Mature Weekend Away

Saturday

That morning I was woken by the ring tone of my phone, it took me a moment to find my jeans in the dark and dig my phone out of the pocket. When I looked at the screen I let at a moan at the brightness. It's a text message not a call, the contact name is Angela. Until then I didn't realize I was alone in her bed. I opened her message, 'Morning babe, it is your turn to watch.'

I just laid there staring at the phone for a few minutes still trying to wake up, "my turn to watch what?"

Then I remember what she told me last night about yesterday morning. I'm up in a flash and looking out her window across the space between the two buildings. I immediately found the window to my room, it was still early enough it was still dark out and it was the only lit window.

Standing there in the window is my Angela with a huge smile on her face as she waves at me. I just waved back as I took Angie in. She was wearing a pink nightie that did an amazing job of displaying her long toned legs from running track and her perfect, perky C cup breast.

After I had waved back she turned towards the door and motioned for someone to come to her. From behind the door walked out Jessica wearing a black and red corset with thigh high black stockings. Jessica turned and gave me a quick wave before pulling Angela into a deep kiss. For the next ten minutes I just stand there watching my girlfriend make out with the sexy mature woman I fucked not even 24 hours before.

As I watched their hands moving over each others bodies as they kissed I couldn't help but pull my boxers down and start stroking my rock hard cock. I couldn't believe I was watching my uptight girlfriend making out with another woman, but it didn't stop at kissing. I was soon watching this gorgeous Milf kissing down Angela's neck as she pulled the straps off her shoulders. Angela had her head back, clearly enjoying herself, when her nightie fell to the floor and Jessica locked her lips around her right nipple.

For several minutes Jessica licked, sucked or fondled every inch of Angela's amazing breast. When she finally finished her ministrations over Angela's breast she pulled her into another deep kiss before pulling her head into her large jugs. I nearly shot my load as I watched Angela motorboat Jessica's large tits. Angela then slowly started unlacing Jessica's corset, once it was off she practically attacked those magnificent mammaries.

That was it, watching my teen girlfriend sucking on a sexy mature milf's tits was just too much for me and I blew my load all over the floor and wall in front of me. I don't think I had ever cum that much in my life, when I finally finished I felt completely drained. I was sure i was spent for the day if not the week after the load I just shot off, but when I looked back over to the girls I was rock hard again in seconds when I saw Angela on her knees in front of Jessica.

As hot as watching Angie enjoy Jessica's tits had been it was nothing compared to watching her licking that mature pussy. As Jessica walked back until she could sit on the edge of the bed Angie followed on her knees never losing contact with her pussy. From my angle all I could see was Angie on her knees between two legs hanging over the edge of the bed with a hand on the top of her head. They both clearly enjoyed what they were doing because they stayed in that position for nearly 20 minutes.

After Angela gave her who knows how many orgasms Jessica pulled Angela up on the bed and had her sit on her face. Watching Angie's firm little ass grinding over Jessica's face had me cumming again. For the next hour they changed positions about a dozen times. I had trouble getting hard again at first but after a short rest and their nonstop show I was ready to go again.

I sat there panting after my third load of cum when my phone went off again, 'Hope U enjoyed the show'

'fuck yes I did'

'well then after our shower U can buy the performers breakfast'

'anything U want babe can I come watch your shower'

'sorry girls only '

I couldn't help but moan as they waved over to me again before disappearing into that bathroom. I collapsed back on the bed and just laid there until I had the strength to take a quick shower of my own before meeting them for breakfast.

Despite getting in the shower ten minutes after the girls I still had a fifteen minute wait before they met me down by the parking lot. When I saw what they were wearing my tired cock stirred. Angie was wearing jeans so tight they looked painted on, a tiny tank top that showed off her perky C cups and toned tummy, high heeled boots, and had her hair up in pigtails. Jessica was wearing a green summer dress that hugged her figure i all the right places, 2 inch high heel sandals, her long hair hug loosely around her shoulders, and she was clearly not wearing a bra the way her tits bounced and jiggled with each step.

"Morning stud," they both said once they reached me.

"Morning," I lamely responded still trying to get my brain to function.

"Sooo," Angie smiled, "How'd you like the show?"

"I fucking loved it! But how the hell did that even come about?"

"When I watched you two yesterday I saw Jessica put her info in your phone," Angie told me, "so this morning when I woke up I texted her my idea and asked if she was interested?"

"And I of course said yes," Jessica grinned.

"What about your husband?"

"Oh he enjoyed the show as well," Jessica grinned.

Angela turned to her with a surprised look on her face, "Wait really!?"

"Yes, he also watched us yesterday," she smiled at me, "our room is on the second floor a few rooms down from Angie's. So he had a clear view of your room on the first floor of building B."

"Wow," Angie and I both say.

"So," Jessica grinned, "Tony where are you buying us breakfast?"

"Well unless you had something else in mind I thought we'd go to the breakfast place around the corner, they are supposed to have a great selection on their buffet."

The ladies looked to each other and shrugged before Angie said, "Sounds good to us."

At the restaurant we all got a large plate full of food and finished most of it without much talking; we had all worked up quite an appetite. We were all on our second plate and I was on my fourth glass of OJ when Jessica asked, "So how did you two meet?"

"We have several classes together at college," I answered between bites, "we got to know each other and I found out she was fun, sweet, caring, not to mention smoking hot."

She slapped my arm, "That is true but it wasn't until I had to tutor him in Chemistry that he got up the nerve to ask me out."

"That's a nice story, definitely cuter than how Brad and I met."

"Oh," Angie grins, "I want to hear that story. How did you meet the father of your children?"

Jessica blushes slightly, "We met because of a bet."

"Oh come on," I said, "we need more information than that."

"Some friends and I were out at a bar having a girl night and we had already had a few rounds of shots when the subject of our sex lives came up. Several of the girls shared different stories f what they had done, when they turned to me. Well a few weeks before I had a wild night and shared the details and..."

"Wait," Angie interrupted, "what were the details of the wild night?"

"Well which story do you want to hear?"

"Both," we both smiled.

"Okay, the night in question I had a date with a guy from work and... well the date went well and I went back to his place. After some heavy making out I decided to use my mouth in a different way. Well while I was on my knee with his cock in my mouth his roommate came home. When I heard the door open I tried to get up but he held my head down on his cock. Instead of turning around and leaving his roommate sat down on the couch next to him and just watched me suck his friend. After i finished swallowing my dates cum his roommate pulled his cock out and asked if I would like seconds. I was shocked at first and was about to run out of there when I thought what the hell and started sucking his cock next. After I swallowed his load they both thanked me and told me to have a good night."

"Seriously they got one of your blow job then basically threw you out," I asked knowing they had to be fools not to want more of her.

"Yep, blew their load then good bye."

"Dumb asses," I smiled.

"So," Angie asked, "what was the bet?"

"They didn't believe I would suck off a complete stranger so they bet me I wouldn't suck off someone they picked randomly from the crowd. Well I asked how much the bet was for and they told me 200 bucks. I smiled and asked per guy. Well after that two of the girls were ready to back out but one of the other answered yes and that they would each pick out a guy and if I sucked his cock that girl would pay me $200."

"How many guys did you suck?" Angie asked.

"Well I was out with seven friends so seven," Jessica smiled.

"And," I asked, "I'm guessing your husband was one of those seven."

"Actually no, after I blew all seven guys not only did my friends pay the 200 each they also bought all my drinks the rest of the night. Well after a few ore rounds they were telling the bartender what a cock loving slut I was and what I did to earn free drinks for the night. Brad was the bartender and I ended up going home with him that night. That one night stand became a casual relationship which led to dating which led to marriage and two sons."

"Wow," Angie whispered to herself then asked, "so have you had an open relationship from the beginning then?"

"When it was just a casual thing yes we both had other partners including a few together but when we decided to make our relationship serious that changed."

"So," I asked, "when did you open things up again?"

After our youngest was born our sex life dropped off to practically nothing. One day out of the blue we ran into one of our partners from earlier in our relationship and... well... she ended up spending most of the next week in our bed. After that we decided to bring in another man one weekend and things progressed from there."

"I still say if you were my wife you'd be more than enough woman for me and would rather keep you to myself," I smiled.

"Be glad her husband doesn't feel the same or we wouldn't be here," Angie reminded me.

"True," I grinned.

"So you two know of some of my sexual exploits, so why don't you share some of yours," Jessica grinned before taking a big bite of waffle. "So Angela let us hear it?"

"Besides masturbating a few time at home this weekend is the only time I've done anything sexual," she answered but with a slight blush to her cheeks.

"Ooh I think little miss innocent is hiding something," Jessica grinned.

"No! I mean of course not," Angie answered as her face got even redder.

"Oh no you don't," I teased, "come on out with it."

"Fine, if you must know I gave a teacher a lap dance in high school."

"Keep going," Jessica said.

"I was a senior and on the track team and I failed a test right before a big competition and my grade would have been too low to compete. I went to him to ask about extra credit and he told me there was one way to raise my grade. Well /i was naive enough not to understand what he meant at first and I agreed. When he told me to get on my knees I realized what he wanted and freaked out. After he got me to calm down he apologized and told me he thought that was what I was offering in the first place and that a lot of the girls did it. I told him I wasn't like that but I still wanted to raise my grade and he suggested a lap dance. I didn't really want to do it but I did want to compete in the match so I agreed. So I gave him a lap dance there in his class room," she finished nearly beet red.

"Wow I never knew you were such a little slut," I teased.

"Oh shut up Tony! You have no room to speak," Angie answered with a naughty grin.

"Yes Tony," Jessica added, "I think it is your turn to share."

"Sure what do you want to know?"

"What's the kinkiest thing you have even done not counting this weekend?"

"To be honest I've never done anything all that kinky before this weekend. Most of my sexual encounters have been with girlfriends in the back seats of cars. I guess the kinkiest thing I have done was when I fucked one of my exes in her kitchen while her family was in the dining room just one unlocked door away."

"Well maybe you should add something kinkier to your resume," Jessica teased then leaned over and whispered something into Angie's ear. Whatever she whispered caused them both to giggle.

"Do you think?"

"Up to you Angie."

"What are you two conspiring about?"

"That's for us to know," Jessica answered.

"And for you to find out," Angie added with a grin, and then turned to Jessica, "I think I'll do it."

"Do What?" I asked.

"This," Angie smiled at me before dropping under the table. I wasn't sure what she was getting at until I felt her unzipping my pants.

"Wow!" I gasped as she took my hard cock into her mouth. Holy shit I was finally getting head from my girlfriend and it was in a public place surrounded by strangers as the hot milf we had both fucked sat at our table smiling at me. It took all the will power I had to stay silent as Angie sucked my cock. The entire time I was so sure one of the many people walking by our table would catch us, but I finally filled her mouth with my fourth load of the day and no one seemed to notice a thing.

After putting my soft cock back in my pants Angie crawled out from under the table, "Mmm, Tony you are tasty. I hope you liked that."

I just nodded at her with a stupid grin on my face. Jessica laughed at my reaction, "Angie I think you sucked his voice away, and sweetie you have some cum on your chin."

"Oh thanks," Angie smiled before wiping the cum off her chin and sucking her finger clean. The rest of our breakfast was normal, or as normal as a breakfast could be after the morning we had had.

After breakfast we headed back to the hotel where we ran into Brad. This was the first time I had seen the man and he wasn't what I was expecting. I figured a man who was married to a woman like Jessica and willing to share her with others must be a huge muscle bound he-man, that was not the case. Brad was 5'5 max, couldn't weigh in at more than 100, and was balding slightly. It was a bit awkward talking to a man who's wife I had fucked, and he knew about it, like he was any other person; and Angie must have similar feelings because she was beet red again.

Brad asked what Angie and my plans were for the day and we told him we didn't really have anything planned so he invited us to join them for the day. So despite the fact that we were all still basically strangers we spent the day exploring the town with them and their kids. I never knew Angie was so great with kids until that day, which made me love her all the more.

As strange as it may sound we had a great time spending the day with Jessica and her family. We went to several landmarks and other similar places of interest, two museums, had lunch at an arcade/restaurant, and saw the latest super hero movie. It was like we were all old friends. Before dinner we dropped their kids off at the hotel before going to a fancy restaurant that I never could have afforded, but when I offered to help pay the bill at the end of the night Brad just laughed and said we could settle up later back at the hotel.

When we got back o the hotel the pool area was empty and Jessica commented, "I could really use a soak in the hot tub after the day we've had."

"Why don't we go get our suits on and meet back down here in... let's say half an hour," Brad said.

Angie and I agreed and headed up to our rooms, before we split up Angie said to grab my suit and quickly meet her in her room. I wasn't sure why Angie wanted me to meet her but I figured she just wanted to have me wait with her until we met with Brad and Jessica. I was up to my room, changed and at Angela's door in less than five minutes.

When Angie opened the door I was greeted by the image of her sexy nude body. Before I could ask what she was doing she grabbed me, pulled me into the room and practically threw me onto the bed. As soon as I hit the bed she pounced on me and pulled me into a deep kiss.

When she broke the kiss I gasped, "Wow! Babe not that I'm complaining but what has gotten into you."

"Tony I have no idea what might happen when we meet up with Jessica and Brad, but there is one thing I know."

"Oh what's that?"

"I know that I want to give my virginity to you and you alone," She answered as she pulled down my trunks. "What do you say, do you want to make me a woman?"

"God yes," I moaned before pulling her into another kiss as she stroked my hardening cock. Once I was fully hard she lowered her dripping pussy down onto my cock taking in just the head at first then in one hard downward thrust she dropped onto me until I was balls deep; and with that one move she was no longer a virgin.

We stayed it that position her impaled on my hard cock not moving for about a minute before she started grinding against me. I let her have complete control of our movements so her first time was as pleasurable as possible and in a short time she was riding me like there was no tomorrow. As she quickly bounced her amazing body up and down above mine I leaned up so I could suck her perfect nipples as I rubbed her engorged clit.

For the next ten minutes I put all my effort into giving her every bit of pleasure I could as she rode my throbbing cock. I could tell she was getting close as her breathing got quicker and her movements more erratic, so I grabbed her hips and started thrusting up into her molten hot pussy. As she went over the edge she threw her head back and let out with a bestial scream. I continued to fuck her with all the strength I could as she rode the waves of her orgasm until she collapsed exhausted onto the bed next to me.

I'm not sure how long we laid there panting before I asked, "So did I give you an okay first time?"

She rolled over and cuddled up to my side before laughing, "No you didn't give me an okay first time, you gave me an amazing first time."

I kissed her and smiled, "I'm glad I could be of service."

She reached over and started stroking my still hard cock, "You didn't cum did you stud?"

"No but this was about you babe."

"Well I got mine so it's your turn now and besides we can't have you going down to the pool with this in your trunks," she smiled at me before moving down and taking me in her mouth. Well after our recent activity it didn't take me long to feed her my load. She didn't stop sucking my cock until she had drunk down every last drop of cum. I was about to beg her to stop, I was so sensitive, when she pulled off my soft meat with a pop and sat up, "I'm really starting to love the taste of cum."

"Well whenever you need another fix I'm here for you," I grinned up at her.

"I'll keep that in mind, but right now we need to go meet Jessica and Brad."

When we got down to the pool Jessica and Brad where already in the hot tub. When Brad saw us walk into the pool area he smiled at us, "Hey look who finally showed up, what took you so long?"

Neither of us answered, Angie just blushed as I stood there stammering. Jessica giggled and slapped Brad on the arm, "Honey leave them alone. As someone who has had some fun with each of you I can't blame you for being nearly twenty minutes late."

I finally got my tongue to work, "Sorry we didn't realize we were that long."

"Ah to be young," Brad joked.

For the next half hour or so we just exchanged small talk and relaxed. But after awhile the subject of sex came up and we heard of some of their exploits, and they had had more than their fare share of excitement since they met.

"Jessica told us about how you met," Angie said after a story of Jessica being the center of a 12 guy gang bang on a few months before, "It seems she gets more of the action."

Brad smiled, "Yeah she does, but I don't mind."

"Really," I ask, "you don't have a problem letting who knows how many men fuck your sexy wife?"

Jessica and Brad both laughed, "Tony the thing you don't get about my sweet hubby is he's a bit of a freak."

"Not a freak honey just a voyeur," Brad corrected with a smile, "You see Tony I love watching Jessica get pleasured, it doesn't matter if it is me or someone else. Knowing the woman I love is pleased is enough for me, plus when that woman puts most porn stars to shame wouldn't you love watching her have her fun?"

"Well I guess," I answered, "but I'm not sure if I could watch Angie get fucked by another man."

"Hey it's not for everyone, but if you change your mind," he smiled as he grabbed his cock under the water and winked at Angie.

Angie blushed but I could help notice how she licked her lips as she looked at where his cock must be under the water. Jessica noticed too because she gave me a naughty grin and nodded toward Angie, "Angie maybe you' like to get to know my husband a little better?"

"What? Oh I... uh... um...," she stammered then looked to me.

"It's up to you babe," I grinned, "but not full fucking I'm not ready for that."

"No I'm not either. I hope my mouth is enough for you Brad," she said before standing up and crossing over to him.

Brad stands up and sits on the edge of the hot tub revealing a large bulge in his trunks, "Tony you sure about this? Because once I pull these off someone is sucking my cock, so if Angie backs out you better get ready to take her place."

"Mmm maybe I should back out, I kinda want to see that," Angie giggled and winked at me.

"Yeah thats not gonna happen," I laughed.

Angie knelt in between Brad's legs and pulled down his trunks and what came out caused us both to gasp. For such a small guy he was packing, it wasn't so much his 8 inches of length but the nearly soda can girth. Angela wrapped her tiny hands around that huge hunk of man meat and started stroking with all her might. As she worked her hands up and down his thick shaft she opened her mouth to taking in his head, I thought she was going to dislocate her jaw as wide as she was forcing her mouth to open but after a few attempts she forced her lips around his bulbous head.

I had been so entranced watching my girl pleasure that huge cock that I jumped when Jessica grabbed my cock through my trunks. She burst out in giggles as she told me, "Relax Tony it's just me. Boy you were either really loving or really hating watching them."

I give her a nervous chuckle, "I'm not sure how I feel to be honest."

"Thats normal Tony, but how about we find a way to distract you," she smiled as she pulled my cock out of my trunks. She didn't waste any time losing her bikini and climbing into my lap. As she lowered her pussy down over my cock I glanced back over at the others.

Angela had nearly half his huge shaft past her lips and was trying to force even more into her tiny mouth. One hand was under the water and based on how her arm was moving, she was quickly working her hungry pussy; her other hand was moving between playing with his hair balls and working over the portion of his shaft not in her mouth. When I looked up at Brads face I was surprised to see him intently watching his wife riding my cock, when we made eye contact he just winked at me.

I'm not sure how long we watched each other get pleasured by our partner when I felt the first signs of my quickly approaching climax. I was enjoying this excitedly strange situation more than I could have ever imagined so I used every last ounce of will power I had to hold off blowing my load.

Brad must have realized what I was doing because after a few minutes of this he said, "Do it Tony fill my slutty wife's pussy with your hot cum."

Having Tony tell me to cum in Jessica was the last straw and before I could even warn her I was shooting my load into this hot married milf's tight pussy. My orgasm caused a chain reaction in the others; as I fired rope after rope of my hot cum into her Jessica pulled me into a tight embrace as she moaned through what had to be a very intense climax of her own.

Brad wasn't lying when he said he enjoyed watching his wife get pleased because as Jessica began moaning into my neck Brad let out with a loud groan and began shooting his own large load in and all over Angela. His first shot he fired directly into Angela still sucking mouth and must have been a big one because she quickly pulled off his cock gasping and coughing. The rest of Brad's load was shot across her face and tits.

Angela must really have liked getting her first facial because as Brad shot rope after rope across her face and tits she started moaning and shaking as her hands worked at her pussy under the water. Our orgasms seemed to fuel the others', as I watched my beautiful girlfriend cum from getting a face full of cum my balls seemed to overload and shot more of my own cum into Jessica, which in turn caused her to cum harder on my cock and watching his wife's pleasure excited Brad and as he shot more of his load onto Angela her orgasm grew in power.

If our bodies were able to we might have continued in that unbroken chain or orgasms for hours, but alas the human body is not capable of such stamina. Eventually our bodies gave out on us and we all collapsed into the tub gasping for breath.

"Well that was fun," Jessica said with a huge smile causing us all to burst out in laughter.

Once we had all caught our breath and our bodies finally would respond to commands, we got ourselves dressed. We sat in the hot tub for maybe 15 more minutes in silence before we finally decided it was time to call it a night. We bid each other a good night and went our separate ways. As much as we might have liked to have another round once we got back to Angie's room neither of us were up to it and were both asleep not long after cuddling up together under her covers.​