As I travel a lot for work, I find myself in a lot of hotel bars.
I’m 45M, slim and attractive, with a shaved head, and well dressed and well spoken. I’m the nice that women meet, then chat with for a while and realize I have a little bad boy in me too.
I notice you and your girl friends having a drink at the hotel bar as well. It’s not hard to notice your group. You are all attractive women, loudly having fun, and obviously celebrating something.
After a couple of minutes, we catch each others eyes. There is a smile shared between us, and I stand to come say hello.
I introduce myself to the group, making sure to hold eye contact with you. You are obviously the leader of the group and appear to be the wilder of your friends. We smile at each other.
“What are you celebrating?” I ask.
“Just a girls trip. Nothing to celebrate other than friendship” you reply.
“Perfect” I say, and we begin to make small talk as a group.
Your friends are obviously drunk and having a great time, as are you. I notice wedding rings on a couple of their fingers, but not on yours. Everyone seems to be enjoying having a male to talk to.
“You interrupted our game” one of your friends say, out of the blue “so now you have to join. We are playing ‘Never have I ever'”.
“I’m in. Who’s turn is it?” I ask without hesitation.
“Mine” you say, holding eye contact with me. “Never have I ever slept with someone I didn’t know the name of…”
I raise my glass to my mouth, as do two of your friends. You give me a look that says “really? interesting” but then quickly start to tease your girlfriends. They quickly deflect the teasing and one of them asks the next question.
“Never have I ever done something I couldn’t tell my significant other on a girls trip”. I watch as you raise your glass to drink, and I return the look you gave me. All your friends do the same but loudly. “really Sarah, who? what?”
“Just a make out session with a cute guy in Dallas” you reply. “Nothing more than that.”
“yeah right” they reply and I realize it is my turn.
“Never have I ever stripped for someone” I say. Without hesitation all women take a drink before one of the women turn to me…
“wait, you’ve never stripped for a girlfriend even…”
“nope, it’s always been a bit of a fantasy but I’ve never done it…”
“What do you mean, a fantasy?”
Now it is my turn to deflect the question, as I make some joke before reminding everyone of the game. As the next question gets asked, we make eye contact again.
The game continues for a couple more questions before one of the women stops.
“So I need to go back to this stripping thing for a second… what is the fantasy you have? It’s not that hard to strip for your girlfriend.”
“well” I begin to reply. “My version of the fantasy might be more unrealistic”
“oh really, do tell…”
“Well, I’ve always wanted to strip for a group of women at something like a bachelorette party…” I explain.
“interesting…” one of your friends replies in a teasing tone.
“But there isn’t a big market for 45 year old strippers that can’t really dance.”
“Never say never. You are good looking guy. I’m sure you can find a group of women to shake it for…”
“Maybe one day.” I reply, “but it might die a fantasy…”
As we continue to drink, you and eye start to make physical contact. A touch of the leg or arm. A bump of the shoulder when I make a joke.
30min later, one of your friends stands drunkenly to make a proclamation.
“Ladies, I’m drunk. We should make our friends fantasy come true. And I want a story that I can’t tell my hubby when I get home.”
Everyone laughs and turns to me to gauge my expression. I can’t help but turn bright red.
“Come on… when are you ever going to get a chance to dance in your boxers for a group of women?”
“This is true,” I reply. “But now I have to figure out if I can go ahead with it…”
“We are in room 1115. We go up and get our drinks ready. You’ll be expected in 15minutes”
“ok…” I reply, not really knowing what to say.
With that, you all get organized and leave the table and I’m left to wonder if I could actually go through with this.
I force myself up to my room to quickly shower and put on the best “stripper” clothes I have. Jeans, tight underwear, a belt, and a button down. I look at myself in the mirror and laugh.
“If the mood is fun, just go with it. If not, just get out of there” I tell myself.
After putting on a small amount of cologne, I leave the room.
Knocking on the door of 1115, I hear the cheering of a small group over some music.
You open the door for me with a smile. “We weren’t sure you’d have the guts” you say.
I smile and shake my head. “I’m not entirely sure what I’ve gotten myself into.”
“just have fun” you say reassuringly as we walk into the room.
“Show us your dick!!!” one of the more drunk women yells, half in jest I think.
“I’ll be honest, I can’t dance, I have no idea what I’m doing, but if a cute girl offered to strip for me I’d think it was fun and hot, so I’m hoping its the same for you….” I start to explain.
“Quit over thinking it, and start dancing!” you say as you turn on the music.
I quickly realize that dancing won’t be the strength of my show and that I need to focus more on audience participation…
I walk to you, extend my hand. You take it and I stand you up as the rest of your friends are scattered around the room. We playfully dance for a second, before I turn you around so you are facing the room but back to me, and I lift your arms up over your head then run my hands down your arms, side, and over your hips. The friends hoot their approval. I then step in front of you so that I’m facing the room with my back to you. I reach behind to take your hands, and I run them over my chest and stomach.
Your friends cheer and some of my nerves disappear.
I move to the next friend and repeat the process. Dancing together for a moment, teasing her, then running her hands over my chest, arms and stomach.
There is the occasional shouting of “grab his dick” but everyone seems to be having fun.
The last friend seems to be having the most fun. As soon as I stand her up, she spins around and begins to grind on me. Then she catches me by surprise as she bends over to twerk. I can’t help but give her ass a playful smack and everyone cheers loudly.
I return back to you, and lean in to you as you sit on the desk chair. I feel your hands touch my chest as we move together. “You are doing great” you whisper in my ear.
I stand back slightly and run my hands down your arms, and the your hands. I lead them up to my chest and direct them to the top button. I look you in the eyes and you realize this is your part of the show. Slowly to start to undo the buttons as your friends start to cheer. You work your way down the buttons as I start to dance while straddling your legs. You undo the last button and pull the shirt off my shoulders and everyone cheers.
I take your hands and again run them over my chest, down my stomach and I hold eye contact with you as I trace your hands towards the bulge in my pants, but there divert them over my hips at the last second. Everyone laughs, including you and I, no one knowing how far this will go…
I move onto the next women, and turn for her to smack my ass. She does, which gets cheers from the other women. I work my way around the room, running hands over my body, teasing as best I can.
Once at the last woman, I turn and sit back on her lap, facing the group. I take her hands and run them over my chest then let go. She continues to move her hands over my stomach, and to my surprise continues down to grab my bulge over my pants. Everyone goes crazy for a second, and I go with it, thrusting my hips to meet her touch.
I walk back across to you, our eyes locked, and I can’t believe how turned on I am. You are so hot, and I’m having so much fun acting out this fantasy.
I stand in front of you and motion for you to stand. I turn you around and this time its my turn to tease. I motion for you to bend over, and you put your hands on the chair. I grab your hips and grind my crotch into your ass, as you playful wiggle it for me. I run my hand up your back and onto your shoulder and pretend to fuck you from behind for just a couple playful thrusts.
Everyone shouts and laughs, and I hear someone yell “yeah, get it!”
I stand you up and motion for you turn turn around. Once facing me, I motion for you to get down on your knees in front of me. There are a chorus of “ooooh” as you do as directed. I take your hands and run them over my stomach and leave them at my belt. You smile up and me as you slowly undo my belt, and drop my pants.
I’m now standing in front of a a group of women, all strangers, in my underwear, with a sizeable bulge in my tight black boxer briefs, and your gorgeous face inches away.
I motion for you to stand and sit down, before I move onto the next friend. I motion for her to stand, and I direct her to lay on the floor. I slowly start to work my way up her body, starting with my head between her legs, then pretending to kiss up her stomach, before settling into missionary position. She playfully wraps her arms around me as we semi-jokingly dry hump on the floor. Everyone cheers loudly, and I stand her up before moving to the next woman.
I turn her around and pretend to bend her over. She laughs as everyone cheers and she shakes her ass for me. I smack it a little harder than before as I pretend to take a handful of hair and fuck her from behind. She plants her arms wider on the bed and starts to pretend she’s getting fucked hard. Everyone laughs and cheers harder.
At the last woman, I repeat my earlier position with her and sit on her lap facing the room. She immediately runs her hands over my body and down my stomach, and quickly takes my bulge in her hand. Everyone cheers even louder than before.
Then she breaks the barrier that everyone was unsure would be broken. she moves her hand up over the waistband of my shorts, and hovers it there for a moment. The room explodes with a shouts of “get it” as we all know what she is asking. Without saying a word, she basically asks her friends “Should we?”
I grab the waistband of my shorts and lift it, giving her hand access to my body. Without hesitation, she starts to slowly slide her hand inside. The room went from loud, to almost silent as her hand works into my shorts. When it becomes clear that their friend’s hand is now wrapped around my hard dick, there is silence. Then one of the women whispers “fuck that’s hot” and everyone including me laughs nervously.
After a few seconds of her hand stroking my hard cock under my shorts, I stand again.
I lock eyes with you as I walk towards you. I motion for you to stand again, then motion for you to lay down on the floor. In a playful way, I start to crawl up towards you, but I pause as my head is between your legs. You cover your face in nervous embarrassment as I part your clothed legs, and pretend to down my way up your thighs. Everyone cheers as I teasingly stick out my tongue and pretend to lick your pussy.The room explodes again in cheers. After teasing for just a couple of seconds I crawl up your body and grind my bulge against you. You wrap your arm around my shoulders, still laughing with embarrassment, but grind back on my bulge.
I then stand up but stop you at a kneeling positions. Again, all the friends let out one long “oooooh”.
You smile up at me as if to say…”do you really have the guts?”
With that, I take your hands to the waist band of my shorts and hold them there. I can feel your fingers grip the waistband as I hold them in place. Then I jokingly lift my hands to behind my head and circle my hips. You laugh as you slowly drop the waistband. As the band clears my hips, my hard cock springs free as the room is filled with cheers and nervous laughter. Your hands absentmindedly run over my stomach and down my legs and back, and you catch yourself as you start to instinctively start to wrap your hand around my thick cock.
“stroke it”, one of your friends shouts. You look up at me, make a silly face, then wrap your hand around my shaft. The room goes CRAZY with this, and I step back and motion for you to stand. We are both laughing as I lean in to hug you once on your feet and kiss you on the cheek. “Fuck I’m so horny now” you almost say to yourself in my ear.
I walk towards the next friend realizing that I’m now naked in front of roomful of women. I jokingly shake my dick back and forth, and everyone laughs. I notice the wedding ring on her hand and decide to play it safe. She runs her hands over my chest, my cock standing erect between us. She doesn’t reach for it, and I don’t force her.
I approach the next woman and also notice she has a ring on. She doesn’t hesitate. As I straddle her legs, she grabs my throbbing dick in her hand. She turns to her friend on her other side and laughs while saying “I guess now I have the story I can’t tell hubby”.
“I Think we had that story about half and hour ago”, the friend says with a laugh.
I step back and move to that friend who repeats the same, stroking my hard cock in her hand. She then gently pushes me away saying “you’d better move on before I do something I shouldn’t.”
I move onto the last lady, and she stands before I even get to her. I’m curious to see what she will do, and she doesn’t disappoint as she turns to bend over the chair, and then surprises everyone by lifting her skirt up over her ass.
I’m met by a gorgeous woman, skirt around her waist, and sexy black thong covering her pussy. She is wagging her ass at me as I approach.
“You aren’t the only one who can tease” she says as everyone laughs and shouts “oh my god!”
I take her hips in my hands as my cock settles in between her ass cheeks. “Don’t think for a second I’m going to let you, but you deserve something to jerk off to later…” she teases as I pretend to fuck her for a second.
Unsure how to finish the show, I quickly run to the bathroom and grab a towel. I wrap it around my waist, to which the women respond by booing. I look at you and you smile. I approach you, undoing the towel and using it as a shield so the others can’t see. I lean into you. You take my hard cock in your hand and start to stroke it slowly. Knowing that others can’t see what you are doing, you look up at me and mouth the words “I want to fuck you” and then slowly lower your mouth to the head of my cock.
I try not give anything away but my reactions and the movements of the towel make it pretty obvious.
The other women go crazy. I’m in heaven as you suck the head of my cock.
You then pull away and I lean into give you a kiss on the cheek. “Room 1012” I whisper to you.
I step back, half wondering how far the night would go if I let it, but also knowing how badly I want you to myself. I knot the towel around my waist, say thank you to the group for a fun night before escaping to the bathroom to get dressed.
I hear women leaving before I exit the room, only to find the married woman who was staying in the room.
“Thanks for the show” she says. “wish my hubby had that dick”
We hug awkwardly before I head back to my room. Fifteen minutes later, there is a knock at the door. I smile as I start to open it dressed only in a towel…
“Where were we?” you say as you enter…
Source: reddit.com/r/eroticliterature/comments/fskp8e/my_fantasy_of_stripping_for_a_group_of_women_mffff
Good stuff!
This is good