Chapter 04


I wake wrapped around Tabby, her lithe form fitting like it was meant to be there. I can tell she is still asleep as she breathes slowly and deeply. I look over my shoulder carefully and see Maddie curled up facing away. I can tell if I rolled over, I would be wrapped around her like I am Tabby now. My morning wood has appeared and lays between Tabby's butt cheeks comfortably. The warmth that is my little sister is very inviting.

I roll back slightly and slip my erection from between her cheeks to between her soft smooth thighs. I find her tight tunnel opening and slowly slip my cock into Tabby's warm center. I begin slowly pumping in a couple of inches at a time. When I bottom out Tabby wakes softly with a fullness remembered from the previous night and moans quietly.

"Oh, Tony. That's a lovely way to wake up." She whispers back to me. I continue to pump her slowly so as not to wake Maddie. I bring my sister to a slow gentle orgasm to start the day. I don't hold back either and fill her again saying as my last ropes enter her, "Gotta keep practicing for when you graduate in a few years." I kiss her neck and when she turns to look at me smiling, I kiss her again on the lips tenderly. She smiles again afterward and sighs deeply.

I slip my cock from her slowly and ask her, "Wanna clean me off before I wake Mom the same way?" She giggles and slips down to lick, slurp and suck me clean. I then roll carefully over and slip into Maddie the same way. I slide into her slightly faster as she isn't as tight as Tabby but is nice and wet. I hope she is having a naughty dream that is soon going to be a wet reality.

I slide up and into her to bottom out, her cervix kissing my cock tip. I hear a slight sigh but Maddie continues to sleep for a few slow strokes. By the third full stroke, she is moaning and her eyes pop open with a breathy, "Oh Yeah, that's so nice." I pick up the pace slightly and bring Maddie to a gentle orgasm as well, filling her pussy with another load, her saying, "That's it, baby, fill mommy up again."

Tabby giggles at that statement and I smile broadly replying, "Just working ahead on your next pregnancy Mom." We all laugh lightly at that. I pull out of Maddie and roll to my back saying, "Roll over to me Maddie please." She moves to do that very thing with a contented sigh when she arrives. Tabby copies our mother and sighs too as she also cuddles up. We return to the positions we fell asleep in.

I look at both these lovely women and starting with Maddie kiss them deeply showing them my deep love for them. Both sigh deeply, as do I each time. "Wow, how did I get so lucky to have not one but two gorgeous women in my life and my bed?"

Maddie joked about it for the first time, answering, "Because your father was an idiot." We all laugh again lightly like before. I hug them both to me tightly.

Tabby suddenly says, "Mom it looks like Tony is still in need of our attention. Can we show him how much we love him together?" She reaches down and grasps my still-hard cock.

"Absolutely Baby girl." Both women slip down my body and easily start working my cock in tandem. The effect of my two loving women is amazing. They each put a hand on my cock and begin stroking me slowly together. Tabby started with her mouth on my tip, working around the tip lovingly.

When she pulls off she says, "I can taste your pussy on here Mom, it tastes pretty good too. I wouldn't mind some more if that's okay."

Maddie smiles broadly asking, "Have you been with any girls Tabby?" Then she slips her soft lips onto my cock for her turn.

"Not yet like this, Mom. It was just a little petting a few years ago, but she wasn't ready, so we stopped quickly."

I see a possibility here and suggest, "After your done why don't you get into a sixty-nine and slurp my cum from each other's pussys? That could be pretty hot and everybody wins. I get to watch my two ladies both enjoying me but each other as well."

Maddie slips off pushing my cock back at Tabby replying, "That could be really fun. I haven't had pussy since college. How about it Tabs? Interested?"

Tabby having my cock in her mouth moans and popping off with a 'slurp' replies, "Oh Hell Yeah. I eat pussy for the first time and it's my mother's. That would be so fucking hot. Jesus, I'm ready to do that now but we should finish off my Biiiiig Brother first." She says with a grin looking at both Maddie with my cock now in her mouth and at me very excited.

"I may have created a bisexual monster Maddie, but what the hell right? They say, 'Incest is best, Keep it in the Family' so why not huh?"

"I'm almost as excited to eat my daughter's pussy as my son's cock right now, not to mention his nut juice."

We all laugh at that, with the added benefit that Tabby does it with my cock in her mouth. The extra vibrations shot like electricity to my balls, and they began to roll in earnest.

I say, "Very nice ladies, I'm almost there." I moan to them. They then double their efforts literally. They both attack my cock from each side. They pump their hands faster in concert. Each slipping off and over the head of my dick nearly kissing with my cock wedged between their lips. In another almost two minutes I say, "I cumming girls." And I blast off, throwing rope after rope into those alternating mouths until my last dribbles out into Maddie's mouth. "Aaaaaagggghhh." I moan out. They work together and have me cleaned up in seconds.

I pull back and sit leaning against the headboard making room at the bottom. Maddie wastes no time getting on her back and grinning at Tabby. Tabby spins around and pushes backward up our mother's body putting her pussy at mom's lips. When she gets there Maddie doesn't waste time and dives into Tabby's tight little quim slurping and sucking at her to get at my cum. Tabby grins and almost slams her face into Maddie's pussy too. They attack each other with abandon moving quickly from eating cum to eating each other. Both women cum hard pushing their pussies into the other's face, squirting lightly. Matching moans escape them both. Needless to say, I'm rock-hard again watching this erotic scene.

I slip from the bed, my cock leading but I walk to the end of the bed and bodily pick Tabby up off Maddie helping her stand with me smiling. I then help a grinning Maddie up as well. We head off to the shower where I fuck them both against the glass shower wall, alternately about every minute like they did. When I get close they hit their knees in front of me and take rope after rope of cum to their mouths and faces. Another deep moan escapes my lips with deep satisfaction following.

We clean up, enjoying kissing and caressing all around. When we leave the bathroom, the alarm clock is just going off. Maddie and I get ready for work. Tabby heads to her room for clothes, a crop top, and boy-short panties. Then, she heads to the kitchen to grab breakfast and start our coffee. We eat breakfast with big grins on our faces all around. Then Maddie and I head out for work. Fortunately, it's my weekend off, but it will be a full day today.

For me, it is a large shipment to deal with for our whole crew, and we barely finish on time. Maddie has a better day, she gets a few stories edited then submitted for publication, and a couple of meetings. We both get home at about the same time, me just seconds ahead as I hear her pull up as I get out. I help her out and with a chaste hug walk in holding hands. We enter and are greeted by Tabby with a glass of wine for Maddie and a beer for me. We both hug and kiss Tabby in thanks. After a few minutes on the couch telling each other about our day, I decided it was a great idea to take my ladies to dinner. I sent them to get ready while I called and got a reservation. Then I sat and watched a little Sportscenter until it ended several minutes later.

After working hard all day, I head for my old bedroom to change my clothes after a quick run through the shower. As I walked up the hall, I noticed Tabby's door open. I looked in but didn't see her. I then heard giggling from Maddie's room. I stepped up to the door and knocked.

I hear Maddie say, "Don't come in, Tony. What do you need?"

"I was just wondering what color dresses you might be wearing tonight so we can coordinate like we did on our last date," I replied.

"Put on the deep blue shirt and the light pink tie with some black slacks, and it will work very well with ours. When you're done, knock and let us know. We will meet you in the living room. Okay?"

"Sure, Mom, sounds good."

I step over to my room, grab clean skivvies and a crisp white tank top t-shirt, and then off to the shower. I clean efficiently, get out, dry off, and dress in my fresh underwear. I return to my room and pull out the requested dress shirt, black slacks, and socks. Once I'm all in, I slip the tie off my rack and slip it around my neck to tie a beautiful and classic Double Windsor knot. I slip on my black loafers again and check myself in the bathroom mirror. After combing my hair, I decided I was good to go.

I return to the living room, stopping to knock as requested. "I'm ready, ladies, I'll be waiting."

After waiting a few minutes, I flip the TV back on and look for something to watch. A few minutes later, I find a Gilligan's Island rerun. After another ten minutes, I hear the door to Maddie's bedroom open, and she says, "Okay, Tony Honey, we're ready too. Shut your eyes. We want to surprise you. Okay?"

"Done," I reply, first shutting off the TV.

The women stepped out and stood before Tony, smiling at each other and holding hands.

Maddie says, "Open your eyes, Honey."

Tony opens them as requested and is floored by the visions in front of him. There before Tony are his ladies dressed to stunning perfection. Both stare at him with huge smiles while his jaw hits the floor.

Maddie stands there in a strapless knee-length sheath dress in a shade of pink called Rose. Her shoes appear to be the ones from their previous date, and she is also wearing a pink bow in her hair. The dress was snug to her slender frame while showing her figure in all its glory without being over the top, very elegant. Another couple of returned items were the pearl earrings and necklace from their first date. Her eyes shined at her beloved man as he perused her appearance.

Tabby is in a Halter-style Summer dress in another shade of pink called Taffy. The dress shows a fair amount of cleavage but stays classy. She also has nearly matching pink heels and a pink bow at the end of a single braid pulled forward. Tabby adds a whimsical touch by having a matching choker. In her ears are small diamond studs from her sweet sixteen, a gift from Maddie. Both women are wearing sheer nylons accenting their tans.

When I can speak again, I say, "Holy Shit! You ladies are gorgeous and in matching Pink outfits. Wow." Both women smile even bigger.

"We decided that you deserved for your women to look their best on your arms tonight," Maddie says. Then she quips, "Well, for as long as I will still be slim and hot. You may need a wheelbarrow when I'm as big as a house."

"I'll use a flatbed truck if I have to to take you wherever you want to go, Maddie. I will never be ashamed of whatever size you get. Besides, Tabby and I saw those old pictures from when you were pregnant with us. You were gorgeous then, just like you will be this time. I love you now and forever. Don't ever forget that. Now let's go impress the masses at our Italian restaurant hideaway, Please. I'm very much ready to show off my ladies."

They both move to his sides and kiss Tony's cheeks, leaving a little lipstick behind, each giggling and wiping away their lip prints. After grabbing the keys, I put an arm out to each of them, escorting them outside to the car. I seat them both in the back one at a time, then take the wheel. The conversation is light with loving banter until they arrive at the restaurant. Then I assist both women from the car and escort them inside to stares from the other patrons. Both women receive looks of jealousy from some of the women but more appreciation of the beauty by both sexes. Tony ignores them all with a grin, knowing they are there for and with him. They approach the hostess and are seated nearly immediately.

I seat both my ladies, Maddie first. When Tabby attempts to seat herself, I say, "Just wait a second, Tabitha, and I will be right there to seat you as well, my lovely." She smiles coyly, letting her hand drop from the chair. I finish seating Maddie with a peck on the cheek, then moves to seat Tabby. He pulls out her chair and motions Tabby in with a smile. "Now is your turn, Tabby Dear." He pecks her cheek too, and then takes his own seat between them, smiling broadly.

We looked over the menus, and Maddie added the proper wine after deciding. As usual, Maddie only has one glass, and so do I since I'm driving. Tabby is allowed a second glass. The meals are enjoyed by all three. The conversation is kept light and humorous. At the end of the meal, they share a dessert of gelato in a few flavors from a big shared bowl. I paid for the meal and left a nice tip. I walked the ladies back to the car, again putting them both in the back. I drive them to the park for a post-meal stroll and make out session. They take a longer walk to be able to kiss both women longer. In the end, they return to the car and head home.

Again, the ladies have Tony sit and wait for them as they prepare for him with another surprise. Maddie gets her daughter ready in a set that Tabby said she had bought to wear on her Prom night. Her date was a bit of an ass, so she didn't go to a hotel and put out. So now Tony would benefit tonight, seeing Tabby in spectacular fashion. Having a significant lingerie collection, Maddie brought out a set she had bought for her ex-husband, Bert. He never saw it, and Tony would shortly. Both women grinned madly when they were both ready about 30 minutes later.

I keep myself occupied during this time with more TV and another beer. Like earlier, Maddie calls out, "Tony Honey, we're ready. Close your eyes, and we will step out to show you."

I reply simply, "Yes, Dear."

Both women giggle and pad out to the living room, where I sit waiting patiently.

Once repositioned for Tony's viewing pleasure, Maddie says, "Ready, Honey."

I open my eyes and am once again blown away by not only the beauty but also the sheer sexiness in front of me. Maddie stands there in a full Bustier with shelf-style cups for her pert tits. Tiny sheer panties with garter belts and stockings. The either ensemble in Hot Rod Red. On her feet are 4" Black spike-heeled stilettos. Maddie is the very picture of a sexy MILF in all her glory.

Tabby, however, is a true Sex Kitten in a sexy pale yellow babydoll nightie. Complimented with sheer bra and panty set beneath. She also has thigh-high stockings. Tabby is a true Kitten though. She is wearing kitten ears, a thin collar, and cute paw-like low slippers. The combined effect makes my cock hard instantly and aching to be released.

I shook my head in disbelief and said, "And I thought you ladies were hot earlier and sexy this morning. Jesus Christ himself may rise from the dead for this show, but I'm not sharing regardless of who might show up."

The ladies giggle, looking at each other. Then, both do a slow spin to show off the whole picture, Maddie first. I simply begin clapping at the marvelous display. Together, they step to me and have me stand up. They undress me down to my skivvies, folding and setting aside my shirt and slacks. My loafers, socks, and t-shirt simply disappear from my body. They then lead me to Maddie and our bedroom.

Arriving at the center of the room, they turned to me as one and kissed me in a three-way kiss. I pulled them tightly to me, and we all sighed deeply at the love and lust flowing through us. When the group kiss broke, I leaned in and kissed them each again individually. Then, both ladies lead me to the bed and push me down on my back. Just like that morning, they work together to give me a double blowjob.

But when I tell them, "I'm close." Maddie does something I have never had done before. She puts her thumb at the base of my large cock and puts pressure on the underside of it. This causes my cum to dribble out as she tilts my cock forward so it to drools out all over my stomach, creating a substantial puddle. She grins at me, saying, "Our 'Kitten' needs a little added cream for her dessert tonight."

Tabby giggles and then proceeds to lap up my cum like the kitten she has assumed tonight. She cleans up her treat in short order, not hurrying but not letting a drop escape or go to waste. Tabby even purrs while lapping it up. The effect keeps my cock hard. When she finishes, she sits up and begins swapping it with Maddie until it is finally gone.

After they finish that, I pull her up to me and kiss her hard and deep. Tabby sighs and leans in when I cup her face. I repeat the loving gesture with Maddie to a similar effect. It's my turn to take care of her, and I say, "It's time to clean my 'Kitten.' I think she may have had an accident and needs to be cleaned up."

I push Tabby back, slip between her thighs, and slip her panties to the side. I begin licking her tight little twat, removing the juices that have leaked out of her. I gently kiss, lick, and nibble her outer lips, only slightly parting her inner folds. As she nears her orgasm, I suck lightly on her clit. She moans and also purrs in her 'Kitten' persona. Maddie lightly rubs her own muff as she watches. I see her and, between licks, give her a little wink. After giving Tabby a mild orgasm, I switch to Maddie and, with a little more energy, get her off as well the same way.

We cuddle up for several minutes, enjoying our shared love. Then, it's time for me to go to work in earnest. I kiss both women again, this time with fiery passion and lots of tongue. Then I give Maddie another wink before saying, "I think it's time to 'Breed' our new 'Kitten' Honey. Does that sound okay to you? Maybe have a litter of kittens to giveaway."

"Oh Yes, Tony Honey. You should definitely Breed her, maybe even over and over." Then she giggles loudly.

Tabby, for her part, replies, "Oh No! You can't Breed me! I'm too young to have kittens." Then she too, giggles.

As I kneel, staring at my beautiful and sexy ladies, I tilt my head forward and take on a devious grin. I then swiftly grab Tabby by the ankles and pull her to me with a squeal of both fright and excitement. I quickly pull her panties off and slip my skivvies off, freeing 'Willy.' I then fold Tabby's legs back and rub my cock across her soaking wet pussy. I bump her clit repeatedly to little moans and even purring from my little sister.

I use the copious juices from Tabby's cunt and push into her with one long stroke to and near scream of pain and pleasure. I stop as I bottom out and lean into her with a big smile. "I'm so gonna drop a huge load into the pussy of this little pussy. I'm gonna breed you so good you're gonna keep cumming back for more and more." I taunt her. Tabby moans, and I hear Maddie moan, too.

I grin broadly as I begin pumping quickly in and out of Tabby's sweet tight pussy. In no time, she cums for the first time this round. I keep pumping until she is screaming out, "Oh Fuck, oh fuck, oh fuck, Yeeesss!" I double down and begin pounding her into the bed, bouncing Maddie in the process. Tabby cums again, almost on top of the first orgasm, but this time she squirts all over us. When she cums, her pussy is so tight and rippling it pushes me over, too, and I fill my little sister, my 'Kitten,' with a massive load. I moaned loudly as I cum, "Aaaahhhhhhh!"

I stay plugged into Tabby's clinching pussy until she opens her eyes, looking up at me with love and lust. She says, "Oh, I think I lost that battle. I guess I'm going to have those kittens after all. But as long as they're my Big Brothers kittens, that's fine. Right Mama?"

"You betcha Tabby-cat. We will love you no matter how many litters of kittens you have. As long as they are Tony's, it's perfect." Maddie replies, grinning at both her lovely kids. We all chuckle afterward at the silliness we performed.

When I do pull out of Tabby, I grin at Maddie and wiggle my eyebrows suggestively. Maddie giggles and then launches to face plant in her daughter's sloppy pussy, slurping, licking, and sucking her pussy clean. When she's done, she slows down but keeps going to enjoy Tabby's sweet pussy herself. With Maddie face-first into Tabby, I slide behind her and yank off her panties before stuffing her full of my cock next.

Maddie moans directly into Tabby's pussy, causing her to cum because of the vibrations hitting her clit. I bottom out in Maddie, pausing only briefly before speeding up to pound her hard, forcing her face into her daughter's already cum soaked pussy. Maddie moans, causing Tabby to moan more and loudly. "Oooooohhhhh!" I keep pounding away until Maddie has her first orgasm, then slowing to enjoy the feeling of her mature pussy massaging my cock.

When her orgasm begins to recede, I pick my speed back up and go back to pounding her more, as deep as I can. Her second orgasm hits her minutes later as she screams her pleasure into Tabby's pussy, pushing Tabby over the edge too. I pushed in, bottoming out again, and let both my women's orgasms push me over, too. I fill Maddie with another load to a threeway moan of, "Aaaaahhhh!"

When the ladies' orgasms recede enough, Tabby slips down beside me and slides up under Maddie, grinning. When I pull my cock out, Tabby is all over Maddie's leaking quim, slurping up my leaking spew and then cleaning out our mother's pussy gently. Maddie stays with her ass in the air as I watch Tabby working, even though she smiles back at me. When Tabby finishes Maddie's pussy she slips out and cleans my cock off, too, not missing a speck. I then lay in the middle of the bed as both ladies curl up to me. We lay there for close to half an hour, just cuddling and randomly kissing tenderly, the ladies trading off.

In the end, we all trooped into the shower. After the water is running, I begin rubbing both women gently, then more passionately. Once again, I took them both against the shower glass, everyone watching themselves in the mirror.

When I get close, and they have gotten off, I have them kneel in front of me for another cock-cream facial. They lick each other's face clean after a big smile at the sight of each other. Finally, we cleaned up before returning to bed and continued the kissing until everyone fell asleep.​
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