Created an account just to tell this story. This is the hottest thing that ever happened to me, by miles… just so taboo and wrong, but sooo hot and intense. I tried to add as much detail as I can remember.
THE BACKGROUND
I was between relationships and decided to explore my sexual side a bit more. I’m a successful business man in my mid-thirties, and was doing very well for myself on the dating apps, but really wanted to see how far things could go and was exploring some new kinks.
I signed up for a swingers website and quickly learned the etiquette and what couples or hotwives were looking for. I had a couple hookups with hotwives that were fun, and then wanted to try MFM, so I met up with two couples. That was very intense and I was surprised what a turn on it was seeing a woman living out that taboo fantasy of being with two guys. That would set the stage for another hotwife situation that would turn into the hottest night of my life by far.
I had been chatting with the husband for a couple weeks, as he ran their account and he said he liked to screen the guys for his wife and knew what her type was. I was hoping I wasn’t being catfished since normally I liked flirting with the hotwife to build the sexual tension, but he seemed legit. He was some kind of executive and his wife worked part time teaching classes. I probably wouldn’t have kept talking to this guy for so long, since that’s a little awkward having two dudes talking, but his wife was stunning – at least from her photos. I don’t know if they were professionally taken, but 10/10 supermodel hot. He said she taught spin classes, and I don’t doubt she spent a lot of time at the gym, because she looked too good to be true. Lots of skimpy lingerie photos, but nothing more revealing on their profile, which made the anticipation even hotter.
He said they were an experienced hotwife couple and had a few specific things they were looking for, that were non-negotiable. 1) Condoms, 2) sharing STD testing results 3) that we role play that I pick her up in a bar, and one other thing that I’ll get to. I was not really sure what to think about meeting someone without confirming they are real before we met, but the other requirements seemed too specific for it to be fake? I figured worse case, I get stood up at the bar or something.
I agreed to the terms, but have a bit of lingerie fetish, so asked if I could pick out her lingerie for the night, to which he agreed. I decided if I’m doing this, I’m doing it right and dressing her exactly how I want her. So I picked out some black thigh high stockings with lace tops, a sheer and strappy black garter belt with matching black lacy demi cup bra and tiny black lace panties from Agent Provocateur. Her husband said she would absolutely love it and would wait to give them to her that morning to wear under her sexy dress for the night. He said she had a little red dress that would go perfectly with that.
Before the scheduled night approached, I got my std panel done and sent to them and he shared hers with me. All good. I also picked up some lube, and magnum condoms to tuck in the pocket of my sportcoat. I am not novelty large, but they do fit better. (I’m quite thick, so the regular ones are hard to unroll over the tip.) I was feeling incredibly excited and confident the day we were to meet, she supposedly liked to be the total plaything for her bull and I was only too happy to fill that role.
THE NIGHT
Her husband had booked a room for us at their very high end resort and we had agreed that we’d meet up at the hotel bar. Well, not exactly meet up. He told me her name and that she’d be wearing a very revealing red dress, but she hadn’t seen a picture of me yet. She would get there early and sit at the bar and I would come it to “pick her up”. It was awesome walking in to that set up. Being able to approach the hottest girl in the place and KNOWING in advance, that you are going to fuck her that night? Come on! At least if she was actually there and I wasn’t being scammed. I was 50/50 on that, and thought maybe I was going to be out a few hundred bucks for the lingerie I paid for.
The bar was just starting to fill up, and there were only about a dozen people at the whole bar. I saw her immediately, she was almost the only woman in the whole place. There must have been a conference at the resort or something, with lots of men in business suits all around her, vying for her attention. I could tell her figure was on point even from a distance. She was absolutely surrounded by guys, trying to ask her name, buy her drinks, just falling all over her basically. It was fun to watch the “competition”.
I sat at the other end of the bar, so I could subtly observe and get a look at her, to see if it was the girl from the pictures. I couldn’t see her face yet, but her dress was fucking scandalous. I mean it was a pretty conservative bar in a very upscale resort, and she was just busting out of her top. She had perfectly round 32 DDs, and they were not subtle. I could see the edges of the bra I picked out, because she was pouring out of the top of her shiny red dress. I mean deep cleavage is one thing, but this was just outrageous, you could see over half of her perfect breasts heaving up and down with each breath and my mind was racing picturing the other half. She had to move very carefully to keep the girls from popping out entirely.
I was sipping my bourbon, trying hard to get a better look, but not give myself away. My hands were sweaty with anticipation, my breathing rapid, but on the outside, cool and collected.
She was flirting with the guys, but not really engaging with any one of them. Keeping her options open, it would seem. I overheard her tell them she was waiting for someone. I could tell she was in her element, she wanted to be a sex object, loving being the total center of attention for every guy in the place.
Eventually, the guy she was talking with on my side moved on so I could get a better look for the first time. Wow – I was speechless. She was in the sluttiest short dress I’ve ever seen, maybe in a club in Las Vegas, but not in a place like this. Her dress was barely long enough to cover the lacy tops of her black stockings she was wearing for me, which I could see peaking out when she recrossed her legs. A sneak preview of what was to come. This girl was there for one purpose, to turn me on as much as possible, and it was working. Here she was, using every single ounce of her seductive abilities, her sexual attractiveness dialed up to 11. Her long, slightly wavy dark brown hair was perfectly done. Her makeup was flawless. She had clearly put in the effort to look her absolute best for me.
Eventually, I couldn’t take the tension any longer and just confidently walked over to her, looking her right in the eye, without breaking eye contact for a second. “Is this seat taken?”. She didn’t reply with a single word, just shook her head no. The bartender came by to take our drink order without asking I ordered another bourbon for me and also a negroni for her – her favorite drink according to her husband.
As she smiled and accepted my drink, her body language opening up to me, the crowd of guys were stunned at my boldness, and that it actually worked. They were beaten and accepted their fate as mere onlookers, admiring the view.
I could tell right away she was an educated woman, and must have been well traveled as our conversation shifted to Europe and Pacific Islands we had both visited. She was so – formal might be the right word? Perfect grammar and witty banter with cutting and clever jokes. I was soooo turned on. Something about the contrast between her reserved and classy conversation while being dressed like a high end escort was intoxicating. So innocent sounding, for now, but the tension was unbelievable. We were eye fucking the shit out of each other, while carrying on a completely unrelated topics. I tried my best to be a gentlemen, but allowed myself a couple very quick glances at her ample chest. She was putting them on display, wanting to be desired. Large implants, but tasteful, she clearly wanted to be fully enjoyed by her man.
I tried to keep my eyes on her face and and my ears on our flirty conversation, but my mind kept wandering to a message her husband sent that afternoon… that she had instantly gotten soaking wet when he finally showed her the lingerie I bought her and again when slipping into it before our date. Knowing that it was all for my pleasure, the pleasure of a man she hadn’t even seen a picture of yet. God that was hot to imagine. And her husband was the wingman of all time!
We talked about a few more things, how she was happily married and her husband enjoyed hearing about her adventures the next day. They were staying at the resort for a week, she was just relaxing while he was there for work. She spent most her days reading, or by the pool, and had gone to the spa to get ready for our date. Getting her nails done and a massage. About the people in her classes she taught, the gross guys who would try to hit on her (and at least one girl in her class too!), and the cool ones too. I could hardly stand it a moment longer. I was getting way too turned on in a public place.
I suggested we go for a walk and closed the tab. She enthusiastically agreed. When she stood up from the bar, I noticed her super high black heels with red bottoms. We were going for a walk, but those shoes where definitely not made for walking. She clearly had practice walking them, but they were like standing on wobbly stilts. I put my hand on her lower back to steady her and guide her out of the bar. I loved the looks we got on the way out, the jealous guys, the salty girls, everyone was looking. Hope they didn’t notice how turned on I was, but by then I didn’t care.
As we walked into the marble lobby of the hotel, I couldn’t wait any longer for a taste. I pinned her against the wall and kissed her. She kissed back, forcefully, biting my lower lip as I pulled away. This was going to be fun. The chemistry was definitely there for both of us.
I didn’t even want to wait to take her up to the room, I wanted her then and there. We wandered down the hallway to the restrooms, where they had the kind with private individual rooms, with their own doors. But there was a couple standing nearby who would not leave. I don’t know what they were doing, but it was annoying. I was so turned on by now and she kept brushing her hand against the front of my pants loving the reaction she was causing. We kept walking.
I pulled on a door handle down a different hallway, and it opened into a ballroom for the hotel. It was dark, but there was a small stage set up and lots of round tables set with plates and glasses for a wedding or conference or something. I wanted to bend her right over one of the tables, but there were too many glasses and silverware and stuff in the way. I though about fucking her on the stage, but it was kind of dirty and gross from people’s footprints on it. I was desperate. I grabbed her wrist and pulled her toward the windows overlooking the pool. It was nighttime so it was closed, but there were a couple people walking around on the path in the distance.
I pressed her face first against the cool glass, my hands on her hips, pressing my hard cock against her through my pants and her dress. I love risky public sex, so I was just dying by now. My heart was racing as I reached under her short dress and squeezed her firm butt cheeks. God they were tight. My finger went lower as I ran it right over the center of her little thong, testing if she was as turned on as I was. She was. So much heat and wetness as I ran my finger along the bare smooth skin right next to the edge of the panties. Fuck. Feeling how wet she was made me so hard. “You want this, don’t you?” I asked. She nodded. She tried to turn around and go down on me, but that’s not what I wanted. I firmly pressed her back against the window to let her know how this was happening.
I held her wrists behind her back with one hand, while I roughly pulled her underwear, one side, then the other, falling down around her knees. My hand was shaking as I took a condom out of my breast pocket and bit the wrapper open. I buckled my belt, and unzipped my pants, pulling out my cock that was hard as stone with anticipation by now. I rolled the condom on and tapped it against her wet lips, rubbing it back and forth along them, gliding effortlessly since she was so wet. Her 6 inch heels made her just the right height, and her tight butt was irresistible. I pushed toward her until there was the slightest resistance, savoring the moment of my tip just barely pushing into her. She arched her back in anticipation too. She WANTED this, she was made for it.
I could feel how hot she was inside, so I pushed very very slowly in, deeper and deeper. I’m only about average length, but I’m very thick, so some girls find it uncomfortable at first. I felt her tense up as I entered her. Then I pulled slowly all the way back out, glistening with her juices. Then I more forcefully pushed in deeper, all the way to the hilt and heard her gasp and look back at me with wild eyes.
I held her hips tight as we fell into a rhythm. She was incredibly tight. I guess I was surprised for someone dressed so provocatively, maybe it was because she worked out all the time, but I could feel her contracting and squeezing me tight every time I got all the way in. I was just thinking I better slow down if I want to last much longer when I hear “Hey! You guys aren’t supposed to be in here.” I turn my head, still buried deep inside her, and see a silhouette standing there holding the door open. “We were just checking out the view!” I yelled, though it was very obvious that’s not what we were doing. We quickly gathered ourselves and walked out. I was a bit embarrassed, but if she was, it sure didn’t show.
We decide that it’s time to take this up to the hotel room. Her keycard isn’t working at first, but eventually figure it out. I glace around the room and see she means business tonight. There was a king size bed and multiple kinds of lube and gatorade on one nightstand with a few toys on the other – a hitachi wand, a black butt plug and a pink dildo. The chair is pulled over by the bed and stacked with towels for clean up.
I barely had taken this in and our hands are all over each other, kissing, squeezing, getting back to what we were so rudely interrupted from. I unzip the back of her silky red dress. Sliding it down to the floor. I finally get to see the outfit I picked out on her in full. Flawless. She looked better than the girl on the website when I picked it out I swear, except her boobs were even bigger. It was like a made to order custom escort just to fulfill my fantasies. The stockings, garter belt and tiny bra, all of it in the dim light contrasting against her pale skin were perfect. Her panties were no where to be found though, I assume lost downstairs somewhere.
That was fine with me as I took full advantage. I kissed her, while my fingers explored her every fold, softly massaging her clit with her own lube. She was moaning softly, but I decided I needed to feel her lips wrapped around me first. I pressed down on her shoulders and she took the hint without delay. Dropping to her knees to give me an excellent, wet sloppy blowjob. She started by sucked on my balls, which is always appreciated, her hand wrapped around my shaft, lightly stroking me. I was sooo turned on. A huge drop of clear precum ran down the side of my cock as she did. She licked it up eagerly and then took me in her mouth, looking up to make sure I was loving every minute.
Her hair was getting in her face, so I thoughtfully held it back with both hands. She was really starting to take it pretty deep. I was impressed, only one other girl I had ever been with could do that. The sensation was incredible. Her tongue and the eye contact were on point and apparently she had no gag reflex at all. That gave me an idea.
I pulled her to her feet, and picked her up, placing her on the king size bed in the right position – on her back, with her head off the end of the bed. I laid my thick cock on her face, and she tipped her head back, sucking on my balls once more. I then put the tip of my cock in her mouth and started softly thrusting, a little bit deeper each time. The sloppy sounds of spit and glugging were something I’ll remember. I carefully put one hand around the side of her head on each side, my thumbs gently on her throat and started to fuck her face. I was going about 3/4 of the way in and then all the way back out, her gasping for air between thrusts, but clearly loving it. Her eyes teared up, running down her forehead, her makeup getting smeared. It felt amazing.
I wanted to push deeper, but there was resistance and I didn’t want to hurt her. Then one time when I got most of the way in, she grabbed my butt and pulled me hard towards her face. It was the most aggressive she had been all night, she must have known what I really wanted to do. Suddenly the resistance gave way and I pushed in all the way down her throat, my balls tight against her nose. Her lips were stretched to the limit around me and I was loving it. I couldn’t believe it. I didn’t hold back any longer. I fucked her face so hard, getting closer and closer to cumming. Every time I’d pull out for her to catch her breath, she’d get stringy spit all over her face. She was a total mess, mascara running and everything, ruining her perfected look from just an hour earlier.
I wasn’t planning to cum in her mouth, but I couldn’t control it any more, this was happening. I fucked harder and faster until I was ready to go. I held her head tight up against me as I buried myself as deep as I could possibly go. I held my breathe has my cock pumped a huge first spurt, then again and again and again, deep down her throat. I held her tight while I came, her eyes totally drunk with pleasure. I felt her swallowing muscles fruitlessly try to swallow my cum, all they did was squeeze my cock tighter, squeezing out every bit. I don’t think she tasted it at all. As I regained my senses, I quickly pulled out, and she took a big breath. I rested my cock on her face, the last few drops getting in her hair and some in her eye. She went to the bathroom to rinse out her eye and get herself together.
When she came back I had pulled the sheets back on the king size bed and was relaxing. She snuggled up next to me and asked if there was anything else she could do for me? I said we are just getting started. She starting playing with me while I kissed her upper chest and caressed her thighs. Soon I was getting harder, almost ready for another round.
By now, it was clear I was in charge tonight, and she didn’t even suspect the surprise her husband and I had in store.
I told her to get on top of me since I wanted to watch her ride me. I found my jacket on the floor and pulled out another condom. I laid in the middle of the giant bed. She climbed on top of me and I had to warn her to be careful with the spiky heels she still had on, I wasn’t trying to get stabbed in the nuts. She started grinding against me. I put my hands behind my head and enjoyed the view. She was so wet and slide up and down against me before lowering herself on to me. It felt amazing, even through the condom. I had put a little lube inside too, which feels better. She still had her lacy half bra on that I got her, she must not have wanted to take it off without my permission. I unhooked the clasps to let her breasts finally hang free. They didn’t drop a millimeter without the bra. so perky, but I guess they should be since they were fake.
After enjoying her bouncing breasts and playing with her cute little pink nipples, I slid her off me and positioned her for doggystyle, bend over the side of the bed. I grabbed her hips, then the garter belt straps and then a handful of her hair as I roughly pushed into her again and again. I loved slamming into her from behind, it was so primal. I smacked her ass and she squealed with delight. She was moaning and demanding I fuck her harder, and I did. She was so wet, we were both so into it. She was so tight, I couldn’t believe it.
Then there was a knock at the door. She asked if we were being too loud? But that was not it. I had totally lost track of time in the heat of the moment, but I saw it was midnight exactly. The second part of her husband and I’s arrangement had arrived. I threw a bathrobe on and answered the door, she hid under the covers.
When she saw who it was, she was stunned, her jaw hanging open, as it dawned on her what was happening. What she very quickly realized is that it was another bull of hers at the door, that it was no accident, and that the fantasy she had talked about with her husband for literally years – being the center of attention for two guys at once – was going to finally happen, and it was going to happen tonight. She was literally trembling.
“Hi there good looking,” he said with familiarity. “Looks like you got started without me”. I said something like “Well then she better get you caught up.” She still didn’t say a word, she just nodded her head. I pulled the covers off of her onto the floor. The other guy was as stunned by her in the lingerie as I was. As he undressed, I took my robe off and resumed where I had left off, pushing back into her tight pussy from behind. I tested her with my thumb pressed against her butthole. When she wiggled against it harder, I squirted some lube on her and worked it in as I pounded her. “Fuck” is all she said. “I can’t believe he set me up for this”. He laid down so she could start sucking on him while I was taking her from behind.
I’m almost always too thick for anal, but I wanted to see where things led. I lubed her up more and then the butt plug and slowly worked it in to her behind. She felt even tighter with the plug in. I didn’t even know that was possible. I couldn’t believe this prim and proper woman from before was now being spitroasted like the most experienced porn star. It was ridiculous. Her innocence falling away by the minute.
I took a little break to watch him fuck her, then she sucked my while he fucked her. We tried so many different positions. Eventually, he is on his back and she is riding him in reverse cowgirl with his cock buried deep in her ass. She is totally lost in the pleasure of the moment, there is nothing else. I had been with couples before, but we always alternated guys. I had been curious about double penetration though, and this was clearly my chance. She hadn’t tried it before either, but that’s what this whole night was about. She was so nervous to finally try what she had been thinking about for so long.
I put a condom on and she leans back on the other guy, rubbing her clit and pulling her tight lips apart, inviting me in to join them. As I carefully straddle them, a super naughty thought pops into my head. I try to ignore it, but I can’t, it’s too powerful, so I hear myself tell her I have one more fetish I never mentioned to her.
I say that I always always wear a condom, but nothing is a bigger turn on than going bareback and feeling every bit of her from the inside. It was the ultimate sign of submission, that she was there to please me all the way. She trembled and says she’s not on birth control… but then quickly that it is the absolute hottest thing she ever heard and she secretly LOVES cum. LOVES IT. I look down and see she is actually dripping she is so wet. I make eye contact with her, and her lust filled eyes tell me what I need to know – we are doing this. She nods and I place my bare dick right against her. She was rubbing her clit and actually started shaking and cumming instantly. The guy in her ass was like oh my god that feels so good. He’s like I’m getting in on this too and pulls out and throws his condom on the floor too. We all lube up and he pushes back in her all the way. Then as he slowly pulled out, I pushed in all the way, feeling every little bit of her. I wish I could describe it, but intense is the only thing I can think of.
She was in her element, there to be fucked and make us cum harder than we ever had before. What a hot fucking slut. We alternated in and out of her holes, he held her hips, I kissed her neck and squeezed her tits. She was on cloud 9. Fuck it was hooooot. She was past words, but just moaning loudly, which was such a turn on seeing her feel that good.
I felt her pussy squeezing me so tight, I could only imagine how tight her ass was for the other guy. We changed it up and started both going in at the same time, filling her completely. She whimpered not to stop. I was getting close and as he matched my pace I thought he was too.
It was animalistic. We started fucking her harder and harder. Every thrust I tried to bury my cock absolutely as deep as it would go. I was so close. We were just a mess of sweat and lube but nobody cared or even noticed. I fucked her harder and faster, she gripped me tight and held on for dear life. I whispered in her ear, “beg for it”. “I want it” she said. “You want what?” “Your cum!!” “Whose cum?!” “Both of yours!!” I commanded her “BEG FOR IT”, and she finally understood. “Please give me every last drop! Fuck me, give it to me. PLEASE. I NEEEEED IT. CUM FOR ME RIGHT NOW. DO IT!”
Her huge tits were bouncing all over as we pummeled her with all we had. Then I felt a throbbing from deep inside her. I could actually feel him twitching as he pumped load after load into her ass. She bit her lip hard, chanting omg omg omg and digging her nails deep into my back. I couldn’t take it any more. I slammed as deep as I could, I pushed on my tip toes into the bed for every bit of leverage I could get and pulled myself into her with my hands on her ass. And then came soooo hard. I looked her deep in her dark eyes as I went over the edge. I think was holding my breath, because I almost blacked out. Wave after wave of orgasm started hitting me as my thick white cum filled her up. My cum overflowed out of her, dripping down her inner thighs as she continued to say omg omg and then ooooooh my gooooood. She came again, contracting hard, squeezing us so tight and every last drop out of us. I fell off of her to one side on the bed to recover. My hand over my face.
The other guy shimmied out from under her too and we both looked at her in the middle of the bed. I mean cum was everywhere. She curled into the fetal position, her legs still quivering. What a complete mess. Her hair and makeup beyond repair. We had used her all up. Hard to believe this was the same girl I had met just hours earlier. There were clothes everywhere and the room was hot and reeked of sex. We used every towel cleaning up. It was a little after 2am and she had to get up in a few hours to catch a flight.
This got longer than I intended, but as you can tell it made quite the impression. Like every single kink I have in one night? When does that happen? Never. The next day, or more accurately, after a couple hours of very terribly uncomfortable sleep halfway in a puddle on the bed, I walked her down to the hotel lobby to drop her off with her husband who was meeting us at the little cafe for breakfast and to recap the night. The other guy had excused himself to leave around 4am.
She cleaned herself up as best she could on no sleep, but had no other clothes with her, so saying she’s standing out like a used high end escort is an understatement at 5am. Her hair is a disheveled mess and after turning the room upside down, still no panties to be found. I was kind of sheepish, but she held her head up high as we walked out of the elevator and clearly gave zero fucks what anyone else thought about her, she even enjoyed it. She pointed out her husband sitting at a table. I pulled out a chair for her and she took a seat. He stood up and shook my hand. I was supposed to stick around for breakfast, but I just couldn’t. “She was a good girl” is all I said, before turning around and walking out of the hotel.
This was about three years ago. I never contacted them again and they never contacted me. It was like there was nowhere to go from that night and anyway I was no longer a “stranger” who could pick her up at a bar, which is what they were into. I’ve never experienced anything like it since and with covid, probably won’t anytime soon. But every now and then I wonder if there is the perfect girl out there to try something like that with again…
Source: reddit.com/r/gonewildstories/comments/juh110/mfm_picking_up_a_stunning_hotwife_at_the_hotel
Great story!!
Wow! I couldn’t breathe!
Holy shit