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stroke buddy fantasies

No one local

Never seems to be anyone local for this sorta fun...sadly
 
My #1 stroke buddy fantasy would be to live a straight life, with discrete gay lovers on the side. It would be with the knowledge and consent of my main, regular female lover.
There was a time when I was living with my lover 'Mary' and working for a gay boss who liked to suck me off after my shift.
At the same time I had a gay friend across town who liked to 69 and fuck each other a few times a month.
When I was hitchiking I would often have sex with the driver, completely free of further attachments or expectations.
The point is I enjoyed the family life, but was 100% free to fulfill my need for cock, which Mary understod.
 
Hitchiker69 said:
My #1 stroke buddy fantasy would be to live a straight life, with discrete gay lovers on the side. It would be with the knowledge and consent of my main, regular female lover.
There was a time when I was living with my lover 'Mary' and working for a gay boss who liked to suck me off after my shift.
At the same time I had a gay friend across town who liked to 69 and fuck each other a few times a month.
When I was hitchiking I would often have sex with the driver, completely free of further attachments or expectations.
The point is I enjoyed the family life, but was 100% free to fulfill my need for cock, which Mary understod.
Click to expand...

I have a black boyfriend I see a few times a month. He is gay and is in love with me. My woman knows all about him. No one I work with would ever expect that I have a black boyfriend and he fucks me regularly. I have even went to work with his cum in my ass.
 
https://cache.SPAMPOST/file/sharesome/uploads/user-images/u107267/oimgyw-v8mk7cx0tt-p.webp
 
I can think of lots of stroke fantasies, from watching each other, stroking each other, stroking in groups, etc. But realistically none of them could end with just stroking. Maybe when I was young and my level of inexperience matched my curiosity, I could stop at stroking another guy. But knowing what I know now,(how outstanding it feels to suck a hard cock, how satisfying it is to make him cum) If two or more guys are naked together, there's going to be sucking before long

I'll share some true stories of my experience stroking guys at a later date
 
I was 18 years old, fresh out of high school, and had no real gay experience. I was hitch hiking across L.A. Near the airport I got picked up by a flight attendant. He told me he'd just gotten off work, and was going home to smoke a joint and have a beer, and he asked if I'd like to join him. I said yes, so we went to his apartment. Once we got there he handed me a beer, then went to change out of his uniform. Then we smoked a joint, and made small talk. Just relaxing and getting to know each other.
The conversation turned to sex, women and jacking off. Then he mentioned he was very horney and wanted to jack off, and invited me to join him. I was reluctant, but he insisted it would be fun, and nobody else would ever know. He was persistant, he got undressed and got in bed, pulled a bottle of lube from the drawer. I decided

'what the hell? Nobody else will ever know' so I got undressed and got in bed next to him. I couldn't take my

eyes off his cock, and watched him stroke his cock. It looked just like mine, average size and cut, with a slight upward curve. But somehow his was beautiful; I couldn't take my eyes off it.

more on this later...
 
Hitchhiker69,
Sounds very similar except I wasn't thumbing a ride. I would love to hear more. Wasn't planning on jacking but that may now change.
 
Wow!

Hitchiker69 said:
I was 18 years old, fresh out of high school, and had no real gay experience. I was hitch hiking across L.A. Near the airport I got picked up by a flight attendant. He told me he'd just gotten off work, and was going home to smoke a joint and have a beer, and he asked if I'd like to join him. I said yes, so we went to his apartment. Once we got there he handed me a beer, then went to change out of his uniform. Then we smoked a joint, and made small talk. Just relaxing and getting to know each other.
The conversation turned to sex, women and jacking off. Then he mentioned he was very horney and wanted to jack off, and invited me to join him. I was reluctant, but he insisted it would be fun, and nobody else would ever know. He was persistant, he got undressed and got in bed, pulled a bottle of lube from the drawer. I decided

'what the hell? Nobody else will ever know' so I got undressed and got in bed next to him. I couldn't take my

eyes off his cock, and watched him stroke his cock. It looked just like mine, average size and cut, with a slight upward curve. But somehow his was beautiful; I couldn't take my eyes off it.

more on this later...
Click to expand...

Cant wait.....got me stroking again .....sadly alone
 
As I watched him enjoy stroking himself, I took my own cock in my hand, and it was limp. I couldn't get over my nerves, I was way outside my comfort zone. He noticed, and offered to help. He reached over and took my cock in his hand, stroking it, but that didn't help. He tried sucking me, but that didn't help either.

He'd noticed how I was staring at and admiring his cock with its beautiful erection, and he suggested maybe I wanted to suck it, and that would arouse me. Again he was very persuasive, encouraging and insistant. He 'demonstrated' how to suck cock by going down on me again. Then he took my head and pushed me towards his cock. Though I was nervous and uncomfortable I was also horney and curious. I took his cock in my hand and led it the last inch to my mouth. I kissed his knob, and ran my tongue down his shaft. He was still holding my head, pressuring me down to his crotch. Finally I took his knob between my lips and went down on him, taking it into my mouth. My movements were quick and I didn't take him in deep. I probably only sucked for a minute, then I stopped. That's all I was willing to do that night.
He decided not to persue me any further, and concentrate on getting himself off. He lubed himself up, stroked for a few minutes as I watched, then came on his belly.

Thats all I remember of that night in 1971. It was my first time sucking cock, and it wasn't very satisfying. But it left me feeling that there must be more to this idea of gay sex, and I was willing to try again. Which I did, and the sex got a lot better every time I tried it.
 
Hitchiker69 said:
I'll tell you mine if you'll tell me yours...

I'd love to read your stories
Click to expand...
We went to one of those tacky, by-the-hour motels. He locked the door, we sat on the bed. "You've never done this before?" he asked. I told him , no but I have waned to for a long time. He asked me how I thought about kissing and I said that I liked kissing - see we did and I liked it. He took off his shirt, I took off my shirt. From then on I mirrored whatever he did - touching, taking things off until we were in our underwear - his black briefs, my boxers.
Still kissing, we lay down on the bed and he stroked me through the fabric. I was too nervous to get fully hard. I rubbed his bulge - he didn't have that problem. I helped slide his briefs off, took off my boxers, and was naked in bed with another man for the first time. I reached out and held his cock, looked at him and he said, "Do you want to suck it?". I thought - of course I do, and leaned over. I was aware of so many thinks - a musty but not unpleasant smell, the soft hardness of it, the slight upward curve similar to mine, the somehow reassuring realization that his was smaller than mine. I tentatively licked it then out my lips over the head and began taking him into my mouth. I was amazed and thrilled to realize I was sucking on another man's cock! He said, " My God, you are good. Are you sure this is your first time"? I paused and said, " I ve thought about it a lot", and went back to sucking him. He stopped me before he came and made me lie back so he could suck me. I still didn't get totally hard. We moved into a 69 and I thought, " This is amazing!" , And totally involved in sucking and holding him I finally relaxed and got fully erect. We both paused occasionally to say how good it was and he said very nice reassuring things about my cock.
After a while, probably sooner than I wanted, he said he was cumming and stroked himself off. He kept stroking me and I stroked myself but I wasn't able to cum (shyness? Nerves?) He reassured me that it was ok. We showered together - another great first. Got dressed.
As we were leaving he asked if I wanted to do this again? I did- often.
 
I had a j/o buddy in my younger years. We'd always beat off together - it was amazing how many times we could cum. Only once did he suggest we jerk each other. I came first, and, sadly, left him to finish himself. I fantasize now about running into him and paying him back with interest!
 
jackielicker said:
I had a j/o buddy in my younger years. We'd always beat off together - it was amazing how many times we could cum. Only once did he suggest we jerk each other. I came first, and, sadly, left him to finish himself. I fantasize now about running into him and paying him back with interest!
Click to expand...

Dontcha hate missed opportunities?
 
https://cache.SPAMPOST/file/sharesome/uploads/user-images/u107267/oimgyw-ohg9hjomce-xl.jpg
 
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