Experimented with friend during sleepovers

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pinktaco2125
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Re: Experimented with friend during sleepovers

Post by pinktaco2125 »

I definitely relate. I had quite a few experiences growing up with friends and I often think about those experiences while masturbating now. I would love to try being with a woman sexually now as an adult. I think that would be so sexy.
kandia0404
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Re: Experimented with friend during sleepovers

Post by kandia0404 »

Experimented with many different friends during sleepovers. I had a younger male cousin who stayed over a lot and shared my bed most nights. We experimented a lot, every chance we got, from a young age into our mid to late teens. I still think on those memories and get excited.
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wanklover
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Re: Experimented with friend during sleepovers

Post by wanklover »

I grew up in a different age when masturbation was something you did in private and never spoken about. As such I never had any wank buddies at all during my teens. I only ever masturbated with my best friend the once when we went away on a long weekend and stayed at a Bed & Breakfast place (Guest House). He had a girly mag and we ended up masturbating together over it. I didn't masturbate with anyone else after that until I was married and my wife and I started to do it as well as masturbating each other. You younger people have been so lucky to grow up in a more open era !!
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mash2014
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Re: Experimented with friend during sleepovers

Post by mash2014 »

wanklover wrote: Fri Nov 17, 2023 8:16 pm I grew up in a different age when masturbation was something you did in private and never spoken about. As such I never had any wank buddies at all during my teens. I only ever masturbated with my best friend the once when we went away on a long weekend and stayed at a Bed & Breakfast place (Guest House). He had a girly mag and we ended up masturbating together over it. I didn't masturbate with anyone else after that until I was married and my wife and I started to do it as well as masturbating each other. You younger people have been so lucky to grow up in a more open era !!


I also grew up when masturbation was your best-kept secret. Society considered masturbation as a sin and you were a pervert. And among your friends, you were laughed at and you were considered an insignificant person and you weren't man enough to get a woman to fuck. Only losers masturbated.

I never had a friend to which you could admit you masturbate. Only in my early 30s, doing drugs with a friend we masturbated but we never touched. I wanted to touch him, and I assumed he wanted to touch me but, never happened.
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rathb69
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Re: Experimented with friend during sleepovers

Post by rathb69 »

mash2014 wrote: Fri Nov 17, 2023 9:03 pm
wanklover wrote: Fri Nov 17, 2023 8:16 pm I grew up in a different age when masturbation was something you did in private and never spoken about. As such I never had any wank buddies at all during my teens. I only ever masturbated with my best friend the once when we went away on a long weekend and stayed at a Bed & Breakfast place (Guest House). He had a girly mag and we ended up masturbating together over it. I didn't masturbate with anyone else after that until I was married and my wife and I started to do it as well as masturbating each other. You younger people have been so lucky to grow up in a more open era !!


I also grew up when masturbation was your best-kept secret. Society considered masturbation as a sin and you were a pervert. And among your friends, you were laughed at and you were considered an insignificant person and you weren't man enough to get a woman to fuck. Only losers masturbated.

I never had a friend to which you could admit you masturbate. Only in my early 30s, doing drugs with a friend we masturbated but we never touched. I wanted to touch him, and I assumed he wanted to touch me but, never happened.
This is basically how it was for me growing up. At the beginning of this thread I told about the time a friend pulled out his penis to show a group of us how he did it. It spite of the societal taboos surrounding masturbation (and boys/men doing things together), I had an overwhelming urge/curosity to touch, fondle, and stroke his dick even with two other friends there. I had another friend who sometimes let me briefly rub his penis through his clothes, but it was really nothing and didn't take long for the above taboos to kick in (he would call me a rude name, even though he would let me do it again the next time).

With all the secrecy, although I played with myself sometimes, I didn't jack off until I was 18 and a freshman in college, and only much later did I return to my earlier curiosity and became open to pursuing my desire to play with other men's cocks.
Last edited by rathb69 on Sun Nov 19, 2023 10:58 am, edited 2 times in total.
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wanklover
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Re: Experimented with friend during sleepovers

Post by wanklover »

rathb69 wrote: Sat Nov 18, 2023 11:55 am
mash2014 wrote: Fri Nov 17, 2023 9:03 pm
wanklover wrote: Fri Nov 17, 2023 8:16 pm I grew up in a different age when masturbation was something you did in private and never spoken about. As such I never had any wank buddies at all during my teens. I only ever masturbated with my best friend the once when we went away on a long weekend and stayed at a Bed & Breakfast place (Guest House). He had a girly mag and we ended up masturbating together over it. I didn't masturbate with anyone else after that until I was married and my wife and I started to do it as well as masturbating each other. You younger people have been so lucky to grow up in a more open era !!


I also grew up when masturbation was your best-kept secret. Society considered masturbation as a sin and you were a pervert. And among your friends, you were laughed at and you were considered an insignificant person and you weren't man enough to get a woman to fuck. Only losers masturbated.

I never had a friend to which you could admit you masturbate. Only in my early 30s, doing drugs with a friend we masturbated but we never touched. I wanted to touch him, and I assumed he wanted to touch me but, never happened.


This is basically how it was for me growing up. At the beginning of this thread I told about the time a friend pulled out his penis to show a group of us how he did it. It spite of the societal taboos surrounding masturbation (and boys/men doing things together), I had an overwhelming urge/curosity to touch, fondle, and stroke his dick even with two other friends there. I had another friend who sometimes let me briefly rub his penis through his clothes, but it was really nothing and didn't take long for the above taboos to kick in (he would call me a rude name, even though he would let me do again the next time).

With all the secrecy, although I played with myself sometimes, I didn't jack off until I was 18 and a freshman in college, and only much later did I return to my earlier curiosity and became open to pursuing my desire to play with other men's cocks.

Not only this but we were told it was dirty, that it would make you go blind and hairs would grow on the palms of your hands !!
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rathb69
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Re: Experimented with friend during sleepovers

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wanklover wrote: Sat Nov 18, 2023 9:32 pm Not only this but we were told it was dirty, that it would make you go blind and hairs would grow on the palms of your hands !!
I think because of the taboo and secrecy growing up, once I started masturbating and as I have gotten older, I have really come to enjoy letting other people see me. Its like I'm making a statement that athough it might still be seen as taboo or pervy, yes I do it and I'm comfortable doing it out in the open. Some of my most memorable orgasms have come when I jacked off with people watching with interest (friends, lovers, a hotel maid, a woman at a peep show, anonymous women, and anonymous men.)
Last edited by rathb69 on Mon Nov 20, 2023 11:06 am, edited 1 time in total.
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mash2014
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Re: Experimented with friend during sleepovers

Post by mash2014 »

rathb69 wrote: Sun Nov 19, 2023 11:16 am
Not only this but we were told it was dirty, that it would make you go blind and hairs would grow on the palms of your hands !!
[/quote]

I think because of the taboo and secrecy growing up, once I started masturbating and as I have gotten older, I have really come to enjoy letting other people see me. Its like I'm making a statement that athough it might still be seen as taboo or pervy, yes I do it and I'm comfortable doing it out in the open. Some of my most memorable orgasms have come when I jacked off with people watching with interest (friends, lovers, a hotel maid, a woman at a peep show, anonymous women, and anonymous men.)
[/quote]

As I have aged, I've become more bold in letting people know I masturbate. Maybe one will pick the hint and will masturbate with me.
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mash2014
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Re: Experimented with friend during sleepovers

Post by mash2014 »

This has been the most exciting thread I've read. Reading the exchanges of 14471 about how they would rub and touch each other has given me a massive turn-on. The closest I got was when my friend and I pulled out our cocks and peed trying to cut the other's stream. When we were done as he put it inside his pants and zipped up, his shaft got caught on the zipper. I helped him by grabbing his cock with one hand and his fly with the other while he zipped down and released his cock. Nothing ever happened.
I've had that thought in my head for years and I've masturbated thinking we would progress doing the touch and rubbing and humping on each other's butt crack, kissing and putting out cocks into each other.
I've edged since I started reading. I am so turned on that I wish it would happen to me, now.
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wanklover
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Re: Experimented with friend during sleepovers

Post by wanklover »

mash2014 wrote: Mon Nov 20, 2023 12:56 am
rathb69 wrote: Sun Nov 19, 2023 11:16 am
Not only this but we were told it was dirty, that it would make you go blind and hairs would grow on the palms of your hands !!
I think because of the taboo and secrecy growing up, once I started masturbating and as I have gotten older, I have really come to enjoy letting other people see me. Its like I'm making a statement that athough it might still be seen as taboo or pervy, yes I do it and I'm comfortable doing it out in the open. Some of my most memorable orgasms have come when I jacked off with people watching with interest (friends, lovers, a hotel maid, a woman at a peep show, anonymous women, and anonymous men.)
[/quote]

As I have aged, I've become more bold in letting people know I masturbate. Maybe one will pick the hint and will masturbate with me.
[/quote]
Hi Mash. I have now masturbated via cam on 2 occassions !! Pretty bold for an oldie who was as shy as hell when young !!
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mash2014
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Re: Experimented with friend during sleepovers

Post by mash2014 »

wanklover wrote: Mon Nov 20, 2023 3:09 pm
mash2014 wrote: Mon Nov 20, 2023 12:56 am
rathb69 wrote: Sun Nov 19, 2023 11:16 am
Not only this but we were told it was dirty, that it would make you go blind and hairs would grow on the palms of your hands !!
I think because of the taboo and secrecy growing up, once I started masturbating and as I have gotten older, I have really come to enjoy letting other people see me. Its like I'm making a statement that athough it might still be seen as taboo or pervy, yes I do it and I'm comfortable doing it out in the open. Some of my most memorable orgasms have come when I jacked off with people watching with interest (friends, lovers, a hotel maid, a woman at a peep show, anonymous women, and anonymous men.)
As I have aged, I've become more bold in letting people know I masturbate. Maybe one will pick the hint and will masturbate with me.
[/quote]
Hi Mash. I have now masturbated via cam on 2 occassions !! Pretty bold for an oldie who was as shy as hell when young !!
[/quote]

Wanklover, oldie to oldie, shy to shy; I still feel camera shy. I’ve gone to chaturbate, watched a few guys masturbate and cum. I can’t tell how turned on I was but when I touched my naked cock I came like when I was a teenager. Nowadays, my erections are not very hard or firm and the amount of cum also has reduced. However, I'm as hornier than ever.
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wanklover
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Re: Experimented with friend during sleepovers

Post by wanklover »

mash2014 wrote: Tue Nov 21, 2023 4:44 am
wanklover wrote: Mon Nov 20, 2023 3:09 pm
mash2014 wrote: Mon Nov 20, 2023 12:56 am
Not only this but we were told it was dirty, that it would make you go blind and hairs would grow on the palms of your hands !!
I think because of the taboo and secrecy growing up, once I started masturbating and as I have gotten older, I have really come to enjoy letting other people see me. Its like I'm making a statement that athough it might still be seen as taboo or pervy, yes I do it and I'm comfortable doing it out in the open. Some of my most memorable orgasms have come when I jacked off with people watching with interest (friends, lovers, a hotel maid, a woman at a peep show, anonymous women, and anonymous men.)
As I have aged, I've become more bold in letting people know I masturbate. Maybe one will pick the hint and will masturbate with me.
Hi Mash. I have now masturbated via cam on 2 occassions !! Pretty bold for an oldie who was as shy as hell when young !!
[/quote]

Wanklover, oldie to oldie, shy to shy; I still feel camera shy. I’ve gone to chaturbate, watched a few guys masturbate and cum. I can’t tell how turned on I was but when I touched my naked cock I came like when I was a teenager. Nowadays, my erections are not very hard or firm and the amount of cum also has reduced. However, I'm as hornier than ever.
[/quote]
Hi Mash, I can totally identify with what you said. I find it difficult to get & maintain an erection, I need viagra to do it, I don't get as hard as I used to except the last few seconds before cumming. I hardly produce any cum at all and don't spurt, it just leaks out of my cock slit and runs down over my finger & shaft. I only cam with people who have their own Whereby account. I don't want to go as far as opening an acct myself. I don't show my face only my hand round my cock wanking it. I don't speak either in case my wife wakes up and goes to the toilet which is next to my office !! Oh the pains of ageing & hiding things from wives !!
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ragnarl
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Re: Experimented with friend during sleepovers

Post by ragnarl »

As young boys we would often masturbate together. We had found my dad's porn stash and would sneak a magazine out and wank off to the pictures. Sometimes we would act out the scenes in the mags, pretending one of us was a girl. We are not gay or even bi, we were just experimenting and enjoying another warm body in our bed. Many good memories from those days. My best buddy, my cousin, my sister......we often touched and played, but we never penetrated my sister, only fingering and kissing, sucking the nipples......still get hard thinking about it.......
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Re: Experimented with friend during sleepovers

Post by pjxp60 »

I love this thread so much. Count me in the list who explored with other boys at sleepovers.

When I was young, I remember my best friend and I were watching cartoons one morning. Out of pure curiosity, I pulled his pajama bottoms down and started playing with his bare butt. I remember touching everywhere, spreading his cheeks and stuff. He lay there happily so long as I promised he could do it to me too. Which he did.

This led to us often fooling around at sleepovers until I moved away at 13. Mostly bum stuff. I remember inserting a thin crayola marker up each other’s bum at one point.

Also, it was the early days of the internet but he had a connection and one night, read a lesbian story he found. It was the hottest thing I’d ever heard. After he shut the lights off, we both “secretly” jerked off in silence.

Around 12, there was another kid who initiated it with me at a sleepover with “truth or dare”. One of the things he came up with was each of us taking a turn pulling our pajama bottoms down while the other had 1 minute to play around in any way they wanted.

I went first. I knelt and pulled my pjs down while he was behind me. He reached around and started jerking me off while the other hand played with my bare butt. It was unbelievable! I hadn’t ever used my hand to masterbate like that. I always “humped” the mattress and this was a revelation. I had to stop him and end my turn early because I was worried I might not hold on. I wanted my turn with him.

He didn’t last long. I tugged on his stiffy and explored his bum with my fingers until he tensed up and it was over… Then we awkwardly went to bed.

That night we went the farthest but it wasn’t the only time we explored together.

I’d say I’m straight in my preferences today but I definitely reminisce on those memories sometimes. Glad others are the same.
marshal69
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Re: Experimented with friend during sleepovers

Post by marshal69 »

My friend started sucking my cock at age 12 ,then I started sucking his almost a year later so when ever we got together we experimented , sleepover was even better if we were lucky we were the only ones home and we'd take turns sucking each other on the couch,while we took a bath and then 69 when we went to bed and when we woke up.
kandia0404
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Re: Experimented with friend during sleepovers

Post by kandia0404 »

Very similar to me and my cousin
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Re: Experimented with friend during sleepovers

Post by kandia0404 »

marshal69 wrote: Mon Dec 09, 2024 7:46 pm My friend started sucking my cock at age 12 ,then I started sucking his almost a year later so when ever we got together we experimented , sleepover was even better if we were lucky we were the only ones home and we'd take turns sucking each other on the couch,while we took a bath and then 69 when we went to bed and when we woke up.
Very similar to my cousin and I.
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Re: Experimented with friend during sleepovers

Post by hairybi »

Considering that masturbation was taboo in my community growing up, it was amazing the number of times I had experiences during sleepovers or Boy Scout Camps. Three come to mind.

My older cousin approached me at a sleepover with his brother, and suggested we shower together, then in the shower suggested we wash each other, and then rub our hard cocks against each other's bellies. After the shower, we masturbated starting with towels as we dried each other, also his suggestion. The towels soon dropped. That developed to spooning with him naked in his twin bed. I was fascinated with his hairy thick cock; he even had a treasure trail up to his navel.

Five of us in a tent at a campout played strip poker. At the end, it became a circle jerk. Three of us had matured early, and could cum. I remember a kid by the name of Blaine who wanted to produce cum so he kept jerking his cock until the cock turned a bright red. He must have had several dry orgasms.

At another sleepover, we were discussing how men penetrated pussies, and I told them I was hard hearing that story. An older kid reached over, unzipped me, and jerked me off.
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Re: Experimented with friend during sleepovers

Post by mwmbibatelover »

I had one friend I would have enjoyed experimenting with. One night in bed during a sleepover we were talking about Victoria Principal (gives you an idea what year this was) and I got hard and was stroking off under the covers. He asked me, "Dude, are you jacking off?" and I lied and said no, I was scratching a mosquito bite. :D
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Re: Experimented with friend during sleepovers

Post by drfitzphd »

I had the pleasure of seeing my first pair of gorgeous, milky-white, bubble butt cheeks at a sleepover when I was 18. My friend, Billy, enjoyed mooning us while we joked and teased. We were all comfortable masturbating together during those all-night weekend gatherings. My friend, James, was even kind enough to allow me to raid his gorgeous mother's panty drawer while she worked her night-shift at the local hospital. During a very memorable Friday slumber party, I grabbed her homemade smoothie from the fridge just before the start of her shift, dipped my throbbing, excited cock in and just let my 18-year-old sperm erupt in her drink. I proudly reported this to my good buddy James, who later handed his mother her smoothie with cum to-go as she made her way to the hospital to make her rounds in the ward. Such an unforgettable thrill.
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