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Masturbating with Friends and Family Members

Masturbating with Friends and Family Members

I found this thread on Reddit:

Have you ever had an experience where you masturbated with a friend or family member? Were you just doing it in the same room as them, or were they doing it as well? Was it a positive experience for you?


I was playing stripping cards with a friend. He lost and was left naked with a hard-on. I offered the last hand. If I lose, then I will take off my clothes. If he loses, then he will masturbate. He lost and had to jerk off in front of me. I joined in.

Since then, we have been watching porn and jerking off together.


My roommate and I do it occasionally. You really get to know somebody when you watch each other have an orgasm. It’s a very vulnerable and intimate thing you’re allowing someone to see and leads to greater intimacy, even if plutonic like we are.


Omg, I think I just fell in love with the level of emotional maturity you’ve just demonstrated


My friend (M) and I (M) helped each other jerk off while thinking of the same person. He jerked off mine, and me, his! 🥰🙈


That’s the best!


We had a scout group, and we did circle jerks. It was much fun.


Sounds rad!


Hot id love to hear about it


With a friends many times. We used to have “circle jerk” events back in the days. Sometimes even one female friend joined us.


I did with a female cousin back when we were both 18. She was staying over at my place because her parents were out of town and she didn’t want to stay in the house by herself.

While I went to the store to get us some beer (it was legal to drink at 18 then.) She went to the bathroom, which was off of my bedroom, and saw my stack of Playboy and Penthouse magazines. When I got back, she was sitting on the couch looking at them. Her parents were highly religious and didn’t have such sinful things like that around the house.

After a couple of beers (she wasn’t used to drinking then), she asked me if I masturbated to these women. I told her that I did and she asked me to show her. I thought “what the hell” and pulled it out. After a few minutes, she had her hands down her shorts.

I told her that it wasn’t fair that she could see me, but I couldn’t see her. She took off her pants and shirt and I did likewise. We just sat on the couch watching each other cum.


That’s pretty kinky. I’ve read a lot of women’s first masturbation stories from them finding a dirty magazine. lol


Damn if I were you, I would be beating off to that memory for a long time


So fucking hot


While in university, my friend(M) and I(F) were watching TV at my place. I got super horny and I started masturbating but I don’t think he noticed. I got close to cumming and he noticed when I started writhing but I couldn’t stop. He just watched me as I came. We eventually hooked up a couple of times and we’re still great friends so I think it was positive.


Me and my best friend when we were younger. Watched and helped each other many times


Did once with a friend drunk after a night out, we started talking about our wife’s and how they like to be fucked..he said he was hard and started wanking he told me to do the same so I did..as he wanked he confessed how he’d love to fuck my wife, we both ended up cumming and then he said he was off to bed to fuck his wife. 5 minutes later I could hear her moaning and screaming it was real hot


With my best buddy growing up, we’d jerk each other off all the time until we got older and got girlfriends. Always wanted too do it again and might have a new buddy who might be into it but taking it easy to test it out


Many times. Best was a JO bud from high school who became a roommate after graduation. We’d get high, watch porn, and would eventually stop down and start stroking. Ofc we stroked each other as well. Great time in life.


Yeah. A few JO buds over the years. My best friend and I many times together. Got pretty erotic. I think about it fondly.


Could use a few of those too, lucky man


I was at a female neighbor ‘s house when I was a young teen. She was 18 & her younger sister was there. Also some other teens from the neighborhood. We played doctor which led to group masturbation. I still jerk to that memory today.


Thats insane 🤯


Truthfully speaking I had a best friend that I masturbated with and had sex with. She and I would watch each other masturbate sometimes. It was fun but she is deceased now. Those were good times.


I have with a few friends. We’re very open about it and have a positive attitude about masturbating and sex.


Yeah. Playing with ourselves usually turned into playing with each other, though.


Masturbated with a friend. We had been watching some porn and that led to us just masturbating during the porn watching. It was a fun night.


I masturbated with my step-sister a lot, growing up and my half-sister when I was older. It was fantastic!!


Would love to hear more about it!


I lived with my step-sister, growing up. She was younger, but we started masturbating together when I was 12. My half-sister is also younger. We didn’t start until we were both adults (I was 30, she was in college)


I had sex with a guy when a friend was sleeping in the same room 😜


How did you guys finished? Did he came inside of you?


Yeah… in fact I think my friend overheard the bumping, but she never mentioned it 🫢


Did you cum too?


Putting a pillow on my face, yeah


Was it hard to keep quiet when he was pounding your pussy?


I had to bite my lips so hard 🫢


I’ve jerked with friends Several times. I loved it..So much more fun with company


Growing up, I did with my brother and it was really good for learning some stuff


Many times with both but my 1st time was when I was still in school. My best friend (m) and I(m) had a fort in the woods stocked with dirty mags we took from the garbage that his dad threw away. After school, we’d drop our stuff off at our houses and go straight to our fort. It started out by just looking at them and talking.Eventually, we started getting naked and while looking at the mags, we also looked at each other. He was rather thin but had a pretty big cock and nice little ass. After a few times of doing this… I became the bold one and sat next to him while we were both naked. I nervously reached over and touched his balls and cock! It was amazing to say the least!! He eventually did the same to me..it felt so wrong, but sooo good!! We made each other cum many times!! A few of the pages even got stuck together (lol). One day, we decided to step it up. Looking at the women sucking cock, we.figured, lets try it! We did and feeling his cock in my mouth was so hot!! He loved licking my balls as well!!Our favorite thing to do was 69. Though at the time, we never came in each others mouths, it was usually on each others stomachs or chests and eventually on each others asses.!Im stroking my cock right now remembering this…ive told my wife about this many many years ago and to this day, her and I love sucking cocks together. The only thing different now, is, I swallow!!


Friend yes it was great


I’ve had several jerk off buddies. My first one and I would trade handies and blow jobs too


A friend a few times, once with a Craigslist hookup. Both doing it, but we just watched each other. No physical contact.


Did it with a friend at the same time but in different rooms. We were too nervous to do it in front of each other lol we started and finished about the same time


Yes, multiple people and multiple times. It was fun.


I’ve had a jerk buddy since young, older guy I would go and watch porn at his house and jerk off while we watch, now a days we still jerk sessions but not as often as before


Growing up me and my sis and cuz! That went on for a while!


Had a neighbor when I was in grade school we used to look at magazines and jerk off.


I haven’t yet but my aunt is visiting right now and she’s so hot I’d love to watch her finger herself, already stole a pair of her panties and she smells so good 😩


My sister and I have been doing this for almost 3 weeks now.


A few months ago I jacked off with my mom’s boyfriend. He had some old porn that we watched on his VCR. As bad as porn was in the 80s and 90s it was still pretty hot. We both jacked ourselves off. I had never seen another man cum in person. He is bi. I consider myself very straight, but I did like watching him!


My cousin and I used to masturbate together while his mom was taking to mine in another room. And we’d also hug nude so our dicks rubbed together. Then we moved and I met a friend who showed me porn and we came together everyday and eventually led to him fucking my little sister while I fucked his little sister right next to them.


Female
I and my 19yo son have been living a nudist Sex Positive Lifestyle for 3 months and we occasionally masturbate at the same time, it’s fun and we both enjoy it!


This is so wonderful and sexy. You are a great mom to encourage the sex positivity. I wish I wasn’t from such an uptight family.


Female

Amazing, what a great life 💕


My best friend, once. We never did it again or even mentioned it. In hindsight I’m glad I did it once but I was pretty weirded out after for awhile.


Same. And every post like this leaves me wondering if it’s him telling his side of it. But there are probably millions of us with the same story, so obviously unlikely. I kinda wished we’d talked about it afterwards though. Probably would have made things less awkward.


With college roommates and 1 close friend


I (m) once played a random game of strip poker with two co-workers (f). I lost while one of them was shirtless, the other bottomless. They taunted me into jacking off in front of them. I did. At first they giggled, but the bottomless one clearly was getting into it and casually rubbed herself which caused me to ejaculate all over the carpet of their dorm room (we were military). It was fun. It never went any further than that but it’s a great memory.


I used to masturbate with a friend and snuggle for a while, but since our respective heart attacks, it’s just too much exertion for us at 70+ y.o..


Me and my cousin used to masterbate together when we were younger. Did it for years before he stopped wanting too id sometimes even give him blowjobs and he’d return the favor with hand jobs. Was fun now that I’m older I really wanna see if I could give him another blow job. Besides being my cousin those early experiences shaped my type in guys lol I love them blond like he was


I had a stroke buddy i middle school.. led to him sucking me. Wish I had a JO/suck buddy now, male or female. So hot laying back getting sucked looking at porn mags (yeah I am that old we still had magazines back then. Lol)


When I was 14 or 15 years old I’d spend the weekend at my maternal grandmother’s house. After doing chores for her all day She’d pour a bath for me and when it was ready she’d call me into the bathroom, vigorously get me undressed which would arouse me. She’d say can’t wait to get into your bath huh? She’d give about 20 minutes and then she’d knock and say let’s get you washed young man. She could wash a mother fucker good!! She’d encourage me to grab my rock hard cock while she wash my balls and ass. It would feel sooooo fuckin good. Then she’d towel me off and say I was going to sleep like a baby…. BTW, she was HOT!!


Many friends i masterbated with and loved it


Jerked off with my grandpa. It was so nice.


Me and my six friends would go to a public sex house in the woods (an abandoned house where you can fuck any age person boy or girl) and would jerk each other off and let grown men join. BTW keep in mind we were all 13 . We would eat each others ass and cum on each others face


Hell yeah. Figuring out the Playboy channel was some magical shit.


Friends, yes. Always a great time with my one of my buddies.


I wish I want to masturbate with a friend or family member, but I have had no such luck, yet. maybe in the future, I will get an opportunity if not a family member, then a friend, but I want to try mutual masturbation with someone who am comfortable with.


Yes to a family member and friends.

2 thoughts on “Masturbating with Friends and Family Members

  1. I miss the old days when I had to watch my cousins male and female.we would start as soon as our parents left and give blow jobs and jack off or oral sex with female cousins.

  2. Yes, had slightly older cousins and an Uncle only 3 years older would masterbate and sometimes more. At the time it was all I wanted to do. They thought me how to ( get my feeling lol) now is an orgasm, fun back then.

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