What’s Something You’ve Masturbated To But Shouldn’t Have?

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There was a period of time that my boyfriend and I lived with his parents and I used to go in his parent’s room, find his dad’s used briefs and jerk off looking at them. I had tried them on from time to time and I loved knowing that his dad was not packing a small one based on how the pouch in the front of the briefs was still stretched out. The hottest was when I found find a pube of his in the underwear. I know I probably shouldn’t have masturbated to the underwear but I couldn’t fucking help it.
 
I used to wank off regularly immediately after I watched the young lad directly across the road from me undress off each night for bed. He always undressed with the light on and left his curtains open and frequently wanked himself off lying on his back in bed. He had the biggest cock I had ever seen and I found it a massive turn on when I occasionally walked past him on the street!

When I was around 19 I used to go to the local (British) Leisure Centres - do Americans call them Recreation Centers? - and would go into the changing rooms to strip down and change as though I was going to play squash. But I solely went to watch all the hunky guys coming naked out of the showers and toweling themselves down, then I walked straight out in my kit and went home. Sometimes I could watch 7 or 8 fantastic looking guys naked! No security cameras in those days. I wanked as soon as I got back to my car if I had seen a real cutie, but always did at some point. If it was a quiet night, sometimes I would steal their sports briefs or underwear while they were showering, which I later sniffed profusely and wanked over repeatedly of course. The poor guy must have wondered why the fuck someone would take their underwear but leave their wallet or car keys. I even went to work wearing them on occasions. That was a turn on.

I later also had a very cute lodger, (I was then 27, he was 21) who I discovered used to ring his girlfriend while I was out at work and wank off while he was on the phone to her. I recovered his cum filled tissues on multiple occasions and used to eat his cum and shoot a massive load, it was just so exciting. Those were the days.
 
i remember a while ago one guy i talked to online used this chapstick that he ended up being allergic too & it caused his lips to swell up really bad & break out & he posted pictures of it on facebook to tell people NOT to use the chapstick & it turned me on & i masturbated to it :}
i wasnt turned on that he was in pain, but i was imagining that if he would have sucked my penis & had me ejaculate on his lips, it would have helped heal him...
i told him about it later & he thought it was funny but he said it didnt really hurt at all, that it just looked "gross" to him, and that made me feel less guilty :) lol
 
i remember a while ago one guy i talked to online used this chapstick that he ended up being allergic too & it caused his lips to swell up really bad & break out & he posted pictures of it on facebook to tell people NOT to use the chapstick & it turned me on & i masturbated to it :}
i wasnt turned on that he was in pain, but i was imagining that if he would have sucked my penis & had me ejaculate on his lips, it would have helped heal him...
i told him about it later & he thought it was funny but he said it didnt really hurt at all, that it just looked "gross" to him, and that made me feel less guilty :) lol
I *love* the idea of semen with healing powers haha. You've added a new fantasy to my archive.
 
I was in the bathroom at work when I guy at the urinal next to the stall I was in started kinda grunting as he pissed. It made me so hot I started pulling on my cock and just about made myself cum before he left the bathroom.
 
I was in the bathroom at work when I guy at the urinal next to the stall I was in started kinda grunting as he pissed. It made me so hot I started pulling on my cock and just about made myself cum before he left the bathroom.
That’s so hot!
 
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My cousin took me to a comic book store once, and I “wandered” into the adult section, which wasn’t even chained off or anything.

There was a comic that used Madonna’s likeness (this was in the early 90s) and I remember one panel had her on her knees surrounded by men and covered in cum. A text bubble had her saying, “Mmm, sweet and salty…” and I busted a nut all over the floor looking at that.

My cousin came around the corner a couple minutes after I put myself away, and for a long time, I thought how lucky I was that I finished when I did. It was only years later did I think that maybe he knew what I was doing and didn’t want to walk in on me!!
 
A straight friend of mine was visiting from Peru and staying with me one summer. It was torture to be able to only look, but not touch. He was a really good looking guy. One morning, I went in his room for some reason (I think to put back a DVD) and I noticed a Kleenex near the pillow on his bed. It occurred to me it just may have been a cum rag, so I picked it up—and sure enough! It was still fresh and warm. My friend had apparently jerked off, got up, and then gone out for a jog. I could not help myself: I laid on his bed and inhaled that cum while jerking off. Of course, I wiped it on my face, tasted it, everything. I came so damn hard from that. His cum was intoxicating. Of course, I spent the rest of the summer searching for his cum tissues, but I never found anymore. Maybe he figured out somehow what happened. Too bad I never got a chance to taste it directly from the source! I never saw his bare cock, but he was hung. I watched his bulge all summer long, and one night after too much drinking on the beach, I did make a grab for it so I could get an idea of how big it was. And, BIG it was! I still have my doubts as to just how straight he was, but I never got anything more than that. Oh well…
 
Peed next to my friend into the same toilet at a party (we were both bursting and couldn’t wait to take it in turns). When I saw how big and thick his cock was even flaccid it gave me a lot of future wanking material. Obviously never told him!
Similar thing happened to me. A younger cousin of mine and I peed together in the same toilet. Seeing his large uncut cock, I whipped out my phone and snapped a pic. Jerked off to it for years.
 
Similar thing happened to me. A younger cousin of mine and I peed together in the same toilet. Seeing his large uncut cock, I whipped out my phone and snapped a pic. Jerked off to it for years.
Don’t think I could be bold enough to actually take a picture, well except a mental one!

It was a while ago, and in my mind he was hung like a horse. But he was probably just above average, and because his dick was so close to mine (which is under an inch flaccid) the contrast made him look enormous ;)
 
I used to wank off regularly immediately after I watched the young lad directly across the road from me undress off each night for bed. He always undressed with the light on and left his curtains open and frequently wanked himself off lying on his back in bed. He had the biggest cock I had ever seen and I found it a massive turn on when I occasionally walked past him on the street!

When I was around 19 I used to go to the local (British) Leisure Centres - do Americans call them Recreation Centers? - and would go into the changing rooms to strip down and change as though I was going to play squash. But I solely went to watch all the hunky guys coming naked out of the showers and toweling themselves down, then I walked straight out in my kit and went home. Sometimes I could watch 7 or 8 fantastic looking guys naked! No security cameras in those days. I wanked as soon as I got back to my car if I had seen a real cutie, but always did at some point. If it was a quiet night, sometimes I would steal their sports briefs or underwear while they were showering, which I later sniffed profusely and wanked over repeatedly of course. The poor guy must have wondered why the fuck someone would take their underwear but leave their wallet or car keys. I even went to work wearing them on occasions. That was a turn on.

I later also had a very cute lodger, (I was then 27, he was 21) who I discovered used to ring his girlfriend while I was out at work and wank off while he was on the phone to her. I recovered his cum filled tissues on multiple occasions and used to eat his cum and shoot a massive load, it was just so exciting. Those were the days.
I'd go to the leisure center, strip, go swimming, strip and shower and watch the guys as they took showers and dried. One guy, average body really got me horny as I watched him slip out of his trunks showing off a nice cut cock, hanging balls and massive black bush, my goodness he spent an age toweling his genitals I just had to depart, hunched, get to my car and toss one off. So every Tuesday throughout the summer I'd be there watching and lusting and then dashing off once he'd dried his cock and bush for my ritual wank. Then one day as I was reaching a grand climax, imagining eating his cock and filling my nose with his bus I saw him coming along the line of cars toward me.... How quickly my briefcase got on my lap and that sandwich appeared. He neared, I bit and chewed, he smiled, I smiled with full mouth - so elegant - nad he was gone, so was my ardor. And worse, it was the last time he was there.
 
I'd go to the leisure center, strip, go swimming, strip and shower and watch the guys as they took showers and dried. One guy, average body really got me horny as I watched him slip out of his trunks showing off a nice cut cock, hanging balls and massive black bush, my goodness he spent an age toweling his genitals I just had to depart, hunched, get to my car and toss one off. So every Tuesday throughout the summer I'd be there watching and lusting and then dashing off once he'd dried his cock and bush for my ritual wank. Then one day as I was reaching a grand climax, imagining eating his cock and filling my nose with his bus I saw him coming along the line of cars toward me.... How quickly my briefcase got on my lap and that sandwich appeared. He neared, I bit and chewed, he smiled, I smiled with full mouth - so elegant - nad he was gone, so was my ardor. And worse, it was the last time he was there.
You should have gone for it! You had your opportunity…I SO would have let him “catch” me!
 
Aye, ex coworker at a wedding started to shake his ass dancing and I could not stop staring, the "shouldn't have" part comes from me severely disliking him cause he's a horrible person.
 
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