Sex Confession #38795 | Adult Confessions

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Bi-Sexual Male / 55

I was browsing stories here and read about a guy who enjoyed a Hilton experience. I thought I would share a ploy I have when I travel and stay in hotels.
I am bi...well probably more gay really, but still married. I enjoy sex with men when I am away and can usually get a date with a guy to spend time in bed with. Hotel bars and spas...gyms etc,
If I am unlucky and alone I have a ploy...I order room service at around 1am or 2am...you have about a 99% chance they will send a guy at that hour. You also have about a 75% chance that he will be gay or bi...I go to the door in nice tight white bikini briefs which show my quite ample bulge (which I have helped along with a few strokes) and let him in...(I order an omelette which I leave until the morning and have at room temp which is fine lol). I will have gay porn on my laptop...not too obviously positioned but hard to miss... I engage in some chat and over the last maybe 15 years since I hit on this plan have had a better than 50% strike rate for at least a blow job 9either mutual or one way) but often a lot more. I am masturbating as I write this recalling some of the very hot young men whom I have enjoyed...try it...love to hear your feedback...enjoy. mmmmmmm I have just ejaculated lol

That's Juicy! 206
Remove It! 24

# 38795 - by Anonymous / January 11, 2018

Comments

by Anonymous on Jan 11, 2018 at 5:04 PM

Wow Now I've only sucked cocks at "Gloryholes" And when the bellhop arrives and delivers his course of "Goodies" he rubs his two fingers together meaning (TIP). I instantly slowly kneel down because we had great karma I'm how we were getting alone. I suggested a "Blowjob" He then suggests to me you "I hear you ah Swallow too" So oneself tells him "I always swallow my bosses load" Here can I show you what I mean sir ?He says to me "Your Goanna Be My Knew Cock Sucker Now "Wink", "Wink".

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by Anonymous on Jan 12, 2018 at 6:28 AM

Would love to watch you jack off, give you time to recover then suck you off nice and slow...love to take my time and enjoy the hard cock in my mouth playing with it with my tongue and lips until you explode and fill my mouth with cum...

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by Anonymous on Jan 12, 2018 at 10:45 AM

Would certainly be happy to masturbate while you are watching...and to ejaculate...I will need about 15 minutes for recovery and then would love to feel your mouth engulf my erect penis...take all the time you want...at 55 my second ejaculation will be some way away...

by Anonymous on Jan 15, 2018 at 12:22 PM

My uncle managed a hotel near the airport and since I was a little kid I pretty much had a run of the place. I was a cute twelve year old when I got my cherry popped by one of the bellboys who works there. He was sixteen and in highschool when he seduced me.

By the time I was fourteen he'd broken me in quite nicely. I'd started sucking a few of the guests, mostly drunk business men that were married but liked a cute sweetfaced kid with pouty lip's.

Up to that point I'd only been fucked by my boyfriend and was pretty curious about what it's like to have sex with a man. I'd been propositioned plenty of times, but the thought of a big cock wrecking my cute tight little boy's ass was scary, so'd I say a big "NO!"

Well it was the old black bellhop that had been working there for ever that mancocked my cute little boy pussy. He'd seen me and Robby numerous times over the two years since I was twelve. Robbie's modestly always hard little pecker poking around my fresh pink little ass which seemed to be always juicy and full of Robbie's generous amount of cum. It was then at fourteen when I was a little high from smoking pot and having my ass ridden by Robbie that James the old black bellhop got a taste of my ass. It was like the "first time" all over again. He rode me hard and sent me back to my room with my white cotton underpants full of black mans cum. He made me ready for mancock and the generous tips that came along with it.

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by Anonymous on Jan 20, 2018 at 9:29 AM

I've never experienced sex from a room service guy. But at a Hillel in downtown Milwaukee I was sitting on the bed in my tighty whities jerking to porn and the cleaning lady walked in!

by Anonymous on Jan 21, 2018 at 9:11 AM

I bottomed for the first time at a Hilton. I was traveling with my Dad on business and was alone during the day while he met with customers. In one week I changed from a fresh kid in my early teens to a precoscously sexy twink with an insatiable appetite for cock both analy and orally.
It was quite the awakening of suppressed desires.

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by Anonymous on Jan 21, 2018 at 10:40 AM

Love to hear more about your initiation...many years ago I enjoyed a twink who was also travelling with his dad...we met in the hotel gym sauna. He was tall, pretty skinny and undeveloped in the gym sense but had a superb long thin penis which I took up inside me a number of times over the course of a 3 day stay.

by Anonymous on Feb 16, 2018 at 1:39 PM

Bingo...it still works guys...not only did the young guy fuck me but we are having a date tonight...my treat at an expensive restaurant and then to bed...

by Anonymous on Feb 15, 2021 at 8:13 AM

I was a room service waiter in my college days and I got a lot of sex from woman travellers especially the late orders - lots of horny women love the uniform.

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by Anonymous on Jan 24, 2025 at 12:18 PM

To the 9:11 AM commentator, so your dad was your first top? That is so loving and sweet.

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by Anonymous on Jun 2, 2025 at 1:55 PM

While visiting a resort in the Caribbean I booked an in room massage expecting to be sore from fishing all day, both the fishing trip and massage turned out to be incredible. I had never been jacked or sucked off by a guy before, the towel was off of me in like ten minutes and felt numerous rubs on my balls and shaft with his fingers grazing over me. He asked me to roll over and began working the front of my legs, torso and neck, when he went back down my chest and torso both of his hands wrapped around my cock and began stroking it with earnest. He bent over after a few minutes and just sucked on the head with his lips flicking it with his tongue also and stroked me to orgasm swallowing it all down. I got a massage every day afterwards.

by Anonymous on Aug 7, 2025 at 3:10 AM

I travel several times a month and I have found the pool and spa area to be a good pick up spot, usually end the conversation with asking them when was the last time you had a good BJ then tell them my room number. I pick slightly out of shape normal looking guys start up a conversation, if they tell me they are married then I know there is a good chance of them ending up back at my room getting sucked. I cannot tell you how many times I have heard they have never done something like this and a few that want to return the favor because they will never see me again. I did get a younger guy that worked at the hotel to come to my room by just telling him I am giving BJ's if you want to come up to my room, he was working the front desk and happened to say his shift was ending soon and he was happy about it. He was like mid twenties at most, really thin and had like a seven inch cock and huge balls, stayed hard thru two orgasms.

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