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

[deleted4741221]

I’ve “stumbled upon” the nudes of two different roommates over the years. The first was an actual physical photo album that my straight roommate’s girlfriend sent him to college with. Tons of pics of them naked, having sex, etc. I knew where he stored it so I took a look one day when I was alone in the room and cranked one out to a pic of his cock.

Fast forward to the second time. My gay roommate’s account was associated to our streaming device, which meant his photos were accessible. I knew he had plenty of nudes so I did some snooping. Hit the jackpot. I wanked to solo pics, jerk off and fuck vids a handful of times before I started to feel way too guilty and never looked again.

 

[briacon429]

I’ve “stumbled upon” the nudes of two different roommates over the years. The first was an actual physical photo album that my straight roommate’s girlfriend sent him to college with. Tons of pics of them naked, having sex, etc. I knew where he stored it so I took a look one day when I was alone in the room and cranked one out to a pic of his cock.

Fast forward to the second time. My gay roommate’s account was associated to our streaming device, which meant his photos were accessible. I knew he had plenty of nudes so I did some snooping. Hit the jackpot. I wanked to solo pics, jerk off and fuck vids a handful of times before I started to feel way too guilty and never looked again.

Yum!!! When I was in college, one of the main dining rooms was directly across from the gym, and both buildings had plate glass windows. It was basically dinner theater: I got to sit there and watch a smorgasbord of hot guys right across from me!

I’m not sure if this meets your definition, but I’ve also fantasized about my share of guys I’ve been with. I fucking love imagining them banging away with somebody else... it doesn’t matter if they’re topping or bottoming, because it gets me off either way!

 

[indyfrat79]

My step dad's jock strap after he'd go to the gym. I still remember the smell.

 

[dante33]

A sex tape of my brother-in-law with his gf.
He's a gym trainer, so he has a smoking hot body. Nice dick and knew how to use it, as the chick was moaning like crazy and begging for more.
Video ended with him cumming all over her lower back.
Fucking hot.

 

[freeurmind7]

a family members jo video

 

[EvurHard7]

Over the years, I've definitely stolen a pair of some of my buddies' and roommates' dirty underwear and huffed on those while stroking.

I guess the thing that I have—and still—masturbate to but "shouldn't" would be fantasies I have involving my dad and brother.

 

[Jake88_]

I’ve “stumbled upon” the nudes of two different roommates over the years. The first was an actual physical photo album that my straight roommate’s girlfriend sent him to college with. Tons of pics of them naked, having sex, etc. I knew where he stored it so I took a look one day when I was alone in the room and cranked one out to a pic of his cock.

Fast forward to the second time. My gay roommate’s account was associated to our streaming device, which meant his photos were accessible. I knew he had plenty of nudes so I did some snooping. Hit the jackpot. I wanked to solo pics, jerk off and fuck vids a handful of times before I started to feel way too guilty and never looked again.

Hot!!!!

 

[HorseHung40's]

I make NO apologies for my sex drive or sexuality - EVER.

 

[Indelicate]

I make NO apologies for my sex drive or sexuality - EVER.

Agreed!
Indy

 

[LQC]

Well obviously, I can’t tell you that!

 

[pappiepapie]

Well obviously, I can’t tell you that!

Same here

 

[deleted3214101]

Lots here as well. Awesome thread!

 

[Jake88_]

Well obviously, I can’t tell you that!

Oh go on! ;-)

 

[BBB2.5]

Some things might tarnish my image ... LOL

 

[MrAnonymousGuy]

I get off a lot to my bf's former roommate a lot. Like *A LOT.* More than I like to admit. He knows about it, and says it's fine because he also thinks his former roommate is hot. But he doesn't get it though haha. His roommate is ~18 years older than me and though he's older, he very young at heart and sorta bro-y but yet still so kind and friendly. For me, it's the idea that he's 18 years older than me. I love older men and I love how many girls he used to bring home to their apartment. My bf told me one time he went to the bathroom at like 4am, and he heard his roommate fucking a girl. That is just so hot to me. This older man, still gettin' it in with the ladies. Ugh I just melt everytime I see him. He's just so FOINE.

 

[jayster1997]

my boyfriends brother :S

 

[Lee_asian_091]

I was very close with my best friend, we were sooooo close. We used to spend a lot of time together, almost 24/7. He had a girlfriend but he didn't mind me stroking his hair or kissed his forehead. I had a HUGE crush on him. One day I was in his room, using his computer while he was off to the college.
I noticed that he hasn't put his clothes to his drawer. So, I wanted to that for him..

When I opened the drawer, I found an unfolded underwear, so I thought let me fold that. When I took out that underwear I found his wet cum on it, needless to say I lick it, smell it and jerk off to it.
I even cum on it.. I felt really bad afterwards but it was such a huge turnon for me I couldn't control myself then.

 

[kamnash]

OMG I’ve jerked off to so many things I shouldn’t have lol, too many to mention here lmao

 

[cedarizzo]

my boyfriends brother :S

I used to have the biggest crush on my 1st boyfriend's younger brother. My boyfriend knew about my crush on his brother and often kidded me about it. One year, we bought a video camera at Christmas. I didn't realize how bad my crush was on his brother until I watched the video of Christmas day. Each time I used the camera, his brother was part of it. I jacked off more than a few times to the part where his brother woke up and came downstairs in nothing more than a pair of boxers that showed a nice half-hard package.

 

[LevinZ]

I almost got caught sniffing my straight male friend used undies during our annual school vacation trip. I still remember the manly smell. He still doesn't suspect (I hope lol)