Have ever had to share a hotel room with a co-worker

S_Dick

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(story continued II)
He walked towards the bathroom and dropped his tighty whities on the way over, throwing them on his bed. He said ‘I’m gonna have a shower and a shave. I’ll give you a little extra time in here so you can take care of that’ point at the hardon I was still trying in vain to cover up. As he gestured at it I felt a strong twitch I my cock and another gush of precum oozed out. I almost came right then and there from all the attention my cock was getting. As he turned the corner into the bathroom he did not try to hide his soft cock resting above a nice set of low hanging balls. He turned to me and said ‘Seriously no worries man, happens to the best of us’ and went into the bathroom.

I’d never been giving permission to masterbate in such an overt way. I was still half asleep, but seeing him see me in that way was so intense. And the way he handled it like boss. Also seeing his cock and how he didn’t care and how he knew exactly what I was doing right now! I jumped on to my bed and in about 5 strokes I came in one of the most strong and intense cumshots I have ever had, all over my chin, chest and abs.

The room reeked of man and man juice when he got out of the shower wrapped in a towel. Something I think neither of us had thought of when he gave me permission to unload. He just smiled at me and said ‘feel better?’ I was half super embarrassed and half didn’t care by that point, smiled back a ‘yup... thanks’. Maybe even gave a thumbs up, hahah. He changed right in front of me and I went in the shower.

The rest of the conference we spent most of our time in the hotel room either naked, or in our underwear. He was definitely straight and it was no big deal. I think that first morning experience set the tone to be chill in the room. One or two times he made a jab about how he was gonna be out of the room for a bit if I ‘needed the space’. I think he thought the whole thing was funny.
 

S_Dick

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(Story continued III)
The last night of the conference we had seen each other naked a bunch. When I knew he would be out of the room I had masterbated a few times, but always tried to be more discreet than the first time. We were in our beds and the lights were out but the TV was still on. I said “Matt, are you still awake? I’m gonna turn the TV off’ he was definitely mostly asleep, a few beers in, and he said ‘na, I’m still wake *yaan* but it’s cool, you can jack off if you need to’. I had not mentioned anything about jacking off. He brought it up on his own, but I was suddenly imediately rock hard. (And for the record, even in college when I shared rooms with other guys, I was very discrete and almost* never jacked off when they were in the room). But as I had just been giving explicit permission to go for it- I went to town. I kept it silent but went at it, pulling back the covers and enjoying myself. The room was total dark, once the TV was off. But knowing he was there, knowing he could hear me but didn’t care was hot as fuck. And after spending a few days with him I knew he actually didn’t care but thought the whole thing was a good laugh. Horny young stud who can’t control his urges. Halfway through my stroking and I hear the bedsprings and the bed next to me move ever so slightly. I stop, ‘Mike?’ No answer. But the bedsprings keep moving in rhythm. He was cool to let me do my thing, I should be good to him and let him do his as descretly as he wants. We keep going, just the sound of two guys jacking in the dark. I can’t hold it for long and cum hard all over myself, the pillow, and god knows where else in that darkness. He is still going a few minutes more, and I start to hear his breath and speed quicken. “Ah, ah, aaaaaaaaaaaah Fuuuuck’ he grunts into the darkness in a lower voice than I have ever heard out of him. We both passed out.

In the morning I woke up, covered in cum, sheets tangled at my feet. He was in the shower. We cleaned up, packed and caught our flight. When we parted ways he patted me on the shoulder, smiled, and said ‘great conference’ and jumped in a cab.

We worked in different departments and didn’t see each other much at all. But whenever we did he would smile big and we would chat. Neither mentioned it again, which was fine.
 

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A man’s dick will always be his favorite toy. When you go to a conference, you know damn well what every other guy will be doing in his hotel room. You guys acknowledged that truth and had a little fun being naughty. Stuff you would never do in mixed company. Like reading this post on LPSG. Nothing wrong with that. :imp:
 

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There's nothing wrong with being in your underwear....or naked, for that matter..... in your hotel room, especially if you're just walking to the shower, or getting into bed. I've shared hotel rooms with colleagues before, and I've had no issues with underwear or nudity. Just "do your own thing" and don't try to "make a move" on the other person.
 

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I work with a team that travels often together but we always have our own rooms. I managed one trip to bring some edibles with me, and offered one to my coworker, and he came to my room to get it. We chatted a bit, but while he was there he noticed the bottle of corn huskers lotion on the desk (I use it for my dry skin, and not to j/o because I create plenty of my own lubricant) which I inconveniently left next to my open laptop. He asked what it was, and I said that I use it for my dry skin, but I don’t think he believed me.
 

lms493

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I went to a technology conference in Chicago last fall with a co-worker. We shared a room for two nights. He is a very tall, thin, pale white dude with glasses and black hair, 23 years old. I don't really know him that well since he works in our IT department and I'm in an operational one.

First night there he stripped down to white underwear to go to bed. This turned me on because he sat in his bed for a while on his phone with his legs kinda spread in his underwear. The dude's chest and legs were matted in pretty thick dark black hair, which REALLY turned me on because I like hairy guys. His bulge looked big to me but I wasn't able to see anything that first night.

The next morning when we woke up he decided to shower first, and then's when I actually saw his dick. He had no hesitations in taking off his underwear right after he got out of bed, and he spent a few minutes getting his outfit together on his bed before going into the bathroom. He had a very large soft cock, it looked a bit chubbed up from him just waking up too. I couldn't believe how casual he was about it. I was just lying in my bed sorta browsing my phone and glancing constantly. He had a nice bush too and big nuts.

I jerked off as soon as he went into the bathroom. Pretty much every time I saw his cock over those two days I had to jerk off quickly afterwards because I was so horny, which is why I didn't let him see me naked lol. I definitely understand why the guy was not shy.
 
D

deleted356166

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A couple years ago I had to share a room with coworker for an out of town gig. I was fairly new on the job, and my coworker was one of the nicest guys I’ve ever worked with and he was married. After our first night of work and dinner with the boss, which included a lot of alcohol, we headed back to the hotel. I had very little alcohol, but my coworker was very drunk. After getting back to the hotel room, he immediately stripped to his white briefs and laid down on his bed uncovered. We talked for a bit with only light from the tv being on, and out of the blue told me I could look at his bulge which was slowly getting plump, and he said he wanted me to look too. However, he made it clear he just liked being an exhibitionist with other guys but had no interest in playing. What a fkn tease!! I sat 5 feet away on my bed talking until he was about to pass out. Then I stood next to my bad and began rubbing my bulge. He noticed and adjusted his underwear commenting that he was ok with me jerking off and that I could move towards the side of his bed to get a better view. He never got a full boner, but he did watch me jerk off and cum all over the wall while he talked dirty to me. Lol.
 

ellipses

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I ended up in bed with a colleague after my Xmas party. He had a hotel room and I didn't, as I live not too far away. We had failed to find the after party and I needed the loo. He then offered me to stay and shared his double bed. We were both in our underwear. He's married, but comes across as curious. It was all innocent and nothing happened, but I can't stop thinking about it, as it was quite exicting in hindsight.
 

buzzrider7

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Lucky him! Yeah, it's often those sexually tense experiences where nothing actually ended up happening that mark our memories for decades.

I ended up in bed with a colleague after my Xmas party. He had a hotel room and I didn't, as I live not too far away. We had failed to find the after party and I needed the loo. He then offered me to stay and shared his double bed. We were both in our underwear. He's married, but comes across as curious. It was all innocent and nothing happened, but I can't stop thinking about it, as it was quite exicting in hindsight.
 

salinger

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I went to a conference for work every year in Europe with a bunch of coworkers. We always had our own rooms, but sometimes we would take a side trip on our own dime before heading back home. One year we went to Iceland. There were four of us, but because it was so expensive we split a room with two queen beds, opting to share beds. First night it was fairly conservative. We were tired from the trip and everyone went to bed early.

The next day we went to the Blue Lagoon and there’s a requirement there that you have to shower thoroughly before entering, and shower naked as if it needed to be said, and these were open showers. It didn’t bother me any. And one of the guys I’d gone to the gym with a lot so he didn’t seem phased. Soon, all four of us were naked under the showers and everyone got more comfortable with it.

That night, one of the guys said he normally sleeps naked but didn’t want to make it weird for us, but since we’ve already seen everything he just dropped his underwear and was pretty much naked most of the time inside. We went from four uptight coworkers to naked, farty bros in no time.
 

Uta3392

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(Story continued III)
The last night of the conference we had seen each other naked a bunch. When I knew he would be out of the room I had masterbated a few times, but always tried to be more discreet than the first time. We were in our beds and the lights were out but the TV was still on. I said “Matt, are you still awake? I’m gonna turn the TV off’ he was definitely mostly asleep, a few beers in, and he said ‘na, I’m still wake *yaan* but it’s cool, you can jack off if you need to’. I had not mentioned anything about jacking off. He brought it up on his own, but I was suddenly imediately rock hard. (And for the record, even in college when I shared rooms with other guys, I was very discrete and almost* never jacked off when they were in the room). But as I had just been giving explicit permission to go for it- I went to town. I kept it silent but went at it, pulling back the covers and enjoying myself. The room was total dark, once the TV was off. But knowing he was there, knowing he could hear me but didn’t care was hot as fuck. And after spending a few days with him I knew he actually didn’t care but thought the whole thing was a good laugh. Horny young stud who can’t control his urges. Halfway through my stroking and I hear the bedsprings and the bed next to me move ever so slightly. I stop, ‘Mike?’ No answer. But the bedsprings keep moving in rhythm. He was cool to let me do my thing, I should be good to him and let him do his as descretly as he wants. We keep going, just the sound of two guys jacking in the dark. I can’t hold it for long and cum hard all over myself, the pillow, and god knows where else in that darkness. He is still going a few minutes more, and I start to hear his breath and speed quicken. “Ah, ah, aaaaaaaaaaaah Fuuuuck’ he grunts into the darkness in a lower voice than I have ever heard out of him. We both passed out.

In the morning I woke up, covered in cum, sheets tangled at my feet. He was in the shower. We cleaned up, packed and caught our flight. When we parted ways he patted me on the shoulder, smiled, and said ‘great conference’ and jumped in a cab.

We worked in different departments and didn’t see each other much at all. But whenever we did he would smile big and we would chat. Neither mentioned it again, which was fine.
Hot.
 

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Here's a few true ones.

Nowadays I always get my own room but I've had to sneak hookups into my room when every other one in the hall is occupied by a co-worker. Last year we were on an offsite in the middle of nowhere so we were really bound. One night during happy hour one of the hotel workers began stroking at the urinal. I told my coworkers I "was going to bed" but rendezvoused with the worker -- he took a start entrance.

Back in the day when I was a junior employee I shared a room with a gorgeous Mormon freelancer. He was blonde and blue eyed and tan. And married at 20. Wore the vestments and everything. Nothing happened but I did discover he brought condoms on the trip while his wife was home in Utah. Never asked...
 

Uta3392

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Recently had a 3 day trip with a coworker.
I know him from conference calls but have never met him before.
As I mentioned before my company prefers us to share rooms if possible to minimize costs, but is not required.
We flew in from different cities and met up at the airport, mid 40’s, solid build like myself and killer smile.
We checked into the hotel, dropped off our luggage.
The suite had two queen beds and separate lounge/tv area...typical set up.
We headed out for dinner and drinks, and made it back to the hotel.
Neither of us were ready to turn in so we headed to the hotel bar.
After a few more drinks and the game ended and it was time to head up to the room.
The conservatition was great, golf, fishing, hunting, and of course the usual work related stuff.
We got back to the room to get ready for bed. I needed to check emails so I kicked off the shoes grabbed the laptop and and sat on the bed. That is when I noticed my new bud was not modest at all. He strippped down to his underwear (breifs) and went into the bathroom with the door open to brush his teeth floss etc, then walked out of the bathroom and laided on his bed (on top of the covers) and began checking his phone and chatting with me. He definitely made himself at home.
The view was nice from where I was sitting and he had a huge bulge, big balls and thick shaft, nice thick thighs, and nice feet.
After some conversation, I stripped down to my briefs, washed up and headed to bed too.
I got into bed under the sheets and noticed he was still awake with the lamp on and on top of the sheets on full display. Haha
We ended up chatting for hrs and hrs about a lot of random things, guy stuff, etc.
At some point I kicked off my covers and relaxed too.
For the next few hrs we chatted from about work bs to sex. I watched his full bulge go from naturally full to full wood several times.
When his cock would begin to swell up he would bend his knee to partially block the view but we both knew it didn’t block much.
At times he didn’t even try to hide it.
I had to lay on my stomach a few times to hide my wood, after a while I didn’t even try to hide it. I would just let it get stiff inside my breifs just like he did. At one point while we were chatting he stood up pulled one wide of his breifs into his butt crack to reveal one full butt cheek. He stood directly under the bedside light on his side to exam looking a random bump, itching, probably an ingrown hair. I acted normal and tried not to make things weird but he had a nice butt.
Before we knew it, it was time to get ready for work, I slept while he got ready. That was the only sleep I got the first night.
 

S_Dick

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Recently had a 3 day trip with a coworker.
I know him from conference calls but have never met him before.
As I mentioned before my company prefers us to share rooms if possible to minimize costs, but is not required.
We flew in from different cities and met up at the airport, mid 40’s, solid build like myself and killer smile.
We checked into the hotel, dropped off our luggage.
The suite had two queen beds and separate lounge/tv area...typical set up.
We headed out for dinner and drinks, and made it back to the hotel.
Neither of us were ready to turn in so we headed to the hotel bar.
After a few more drinks and the game ended and it was time to head up to the room.
The conservatition was great, golf, fishing, hunting, and of course the usual work related stuff.
We got back to the room to get ready for bed. I needed to check emails so I kicked off the shoes grabbed the laptop and and sat on the bed. That is when I noticed my new bud was not modest at all. He strippped down to his underwear (breifs) and went into the bathroom with the door open to brush his teeth floss etc, then walked out of the bathroom and laided on his bed (on top of the covers) and began checking his phone and chatting with me. He definitely made himself at home.
The view was nice from where I was sitting and he had a huge bulge, big balls and thick shaft, nice thick thighs, and nice feet.
After some conversation, I stripped down to my briefs, washed up and headed to bed too.
I got into bed under the sheets and noticed he was still awake with the lamp on and on top of the sheets on full display. Haha
We ended up chatting for hrs and hrs about a lot of random things, guy stuff, etc.
At some point I kicked off my covers and relaxed too.
For the next few hrs we chatted from about work bs to sex. I watched his full bulge go from naturally full to full wood several times.
When his cock would begin to swell up he would bend his knee to partially block the view but we both knew it didn’t block much.
At times he didn’t even try to hide it.
I had to lay on my stomach a few times to hide my wood, after a while I didn’t even try to hide it. I would just let it get stiff inside my breifs just like he did. At one point while we were chatting he stood up pulled one wide of his breifs into his butt crack to reveal one full butt cheek. He stood directly under the bedside light on his side to exam looking a random bump, itching, probably an ingrown hair. I acted normal and tried not to make things weird but he had a nice butt.
Before we knew it, it was time to get ready for work, I slept while he got ready. That was the only sleep I got the first night.
Thank man, you too. Let's hear about the next night
 

asuitedguy

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Recently had a 3 day trip with a coworker.
I know him from conference calls but have never met him before.
As I mentioned before my company prefers us to share rooms if possible to minimize costs, but is not required.
We flew in from different cities and met up at the airport, mid 40’s, solid build like myself and killer smile.
We checked into the hotel, dropped off our luggage.
The suite had two queen beds and separate lounge/tv area...typical set up.
We headed out for dinner and drinks, and made it back to the hotel.
Neither of us were ready to turn in so we headed to the hotel bar.
After a few more drinks and the game ended and it was time to head up to the room.
The conservatition was great, golf, fishing, hunting, and of course the usual work related stuff.
We got back to the room to get ready for bed. I needed to check emails so I kicked off the shoes grabbed the laptop and and sat on the bed. That is when I noticed my new bud was not modest at all. He strippped down to his underwear (breifs) and went into the bathroom with the door open to brush his teeth floss etc, then walked out of the bathroom and laided on his bed (on top of the covers) and began checking his phone and chatting with me. He definitely made himself at home.
The view was nice from where I was sitting and he had a huge bulge, big balls and thick shaft, nice thick thighs, and nice feet.
After some conversation, I stripped down to my briefs, washed up and headed to bed too.
I got into bed under the sheets and noticed he was still awake with the lamp on and on top of the sheets on full display. Haha
We ended up chatting for hrs and hrs about a lot of random things, guy stuff, etc.
At some point I kicked off my covers and relaxed too.
For the next few hrs we chatted from about work bs to sex. I watched his full bulge go from naturally full to full wood several times.
When his cock would begin to swell up he would bend his knee to partially block the view but we both knew it didn’t block much.
At times he didn’t even try to hide it.
I had to lay on my stomach a few times to hide my wood, after a while I didn’t even try to hide it. I would just let it get stiff inside my breifs just like he did. At one point while we were chatting he stood up pulled one wide of his breifs into his butt crack to reveal one full butt cheek. He stood directly under the bedside light on his side to exam looking a random bump, itching, probably an ingrown hair. I acted normal and tried not to make things weird but he had a nice butt.
Before we knew it, it was time to get ready for work, I slept while he got ready. That was the only sleep I got the first night.
And the other nights??
 

GreekXL

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I was on a business trip a few years ago to Tokyo with a co-worker and our boss. It was way past midnight by the time we got to the hotel. During check in, we were informed only 2 rooms were available despite confirmed reservations for 3. After lots of discussion, being dead tired, and getting no where with the hotel staff, my colleague Jeff and I (both in our mid-30s) conceded to sharing a room and letting the boss have the other room to himself.

I had known Jeff for a few years and while we were friendly face to face, we also were uber competitive. The boss had wanted me to take over a big chunk of hs responsibilites and I had learned from others that he was knocking my capability to do it behind my back.

So we get back to the room, strip down to the boxers to get some relief from the heat + humidity, and take turns brushing our teeth before hitting the sheets. While in the bathroom, we noticed a completely transparent glass wall seperating the bed area from the shower. We assumed there would be a curtain or something to use for privacy. We'd figure it out in the morning.

We get up the next morning, look for the privacy screen, and don't find a damn thing. We call the front desk and are told this was a luxury/honeymoon type suite. No curtain. Wonderful.

The first day I go down for breakfast while Jeff showers and vice versa.

Day 2, we're rushed for time due to a customer meeting and just say fuck it. I'll do my morning routine at the sink while he showers with his body angled so that his backside is mostly reflected to me in the mirror. It's a nice tight ass but doesn't do much for me. :) He turns around to grab a towel and I catch a view of his dick. It's smaller than mine and I take some pride in that but of course keep it to myself. We switch it up without fanfare. I return the favor and start showering with my backside to him, but my exhibitionist, competitive side really wants to show him up with an innocent view of my larger member. I do it... showering as I normally would and turning around to thoroughly wash every part of my body. I see him sneaking peaks at the sink and also when we leaves the bathroom to go into the bed area. He doesn't say a thing but has a clear change of attitude... he's less talkative, more agitated.

Day 3, he wants to go back to the orignal idea of one of us eating breakfast while the other showers since we weren't in a rush. I say no problem. Don't know if that makes me a bad person or if it was unprofessional, but I relished getting in his head on Day 2.