was I gonna feel if Beth and I started a family? Could I really deal with a son of mine fucking my wife? Could I handle fucking my daughter when she came of age? Marrying Beth would inevitably lead to a lifestyle that was alien in so many regards. I took a deep breath as I heard movement from behind me.
Cecilia poured herself a coffee in her robe, that clearly being the only thing covering her body from what I could tell, as she smiled at me.
"Good morning, Ted," she said in her bright and chipper fashion.
"Morning," I replied, trying to match her enthusiasm, but probably failing. "Sleep well?"
"Yes, thank you," she replied, while I tried to remove from my brain all the reasons why she would've, having left Beth, Annie, and me to "check" on the rest of the family the night before. She joined me at the table. "So, how are you doing?"
"I'm ok," I replied half-heartedly. She picked up on it.
"Still coming to terms with all this..." she said, not as a question, but as an irrefutable statement. One that I couldn't refute. "Do you mind if I talk to you about this? Would that be ok?"
I nodded at her, knowing she probably do so anyway.
"I think we all forget how hard this is for others, for outsiders," she admitted. "George and I grew up with this and raised our kids in it," she said as she took a sip of coffee. "While of course nothing happened until adulthood, we made sure that sex and nudity weren't taboo to them, so they'd be more accepting of the adult part of our family life."
She then placed a sympathetic hand on mine.
"I can only imagine what's going through your mind right now. You probably think we're all moral degenerates or something."
"No..." I replied honestly. "No, I don't think that. Clearly, you and your family have a good life and a good bond with each other," I told her while taking a liberal sip myself.
"Would this be easier with some Bailey's?" Cecilia asked.
"Probably," I admitted as she got up and added the creamy substance to our coffees. "Look, I really don't want or mean to judge your family or your traditions. They obviously work for you guys, and you all seem happy. But..."
"You don't know if it's for you..." Cecilia said.
"I don't know how I'll handle it if Beth and I have kids," I told her. "Look, it's no secret that I want to marry your daughter," I told her, Cecilia nodding. "But I do wonder how I'd handle this when they turn 18. Will I actually be able to just let them join in? Will I get jealous? Will I be worried about them feeling like Beth and I are taking advantage of them when their adults?"
Cecilia seemed to be looking at me, almost surprised. I probably furrowed my brow at this, but since there was no mirror around, I couldn't really tell.
"Ok..." she said, clearly leading up to something. "First, I'm very glad you still want to marry Beth. I can see how good you both are for each other, and you are clearly someone worthy of our daughter."
"Thank you," I said, appreciatingly.
"But I want you to remember that this is just how you feel now," she said with almost a matronly warning. "You've only known really about our family for two days. By the time you two would get married and have children and let them grow up, you'll have a lot more time under your belt with all of us. More time to see that we do this for a lot of reasons. Yes, there's no doubt it's fun," she said with a smirk. "But also, it binds our family closer together. With all this wealth and admitted privilege, it'd be easy to only think of the material and not what really matters. Family."
I was kinda astonished, that she took that vibe with this, and that she was being so open with me about it.
"Unlike in TV shows, or what you see from some other families with this kind of status," she added, "our families have always remembered what's most important is that we stick together and truly love each other. Yes, money is nice, but I think any one of us would tell you they would trade it all away for the family."
"Wow..." I said softly. Cecilia smiled at me.
"Does that put you a little more at ease?" she asked me.
"A bit..." I told her. "I think this'll take more time for me to get really used to it."
"That's understandable," she said with a smile. "But from what I've seen of you so far, Ted," she said while taking my hand again, "I think you'll find that you're gonna fit right in."
"Thanks for that," I told her with a smile.
"Speaking of fitting right in..." she said in a sultrier tone, while fiddling a bit with the front of her robe, allowing her magnificent cleavage to show. "I was wondering if you'd be interested in a little "morning delight" with me?" she asked, now fully exposing her large breasts in the open robe to me. I swallowed hard as she kept smiling. "That is, of course, if you think you can get it up for an old lady like me..."
"You're a beautiful woman..." I replied honestly, if instinctively.
"You're such a charmer, Ted..." she said, getting up from her chair. She kept her robe open as she walked over to me, indicating with her hands that I should scoot my chair out a bit. With my brain in a fog, I did as she asked as she pulled my bottoms off, leaving my cock out. She got to her knees and put it straight in her mouth.
While I'd experienced her skills at this yesterday on the beach, she was now solely invested in me. As my cock grew, she got me further and further into her mouth until I started feeling her throat muscles grip my manhood, her reputation among the family clearly well earned.
This attention toward me had Cecilia's desired effect, as I was soon rock hard in her throat. She looked at me and I could sense an almost pride in her abilities. After another minute, she let my cock fall out of her mouth.
"Ready for a ride...?" Cecilia asked me, opening her robe to show her pussy.
"Uh..." I said, wrapping my head around the fact that my girlfriend's mom was offering me sex. "Don't you want any "attention"?"
"Aww, you're so sweet," Cecilia said, cupping my face with her hand. "Trust me, I'm wet enough," she said as she got on my lap, still wearing her robe and slid her pussy onto my cock. "Ooh!" she said, once she was settled on me to the hilt, "you feel nice..."
She was certainly right about her being wet enough but what surprised me was her tightness. Being her age, having five kids, and having more sex then any woman I'd ever met before, you'd think she'd be loose as a goose. While she certainly wasn't as tight as Beth, Hannah, or Annie's ass, she was certainly plenty tight.
"Do I feel good, Ted?" she asked, still just sitting on my lap with my dick impaled in her.
"Ya...yeah," I said quietly. She smiled and started riding me slowly, or maybe more grinding against me. Her dark blonde hair was flowing, but not flying. Whether she was just choosing to go slow, or worried about the stability of the chair.
"Smart boy..." she said as she started picking up the pace a bit. I put my hands on her ass as she kept bouncing, both to feel her ass, but more to make sure she didn't fall. With my hands there, she started going even harder.
"Ohh!" she moaned as she went at her own pace. "Oh, God!"
She was starting to shudder in my arms after only a few minutes at this pace. Her hair was flying all over the place and then I heard light clapping.
I looked to my side and Richard and George were both standing there, smiling and applauding.
"Get it, man!" Richard was encouraging while I was balls deep in his mother.
"I guess you're not gonna need the coffee anymore this morning, babe," George said with a smile as he stole Cecilia's coffee while I was plowing his wife. He was chuckling at the sight, and this is when Cecilia decided to cum.
"OH SHIT!" Cecilia bellowed as I felt her pussy tighten hard around me and some fluid splash on me. Not that that stopped her.
Oh no...
Cecilia was riding like she was in the Kentucky Derby at this point. Flailing around, and it seemed, putting on a show for the boys.
Then the girls came in.
"Really, Mom..." Beth said while she just shrugged her shoulders and got a cup of coffee.
"Go, MOM!" was Hannah's reaction, still nude as usual.
"Get it!" was Annie's reaction, who just winked at me.
"Fuckin' really!!" Diana said frustrated with a major pout on her face. I guessed she'd wanted to be the first ride of the day.
The audience, Hannah's nudity, and Cecilia's pussy were all conspiring to make me cum, and I told her so.
"Go ahead and cum in me," Cecilia said breathlessly. "I already tasted you yesterday..."
That did it. I let rope after rope enter her, Cecilia shuddering harder from the effect until she finally stopped riding. More applause rang out from the rest of the family, I saw Beth and even she was applauding the show. Only Diana was muted as Cecilia kissed my cheek.
"That was great, honey," she said to me as she got off me and stood up again. Without even asking, Hannah got between Cecilia's legs and tried to suck out my cum, which Cecilia didn't object to. Diana practically sprinted to me and got on her knees.
"At least I can clean you up..." she said, taking my soiled cock into her mouth and got all the residual cum from me and her mother off of me. Once she thought it clean, she cupped my package and looked at me. "The next one..." she said while getting up and getting close to my ear, her hands still on my junk, "is mine..."
She kissed my cheek and walked over to get some coffee, making a face at Beth as she did. I pulled my pants up as Beth came over to me.
"Mom jumped on you, huh?" Beth asked.
"Kinda," I told her honestly while Beth nodded her head.
"Yeah, she does that sometimes," Beth admitted. "She's been known to just pull someone into a room and go to town more than once."
Cecilia was behind her daughter, getting a new coffee and just shrugged.
"Well, now that Mom's morning workout is over..." George said with a wink, getting a stuck-out tongue from Cecilia. "I thought today we'd show Ted around the whole place. After all, if he's gonna be here with Beth after they graduate, we wouldn't want him to get lost."
"I can be his guide, daddy..." Diana added, while throwing a wink to me.
"I am right here you know..." Beth said, giving her sister the stink eye, Diana grinning at her younger sister's irritation.
"Ok, kids..." Cecilia said with mock sternness. "Let's get some breakfast in us and take Ted on that tour, huh?"
After a wonderful breakfast of blueberry waffles, we all went upstairs to clean up and dress for the day. We all met downstairs where the golf carts were again waiting for us for the tour. Beth quickly got into one of them with her parents asking me to sit next to her, George got in the front so he could be the "tour guide". Cecilia got onto the back and the rest of the kids were in the other cart.
It was mind-blowing to say the least. Tennis courts, manmade lake, hiking trails going for miles. Even a "small" golf course.
"We try to keep as much here on the compound as possible," George explained as we were headed back to the house. "It helps us stay close as a family and lets us be ourselves. It's the same at our other houses too."
"Other houses?" I asked.
"Oh, sure," Cecilia responded. "We have properties all over the world for when we have business, or just wanna get away."
"Indeed," George responded. "I thought after you both graduate, we'd all go to a little island we have off Costa Rica to celebrate."
"Oh, that would be wonderful, Daddy!" Beth said excitedly, kissing her father on the cheek.
"Would you like that, Ted?" Cecilia asked.
"Uhm..." was all I could get out.
"What?" George asked. "You don't wanna go with us?"
"I just don't wanna impose on you."
"Impose?" Cecilia said laughing, while reaching over from the back and putting her hand on my knee. "Ted, we consider you family now. The trip is as much for you as it is Beth. You're not imposing on anything."
"She's right, as always," George said from the front. "I've told you already that we know you're no money hound or anything. That you truly love our daughter, and rightfully so. We've trusted you with our lifestyle and I hope in time, you'll learn to trust us too."
"No, I know," I replied. "And I do, I just wanted you all to know that I'm appreciative, I guess."
"Think nothing of it," George said in his traditional flair as we pulled back up to the house. We got out and everyone decided that a pool day was due. Almost as soon as it was announced, Diana grabbed me by the hand and pulled me up the stairs.
"What the fuck?" Beth said as Diana continued to drag me up.
"We'll be down in a little while!" Diana said as we reached her room, her shutting the door, locking it, and hooking a chair underneath as well. Once she was done, she looked at me like she was a lioness, about to pounce on an antelope.
"Ted..." she said softly, but declarative at me while she slowly walked from the door toward me, "you've had every woman in the house except me, and I think that needs to change right now."
She kept walking toward me looking like she was gonna devour me whole.
"Just so we're clear," she said, now only molecules from me, "I love Bethy, I do. I think you guys are great together and I think you're both gonna be very happy together."
She started unbuttoning my polo at this point.
"But I'm not gonna deny I want you. I want every inch of your cock in every hole it will fit in."
With that said firmly, she pulled my head to hers in a very sensuous kiss. Her arms started wrapping around me as she either wanted me to start getting hard or she really wanted a bit of the "romance".
As we kissed, she started removing her sundress from her shoulders and it was soon pooled at her feet showing that she was wearing nothing underneath it.
Of course, I'd seen her naked at the pool and at the beach, but now she was right up against me, her hard nipples poking at me. She kept making out with me, her hands now kneading my ass cheeks. I decided I'd reciprocate and started fondling her backside as well.
As we made out, she started maneuvering me as well, getting me closer and closer to the edge of the bed. When I felt the mattress at the back of legs, she eased me down so that I was sitting on the edge. She then started kissing down my body, letting her breasts scrape against my chest as she slowly worked her way south.
She paid good attention to my nipples, licking and teasing them, as she went down my chest. Soon, she reached my belt buckle and started pulling off my shoes and socks and then going to work on my belt. Once it was unfastened, she unbuttoned and zipped down my pants.
Once that was done, she hooked her fingers into the waistband and slid my pants and underwear off all at once, almost violently as once they were clear of my legs and feet, she threw them across the room. She then once again, eyed my cock.
She kissed it gently on the tip, moving her hands softly across the shaft, cradling my balls as she started to suck me. As with everything else she'd done, she was doing it slowly and methodically. For some who just wanted to fuck me, she was certainly putting a lot of tender effort into this.
It didn't take long for me to get hard from her gentle work, my cock standing up proud as she continued licking and stroking it. I made a motion on the bed for her to get up and I'd reciprocate for her, but Diana declined, easing my back flat on the bed.
"Trust me, I'm wet enough," she said with a giggle that made her boobs bounce alluringly. She hovered over me, my dick feeling the droplets of wetness from Diana's snatch. She just smiled as she grabbed my cock and wedged it inside her.
It was hotter and wetter than any of her other family members, even Beth. She went slowly down on my cock, like she was trying to savor every inch as she went down.
"Ooooohhh!" Diana moaned out as she hit bottom on my cock. She just sat there; my dick impaled in her for a good 30 seconds before she slowly started to ride me. She wasn't fucking my brains out or making love to me, just riding me at a medium pace. I placed my hands on her ass instinctively, but she grabbed my hands and placed them on her C-cups.
"Feel my tits, Ted," she moaned out. "Play with tits while I ride your cock."
I started palming her tits, her rock-hard nipples sticking out prominently as she continued to ride. She started going faster and faster, more panting then moaning as her pussy continued to milk my cock. Her hair was bouncing up and down with her as she was getting more and more into it.
"Fuck, you feel good!" she moaned out. "You like my pussy, Ted? You like your girlfriend's sister's tight pussy fucking your cock?!"
"Oh, my God..." I moaned out as she started using her vaginal muscles to grip my cock even harder as soon her pussy began pulsing.
"God!" Diana bellowed out. "I'm cumming, Ted! I'm cumming on your COCK!!!!" as she started spraying my chest with her cum. She was breathing heavy as she returned her eyes to me. She looked almost stunned as she slid over toward her nightstand and grabbed a bottle of lube.
She opened the bottled and slathered some on her asshole, her eyes not leaving mine the whole time. She then bent over and threw me the bottle, no other conversation.
I lubed up my cock liberally and got behind her, Diana now spreading her ass to give me clear access to her asshole. I put my cockhead right against the entrance while she started rubbing her pussy a bit, trying to keep her hot and horny while I impaled her ass.
If she had any objection, she certainly voiced the opposite opinion.
"OH FUCK, YES!" she bellowed louder then any woman I'd ever been with. "Fuck my ass, Ted," she begged/commanded. I took the initiative and started pounding her asshole, putting my leg up for leverage and grabbing her hips.
It was a full-on assault at this point. I can't remember having fucked anyone that hard before, and certainly not in the ass. I don't think I'd even fucked Beth that hard. I could feel her pussy gushing cum on my leg, almost as if she was constantly squirting and cumming at every thrust.
By now, I was sweating just as hard as she was, and my cock was starting to tingle.
"Di..." was all I was able to get out before she launched herself forward to get my cock out of her ass. She then spun around on the bed and immediately took my cock in her mouth, sucking for all she was worth. I could only take a few seconds of that before I started cumming in her mouth.
Once my orgasm was complete, she popped my cock out of her mouth and showed me that my cum was still on her tongue, before she swallowed in one gulp. She then gave me a smile that could've stopped traffic.
"Thanks, Ted," she said with a smile, getting on her knees and kissing my cheek. "You better marry my sister now, cause I'm gonna want repeats of that."
"No pressure there..." I said, trying to catch my breath.
"Why don't you go take a quick shower and I'll meet you downstairs?" she offered, showing me her bathroom door. I graciously took her up on her offer and gave myself a good once over, paying particular attention to my junk. I toweled off and got dressed again, trying to make my hair look like I hadn't just banged the bejesus out of anyone.
I headed downstairs and saw everyone in the living room looking up at me. George and Richard started applauding.
"Bravo!" Richard said with a grin.
"Well done, son!" George said with a chuckle. Cecilia, Hannah, and Annie joined in with smiles and light applause. Beth just kinda rolled her eyes before coming over to my side.
"Sis," Diana said, smirking, "I gotta say, he was worth the wait."
"I think so," Beth said, placing a kiss on my cheek.
"Well, why don't we all have a few drinks before dinner out on the patio?" Cecilia offered. "You guys head out and the girls will be right out."
I followed Richard and George out to the patio where we all took a seat.
"Well, now that you've gotten to know the family better," George said glibly. "What do you think of us?"
"Friendly," I replied, "definitely friendly..."
This put Richard into hysterics, bending over and laughing hard. George also smiled at me.
"I'd like to think so," George replied. "So does this mean that Beth is off punishment?"
I could see by the look on their faces that they both wanted to fuck Beth. Having fucked her many times, it was kinda hard to blame them. I knew that this was inevitable, that I would have to confront it at some point. I took a deep breath.
"I guess she is," I replied mutedly.
"Again, would it be easier for you if we took her to a bedroom or somewhere private?" Richard asked. I could tell that as much as he wanted to fuck his sister, he didn't want to completely upset me either. I thought this over for a minute or two.
"I don't really know," I replied. "I think I'm just gonna have to see it, so that I know how I'll handle it."
"Understandable," George replied. "Maybe we'll have some family fun time after dinner."
"Before you tell Beth or anyone else, can you excuse me for a minute? I'll be right back."
Both men nodded at me as I went inside. The girls were still making cocktails as I went in. I just replied I had to get something from Beth and I's room as I passed them. Once I had what I was looking for, everyone was out on the patio already, drinks in hand. Beth handed me mine, but I put it down on the table.
"Uh," I said trying to get everyone's attention, "do you guys mind if I say something real quick?" Everyone dutifully stopped talking and looked at me. Beth looked more than a little nervous as I continued. "First, I just want to say thank you to you all for welcoming me to your home and going the extra lengths to make me feel like a part of the family."
"I did my part!" Hannah said, giggling to herself. Cecilia patted her bare leg, silently telling her to let me continue.
"I have to admit, this wasn't really what I was expecting, and it's taken some getting used to; but I think I understand why you guys do what you do."
George and Cecilia nodded warmly at me as I kept going.
"Beth, I know why you didn't tell me about this, obviously. And I won't lie, I'm still a bit hurt."
"Babe, I..." was all she got out, before I held my hand out, asking her to stop.
"Look, it's something I need to work through, and I will. But it's only for one reason."
