Sexiest hotel encounter?

I had a friend come in from out of town that I had never met. He is a Dom and tol me the rules before I showed up. I was to bring my bag of toys, and when he answered the door, I was to come in quietly, get down on my knees and suck him off. I had met several men from online and always knew it was best to actually meet someone before you do something like this, but I was also really excited about it.


So the day comes, I follow instructions, and show up with my bag of toys. I nervously knock on his door, he answers and says "hello...come in". And winks at me. I know I have to be totally silent but I'm frozen. He walks over to a chair, unbuttons his pants and sits down.

"Oh shit" I think when I see his large cock spring out. I had seen pictures and video but real life was way better than anything before. He snaps his fingers and motions for me to come over. I obediently walk over and kneel in front of him and take his hard cock into my mouth.

He lets out a deep moan, and grabs my ponytail in his hand. He has me suck him until he cums and I happily swallow him. I think look at him, from between his legs and say "hello, it's nice to finally meet you!" And smile.


Then there were several hours of fucking and blow jobs and oral. It was fantastic. But it was so fun to walk in and say nothing, just get right to business.


I've also just rented a hotel room to hook up with an ex who was hiding from his wife for the afternoon. That was also a lot of fun, but for different reasons.
 
Just body paint (water based acrylic). It's kinda hard to find latex paint whr we live.

Liquid latex is its own unique thing.

I'm not even sure they sell it anymore, but it used to be fun.

Hmmmm... quicky search and I found there is a liquidlatex.com web site.
 
Easy.

2 Coworker and I went out drinking. One was my female boss (younger with a GREAT rack).

She got a little tipsy and took of her bra at one bar...

We got back to his room (the other coworker). He passed out. She didnt want to party to end. So she asked me to hers. Fell asleep on the bed. Sort of. As time passed she got closer to me on the bed (she was half asleep and half awake. When our bodies started touching (we were fully clothed) she started to sigh/moaned a little. Got more free with were I was touching and I could tell she enjoyed it. After a while we were free from clothes and started fucking like animals. No once, twice but three times. Then fell asleep with each other. She was a little surprised when she woke up...for the next 10 days...wow. We were away on business...but what pleasure.
 
I have also always wanted to have a hotel encounter. I envision it often being on a business trip.
 
I think the previous three posters should get together in typocritts room and make some memories, lol

;)

Then log back in to tell us the story ofcourse :)
 
A girl I met online

We took a short trip to a nearby beach town for the weekend. We had agreed beforehand that there would be no sex until my tests came out clean. She wanted bareback but was really paranoid about STD's. I gave her full body massage with some Eucalyptus oil. It was a long massage lasting a few hours. Near the end we were both extremely turned on and her pussy was smelling oh so sweet. I just had to eat her out. And when I stuck two of my fingers to work her from the inside, she blasted her cum right in to my face. In the heat of the moment I lapped up her juices then continued up her body. Licking everything on the way to her neck. The tips of my tongue and my lips were numbed from the eucalyptus oil, as well as other part of my body. I don't know how to describe the feeling, but the end result was that my body felt as it had been reduced to nothing but my raging hard on. I had to take her.

Apparently though, my penis is pretty smart. Because even in that moment it remembered her telling me that her neck was very sensitive. I proceeded to maul the soft of her neck with my mouth and tongue... hungry for her. She wasn't lying. She let out a gut wrenching, high pitched moan and bucked her body hard, barely missing head-butting my ass out. She half curled onto her side and I watched ride out her orgasm. It was to this day the hottest thing I've ever seen.

As she cooled down I lay behind, her pressing my body to soothe hers. We lay there and talked for a bit and she came around to playfully apologizing for not letting me enter her. I told her she should feel really bad about. She said she did, but she reached back with her hands and said she was conflicted because my cock felt so good. She continued to jerk me off and I told her if she kept it up I might just force my way in. She said I didn't dare do it.

I shoved my index finger right in to her asshole. Before she could react, I pushed my body on top of hers, rolling her onto her stomach. Quickly I hooked my free arm under hers, reached up and grabbed a fist full of her hair. Between the modified half-nelson and my body pinning her down she was defenseless. Her tone changed as she pleaded me to stop. I held her steady and slowly caressed the back of her neck with my still numb tongue. My finger still plugged deep in her ass was dancing in and out. Soon she was moaning in pleasure, all the while still pleading with me. I pressed hip forward and the head of my cock came to her entrance. She was still resisting. I was became frustrated. I rubbed the tip slowly at the doorway to her inner flesh, as I continued my slow assault on her other sensitive regions and soon she gave way. I slid into her... so slowly I couldn't feel the entry. Her warm, wet vagina welcomed me and time disappeared.

I had only made in halfway when her next orgasm hit. Wave after wave, sending pulsations right to my poor little guy. I pulled out of her shot streams of my cum all over her bare ass and back. I came so much my balls hurt. Really.

She forgave me for my "assault" which she thoroughly enjoyed and agreed that under the circumstances, I had exercised impressive self control. We fooled around a hung out all weekend.

After that weekend my test came back clean as I assured her they would. And in our subsequent encounters, I was fully rewarded for my "patience".

True story, honest.
 
Hotel encounters

A beautiful woman working for one of the embassies in DC that I used to meet up with when ever she came in to town had me meet her in the Watergate, where she was staying and when she opened the door she was in thigh highs, heels and a matching bra and panties set.
We had an amazing reintroduction make out session. And then turned off the room light, went straight for the balcony and I did her from behind overlooking DC. There were three different people on balconies that night that ended up watching us.

Another hotel I was staying at for 10 days had an attractive front desk girl on the night shift and the first night I came back from drinks I ended up talking to her for two hours just chit chat. That happened four more nights, it became our "date" for me to go down and talk to her once the foot traffic slowed down. For my last night there, she asked me if I'd be ok if she came up to my room to talk for a while. That was another fun one.
 
Not long ago, I took a business trip to France. After the conference, I had gone back to my hotel and was sat in the bar with some people from Scotland. We were drinking a lot of wine, and talking, and I nipped outside for a cigarette, where I ended up talking to a blonde-haired stranger. We had a lot in common, without exchanging a lot of identifiable details (as it was work based, and neither of us wanted to get in trouble), but he was cute, and we ended up going for a walk around the back of the hotel.

Previously, I've only ever been with women, so this was completely new to me. I had never even kissed a guy before, but was surprised with how wet I was just at feeling how hard he had gotten. Things got a little... hot, and we ended up on the grass together. He laid me down, and as we were kissing, his hand snaked inside of my jeans and over my pussy easily. He fingerfucked me for a while, and it felt so amazing - the icy cold October air (it was around 3am) and I ended up on top of him, before proceeding to give my first ever blowjob, before being fucked in many different positions, both inside and outside of the hotel ;)

It definitely made the work trip more memorable.
 
It was New Years eve while I was home on college break. About 15 of my friends rented out a hotel suite in the city. I wanted this one girl to come that night, so once we at the hotel I invited her. I met her in the lobby and before the elevator reached the top floor we were passionately kissing. We walked into the suite and went straight into the shower where we both took each other orally and then I took her from behind as the water flowed down her back.

It was a great start to the night. It continued to skinny dipping in the pool and being chased out by hotel workers and ended with more passionate sex on the kitchen floor (as that was the only place for us to sleep that night).
 
I was in Boston with a couple of buddies from my semipro baseball team to take in a Sox game. We scalped tix in the subway from a couple of kids. Best seats I ever had, right behind home plate. Well the game got rained out so we went back to the hotel and went to the bar. Well we ended up sitting next to one guy from the Sox and one guy from the Yankees. We ended up talking baseball all night and getting pretty hammered. They were with two older women. I was on my mid twenty's. At closing time I staggered out of the bar arm and arm with the Yankee pitcher with the girls right behind. When we parted the one woman went with him and the other came with me. She was in her late thirties with shoulder length brown hair. She had a sweet toned body with small boobs and a nice ass that child birth had been kind to. She was married and has a couple of kids. It was girls night out and I was about to get lucky. I tried to get another room at our hotel but they were all booked. She said she didn't care and we went back to my room. My two buddies were shocked when I opened the door with her in tow. We went directly into the bathroom and drew a hot bath. It was a small tub but we had fun squeezing in. I ate her sweet pussy in there and then she climbed aboard. I could hear my teammates laughing outside the door. When we got out they gave us one of the beds. We had sex again during the night with them snoring next to us. Never got her name and never even thought about sharing her. My teammates called me Jacques Cousteau for the rest of the season.
 
I was in Boston with a couple of buddies from my semipro baseball team to take in a Sox game. We scalped tix in the subway from a couple of kids. Best seats I ever had, right behind home plate. Well the game got rained out so we went back to the hotel and went to the bar. Well we ended up sitting next to one guy from the Sox and one guy from the Yankees. We ended up talking baseball all night and getting pretty hammered. They were with two older women. I was on my mid twenty's. At closing time I staggered out of the bar arm and arm with the Yankee pitcher with the girls right behind. When we parted the one woman went with him and the other came with me. She was in her late thirties with shoulder length brown hair. She had a sweet toned body with small boobs and a nice ass that child birth had been kind to. She was married and has a couple of kids. It was girls night out and I was about to get lucky. I tried to get another room at our hotel but they were all booked. She said she didn't care and we went back to my room. My two buddies were shocked when I opened the door with her in tow. We went directly into the bathroom and drew a hot bath. It was a small tub but we had fun squeezing in. I ate her sweet pussy in there and then she climbed aboard. I could hear my teammates laughing outside the door. When we got out they gave us one of the beds. We had sex again during the night with them snoring next to us. Never got her name and never even thought about sharing her. My teammates called me Jacques Cousteau for the rest of the season.
 
You have me all worked up now. I'm away in a hotel for work in a couple of weeks, and all I can think about is a hot encounter with a stranger.
 
I would like to share an experience of mine and let me see if anyone has similar ones..

I was having breakfast one morning and I saw a lady - tall, pretty fair, black hair, deep penetrating eyes sitting alone in the next table..we glanced a few times during our breakfast and while having my early morning cup of tea, i started the conversation where was she from? And I understood she was from Egypt but settled in the US..

We chatted about work and her plans for the day and I informed her that I would be back in the evening and if she is around we can meet for a drink!

I came back to the hotel around 8pm and yes we did share our room nos..so I tried calling her room but it went unanswered..I left a message for her..once she came back she informed that she was in the hotel bar with her colleagues..I didn't like that she was with her colleagues because I wanted to seal the deal over a drink ;-) however, that was not meant to be and after spending some time with her colleagues, they all left and it was me and her in the bar..

She didn't want to drink much and we went for some fresh air and maybe a cup of tea when I suggested lets sit in our rooms and I was more than happy to see she gladly accepted it..

As you can imagine once we were in the room- we chatted and started looking at each other with lust! And desire..

It was amazing with her on the bed trying different positions, kissing her soft spots and both of us on a pleasure trip..

Sadly it was meant to be for one night only and I wish we had some time together again but I was leaving the next day..but that moment was amazing and is something I fondly imagine when I stay in any hotel and wish I have similar experiences again..
 
About 7 years ago, an older redhead (early fifties) contacted me on a dating site. I told her upfront that I was only interested in a sexual relationship, and it had to be on the first meeting. She replied, "Why do you think I contacted you?"

Good answer.

I booked a room at a Courtyard by Marriott. She blew me in the parking lot before we even got to the room, and I ate her out in the elevator when a younger guy got on. He watched as I ate her. Shame the hotel was only four floors.

After we fucked and sucked for a few hours (including eating strawberries out of her cunt, which she had brought for refreshments), she walked over to the balcony completely naked. The balcony overlooked the other side of the hotel. She turned on all the lights to our room, grabbed on to the railing with one hand, spread her ass cheeks with the other, looked over her shoulder and purred, "My ass next, lover. I like to be watched."

Her wails of ecstasy echoed through the courtyard as I pumped my cock into her ass.

I've always wondered how many people in the other rooms watched us.......
 
The hotel manager positively gave us a strange look when my girlfriend, my mate and I checked in and for a room for three.

He was rightly suspicious.
 
Was at hotel on vacation husband inside watching tv while I was outside smokin I started talking to a construction worker in was staying next to us and he said heard the bed from u and your husband having sex. I then noticed the bulge getting bigger and bigger, he said sorry and I itched spots a few times and both threw their loads in me and it was over. I then went back to my room woke up hubby had him eat me then fuck me to orgasm(hubby the only that can do that). He said that he saw the people next door having sex, I responded did you see the women he said no all he saw was her ass and him banger her from behind.

We have a winner!
 
Unfortunately it was with a friends boyfriend. There always was light flirtation, just jokingly. So it was another friends party a state away, and I wasn't going to drive home. So a bunch of us got a room at one of those big chain hotels to crash. Her him and a few more people were doing the same in the same hotel. Different floor. So we're all clubbing it at the bar, and me and him are chatting, but I had to walk back for something real quick. And he asked really subtly where we were staying so when I told him I didn't think anything of it. We were just having a conversation. So when I get to my room, and as I'm just about to leave, there's a knock on the door. I let him in, once again not thinking anything about it. Because he said he had to ask me something. And the next thing I know is I'm pushed up against the wall with his tongue down my throat
 
I met my lover in a hotel for a 16 hour fuckfest. We knew how much time we had, and we knew our limitations. I wanted to fuck her twice and my idea was to fuck and cum outside her so my refractory period would be shorter than me blowing inside her.

I brought my camera with the intention of taking some action photos, but the action was so fucking hot, I did not want to interrupt what we had going to grab the camera, but I wish I had. I was fucking her, hard, from behind, her favorite position, and all I could think about was me taking a picture of my cum all over her fine ass...but I was so in love with her I didn't want to objectify her like that.

Our parts were a perfect fit....my cock on its outstroke pulled her pussy lips back like in the porn shots. I slowed my thrusts down to watch it. Our bodies were made for each other. I still think of her to this day.

Anyway, when I was close, we were in missionary and I pulled out. My first spurt hit the inside of her thigh and slid down...and I kept coming..never did that with my wife ha ha.
 
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