Hot To Frott Sean Pt 01 Cuckold

"Hey Sean, that's the last one for a while," said Veronica.

I work in IT at an office in a large city. My job slows down momentarily and I'm bored. I think back to seeing Veronica's sexy legs in her skirt earlier today and feel a little horny. This often happens when I'm bored at work, my dick takes over my brain. I get out my phone and begin pulling up various adult websites looking at personal ads. I see some interesting ones and send off responses. Single life keeps stretching on for what seems like forever but my sexual appetite doesn't care that I'm single. Hopefully someone will like one of my responses to their personal ad and reply back to me. Single men don't have the best luck responding to these ads. There is no doubt they get tons of responses from men like me and I have yet to crack the code on how to stand out. Work picks back up and the day continues.

When I get home, I check my websites and finally, a response. I'm so excited! Which one is it? Let's see... It was a response from a married couple looking for a man and they are interested in cuckolding. They like my profile picture and would like some more pictures. More personal pictures. Hhmmm. Is this real or just some guy looking for dick pics. Well dick pics are a dime a dozen on the internet so odds are this could be a couple. I send some of my pics to them. I am a white male, six feet tall, 47 years old, about 225lbs, blue eyes, short hair, goatee, my dick is six inches long fully erect, five inches in circumference, circumsized with an averaged sized head. They get my best dick pics LOL. Whatever. I take a look at their profile. No faces, just an average looking couple from the chest down. If they respond I'll have to ask for more from them. I go to the gym, shower, cook some dinner and go back to look again. Holy shit! They responded. I open the message. They will be in town tomorrow staying at a nice hotel and they're interested in me for their cuckold experience. I'm just happy there is a pretty good chance now of me getting some pussy. I couldn't care less if he is even in the room. It's been so long for me to be with a woman. My dick starts getting hard immediately. I reply that I am definitely available.

The next series of messages involves some questions about if I am free of diseases etc. Things you would want to clear up in advance if you're in a committed relationship and about to bring in a wild card to your sex life. Everyone is happy with the answers from both sides. They ask for my cell number. I provide it and we agree they will text me when they're ready tomorrow night with further details. I still don't know exactly what they look like in great detail yet. I have to rub one out before I can go to sleep. All that talk about what may happen is just too exciting for me. I go to a porn site on my phone and watch some videos while rubbing my dick that has been hard the entire time I answered those emails. I touch my dick just the way I like it and try to watch some typical cuckold stuff while I masturbate. It's the usual stuff with a dressed man in a chair while another guy bangs his wife. Soon there is a little pre cum on my dick. I get a taste from my finger to my mouth. I keep watching and stroking my cock, soon I nut all over my hand. After cleaning up I fall asleep hoping for something like that to actually happen tomorrow. My hopes could not have been further from what will actually happen.

I get up and get ready for another day of work but the only thing in my mind is this possible meeting with a married couple for sex. The day stretches on forever. Finally work ends and I go to the gym.

Heading home after my workout I get the text, "Hey Sean, this is Greg and Jennifer, we're in town will text you more details later. Are you still interested in us?" and there is a pic sent next.

Greg and Jennifer look to be in their late forties too. Jennifer is wearing a black dress in the picture and I can finally see her face. She is attractive to me. Shoulder length straight black hair. Strong facial features, green eyes, about five foot eight, nice legs, not slim but not overweight, small breasts, and a great smile. Greg is in jeans and a button up shirt, at least six feet tall, and a similar build to myself, with no facial hair.

I swallow hard and respond, "Yes. I'm still interested, you guys look great, when and where are we meeting."

They respond with an address to a nice hotel, the time is in two hours. The text also says to meet Greg outside by the main entrance to the hotel, he will be in jeans and a red shirt, on his phone and probably smoking a cigarette.

I text them, "I will see you soon."

I go to my place, shower and get all groomed for the event. Excited and more nervous than I anticipated but the ol' cock is ready to go.

Two hours later I pull up to the hotel and start walking toward the entrance and sure enough, there is Greg. We great each other.

Greg gets his phone out and makes a call, "Hey Jen, yeah he is here and looks like the guy from the pictures he has sent to us, yeah, ( he looks at me) yes, ok, headed up."

He puts the phone up and says, "Let's go."

I followed him into the hotel. We get in the elevator with a few other people and all I can think is wow this is happening and these people have no idea what I am about to do with this man's wife while he watches me. Not going to lie, the voyeuristic part of this is exciting. The elevator finally gets to our floor and the door opens. I follow Greg down the hallway.

He stops in front of a door, knocks and says, "Hey Jen, it's us."

My heart is about to beat out of my chest! The door opens and I see Jen in person for the first time. She looks great! She has spent some time getting ready. Her hair is straight and flat, everything in place, earrings, necklace, make up on, green eyes, she has on black knee high boots with heels and grey tights, a blouse with a deep cut in the middle and a great smile. You can see her bra peeking out from the deep cut blouse. She greets me and welcomes me into the room. Greg follows and closes the door.

It's a suite, there is a sitting area, a king size bed in another part of the room and a restroom. I quickly scan the room to see some interesting things laid out. There is a laptop, some good bourbon and drinking glasses on the coffee table in the sitting area. I see a massage wand laid out and plugged in on the bed and a small camera facing the bed.

Jen invites me to have a seat. Jen and Greg sit down on the couch opposite from me as I sit in a nice chair, the coffee table between us. Jen breaks the awkwardness by offering some bourbon. I gladly take a glass and then drink a swig of bourbon.

She pours one for Greg and then tells me, "You look good, we're so glad you're here, this has been a long time coming for us."

Greg slams back his bourbon and poors himself another.

I tell her, "You and Greg look great too."

Jen continues, "You see, on our twentieth wedding anniversary I suggested we try something new sexually for our wedding anniversary. Greg agreed. I wanted it to be special for Greg as he had been faithful and a good husband. We've been together so long and he has always told me, when I asked what his favorite fantasy was, he would always say to be with two women, you and another woman. Well two years ago, on our twentieth anniversary, we found a single woman interested in us and made it happen. I told Greg I really was not that interested in another woman but he persisted. There were things I was hoping to avoid while having that threesome but ultimately I did several things I didn't like to make Greg happy."

While she had been talking Greg had picked up the laptop, opened it and started doing something on the laptop.

Listening to this woman tell me so much about their sexual life was wild! She kept up eye contact the entire time. It was intense! I finished my drink and poured another.

Jen looked over at Greg and then continued, "We recorded that session so Greg could watch it at his desire and remember acting out that fantasy with me."

Jen leaned forward. I took the chance to look down her blouse. Then I looked back up.

Jen saw me looking down her deep cut blouse and smiled at me before what she said next.

Jen swallowed hard and asked, "Sean, we want to record tonight is that ok with you?"

I was just about ready to do anything this woman wanted if it meant I could get in her grey tights and see her tits.

I asked her, "Would they ever share it with anyone?"

She said, "No we would never do that to you Sean. This recording will be for me to enjoy and remember. Maybe in a few years we might show parts of it to another potential threesome partner."

Jen leaned back up and said, "If you agree, Greg is about to show you some clips from our last threesome and explain a few things to you."

I hesitate but then I say "It's fine so long as you block out my face."

Jen smiles big and stands up. She turns and heads to the restroom.

This is the first time I get to see her ass and I am an assman. Her tights are super tight. I can see her panty outline on her ass. It's a beautiful sight. Those tights show everything. She has one of those somewhat flat but not too large butts that women her age have in their mid forties that work out but can't fight father time forever. My dick begins to stir from my overwhelming anxiety and intensity of the situation. I watch that ass jiggle in those tights as she rounds the corner to the restroom.

I then look over at Greg. He was watching me watch his wife's ass.

He smiled and asked me, "Do you like my wife's ass?"

I told him, "You're a lucky man, you have a a beautiful wife and yes, her ass is fun to watch."

"Good! Now come sit next to me," responds Greg.

I get up from my chair and sit next to Greg on the little couch. On the laptop Greg has pulled up a movie and the screen is frozen. He hits play. The first scene is of Jen and another woman both licking and sucking on Greg's cock and balls. Jen's mouth is wide open and her tongue is running all over Greg's hard cock. Greg says the other woman's name is Elizabeth. Elizabeth is a super petite Asian woman with short black her and small perky breasts. The scene does not last long. Greg has a solid cock in the video. Possibly bigger than mine and circumcised.

In the next movie Greg is on a bed on his knees. He is doggy style fucking Elizabeth. There is a woman under Elizabeth and it's Jen.

Greg says "At my request Jen was sucking and licking Elizabeth's clit while I fucked her."

You could see Elizabeth trying to finger Jen but with little success due to Greg fucking her so hard. Elizabeth's tight little ass was jiggling and her head was moving back and forth. You could see Jen really getting into Elizabeth's pussy. Gregg was grunting and Eliabeth was moaning. Then you see Greg pull out of Elizabeth and put his dick in Jen's mouth. Jen tries to suck as much of Greg's dick as she can at that angle.

Greg tells me, "Jen later told me she really hated sucking Elizabeth's pussy juice off my dick."

The next scene is Elizabeth laying on her back, with Greg again on his knees fucking Elizabeth. All three of them are moaning and breathing hard. Jen is on her knees over Elizabeth's face getting her pussy licked.

Greg says, "Jen kind of liked that position."

That scene was short and the next scene is Jen riding Greg cowgirl style while Elizabeth rides Greg's face. It was also a short scene.

Greg tells me, "The whole evening ended with me cumming on Jen's ass while Elizabeth was stroking my dick."

He goes on to say, "Jen really did not enjoy anything involving Elizaebth's pussy and her mouth."

That's when I hear Jen say, "and that brings us to tonight."

Jen is peaking her head out from the restroom, "Sean tonight is about what I want and fantasize about, not Greg. Are you still interested in joining us?"

After wacthing video of Jen fuck with Greg and Elizabeth, I honestly dont care what happens. I am so turned on right now. My dick is straining against my pants and my head is just full of need.

I can't think of anything else to say besides, "Yes! What are we going to do?"

I hear Jen come out of the restroom and tell us, "I'm turning the camera on."

I'm pouring a third drink and so is Greg with our backs to Jen.

Jen tells us, "I'm turning the camera to face the sitting area."

My back is still to her as I take another drink of bourbon and think about everything I just saw on video and heard from Greg. Jen walks around the couch and walks in front of us. I almost dropped my glass.

Jen is now wearing red high heels, a black lace bra, a black pleated polyester micro skirt and red sheer see through panties. She is standing directly in front of me. The micro skirt is pulled up a little high by her intentionally to both cover her tiny stomach and to show off her panty covered crotch. Greg and I sit there with our jaws open looking at Jen.

Jen kind of cuts a cute stance with one leg in front of the other and bends over to look at me while i try to look down her bra.

"Sean," she says, "Greg doesnt want any part of your body in his body, but that is where his rules stop. Are you ready?"

"Yes," I say.

Jen then turns around with her panty covered ass hanging out of the skirt facing me and bends completely over.

I can see her pussy through the sheer panties. She slowly pulls her panties down all the way to her heels showing me her pussy. It has hair but is neatly and closely trimmed. Then she stands back up letting me see her wonderful mid life ass in all its glory with the micro skirt on top like the curtains of a theater. My erection, my cock, could not be harder. I can't look away and I don't give a damn what Greg is doing next to me.

Jen turns around to face me showing me the front of her vagina below that pleated polyester black microskirt. Her lips are small. She takes her bra off showing me her small breasts, her areolas are big and pale pink. Her nipples are small and hard like little diamonds.

I reach out to touch her breasts and she puts one foot on the couch arm moving her crotch close to my face and then pulls my head to her crotch.

"Lick me," she says.

I start licking her clit for all I am worth right next to her husband. She shoves my face further into her pussy and the only sound in the room is me licking her and the three of us breathing. The smell of her pussy is all I can sense and the wetness on my face, on my tongue, in my mouth.

"Mmmmmmm yes," she lets out as a little moan.

I hear Greg unzip his pants. I reach up with one hand and grab a breast, massaging it then turning a nipple. "Uuuunnnnnnhhh!" she moans loader.

I can start to hear the fapping sound of Greg beating his dick.

"No Greg," says Jen.

The sound of him playing with his dick stops. I put my other hand on her soft ass pulling her on my face. I am sucking and lightly liking her clit. It's not long before Jen is panting, then moaning loudly.

"Yes yyeessss!" tells Jen.

I can taste her orgasm. She stops grinding her pussy on my face so I take my hands off her ass and breast and pull my face away.

She tells me and Greg, "Go to the bed guys."

We head over and start to take our clothes off.

Jen tells us, "Both of you get completely naked for me."

At her request we strip naked, both of us with huge erections. Greg clearly has a bigger dick than me by close to an inch. Man he is huge, honestly. Jen joins us after moving the camera to face the bed and taking off her skirt and heels. Everyone is now totally nude.

Jen says, "Both of you, get on the bed close together."

I'm shocked.

Nude and fully erect we both get on the bed giving each other some distance.

"No," Says Jen, standing by the bed and looking sternly at us.

Jen continues, "This! This is where my fantasy starts! Ever since I first saw a picture of a rock hard cock, I wanted to hold one in EACH hand."

"So how do you want us?" I ask.

First she says, "I don't want Greg to speak any more!"

She continues, "I'm going to blindfold him since he is so worried about being around another dick. He told me before you got here this would make him gay! As if!"

Jen chuckles then says, "Don't worry Greg, just do what I tell you and I promise you'll still be straight after we're done. Just like I am after eating all that pussy two years ago!"

She put a black blindfold on Greg and then told him, "You're just my personal piece of meat right now. No more words for you. Nod your head to understand."

Greg nodded his head up and down in acknowledgement of his fate.

"Sit in the middle of the bed Greg," says Jen.

She helped him move so he was there the way she wanted. Now face this way and spread your legs wide. Greg did as instructed. He was now sitting in the middle of the bed facing the other half of the bed with his big cok pointing at the ceiling while blindfolded. His legs splayed wide open.

Then Jen looked at me, with her wetness still smeared on my goatee, and told me, "Sit across from Greg the same way."

I started to sit with my back to Greg and she told me, "No you face him."

So I did.

"Now scoot up next to him so your cock and balls are touching his," said Jen.

I looked up at her with a question on my face, "What?" I asked.

"You heard me," said Jen, "Do you want to fuck me? Do you want to grab my ass and fuck me as hard as you possibly can Sean?"

"Yes," I answered with conviction.

"Then do this first," she says.

I spread my legs and scoot up next to Greg's big cock and balls. Greg kind of jerks a little as our legs touch since he cant see me. Soon my legs are over his and our erect cocks are touching each other. I can feel his balls with my balls. I can't believe I'm doing this but I really want to fuck Jen. So I just try to relax and enjoy whatever happens next.

Jen sits on the side of the bed with us and grabs a hard dick in each hand. She immediately begins to stoke us simultaneously. Her small tits bouncing slightly with each double stroke. Greg just rolls his head back and lets out a happy sigh. Jen is focused on the dicks in her hands. Her hand feel great on my cock. She strokes one, then the other, then both. Shear joy is on her face. She gently rubs her fingers around my cock, caressing and gently stimulating every part of my dick from the head, all the way to its base, and my balls. Next she is back to stroking us up and down, then she leans over and puts my cock in her mouth while jerking Greg.

Her mouth is wonderful on my cock. I can feel her lips moving up and down like a tight wet ring on my dick while her tongue runs back and forth on the bottom of my dick up to the head then back down. She is a great cock sucker. All the while she never stopped jerking Greg. Then she is suddenly sucking Greg's dick and stroking my now wet dick.

She takes turns giving both of a couple of good sucks each before its back to double stroking our dicks.

I admit to myself that I don't care how close Greg's dick is, that our balls and legs are touching, I'm having a great time watching her pleasure us.

Then she stops jerking us and starts to rub our wet dicks against each other. I can feel Greg's big hard wet cock sliding against mine. I have never felt this sensation before. It's incredible. I enjoy it. Our spit wet and hard dicks sliding against each other is incredible. Then Jen wraps her hands around both our slick dicks and tries to jerk us as one big cock.

I feel her wet hands sliding on one side of my dick and Greg's cock sliding against mine at the same time. we both start to moan a little. Jen opens her mouth as wide as she can and tries to put us in there. She can only manage just the heads of our combined dicks in her little mouth but i can feel her tongue moving between our cocks. This goes on and on with the oral and wet masturbation.