true gay sex stories

Whore Boi of the Hotel

When I was sixteen years old, I was working at a hotel not far from home as a busboy in their fine dining restaurant and I also helped with taking room service orders up to the rooms. I loved this job and I remember having so much energy back then.  I even got friends from school a job at the hotel and they got a couple of friends of theirs a job.

Hotel2But this post isn’t about who I got hired and what was on the menu….this is about how working at a hotel opened doors for me sexually and added to my becoming a future perv.  For starters, I worked Sunday mornings in the restaurant bussing tables with these two women who had years and years of experience waitressing and they smoked like chimneys when they weren’t taking orders or taking food to the tables.  They were a hoot and they really showed me the ropes.  But one Sunday I was cleaning up the area on the wait staff’s side of the kitchen and I was wiping down the counters when I looked up to see “Hector”, one of the cooks, looking at me.  He was a good looking Hispanic guy in his mid-40’s who was married and had 4 kids. I then saw in his hand a hot dog that he hadn’t thrown into the pot of boiling water yet and he was waving it in front of the crotch of his black and white checkered chef pants.  He then asked me, “You like?”

Hotel1I felt a rush wash over my body at the instant excitement that such a direct question like that produced. I felt a stirring in my groin and i started pressing up against the counter as I semi-nervously replied, “Yes.”

Hector then motioned me to follow him, which I did.  He led me into the dry goods storage room, to behind the last set of racks where the dry food was stored and he told me to get onto my knees. As I did, he pulled his very nice uncut cock from his pants and pointed it at me.  I immediately started working his cock in my mouth.  He smelled of grease and his cock tasted of sweat and pre-cum.  He didn’t waste any time in grabbing the back of my head and aggressively fucking my mouth.  Despite the fact that his cock wasn’t really big, he still made me gag on it.  He ended up cumming down my throat within seconds and I could taste some of his cum on my tongue.

He zipped up and told me not to say a word about what just happened, which I assured him that I wouldn’t.  He then walked out of the dry storage, leaving me on my knees jerking off and cumming pretty fast.

Hector invited me to “follow” him whenever there was downtime and we were there at the same time.  I always was glad to do that and he seemed to enjoy using me as a sex toy, since his advances to the female staff at the hotel wasn’t accommodating and ignored him. Sexual Harassment wasn’t a big focus back then, so he got away with a lot of flirting and sexual insinuations.  But while they rejected him, I accepted him and he didn’t mind fucking my mouth whenever he said he wanted to.

Hotel3But there were other things that happened, like a traveling businessman in one of the rooms who apparently loved his scotch. He was probably in his late 50’s at the time.  I had brought him his room service order and he answered the door in a white t-shirt and pair of tighty whities.  White hair, blue eyes, pale skinned.  He was a bit chubby, but it suited him.  He had me come in and set the tray on the desk.  He then started to squeeze his basket and asked if i would come back up to his room when my shift was over.  I agreed to it and I called home to say I had to work a little overtime and so not to come pick me up until I called to say I was getting off work.  My dad would pick me up from work if my shift was over after dark.   After my shift, I went up to the man’s room and he was a bit sauced, but I still laid on my stomach on the bed and got between his legs and started giving him a blowjob.  He handed me a $50 bill and insisted I took it.  So, I did and stuffed it into my pants.  I blew him for a few minutes, but then he passed out and was snoring and his dick went soft.  So, I got up off the bed and quietly exited the room.  That was the one and only time I actually got paid for sex.

Hotel4The hotel had no problem requesting for me to work a double shift on the weekend and they would comp me a room so I didn’t have to go back and forth in such a short amount of time. So, after work I’d go to my room and I’d call a free gay chat line (phone) that was local and I’d talk dirty to guys.  I loved doing that.  But then one night I talked to a man who said he worked at a liquor store in the Castro (San Francisco) and he was getting off work soon, so he asked if he could come visit me.  I was so excited and told him where I was and my room number.  About an hour later he got there.  He was in his late 40’s with a mullet of sorts and he wore glasses and looked kinda geeky, which I actually ended up liking a lot.  He was skinny, too.  It didn’t take him long to figure out that I wasn’t really 18, but it didn’t stop him from getting naked and getting his cock into my mouth. As I sucked him, he asked if I wanted him to fuck me. I was so excited and horny from this that I was quick to agree to it.  He did it in such a way that I actually enjoyed it a great deal.  He fucked me on the floor of the room and he was really enjoying it.  I was just excited that I was in a hotel room with an older man for the night!  He pulled out and came within seconds all over my stomach, chest and crotch.  I loved seeing him getting off and so I jerked off quickly and could feel my asshole gaping open and it felt so nasty but yet so hot.  I came all over myself and rubbed both our cum all over me.  He stayed a little while, but then decided to leave.  It was the only time I saw him, but I remember him very well.

Hotel6On other occasions where I did an over-nighter at the hotel, I would meet random local guys and I’d invite them over to the room, where they’d sit back and I’d blow them until they blew their load in my mouth, before quickly leaving.  They were usually nervous because of my not really looking 18 and I had such a baby face it made me look even younger!

Still, I’m glad it didn’t stop them from getting some head from me, which was becoming all I ever wanted to do in every day of my life.  That hasn’t changed one bit.

Hotel5Hotel7

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The Boy Around the Block

When I was fifteen, I became friends with a twelve year old boy named “Rudy”, who had already been friends with another boy from school, which was how I was introduced to Rudy.  Rudy was of Italian descent with a somewhat olive complexion, buzzed jet black hair, blue/green eyes, slender and much to my surprise, a humongous cock for someone his age…seriously, it was almost 9″ long and pretty damn wide.

How I came to find this out about him, I first must tell you about what got us to that point.  I met our mutual friend who I grew up with and went to school with named Jay.

Jay was not one of my favorite peers as he tended to copy things I did and at that age, something like that was totally offensive (today I could give a shit).  Still, on the day I was introduced to Rudy, I had been terribly bored, so I joined Jay in going to the house where he lived, which was just around on the next corner up from where my parents’ house is.  He lived with his grandmother.  I kinda sat there and watched them both goof off, but I just wanted to chill and not really get too involved.   That is, until one of them started a food fight in Rudy’s bedroom and the three of us grabbed things from the fridge, took them back to Rudy’s bedroom and hand quite a food fight, with things smeared all over the walls and ground into the carpet.  Boy, was Rudy’s grandmother pissed the next morning!  Yeah, Jay and I ended up spending the night.  So that next morning, I offered to stay and help Rudy clean up while Jay went home.  Rudy’s grandma went back to bed after she yelled at us for what seemed like hours.

Rud1As we were cleaning Rudy’s bedroom, Rudy said “Hey Mitch”.  I looked up from what I was cleaning and Rudy had his dick out and was waving it back and forth and giggling.  Despite his adolescent display of his cock, I wanted to suck it.  It was funny, because Rudy asked, “Do you wanna suck it?”

I nodded and Rudy paused a moment, not expecting that answer. Still, he walked over to where I was kneeling on the floor and pointed his hardening cock right in my face.  It wasn’t fully hard yet and it was already so big!  Still, I did my best to get as much of that cock into my mouth as possible.  Rudy was quiet the entire time and I sucked and sucked.  He whacked me on the back of the head a couple of times with his hand and said…”Teeth”…like I said, he had a fat cock so it wasn’t easy sucking him and not having my teeth be in the way.  So, I widened my mouth more to the point where my jaw ached, but that wasn’t going to stop me.  After a long time of sucking his cock, he wasn’t able to cum, so he had me stop.

Rud2I started visiting him frequently and we’d hang out for a bit.  Then, when he knew his grandmother was napping, or if she went to the grocery store or elsewhere, he’d unzip his baggy jeans, pull his cock out from the hole in his boxer shorts and he’d sit back and let me work his cock with my mouth.  This happened quite a lot for a period of time.  He only actually came one of those times, which was a feat to me and I swallowed every drop.  He tried to cum quietly, but the look on his face as he came was what made me happy.

Rud3

He did try once to fuck me in the ass, but after pushing about half of it into my ass, my asshole started bleeding and it hurt like a son of a bitch.  So, he pulled out and stopped.  He then stuck his cock in my mouth and had me suck him a while.

After a time, we’d both agreed that we had our fill of fun together, but it was time to move on.  He ended up dating a good friend of mine, “Sandy” who I’d known since kindergarten.  I used to want to laugh because I had done more with Rudy than she had.  But I never have been about exposing guys by any means.

I still think about him from time-to-time and wonder how he’s doing.  Good times, good times.

Stuart

My freshman year of high school was a nightmare from being “hazed” and bullied so much and I ended up switching to another high school for sophomore year.  There, I met a guy named “Stuart” and we were both sophomores.  He had somewhat greasy jet black hair, pale skin and a bit of an acne problem, but even so the way he carried himself was quite arousing.

post2aWe hung out all the time and eventually we’d stay the weekend either at my parents’ house or his mom’s apartment.  We didn’t have porn to look at of our own, but we did have some heavy conversations about  sex, mostly about girls he’d fucked or wanted to fuck.  He slept in his briefs, which I thought was great since I like guys with briefs.  Stuart being a straight guy, I was surprised when he let me run my fingers lightly over his neck and massage the hair on his head, but he liked how it made him shiver.  He also had no problem with jerking off in the same room as me.

Eventually, he let me suck his cock.  He covered me though with the sleeping bag he slept in for overnight stays.  I didn’t care, I got to suck his cock!  He really enjoyed it, too, judging by his heavy breathing and how hard he would cum (in my mouth).

One weekend, his mom went away and I stayed over there.  We ended up inviting friends from school over and he had gotten someone to buy beer and wine coolers for us.  After some hours of drinking, most of the friends left.  There were only two others there who were wrapped up in a conversation with each other, so they didn’t notice when Stuart went into the bathroom and asked me to go with him.

post2Naturally, I followed him into the bathroom.  He had me lock the door.  He got naked and ran bath water and then he climbed in.  He asked me if I’d soap him down.  Of course I said yes and I knelt down on the floor beside the tub and with my hands I worked soap all over his body.  After that, he took me by the back of the head and pulled my head down to his cock, stopping right before I’d be able to take it into my mouth, but he said to me, “Open your mouth.”

So, I did and then a couple of seconds later he was pissing into my open mouth!  He said, “Swallow it…drink it.”  It was so strange and unusual to me, I’d never thought about drinking piss before, but I practically worshiped Stuart back then, so did whatever he wanted.  I gulped it all down gladly and then he had me suck his cock.  That night, however, he wasn’t really able to keep himself hard due to all the beer he drank earlier.  I think he’d had a couple of shots from his mom’s liquor cabinet, too.  I didn’t care, I just liked his cock in my mouth.

I went back to my original high school the following year because it seemed the harassment from peers didn’t stop just because I’d switched schools.  So I figured that I might as well go back to the school close to home, since I hated riding the bus to the other school.  Things actually got better for my Junior and Senior years after i started going to parties and I changed my look from preppie sweaters and dockers to flannel shirts, t-shirts and jeans.

Stuart actually ended up moving to Missouri to live with his dad the summer after our Sophomore year and we lost touch.  Still, they were some great memories.