Who is a person you have masturbated to, but you "shouldn't"

[Fluffstravels]

i would say a weird name, thats Pablo Escobar

In the least judgmental way possible may I ask what it is w him? The power? The bad guy thing?

 

[liqueur]

Caught by her, at her house during a family party. She had danced with me and I had got a hard on and she had to have felt it. I ran upstairs to get away and ended up in the bathroom. It joined on to her room and I had forgotten that. I had found a pair of her panties in the laundry and had them wrapped around my cock wanking when she came in through the door from her bedroom. She told me off but had a wicked smile. When we left after the party she gave me a hug, and told me to behave myself. She also stuffed the panties into my pocket.

That's very cool!

 

[dz2681]

Caught by her, at her house during a family party. She had danced with me and I had got a hard on and she had to have felt it. I ran upstairs to get away and ended up in the bathroom. It joined on to her room and I had forgotten that. I had found a pair of her panties in the laundry and had them wrapped around my cock wanking when she came in through the door from her bedroom. She told me off but had a wicked smile. When we left after the party she gave me a hug, and told me to behave myself. She also stuffed the panties into my pocket.

Anything ever happen again with that aunt, she sounds fun

 

[funguy4u100]

mother-in-law

 

[HampshireBoy]

One of my youngest son's friends is very cute, I've known her since she was 12 or 13 and she is now in her thirties. When they were 18 to 20 she was often at my place, including turning up when she knew my son was away at Uni. My girlfriend of the time reckoned this girl had a crush on me which I didn't want to accept, but I will admit to fantasising about her at the time and since.

 

[SissyBrandi19]

Honestly, I don't know their names. I'm not even sure they were considered Verboten as protagonists in my masturbatory fantasies, but I'm guessing they probably would have been taken aback, and one or two of them might have stopped singing in the church choir altogether! I'd hate to have been the reason they "hid their lamp under a bushel"...

 

[P0peye]

I have jerked off while fantasizing receiving blowjobs from my eldest daughter, when as a teenager she developed huge boobs and became the sex fantasy of both me and many of the neighborhood boys.

 

[Smoothshavendad]

My mom…

 

[Skippertyrell]

Anything ever happen again with that aunt, she sounds fun

Unfortunately not. But those panties got used a lot when I wanked thinking of her and I am sure she knew that. I always hoped she was having a play thinking about what she caught me doing

 

[liqueur]

I have jerked off while fantasizing receiving blowjobs from my eldest daughter, when as a teenager she developed huge boobs and became the sex fantasy of both me and many of the neighborhood boys.

 

[SexyOlderNWMale]

Its always been Uhura and that psychic chick from next gen

Deanna has got an amazing rack for sure. I had a thing for 7 of 9 and Dr. Crusher

 

[OwenJ80]

a coworker. she wore an amazing costume one halloween that showed her cleavage and I used her pictures of it for several months.

 

[chrisatb5]

Most of the ones.I thought that was the point

 

[strokinnoff1]

I have jerked off while fantasizing receiving blowjobs from my eldest daughter, when as a teenager she developed huge boobs and became the sex fantasy of both me and many of the neighborhood boys.

such a sexy fantasy

 

[Lokcok]

My step sister

 

[vandelayatx]

Probably mostly relatives -> multiple Aunts and cousins. A few times to my MIL.
Masturbated once to my male buddy in my high school days. That one I'd never share with anyone I knew.
Had (have) a fetish for older women. Use to rub one out to pictures of grandmas in the early days of the internet (in my late 20s)
Not necessarily embarrassed, but I would never tell a couple of my buddy's that I used to wank to their mother

Still do wank to my friends families

 

[Rickyrick84]

My Ex, she was the most shameless sexually, and the stories she used to tell me in particular about her past. Crazy.

 

[Nancylust_67]

1 of my aunts. Man when she was pregnant her breasts were amazing and she'd still wear skirts that were fairly short. Absolutely masturbated wondering how good she'd feel while heavily pregnant

My mother

 

[Nancylust_67]

Still do wank to my friends families

View attachment 2599532

 

[Nancylust_67]

My mom ..edited for wanking

 

[TemptmeTameme]

Had a lady and her husband sitting at the fence watching their kid play baseball when I was umpiring. Dude got smart and said for me to take her. We all laughed and I started thinking and stroking to the thoughts of her. 2 weekends later, she is at the games without him and she handed me her phone number as I was leaving for the day. Got to jerk to boudoir photos she sent for a few weeks when she then decided to meet at a state park where she blew me and fucked me out on a picnic table that was out of the way, still stroke that that woman.

Things that didn't happen for $300, Ken

 

[discjockey74]

 

[JackOfDiamonds]

My friend's daughter started an OF page, I had to join and see.

 

[bobb_sledd]

My friend's daughter started an OF page, I had to join and see.

Care to share in PM?

 

[goodMoaning69]

My ex and a best friend in school