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

[Italianstud59]

My 19 yo stepdaughter. She's a massive tease, even sends me photos from the changing rooms when she's clothes shopping, asking my "opinion" on thing from bikinis to tight dresses and tops.

Yours too????lol

 

[Never2late4funxxx]

My 19 yo stepdaughter. She's a massive tease, even sends me photos from the changing rooms when she's clothes shopping, asking my "opinion" on thing from bikinis to tight dresses and tops.

I have sexy stepdaughter too, but definitely wouldn’t have ever crossed that line at any point, no matter how much teasing. as it would have been my free fall from sanity.

 

[cdstefi]

Sister in law a few times. She's nothing special to look at but just has that aura of being standard church-going soccer mom in public and a proper filthy slut in the bedroom. Once when she was dating between marriages with varying success, she was on the phone with my wife and I, a little drunk, and the conversation got onto cocks, and she outright asked if I'd send her a pic of mine. We laughed about it and I didn't, but the thought of being asked got me off hard several times later on.

Years ago, I used to be one of the keyholders at my job, and when I was last out and in charge of locking up, I'd sometimes strip naked and masturbate in the office chair a hot coworker used. It was a strong erotic charge knowing she'd be back sitting where I'd been wanking myself off in just a few hours.

 

[sea7688]

sister in law

 

[Italianstud59]

sister in law

me too lol

 

[sea7688]

me too lol

is yours sexy mine is pretty good looking

 

[michael00kk]

Omg... it's such a long list.

 

[Italianstud59]

is yours sexy mine is pretty good looking

hell yes. hot little Mexican

 

[sea7688]

hell yes. hot little Mexican

nice. its hot cuming to her ;pictures

 

[Italianstud59]

Yes it is

 

[jxp617]

One of my wife's friends. We were close to kissing one time - I think one more drink by one of us and it would've happened. Always felt / feel tension.

 

[kLangleybi]

Mother in law. Sister in law. My dermatologist. 3 cousins. Niece in law. At least a dozen co-workers. Many wife's friends, and their daughters. It's a LONG list, lots of cum spilled!

What a wanker

 

[lil_jenni]

My FIL, but maybe not how one would expect. I don't fantasize about him being with me.

I have a sometimes FWB, Misty. Despite being mainly attracted to women, she's remarked before that she thinks my FIL is hot for an older guy. And I've seen how he looks at her the few times they have met. So, I imagine him going to the strip club where she works and getting a raunchy lap dance that they then continue somewhere private.

 

[kc_sweetNsour]

My 19 yo stepdaughter. She's a massive tease, even sends me photos from the changing rooms when she's clothes shopping, asking my "opinion" on thing from bikinis to tight dresses and tops.

I wish I had a stepdaddy to send it to

 

[phunkyphresh]

I wish I had a stepdaddy to send it to

bet i'm old enough to be your step daddy.. you can send them to me

 

[kc_sweetNsour]

bet i'm old enough to be your step daddy.. you can send them to me

Oooh daddy don't tempt me

 

[phunkyphresh]

Oooh daddy don't tempt me

maybe you need my credit card to do a little shopping? need some new panties?

 

[Bisnjguy]

My stepson’s girlfriend

 

[Italianstud59]

Oooh daddy don't tempt me

I am tempting you too lol

 

[kc_sweetNsour]

maybe you need my credit card to do a little shopping? need some new panties?

Why waste money on something I don't wear, daddy?

 

[athelticguy04]

I wish I had a stepdaddy to send it to

That would be one lucky step daddy...or maybe brother

 

[phunkyphresh]

Why waste money on something I don't wear, daddy?

stepdaddy could tell, when i look at you in your tight leggings. and when i smell them before i put them in the wash

 

[Jodaily]

Hmmmm, I think I need to plead the fifth.

 

[Vitriolhack]

Many women I work with.

My bosses - I have two of them, both female.

My primary care doc.

My old dentist.

Several of my wife’s friends.

Some of my wife’s customers.

Wow, you must have an active fantasy life!

Love that!

 

[Jodaily]

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?

I've had a couple, but one is a college professor I had for Human Sexuality. I'm a returning student in my mid-50's so there are plenty of inappropriate people. This professor is probably in her late 60's, but has a great body. Petite with a really cute ass. Kinda cute and teaches human sexuality.

Name yours

Great thread.