Sean Pt. 02 The Peg

It's been a few weeks after my adventure with Jen and Greg. They've sent me the video. Fuck it was hot. I've jacked off watching the movie a couple of times but now I am ready for something new.

I am at the gym lifting weights. This gym is pretty popular and there are always attractive women here. I notice a woman across the gym. Holy shit it's Rachel from the university I went to years ago. She is about five foot seven inches tall. Her black hair is pulled back in a pony tail that goes halfway down her back. She has very well defined shoulder muscles visible from the spaghetti strap top she is wearing. She has some silver studs in her ears and plenty of makeup on. I watch her stand up. Her skin tight work out pants are jammed in her ass crack. She is wearing gray gym pants and Oh My God! For a lady in her late thirties she has one incredibly shaped ass. It's not too big and it is round, not flat. Her thighs are thick but muscular. She turns around and damn! She always had small tits. She must have had them enlarged. These things are almost size D with zero sag. They are super perky. She looks incredible to be honest. She spots me across the gym and smiles. I walk over to her.

"Sean is that you?" she asks.

"Of course. Wow! You look amazing Rachel," I say to her.

We start talking and visiting. Soon a woman in her mid-twenties walks up to us.

"Sean, this is my partner Amy. Amy, this is an old friend named Sean from University," says Rachel.

Amy is shorter at 5 five foot five inches tall. She looks like she is in her early twenties. The sides of her head are shaved. Her hair on top is died electric blue. She has a huge septum piercing. Her body is smoking hot. Small tits. Small waste. Nice legs. A little booty in tight yoga pants.

"Your partner. Wow. Nice to meet you Amy." I say.

"Likewise," she replies.

We visit getting to know more about each other and our life experiences after school. Rachel and Amy are bisexual and living together in town now. They just moved in the area. I am invited over for dinner the following evening and accept.

That evening after dinner Rachel and I start sharing stories about life at school and shared experiences.

"Amy, I have to be honest. Sean and I have seen each other naked a few times," says Rachel.

"Oh do tell. Did you guys fuck?" asks Amy.

"Well no but one time we were playing strip poker at a party with several people," says Rachel.

"That sounds fun. I would like to Sean naked too," says Amy.

She looks at me and smiles and I smile back.

"Tell her about the other time Sean," says Rachel.

I laugh and say "One time Rachel came over to the house I was living at with some friends. I was in my room watching porn. I had my dick out and I was jacking off."

"Now this is interesting," says Amy.

"I had my door closed. None of us guys would have just barged in on another roommate if the door was closed for obvious reasons. Rachel was naive back then."

"Hard to imagine," says Amy. Rachel just grins.

"Keep going Sean," says Rachel.

"Rachel just busts up in my room while I am stroking my hard dick to some lesbian porn on the computer screen," I say, "Rachel just stands there stunned looking at me. I freeze with my hand on my dick." I look over at Rachel and she nods.

"What happens next?" asks Amy.

I answer, "Rachel steps into my room and closes the door. She walks over to me and leans over my back and puts her hand on my cock. She asks me what I like about lesbian porn and she starts stroking my cock."

"I had never seen a guy masturbating before, I had never seen lesbian porn before. I was turned on by both. I listened as Sean said what he liked about the porn while I stroked his dick. It wasn't long before he came on my hand. I wiped his jizz on a towel in his room and left," says Rachel.

"No fucking way! Where did you go," asks Amy.

"I got in my car and drove home while rubbing my pussy through my shorts. I got home and went to my room and masturbated to orgasm. I never went over to Sean's place again. I was too embarrassed," says Rachal.

"So you two haven't seen each other since then?" Amy asks?

"No we haven't," I answer.

"That's crazy!" She replies.

Rachel looks at me and says, " Sean, Amy and I talked some about you before you came over this evening. She and I are generally only interested in each other but we both miss a real dick occasionally. Would you be interested in doing something with us tonight?"

"What do you mean by something?" I ask.

"Well how adventurous are you? What is the wildest thing you've done sexually?" Rachel asks me.

"Just a few weeks ago I was involved in a three way with a married couple," I answer.

"No fucking way! Was it a bi thing or what?" Rachel asks me.

"It wasn't gay or bisexual but our dicks did touch a lot from the bj and dp," I answer.

"That's really hot Sean. I am glad you're open to sexual experiences," says Amy.

"So we have some strap ons we like to use on each other," Says Rachel.

"No," I say.

"What do you mean no?" Rachel asks.

"You want to peg me," I say.

"Well yes I do. Not Amy, just me," says Rachel.

"Sean wait a minute. What can we do for you to make this work?" Amy asks me.

"Honestly the fact that you're reluctant to get pegged makes it even more hot for me," says Rachel.

I look at the two of them. They are attractive.

"I could let a woman fuck me in the ass IF!" I stop and look at Rachel. "IF! I then get to fuck her in her ass," I say. Then I look at Amy. Amy I want your septum pierced face sucking on my cock while I get fucked. I get to cum on your face. That's the deal," I say.

"Fine with me," says Amy, "and when your fucking Rachel in the ass, I will use my big strap on and fuck Rachel in her pussy."

"You want to fuck me in the ass Sean?" Rachel asks me.

"That's the price you have to pay to fuck me in the ass," I say to Rachel, "I then get to grab on to your round fine ass fuck you!"

She looks me in the eyes. "Let's do it," she says.

"Get the lube and strapons ready Amy. I'll get some towels. I am finally going to peg a straight man," says Rachel with glee.

I take a long sip from my drink while the women disappear to a different part of the house. I can hear them moving stuff around. After a few minutes they invite me back to their bedroom. I walk in and they are both in there with toys, towels, and lube on the bed.

"Can we record it Sean? We want to remember it. We won't share it with anyone besides you. Are you ok with it? It's a deal breaker," asks Rachel.

"Yes, just send me my own copy. Tell me you're not using that eight inch strap on. No fucking way," I say.

Amy is setting up a small recording device on a tri pod.

"No we will use the smaller six inch one on you Sean. I don't want to hurt you. I just want to make you cum from anal penetration. I know you will need help. We have plenty of lube and Amy's mouth for your cock," says Rachel.

"Sean, take your shirt off," says Amy.

Rachel retreats to the bathroom with the strap on in hand. I take my shirt off and so does Amy. She takes her bra off too. She has tiny breasts but both nipples are pierced with big silver studs.

"Touch them Sean," says Amy.

My cock begins to stir as I reach over and begin to play with her small breasts and piercings. Amy pulls her pants off with underwear and is now totally nude. She then reaches over, unbuttoning my pants and pulls them down to my ankles. I let go of her breasts and pull everything down to get fully naked. My dick is now fully erect.

"You want me to suck that dick huh Sean?" asks Amy.

I nod my head up and down

Amy spreads out a towel towards the middle of the bed.

"Lay on your back on the bed Sean. Put your butt on that towel," instructs Amy.

I comply. My dick is now pointing at the ceiling. Amy lays down next to me her face even with my waist and cock. She reaches over and gently strokes my dick with a smile. She raises one leg bent at the knee with her foot near my head. Her other leg laying is straight. I can see her bald pussy. She has one of her outer lips pierced. I am mesmerized by the piercing on her twat. I reach over and touch her lips. She is wet. I put a finger in her and rub on her wet clit.

"He is ready Rachel," says Amy.

The bathroom door opens. I look over and see Rachel walk out. She is wearing shiny black heels, and fish net stockings that go halfway up her muscular thighs. The six inch red penis shaped strapon is attached to the front of crotch and hiding her pussy. It has black leather looking straps going around her waist and crotch. She has a black 1/4 shelf bra holding up her obviously fake tits. Those tits look amazing with her nipples out. Her hair is pulled back in a tight pony tail. She looks very sexy to me.

"Fuck you look hot!" I exclaim.

"Yeah baby. Come over here and get Sean," says Amy.

Rachel smiles big walking toward the bed in her high heels. Her black fishnet stockings in contrast to that red penis shaped dildo between her legs."You ready for this dick Sean?"

"Not really," I reply reluctantly.

Rachel just keeps grinning. "Perfect," she says while looking at me.

"Spread your legs wide," says Amy.

I do so and Rachel gets on her knees between my legs. She rubs her fake dick against my dick and then she grabs the lube and puts some on the dildo.

"Lift your butt up a little and put your legs over Rachel's legs," Amy says to me.

I do and now the dildo is poking my ass hole. I can feel the slippery dildo and look up at Rachel's big tits. Amy gets her head positioned closer to my dick. She starts licking my dick from the bottom to the top. Slowly.

Rachel grabs the dildo and gently starts to put pressure on my ass. I can feel it begin to slide in me.

"Unnnhhh," I moan as Rachel slides deeper in me. I put my hand on Amy's head and she takes my dick in her mouth. I can see her electric blue hair start to move up and down on my dick. Her hand jerking the base of my dick.

Rachel puts her hand on my legs and pulls herself closer to me. The feeling of the dildo in my ass is intense. Rachel starts to increase the speed at which she is fucking me. The feeling is actually enjoyable and a wet mouth on my cock is a lot of stimulation. I am making all kinds of sounds. I am not even aware of what I am saying. I can hear Rachel's thighs slapping against my butt as she fucks me. The pleasure is overwhelming and beyond words.

I enjoy the sites available to me as I enjoy these new sensations. Rachel's pretty face and massive jiggling breasts hanging over her shelf bra. Amy's blue hair and shaved sides of her head moving up and down on my cock. The feeling of that dildo inside me. My cock in a hot wet mouth with tongue moving around.

"I am close," I say between pants.

Amy pulls her mouth off my dick. She then presses her face against my dick and starts to lick the frenulum area just under the head of my penis with her eyes closed. She is jerking my cock quickly with her hand. Rachel is steadily fucking me and it is creating too much sensation for my prostate.

I shoot my first load of jizz and it flies up and falls on Amy's blue hair and a shaved part of her head. I keep cumming but now it's just running off my dick and onto one of Amy's closed eyes, down her nose, some of it is hanging from her septum piercing, and some is running down her cheek. Some of it gets on her tongue. There is a lot of cum on her and on my dick.

Rachel pulls her dildo out of my ass and slaps the side of my thigh.

"How was that Sean?" asks Rachel.

Amy gets up and reaches for a towel.

"Incredible," I say between deep breaths.

Amy wipes my cum off her face with a towel. Rachel gets up and hands me a towel.

"I'm going to clean up in the bathroom real quick," I say.

"We'll get ready for the next round," says Rachel.

I go in the rest room and wipe all the jizz and lube off my genitals and open the door back to the bed room.

Amy has the big purple eight inch strapon attached to her crotch and is laying on her back. Rachel squirts a little lube on the dildo and spreads it over it with her hand.

I can't believe it but my dick is getting hard again watching these nude women play with this dildo.

Rachel straddles Amy and grabs the dildo through her legs. She leans her pussy back on it with her face towards Amy's face. The dildo slowly slides into Rachel. I watch as it stretches what I can now see is a bald pussy. I am starting to touch myself as I watch the dildo slide back forth in Rachel's pussy.

Soon my dick is hard again though a tad sore.

"Are you fucking me or watching me Sean?" asks Rachel.

"Lean forward. I will need access to your asshole soon," I reply.

As Rachel leans forward and loses the ability to control the fucking, Amy takes over and starts thrusting her hips into Rachel. I spread some lube on my dick and get behind Rachel on my knees on the bed.

"Fuck my ass Sean," Rachel moans with her face buried in Amy's small chest and her her butt in the air.

I spread her firm cheeks and slide my cock down from the top of her ass to her hole. I firmly grab those fine ass cheeks in each hand and begin to slide my dick into her tight hole. I move slowly but can already feel the dildo through her pussy as Amy fucks her..

Rachel let's out a low moan as I start to develop a rhythm fucking her ass. Soon I am making her ass slap with my thighs from my thrusts. Her ass has a tight grip around my dick. It's nothing at all like a pussy. I keep fucking her and so does Amy until Rachel kind of shudders and starts screaming.

"Yes yes yes!" she screams, "Keep fucking me!"

She is clearly cuming.

I oblige her and keep up my rhythm. Soon I can't take it anymore.

"I am going to fill your ass with my cum," I say to Rachel.

"Do it," says Amy.

"Fuck, fuck, fuck," Rachel pants, "Don't stop."

Soon my dick has that feeling where you know the cum is loaded and ready. I slow down just a little and line up my thrusts with my spurts of cum. I can immediately feel my cum around my dick in her ass. I keep fucking her through my orgasm. I can feel some cum running out of her ass.

I pull out. My dick is spent. Rachel gets off of Amy and heads to the door of the bathroom to clean herself up.

Amy is laying there panting. She starts to take the giant strapon off.

"Lick me Sean, I'm so horny and have not cum yet," Amy begs me.

I get back on the bed and put my head between her thighs. Her pussy smells good to me. I set about putting my mouth on her clit and licking it while I finger her. She immediately puts her hands on my head and guides me where she wants my tongue. My fingers develop a rhythm she likes. I can tell because of her breaths. She comes shortly after Rachel opens the door to the restroom.

"Did you both like that? I know I did," says Rachel.

"You guys can call me over anytime," I say as I clean myself off with a towel.

"It was a lot of fun," says Amy.

I finish getting dressed while Amy takes a turn in the restroom.

"You're ass looked so fine in the gym in those pants Rachel. I am so thankful for this evening," I say to her.

Rachel kisses me on the cheek.

"We'll send you the video after we black out our faces Sean. It's time for you to leave," says Rachel.

I agree and head out the door.