Naughtiest Early Masturbation/Nude Experience?

[latinababii]

Curious.. what are some of everybody’s naughtiest masturbation or nude experience/stories while in high school, college, or still living with their parents? No sex just strictly masturbation or nudity related.

Anyone do it while babysitting? With a brother/sister? Classmates at a sleepover? Got naked for neighborhood friends? Dared to while playing truth or dare or forced to because of a lost bet? Etc...

Can say I’m guilty of all the above.. I was a bit of a horny freak throughout high school and haven’t slowed down much since. Got to the point where all the boys in my neighborhood and brothers friends would try to see me naked by any means necessary after they caught wind of the stories.

[mrbrightside]

This is a great topic - I hope others will join in.

@latinababi - care to share some of your stories?

For me, I used to regularly masturbate with my best friend from around the of 14. Neither of us are gay, but when we went around one another's houses after school, we'd strip off and play with ourselves whilst describing the girls we fancied. Good times :)

As for my first nude and mastrubation experience with a girl - you can read about it here:
https://www.solotouch.com/story/five-ti ... time-72452

[goodniteswearer89]

My naughtiest early masterbation experience has to be when I was around 12 or so and just starting puberty I would steal some of my moms tampons and put them up my butt and get hard from doing that and from reading the instructions I would also steal some of her pads and wear them like a diaper I would occasionally if I could find a diaper somewhere like a relatives take one and wear it and get hard and rub myself with it on. One of my favorite early nude experiences was when I was just staring puberty and I was with my sister and two female cousins and we all changed to go swimming in the same bathroom at the same time I started to get hard in front of them with them being girls and me being a horny teenage boy who didn’t know much about masterbating at the time.

[oliviaanne]

There was a girl on my gymnastics team that was like a sister to me, in fact, we were probably closer to one another than I was with my biological sister. We had been in gymnastics together since age six so we pretty much grew up together and shared everything.

When we were fifteen I was at her house for a sleep over and we were lying on her bed watching "Legends of the Fall" with Brad Pitt. We started talking about what we would let Brad or other boys due to us and we started to get a little worked up. We were each on our back and were propped up with pillows so we could watch the movie. She was wearing one of her older brothers t-shirts and her panties and I was wearing a tank top and panties.

When the scene came up where Brad Pitt was fucking his wife it must have been too much for her and I looked over and saw her rubbing herself through her panties. I was almost in a trance as I watched her rub herself. She moaned a little and that sent me over the edge. I started rubbing myself and after a very short time I took it one step further by pulling my panties to the side. She followed suit and there was no stopping at that point.

So there we were, two fifteen year old girls laying side by side, clean shaven pussies exposed and rubbing our clits like we were possessed. I so badly wanted to touch her, but held back the urge as I watched her. She came first, moaning a little as her legs clenched together and she shivered. I wasn't far behind, and when I started to fantasize about her licking my pussy that was it.

We laid there for a little while basking in the aftermath. Finally she got up to use the bathroom and I couldn't help but insert a finger in my pussy and rub my clit a little more. I would have gone much farther but decided only to do so if she initiated it. To my disappointment she didn't. To this day we are still like sisters and have talked about that night several times, but we have never played together since.

[latinababii]

Loving everyone’s responses so far! Beginning to make me think I was sluttier then I originally thought growing up lol. One of the earlier ones that comes to mind for me was my sophomore year of HS..

I shared a room with my sister and one night as I was changing my step dad stormed into our room with my little brother to scold me for making him cry. Issue was I only had a t-shirt and these little ankle socks on with my pants being right next to the door. So for the next few minutes I had to stand there, nude from the waist down, and get lectured. All while noticing both my step dad and brother look me up and down more then once..

Remember calling my bf to tell him what happened later on probably around 11pm. He seemed to really enjoy what happened and can recall him being extra horny (forgot how conversation got to this point) but he had asked me to get naked and walk downstairs to the living room. Was becoming obvious he seriously liked the idea of someone seeing me naked. Needless to say I was also horny at this point so I agreed, got naked and headed downstairs. Everyone was in bed which is why I agreed to so I made myself comfortable on the couch.

I remember laying there and having phone sex with him as I began playing with myself. I was so wet and turned on by the thrill of being caught at any moment. Within moments I came the first time trying to be as quiet as possible. my bf had finished and we said our goodbyes. I wasn’t done though, closed my eyes and made myself cum a second time. apparently I wasn’t quiet enough because right after I finished I felt someone grab my grab my ankle.. opened my eyes to see my brother standing there, pants down tiny boner fully erect vigorously jerking off, and heard him say “don’t move I’m almost there, these ankle socks are so ha hot..” before he even completed his sentence he was cumming. I laid there in shock for a few seconds before yelling “your disgusting” and running back to my room...

Needless to say that kickstarted quite an awkward conversation with him the next day and years worth of adventures to come.

[xyzzy77]

Made him cry, then made him cum in the same day!! I suspect he decided it was a good deal!

[funstuff66]

I've never told anyone about a nude adventure I enjoyed many years ago. One night I couldn't sleep. It was summertime, I was still living with my parents back then. I rolled a joint and went for a walk. It was 2 or 3am and everything was quiet. I got high while walking and ended up at a remote baseball field. For some reason I started thinking about how good it would feel to be naked outside. I remember just dropping my clothes right there on the spot and started running around and playing.
Of course, my cock was hard and bouncing all around. It was an exhilarating feeling. It was sexual, it was freeing, it was scary. I finally just sat down in the dugout naked. At this point, I was so incredibly horny. I just started like posing like I was porn star. I was walking around playing with my cock. Looking at it in the florescent light which was the only light out there. Finally, I sat down and stroked myself into ecstacy. I remember the orgasm just being mind blowing. My cock seemed to just explode over and over again all over the place. I'm hard right now thinking about how erotic the experience felt. Unfortunately, I never did anything like this afterwards. I've kept it secret all of these years. I was very conflicted afterwards and felt some shame. But I'm very open these days and after embracing my own sexuality, life has been much more pleasurable. I'm straight, married and freaky. But my wife and I experiment and have much fun.

[tigertyler]

One I can think of is when I was in 6th grade sitting in darkened math class during a boring lecture. I was going commando and I had a hole in my pocket. So needless to say I don't remember much from that lecture because I was to busy stroking my dick.

[jimmyl55]

It's refreshing to read these accounts of early experiences with nudity. Before I started masturbating as a young teen, I discovered that taking off my clothes and walking around the house (when no one was home) excited me. I liked the feeling of being completely nude and having an erection. To increase the excitement this gave me, I started to venture outdoors at night. There was a golf course down the street and I would sometimes sneak out of the house on a summer night and walk down to the course, leave my clothes behind a tree and walk around nude. Even though I didn't know how to jerk off and so there was no release, I loved the intense physical excitement I felt from doing this, my penis erect and straight up, the cool air on my body my heart beating fast. Later, as an older teenager, I bought a motorcycle and would go on rides into the country. I would find an unused dirt road and would take off my clothes and ride around nude and then masturbate. I particularly enjoyed finding a remote section of a farm field, where I would get nude and walk across a plowed field, feeling the dirt between my toes as I masturbated. I have many other similar and very pleasant memories of being nude in nature and masturbating.

I introduced my wife to this little fetish of mine. When we were dating, I would take her on rides on my motorcycle and would find a remote spot where we could take off our clothes. We would ride around on my bike nude. I would get so aroused feeling her cling to my naked body with that throbbing engine between our legs. Eventually, we would stop somewhere in the woods, and she would lean over the seat of the motorcycle and I would fuck her from behind. Once we found a freshly plowed farmer's field, and my wife lay down naked in the dirt and I fucked her missionary and then we reversed and I lay down so she could ride on top of me. By the time we were done, we were both covered in dirt, so we walked naked down to a stream and washed off together before dressing and heading home. Wonderful memories!

[spunkluvr]

Brought up in a small village surrounded by woodland. Started wanking naked in the woods when I was seven - thankfully, never caught!

[varvara]

sadly. am I the only one here who did this in my youth? I have at least a couple of women with that kind of interest and experience.Except for me of course

[rathb69]

I was a late bloomer. I used to to play with my dick in the privacy of my room in middle and high school, I never made myself cum. No one saw me naked in a sexual situation, although I played around with a number of girls, it was always in the dark. I didn't jack off until away from home my freshman year in college.

One time early my freshman year, I was studying alone in the library at night and decided it would be fun to pull out my dick and stroke it under the table with other students (girls) around. I had my dick out for around 20 minutes but, although I thought about releasing my load in the library, I went into a restroom to finish. This episode is included in my story "My First Time Jerking Off": https://www.solotouch.com/story/my-firs ... #gsc.tab=0

My naughtiest experience growing up was when I was younger and a group of 4 of us guys were goofing off in a friend's basement. One guy said he wanted to show us he discovered how make white stuff come out of his dick. He unashamedly pulled his penis out, which was already erect, and started to masturbate. I had never seen an erect dick and didn't know anything about masturbation, was fascinated/curious, so moved over on the couch so I could feel and tug on his dick, not thinking about the two other boys watching. I didn't make him cum or pull my own dick out (I don't remember if I got an erection; I don't think so), but I consider this naughty for me at that point in my life. I wrote about this experience in "Boys Club": https://www.solotouch.com/story/boys-cl ... #gsc.tab=0

After that, my curiosity was focused on another friend (inexperienced like me) who let me feel/grab/rub his dick through his pants on several occasions. We did this mostly while pretending we were practicing for girls, but in retrospect I know after the first time I really (subconsciously) just wanted to feel his penis, especially if he got an erection. As fun as it was, we never took it to the next level and masturbated together or jacked each other off. This is in my story "Role-Playing with Childhood Friend": https://www.solotouch.com/story/role-pl ... #gsc.tab=0.

My more naughty/interesting experiences have come as an adult ...

[remember94]

Compared penises with my best friend once when I was 9 or 10 and he he was 11 or 12. Of course his was small and mine was tiny, but he definitely looked big to me. Also, I'm circumcised and so was my dad, so my best friend was my first sight of an uncircumcised penis. He even pulled his foreskin back to show me his glistening, pink head…a couple times, lol. We both started to get thin little erections looking at each other, but that was as far as we went.

Also starting when I was 13 and through my teens, though mostly 13-15, I would periodically invent some question about whether I was developing normally or something as a way to get my father to take me to the bathroom and have a look at my little penis. Also masturbated one bed away from him while sharing a hotel room at 16. I thought he was asleep at the time, but was so horny I may not have paid much attention. I even laid on my side (under the covers) and ejaculated right into the sheets, so I'm sure my sheets still reeked of teenage cum when we got up the next morning. Especially after reading some stories here, I like to imagine he discretely watched and listened to me, then quietly came in his bed too thinking about my slender 5" penis and what came out of it.

[scottydapimp187]

Before I knew how to pleasure myself, I'd still take my pants off and just walk around with my erection lol.

I must've been about 11-12, I had a hot eighteen year old babysitter during the day in the summertime.

Poor girl, I'd get so horny I'd strip naked and run all around the house with my dick pointing straight up lol. She ignored it, I did it a few times.

Another time we'd been playing sports or something so as I went to play "video games," she headed to the shower. I hid in a well placed spot, and sure enough, when she's done she just walked out completely naked. She had no idea I saw. I still remember her beautiful lil triangle of pussy hair (back then it was in style.)

The best however, I was showing off my hard cock like I did sometimes. She had a friend over too lol. Apparently her pal gave her some confidence or something because after I showed them mine, they both took their tits out! It was very fast but wow.

Her friend went as far as getting under a blanket and taking her pants off. She wouldn't let me look under to see her pussy but she dared me to finger her.

I didn't even know what that was back then lol but I still get hot thinking of it sometimes.

The parents arrived home shortly after, ending any potential more activity unfortunately...

[wankwank]

i grew up alone with my mum until i was almost nine. she had a friend called fred and he was very randy and not shy in the slightest. my mum use to put me in the bath and go into the bedroom and have sex with him. when i was done splashing about in the bath i would go into my mums bedroom and they would be fucking. i remember being stood there stark bollock naked with a little boy hard on watching freds arse going up and down and his balls bouncing about and his asshole on show half the time. i didnt understand what i was seeing all i know was i really liked it.

there were times when my mother told me to get out but i said no i want to watch. fred use to say let him watch if he wants and she would just give up and get back to enjoying him thrusting inside her. i would usually get bored half way through lose interest and leave. as i got older i realised fred use to get me to put my hand in his zipper and play with his cock when my mother wasnt about but i didnt know what i was doing. one day i kind of figured it out and asked him if i could see it, he seemed reluctant until i said i wont tell anyone. so he flapped out his fat stubby cut cock with a big knob on it.

i remember feeling so horny playing with it, stroking and wanking it whilst he was sort of guiding my hand teaching me how to please his cock. i was so over come with excitement i had seen his cock in action but this was the first time it was in front of me, i was rock hard in my pants and tenting. i pulled my pants down and said do it to me. this was the best wank of my life and i still wank over it thinking back on it. he took my cock and pulled the foreskin back i hadnt even seen my bellend at this stage so my eyes kind of popped out of my head at the sight of my own helmet. he started jerking on it and it wasnt long before i busted my first ever dry load. seeing how red raw and angry my cock head looked as it bounced and twitched about as it orgasmed. he started wanking off frantically whilst i was still coming back to my senses. i was slumped in the seat watching him bash one out and then i was shocked when i saw him cum because i had never seen a man shoot his load before. he basically taught me how to wank and the enjoyment of wanking that day and i was hooked.

all i know was this was when i started becoming a bit of an exhibitionist and make myself cum as many times as i could wherever i could. before that experience i had a mate called graham, we had found some hardcore porn mags and stashed some in a den behind the garages and on some factory roofs. we use to get our cocks out and look at the magazines but not know what to do with ourselves until this day! so i was excited as hell to show my mate what i had learnt. i was always a bit confused as a lad because all i ever saw was cut cocks and i knew mine didnt look the same. fred was cut, graham was cut, my dad was cut, my uncles were cut even in the porn mags i never saw uncut cock. i remember coming out of my house and seeing graham i told him you have to see what i can do with my cock. he was like shown me, show me, i remember being rock hard in my pants excited to show him but i said wait until we get on the roofs but he was really insistent so i pulled my cock out in the street pulled my foreskin back and showed him my knob end. he seemed really excited and we heading up onto the roofs. i remember waddling with a skinned backed erection which i forgot about when i was climbing onto the roofs and felt the skin roll over and cover the head. so we get on the roofs and he is excited saying show me, show me. so i pull out my flaccid cock and skin it back and forth and he was infatuated saying i cant do that. once i was rock hard the skin stays behind the head and thats when i said do this and i started jerking on my cock. i even took hold of his cock and wanked it a bit for him to give him the right idea. so he sets to stroking and im watching him and he is watching me

because we were high up on factory roofs we both dropped our pants to our ankles. i just remember feeling so incredibly horny and it felt so good having the wind on my ass. i lost myself in the moment and let myself go crosseyed before i knew it i could feel that stirring in my groin my bellend getting angrier and looking swollen. i let pop a dry boy orgasm, i was breathing erratic, spasming body jerking about. that day i knew i liked someone seeing me orgasm and sharing the moment with them. i encouraged graham to keep going until i saw him busted and jerk about releasing a dry boy load. me and graham wasnt like normal kids after that we were both dedicated wankers getting braver and braver. so when kids were in the park playing me and graham would be wanking off some where out of sight. i remember many a time us both laying on the roof stark bollock naked knocking one out together and just enjoying our little dry boy orgasms. i remember once being in a quiet corner of the school playground out of the way and i would get my cock out and wank off whilst graham watched and kept look out then i would keep look out for him but we definitely enjoyed watching each other and doing it outside but where else could we do it. we would be out playing if one had the horn we would just get our cock out beat it off bust a dry nut then carry on like nothing had happened it was nothing to us it was just something we enjoyed doing but we kept it to ourselves.

so now i wanted my mother to see my cock it turned me on when i knew someone was looking at my cock not that i understood. so i remember one bath time i pulled my foreskin back and got an instant erection and walked into the bathroom whilst my mum was running my bath. i think it shocked my mum a bit seeing it rock hard with the head exposed but it turned me the hell on and i was on full beam knowing she was seeing my cock in all its glory! she said whats wrong with it and i said it hard, look and i started wanking. i remember it making me feel so damn horny, but she didnt seem to happy and told me to leave it alone. i said no look, watch and carried on wanking off in front of her. i honestly didnt know what i was doing was even wrong to me it was the best thing ever and it all seemed natural to me. she slapped my hand away and told me to get in the bath but i couldnt sit in the bath the water it was too warm for my cock head. i remember being knelt in the bath with this raging hardon until i lost my horn and the skin rolled back over the head conscious of my mum looking at it. every time i tried to touch my cock she wouldnt let me.

one evening i remember fred being there and my mum told me to go get ready for bath and bed. i kicked off my shoes and pulled my pants down and stepped out of them picked them up and headed upstairs. im in the bath and i hear them go into the bedroom. i finish my bath and i go into my mums room naked and fred is laying on the bed and my mum is wanking and sucking him off. she screamed at me to get out but fred positioned her and started fucking her she soon forgot about me. im stood there naked wanking off watching fred plough my mum. i remember thinking what does it feel like to have a man cock in a pussy. wishing my cock could feel what his cock was feeling. next thing i know ive shot my dry load and leave them to it.

grahams older sister use to baby sit for me when my mum went out and there was one time when graham was there. graham asked me to show his sister my cock. i wasnt shy so i got it out and told him to get his out and we both started stroking our cocks in front of her trying to encourage her to show us her fanny but she wouldnt. it drove me wild seeing graham wank off in front of his sister she didnt even seemed that phased by it happily watched us both cum saying its nothing she hasnt seen before shes been baby sitting for both of us since we were babies.

there was another time in the woods with an older girl called mandy. graham laid sprawled out pants down wanking off trying to encourage her to play with his cock. she even told me to get mine out so we were both there stroking trying to get her to do something with us but she said were were too young. we were begging! she said to graham do it to him so he grabbed my cock and started wanking it. we had rubbed cock heads together and we had touched each others cocks had a little wank on each other but never wanked each other off to climax. watching his hand beat away at my cock and her face firmly fixated on my dick had me coming in no time. as i shot my dry orgasm graham went to work on his cock and i heard him cum in no time.

ive got loads of stories like that

[echocorner]

Nothing particularly original, but as a overly horny teenager I used to take clean panties out of my older sisters draw and wank with them around my cock.

[rick43]

I was at my best friend's house. I had a real thing for his mom and her 36D breasts. So she's there and she has on this light purple button down top with a few buttons unbuttoned. I saw that cleavage and I just couldn't help myself. So I say I have to go to the bathroom. Went in there and rubbed one out.

[ruthborn]

Hm, when I was around 10 I let my sister see my penis and that started a long series of brother/sister playtime shenanigans that I have posted about in another thread.

As soon as I could make cum at around 13 I spread it over many different things and frequently shot inside flowers and trees as I believed I was giving them my essence "to make them grow stronger".

When I was around 13/14 I masturbated while under water amongst the coral in the ocean and that led to me nearly drowning when I attempted to feed all of my cum in me to the fish while underwater.

When I was 14/15 I had my first sexual experience with someone other than my sister (and my first sexual experience with a guy). After many years fantasizing about it and many attempts at making something happen with someone a guy came up to me in a park and started groping my butt while we watched a soccer game. He then took me to the park toilets, pulled down my pants and proceeded to give me the hardest, greatest blowjob of my life.

At 15/16, I let my high school room mate see me naked when he was curious about what other boys our age looked like and I let him check out my naked body. Seeing and comparing our bodies turned to touching and playing with and comparing each other's bits and pieces and after I told him about my experience with the guy in the park he wanted to know what a penis tasted like and we ended up on the floor sucking on each other's bits.
We continued playing and sucking on each other after bed time for the next two years.

[ross1957]

At 14 I had a frined and we would often masturbate together and occasionaly each other. At 13 I showed my penis to another boy and his sister in a game of I show you mine if you show yours, which we all did.

[nick958]

Had a few experiences around 14 when with 2 girls from our street and we would get naked and show each other and sometimes just touch in different places. Nothing sexual just exploration.