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

[somber777]

Some…

One of my my neighbors, my kid’s coach, my grandfather (he has passed), my boss,

My Dr,

Oh boy... new Bobm269 fantasy unlocked, but this brings up a sensitive question. My mom passed quite a few years ago, and my thoughts of her went with her. I'm not sure if it's because of when I think of her it's difficult to get past the grief of loss, or if missing the "this could still happen" aspect of the fantasy was a stronger than I understood, and after that possibility was gone it lost some of its pull...

I realize that not all my fantasies are related to reality, I've fantasized about characters that don't even exist IRL, but I expect that it is a strong component for some of the ones I've had about people I knew well and/or cared about deeply

 

[kinkycockney]

My mom I have masturbated over her and thinking of her, from a young man to an older man, not so much these days but as a young man wow

 

[frosty3610]

Two of my cousins many times and still think about them when I stroke

 

[knowhergne]

I'd say my friends wife, but I got the weirdest vibe one night that they wanted me to fuck her. She was extremely flirty and there was a bag with new lingerie on the counter in the guest bathroom. It was after I hooked up with one of her friends too

 

[Bobm269]

I'd say my friends wife, but I got the weirdest vibe one night that they wanted me to fuck her. She was extremely flirty and there was a bag with new lingerie on the counter in the guest bathroom. It was after I hooked up with one of her friends too

What did you do with that feeling? Was it a “weird” vibe, or just a feeling you weren’t expecting?
If you are comfortable with it, I would suggest exploring it and being open.

 

[knowhergne]

knowhergne said:
I'd say my friends wife, but I got the weirdest vibe one night that they wanted me to fuck her. She was extremely flirty and there was a bag with new lingerie on the counter in the guest bathroom. It was after I hooked up with one of her friends too


She's never been my type tbh, don't get me wrong, lovely girl, but I did consider it after I left and then pulled up some facebook pics and thought about how fucking her would actually be. In hindsight it probably would have been hot just because I got the vibe she was really into it and I've heard through the grapevine I have a much bigger dick

 

[KentBloke63]

My ex wife’s bff.. I actually thought we were heading towards a 3sum one evening, lots of flirting between all three, then my wife sobered up enough to call her a taxi.. never to happen, alas

 

[knowhergne]

My ex wife’s bff.. I actually thought we were heading towards a 3sum one evening, lots of flirting between all three, then my wife sobered up enough to call her a taxi.. never to happen, alas

That suckss!!!!!! Did you all ever talk about it or just sweep it under the rug?

 

[KentBloke63]

My ex wife’s bff.. I actually thought we were heading towards a 3sum one evening, lots of flirting between all three, then my wife sobered up enough to call her a taxi.. never to happen,

That suckss!!!!!! Did you all ever talk about it or just sweep it under the rug?

bit of both.. mentioned, but never in a positive way.

 

[Oshkosh60]

My current partner and I have been together for five years.......... he daughter was dating a guy about 25 who seemed a bit bisexual to me...... could never have done anything with him but I would sometimes stroke and think about him.

 

[GoodTimesOnly87]

My current partner and I have been together for five years.......... he daughter was dating a guy about 25 who seemed a bit bisexual to me...... could never have done anything with him but I would sometimes stroke and think about him.

Love this. Lots of hot ways to take that fantasy.

 

[GoodTimesOnly87]

My FIL. I shared a hotel room with him ages ago when me and the wife were still dating, and I caught a glimpse. Been a naughty fantasy ever since.

 

[daytr1pper]

So, who have you masturbated to, but you would never admit that you did? Could be someone famous or a real person in your life that you would be embarrassed to admit to?

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

 

[vandelayatx]

Some…

One of my my neighbors, my kid’s coach, my grandfather (he has passed), my boss,

My Dr,

I used to jerk off to grandmother

 

[vandelayatx]

My wife's best friend.

Same

 

[AlexAtNight]

I had wet dreams a couple times about my sister

 

[vandelayatx]

I had wet dreams a couple times about my sister

Love it

 

[fertilepeach]

Silly moralistic question, but

- ex’s younger brother
- my boss
- father-in-law
- father-of-father-in-law
- best friend’s husband
- best friend of best friend’s husband
- best friend’s younger brother

And phone operators, and work regulars, and…who the fuck else

 

[vandelayatx]

Silly moralistic question, but

- ex’s younger brother
- my boss
- father-in-law
- father-of-father-in-law
- best friend’s husband
- best friend of best friend’s husband
- best friend’s younger brother

And phone operators, and work regulars, and…who the fuck else

Good list

 

[AlexAtNight]

Silly moralistic question, but

- ex’s younger brother
- my boss
- father-in-law
- father-of-father-in-law
- best friend’s husband
- best friend of best friend’s husband
- best friend’s younger brother

And phone operators, and work regulars, and…who the fuck else

I love your answers

 

[GreenManRising]

Silly moralistic question, but

- ex’s younger brother
- my boss
- father-in-law
- father-of-father-in-law
- best friend’s husband
- best friend of best friend’s husband
- best friend’s younger brother

And phone operators, and work regulars, and…who the fuck else

Fuck! You must have been so sore!

 

[GuaMan085]

I had a really hot Latina aunt growing up. I would go over to her place during the summer and she would often be dress very revealing.

 

[Pantylvr8810]

I masturbated last night thinking of my mother in law.

 

[vandelayatx]

I masturbated last night thinking of my mother in law.

Love this

 

[desire30]

My father in Law and his brother