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Message Board > Special Interest Forums & Discussion Groups > Dirty Stories: Instant Jackoff Material   Was your "teacher" a older man?

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  #1  
Old 14th August 2004, 03:11 PM
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Was your "teacher" a older man?

I started jacking off when I was 8 or so and got a handon thinking about cocks. I have always wished a older man had taked me under his wing and taught me all about " man sex". I would have been his star pupil and he would have had my first load.
Any one have a teacher when they were young? Stories?
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  #2  
Old 15th August 2004, 06:23 AM
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A friend showed me how to jack off when I was 10. We did it for a couple years. Only experience with older guy was a year or so ago. He was 53. Gay rich guy. Had me over to his condo. Had a cup of coffee and he put on some porn and proceeded to suck the hell out of my cock.
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  #3  
Old 15th August 2004, 11:28 AM
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older is better

My first real incounter with a man was when I was about 23 yrs old and met him at a gay bar that I started to go to. I had a few drinks and he came over and bougfht me a drink and we chatted a long time and we went to a local park in VA. and he started to kiss me and un-zipping my jeans but before we could do anything there was a bright set of headlights showing trough the fogged up windows so we got dressed and sat there and a very nice looking park ranger told us that the park was closed and we should leave which we did. He took me to a local motel and we spent the evening together exploring each others body. The brief time we spent together was great but he had some secrets about his life and I decided that it was not going to work out. several months later at the DC Eagle I met an older man of 45 and we chatted a bit and he asked me if I wanted to go to his place which I did, and we spent the evening making love to each other and over a few weeks of spending time I moved in with him, although he was 45 and I was 24 we had a great life together and spent the next 25 yrs together untill he had developed heart problems and passed away in Feb. 2000. I met my new lover in the gay.com chat room in april the same year and have living a great life in NH after I moved here from Maryland. I love him and we have such a loving caring relationship together.
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  #4  
Old 16th August 2004, 01:11 AM
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First time Teacher

The first time I ever did anything sexual with a guy was when I was 17 and the guy was in his 40's. What happened was the I sold the guy a car and he moved it to a garage by his house. One night the guy calls me up and asks me to come over as he was having some problem with the car and needed some mechanical advice about the type. I came over and we spent a bunch of time bullshitting until about 10-11. The guy asks me f I had a girlfriend (I did), he asks me if I fuck her (YES!!!) and then he asks me if she gave blow jobs (Yes, but not too good).
Then the guy tells me that I don't need a girl to get a blow job. (HMM, let's see what happens)
I then ask him if he wanted to take a ride. He gets in my car and we take off for a drive and I parked in the most out of the way place I could think of. I then ask the guy if he wanted to suck my cock (I was a little nervous then, the guy was a big bear MF, about 6'2" and probably 260 bu t I have always been forward). The guy says he thought I would never ask. I then pull my pants and underwear down and this guy immediately engulfs my cock. I think I was hard when I pulled my pants down but I got really hard with this guy sucking my cock, licking my balls and thighs. Now here I am, I had never shown my hard cock to another guy, no playing around, nothing at all before, and here is this older 40's bear guy sucking my manhood and licking me everywhere for all he's worth.
I reclined the seat, lay back, and enjoyed. I started to cum and the guy just starts sucking my cock really hard and deep. I spunked a big load of cum in his mouth and throat as I came for a LONG time and he just kept swallowing it all and kept sucking my cock until I had to make him stop as it was too intense.
I then drove him back to his house and had an invite that I could get the same treatment anytime I wanted...
I later ass fucked the guy, but he did not like this too much because the size of my cock was painful and he preferred to blow me.
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  #5  
Old 16th August 2004, 07:31 PM
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I started having sex in 6th grade with my best friend. I didn't have an esperience with any other man until I was about 26 and it was (to me at the time) an older man in his mid 40s. We were having some oral fun and then when I left the livingroom to get the condoms he stripped off his pants and he was wearing red hose and tutu. That was SUCH a turnoff that I was just hoping he'd cum quickly and leave. That was the only time I was with him. It was a disappointment as I was hoping for something really hot and hopefully continue meeting.

I've been with a few older men since, some times have been hot while others have been rather cold. I currently have one married man in his mid to late 40s that stops by for a bj every Sat morning that he can get away. He has a nice 8" cock with a downward cruve that slides right down my throat. He's only fucked me with it once but it was a damn hot fuck!!! We're looking for other guys to join us for the Sat morn fun. He likes it when other guys watch me suck his cock.
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  #6  
Old 28th August 2004, 12:01 AM
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The ultimate older man

I was 17...thought I was home alone...was having a great j/o session on my bed...Had a dildo and my gay porn magazines from under my mattress out. Soon I heard a noise..my dad was naked stroking and watching me. I was scared shitless, I jumped up pushing the magazines and dildo to the floor...dad said...Son relax. With that he walked up to me and took my still hardcock in his fist. I was already horny and my dad always had turned me on...but this was too much...TOO HOT..soon dad was showing all the things men can do together..we kept this dad/son private time up for months...soon was inviting some of his buddies to join us..Then I left for college..I really looked forward to dads college visits so I could introduce him to some of my friends for fun..We kept our dad/son fun up until dad died when I was in my early 30's...Dad was the ultimate older man teacher. To this day a hot older man with grey hair gets my cock hard..WOOF
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  #7  
Old 29th August 2004, 11:38 AM
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uncutnchgo

I would love to hear about some of your fun times with your dad, his buddies, your buddies. I'm sure there are others out there who would too.
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  #8  
Old 22nd September 2004, 02:37 PM
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1st time teacher

The first time for me was when I was about 22 - he was late 40's. I had been thinking about m/m sex for awhile but I don't know what started it. Anyway, I stumbled onto a mens room in a local department store that had a wall full of messages and notes in the stall. So, I left a note with the day/time I would be there. I got there a little ahead of time and my note had been crossed out and someone had written that he would be there. A few minutes later, someone came in and stood at the urinal (only 1 urinal and 1 stall) He moved to the sink and then lit a cigarette and waitied. I got nervous and said that I would be out in a miinute. He said to take my time and I responded ok but I thought that you might want to come in here. At that, he moved in front of the stall door and took out his cock. I opened the door and he stepped in and put his cock in my mouth. I sucked for all I was worth. He said it was coming and I kept sucking until he shot a hot load into my mouth. Then he zipped up and left. I've been a bottom ever since.
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  #9  
Old 24th September 2004, 02:03 PM
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Me 11, him 21

My very first experience with M2M sex (well, for sex of any kind really) was when I was 11. I was in small-town California (yes, there are small towns in CA—it's not all LA and SF). My cousins and I helped Grandpa on the farm. We would get an allowance and head downtown to the drugstore to get candy. I usually ran around in my bib overalls, with no shirt or shoes (yeah, kind of a redneck then—still a little rough today). A friend of my aunt sees me and later asks my aunt if he can use me as model for some pictures he wants to take.

Well, I meet him for the first time and he wants me in just my bib overalls. He and I head out to a barn a few blocks away (no one else came with because "the model gets nervous when there are other people there that they know"). He starts taking pictures and soon says that his film is sensitive to hair. He asked if I had any hair anywhere besides my head. He undid one of the straps and the buttons on the side. I was just starting to get a LITTLE BIT of pubic hair. He said "Yeah, that's what I am talking about." He continued in this vein, making more and more skin and hair show, until he said he needed to get my dick harder. Now I hadn't ever touched myself. Not even alone in bed. I was taught that playing with it was wrong. But I had never been told not to let someone else touch it. It didn't seem as wrong as touching it myself, but I still felt that it was wrong. He soon started sucking on my dick. It did get hard. He says "Let me know when it starts to feel really good." Well, it started to tingle some. I was thinking "this feels kinda good, but I'm about to pee in his mouth."

Well, it wasn't pee. And it is was my first ejaculation while awake. He quickly backed off and spit it out and said "That's what makes the little girls pregnant." I was quite surprised.

We got dressed and he took me to an abandoned motel. We went in a room and one thing led to another. He got naked and told me to get naked. I was kinda enjoying all this, but was scared and worried that I was doing something wrong. He was hard and we sat sorta beside one another, but facing each other too. He told me to "do whatever you want." He started feeling me all over. I didn't know what to do. He took my hand and put it on his dick. I kinda follwed his movements. I rubbed his dick like he was doing to me. I don't remember the whole chain of events but eventually I was on my back and he was on top of me. He was kissing me. I kept turning my head, thinking "Quit treating me like a girl."

A few minutes later and he was fucking me. I liked that better than kissing. For some reason that wasn't so much being "treated like a girl" because I wasn't doing that with girls. I had kissed a few though. After he came inside me, we got dressed and he took me home. Dropped me of at my grandparents, and he went to my aunt's house. I didn't realized he came inside me. But as soon as I went to the bathroom, well, it wasn't the same as it usually was. And it HURT. Taking a dump had never hurt like that. I didn't dare tell anyone, because I thought I had done something wrong. It wasn't for a few years until I realized what that was that I shit out of my ass that day.

I never saw him again, but I still remember his name. I think about him often and wonder how my life would be different had I never met him, or, better yet, if I had met up with him again.

I don't know how old he really was. I remember him being "much older" than I was, but he was not an old man. At 11, even 18 is much older. I expect he was somewhere between 18 and 25.

I have had relationships with women and with men. Majority of them have been older than I am (at least by 2 years, usually by 8-10 years). Relationships with men have lasted longer too.
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  #10  
Old 27th September 2004, 03:01 AM
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m2m after years of hookersex

I started getting my sex with F hookers-luved sucking clit and getting my dick sucked, and fucking too. Anything that got my dick to ******, starting in 1961. In 1964, I was visiting my Uncle in SF and got really drunk at a straight party-there was too much pussy showing tit and I got roaring drunk. I called my Uncle Joe to cum get me and take me home. After getting me home, undressed, and cleaned up, he put me to bed. During the night I could feel him hugging me and rubbing up against me. I was not adversed to m2m, and when he made me feel very good by sucking me off, I became hooked on allowing myself to be serviced. Over the course of the next 5 years, I still enjoyed the company of females and the enjoyable sex, but I also longed for visits with Uncle Joe in SF, where he would take me to the real bath house and introduce me to real manly men who enjoyed the pleasures of licking and sucking every inch of this yound Asian slender man. I enjoyed during that safe period of time, barebacking these older men and could enjoy cumming 2-3 times during the session. He didn't have to teach me much as far as m2m sex goes, but he did refine my taste in dining and the social skills of entertainment in SF in the mid-70's. We enjoyed real steam baths at Jack's and other places in SF. Now days, there isn't any teaching by anyone of the finer points of m2m.
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  #11  
Old 27th September 2004, 08:41 AM
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I was 14. I had a summertime job cutting lawns in the neighborhood. I was cutting a neighbor's grass. He was in his mid-40's. It was a really hot day. He invited me in to his house for a can of pop. I sat on his sofa and he headed for the fridge for the pop. There was a porn magazine on the coffee table. I started leafing through it and in no time my cock was hard. He came back in and I quickly put the book down and tried to hide my hardon. He just smiled and said it was normal for a boy my age to get excited from pictures like that. He sat next to me and just rubbed my leg and told me to go ahead and enjoy the magazine. As I read, his hand slid up and down my thigh until finally his finger would just barely touch the tip of my cock. I couldn't stand much more of this so I slid down a bit to give him easier access. He recognized my encouragement and started rubbing my cock through my jeans. I was moaning and my knees were wobbly. He unzipped my jeans and slid my throbbing cock out. Next thing I know his head was on my lap and he was making love to my cock while I was alternately looking at the pictures in the magazine and watching his head bob up and down on me. I think I shot almost immediately. He swallowed every drop. After that I would visit him two or three times a week. He taught me how to suck a cock and we had some fantastic sessions in his bedroom. This went on until I graduated from high school and went into the Navy. I never saw him again after that, but I still think about him a lot.
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  #12  
Old 29th September 2004, 02:54 PM
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Thumbs up

My first experiance was when I was 13 and with an uncle that I think was in his 30's or early 40's. When he would visit us he would sleep with me in my bed. I woke one night with him sucking me. I had had one bj from a shool teacher that really made me go on a guilt trip but by the time my uncle did me I was "ready" and pretended to remain sleeping. I cumed. We never talked about it and every time from then on I woujld remain "asleep" when he sucked me. Needless to say every time he visited I was never late going to bed. I joind the military when I was 17 and that ended that. I still get hard thinking about it.
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  #13  
Old 1st October 2004, 12:19 AM
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I was younger

My brother was the older when I learned to masturbate. We only did it twice, but that started me looking for more. I was the older teacher with many of the neighborhood buddies. My first blow job, both giving and recieving, was with a younger friend. I was in my late teans, I did his friend between 13-14, his cousin who was 16, and my bud when he was 13-16. Good times, great tasting cum, nice hard cock heads and some real hard shooters in my mouth.
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  #14  
Old 24th November 2004, 03:24 PM
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Between San Francisco and San Jose is a wide open, dark, freeway called 280. I was 18- and I had heard that gay men hungout at the rest stops and Vistas there. Always curious but shy I overcame and took the exit to a Vista Point. There were 4 or 5 cars there and I parked away from them, turned off my engine and set as nervous as can be. Before I knew it there was a man looking inside from the passenger door.....scared me half to death. He made a move for the door but it was locked and then he motioned for me to unlock it and in just those seconds I knew.....

So here's this man, maybe 50, in my car asking me if I want my cock sucked and I'm thinking runaway!!! But as I was thinking that, he had his hand over the bulge in my jeans and before I knew it my cock was waving in the air. He went down very quickly and I came within just a few minutes. He swallowed me up and almost instantly he was out of my car and walking away. I rolled down my window and said "hey!". He came back to my side and asked what I wanted, which I told him something like "to do more stuff" He asked me if I really wanted to get into it? I told him yes. He showed me out of the car and we walked over to a camper van. He told me his partner was in there and they could teach me some stuff.

It was dark but they had a faint light on so you could see. Both men were attractive and they gave me few compliments to relax and they also asked me a few questions and found out that this was my first time with any sex. So they both stripped my clothes and I was naked. I felt as free as a bird. They both told me to stand and show off. So I stood and twirled, bent over, and streched my body so they could watch for a minute. So the guy that sucked me told me that I had to reciprocate and suck his cock. I guess I was a bit toothy but he had a few hints and I really got into sucking him. Then his partner parked his cock right by face so I was back and forth with the bost of them for quite awhile.

While I was sucking they suggested to each other I feel what a mans ass feels like. Before I know it my dick is in his ass while laying on top of him on my stomach. The other guy is lubing my ass and whispering that he's gonna slip his cock in me. So i straddled my legs apart to give him a better target. His cock wasn't huge but he could tell I was having a hard time adjusting so he said he'd stop....NO! I said just go for it. He was in me quickly after and I was a sandwich between the both of them.

We all came within a short time of each other and I was ready to go for a few more hours but they said they had to leave but gave me their number and I should come over to their place for more teachings.

I did for another 3 years.....kinky years
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  #15  
Old 28th November 2004, 07:36 PM
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Does it count if it's only one time?

I was 22, newly married and knew that I liked men but had never been with one. She went out of a town for the weekend and I checked the yellow pages and found a bathhouse because I'd heard that's where gay men went for sex.

Smoked some weed to build my courage and drove over to "that part of town." Luckily, there was a place to park less than a block away or I would have left. Anyway, I went in and they wanted and ID...I almost bolted because I knew my picture was going to be in the Post Office the next day as some sort of pervert; but I'd come this far and I said what the fuck.

I took a room and was given a key and a towel. On the way to find my room I saw a number of very hot guys walking around in their towel or even less and my cock began to rise to the ocassion...I knew I was in the right place for what I was looking for.

I got to my room and eagerly stripped off my clothes...I was young and actually had a pretty hot bod and wasn't hard to look at...and wrapped the towel around my waist. I figured it was time to explore this place although I was concerned about my half-hard dripping cock.

God!!! It was dark and I had a hard time adjusting to that...I was bumbing into walls and men...Excuse me; I'm sorry; OH, sorry. Then I found a room with cube and holes and a bunch of guys hanging around. As my eyes adjusted I saw guys on their knees sucking cocks thru the holes and other guys getting their cock sucked thru them. Needless to say my dick began to rise and I got scared. I decided this was totally wrong and started back to find my room.

On the way back I saw a number of door open with men stroking their cocks or lying on their stomach with this asses in the air...Jesus where was I.

I finally got to my room and sat down, lit a cigarette and tried to catch my breath. But in my haste I'd neglected to close the door.

I could feel his eyes on me before I looked up. There he was...not a god but a well kept man of probably 40 with beautiful eyes, a gorgeous chest, and a smile that would melt steel. "Hello," he said. I couldn't even respond. He walked in and dropped his towel while he closed the door. Then he sat on what a bathhouse calls a bed and took my face in his hands and kissed me softly on the lips. Fuck, I'd never kissed a man and before I knew what I was doing my mouth was open and sucking on his tongue as he slipped it into my mouth.

I knew I wanted this and as we were kissing I was rubbing his chest and pinching his nipples and then slid my had down to his crotch. Is cock was rock hard and dripping pre-cum and as I began to stroke it, he moaned while we continued to french.

He asked me to suck him and I freaked. I confessed and he chuckled a little and told me he'd been watching me and knew I was a virgin but that he'd be gentile...haven't we all said that.

Well, actually he was. Slowly I worked up the courage to take his cock in my mouth...I love getting sucked so I thought this was the ultimate and wanted to pleasure him the same way. It was weird at first but he was such a good teacher that after a few minutes and his coaching...take it slowly, lick the head, suck and breath, go up and down like you'd like...that it was almost natural after a few minutes.

Jesus, I don't know how long I sucked that beautiful cock but finally he told me he was going to cum. I know he was telling me so I could take my mouth off his cock but I wanted his cum in my mouth and I continued to suck his dick. He came and came and came, and to my honor, I didn't puke or gag or miss a drop.

We lay there together with my cock throbbing and dripping and he asked me if I wanted to cum...of course...so he started to jack me off and I was loving it. Soon I was ready to blow and I told him so. Cupping his hand he jacked me off and I shot a tremendous load but rather than wiping it on the sheet, he told me to open my mouth and poured my cum into my own mouth; then he kissed me more deeply than before.

After more kissing and holding, he took his towel, wrapped it around his waist and said, "Thank you."

Every chance I got I went back there to find him but never did. But that didn't keep me from having more fun than I thought was possible.

Cheers, Monty.
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