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

[Oshkosh60]

The thirty year old daughter of my girlfriend who lives with us and wears skin tight yoga pants. This morning she is showing her very prominent cameltoe again...... and I will need to get a bit of relief this afternoon.

 

[bumpinthenight2022]

You have no idea.

You're so damn lucky. My wife would have a mental breakdown if she knew I JO to thoughts of her (legal but still a teenager) daughter (or that I rub my cum into her clean panties and put them back in her dresser, and I know for a fact she's wearing a "marked" one right now).

 

[Oshkosh60]

I have zero idea how guys spunk in panties and put them back in the person's drawer .... not expecting for it to be noticed and potentially getting caught red handed (or red dicked) . Has anyone been caught doing this..... or is that the point. they want to be caught. ?

 

[bumpinthenight2022]

I have zero idea how guys spunk in panties and put them back in the person's drawer .... not expecting for it to be noticed and potentially getting caught red handed (or red dicked) . Has anyone been caught doing this..... or is that the point. they want to be caught. ?

In a sense "getting caught" is the point. But moreso as a interest check. If she's wearing them, it says to me that she's (1) kinky, which is great and (2) wants my cum. That's what I want to know.

Now, even though she was very intentional in letting me see what panties she was wearing, she never came outright and said "I want to fuck," so I'm like. 90% there but still waiting/looking for a more direct indication. Like, verbal, intentional consent.

 

[discjockey74]

Long list here.

 

[graysilver]

Over my lifetime - too many to count and remember from co-workers, teachers, friends, someone I met on a plane (flight attendants), and sexting friends. Most forbidden - my elegant, sexy MIL and an unmarried sexy, attractive neice.

 

[dz2681]

My sister-in-law. Her big tits are a major distraction.

Does she joy teasing your with them?

 

[Shyguywithsecrets]

My two sisters, both are busy and have a nice ass.

 

[lovelola]

My best friend's ex.

My best friend and I were on a facetime, and she was telling me about having sex with her current ex-boyfriend. I really wasn't a fan of him or any of here exes, but I was used to her giving me details of her sex life. Whilst on the call she was complementing him on his penis size and how she looks forward to the next time they see each. She then sends me a video he took for her after coming back from the gym. The video seemed normal as he was shirt less and wearing lose grey sweatpants...until mid-video he reached for his now erect dick and starts stroking himself and moaning. She managed to catch my reaction as this was my first time ever seeing a man's erection...and he was big...like his tip was right past his belly button.
So, whenever I would feel horny and need something to stimulate me, I'd play the video. (I've deleted the video after a year now)

 

[liqueur]

My father in Law and his brother

At the same time, I ass ume

 

[sea7688]

Sister in law and daughters friend

 

[MrMannson]

Sister in law and daughters friend

I’m with you as far as daughter’s friends. My daughter has a couple naughty ones that are very high on my stroke off list, if you know what I mean. Saw one the other day and she wore a top that left little to the imagination and I kept getting distracted by her tits meanwhile she’s smiling at me because I’ve known her so long!

 

[JessiQueVix]

i would say a weird name, thats Pablo Escobar

 

[Bitanianz]

I’m with you as far as daughter’s friends. My daughter has a couple naughty ones that are very high on my stroke off list, if you know what I mean. Saw one the other day and she wore a top that left little to the imagination and I kept getting distracted by her tits meanwhile she’s smiling at me because I’ve known her so long!

Hope you came a lot

 

[Jcam1980s]

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

 

[SteveXR]

Can’t believe I’m going to admit this but my mother in law.
She’s always a little naughty for someone in their 80’s but one time she was a little inebriated and was teasing me in front of her daughter and actually grabbed my cock over my jeans. I blushed and removed myself from the situation but since then I’ve jacked off to certain scenarios

 

[MrMannson]

Hope you came a lot

Yeah, many times. Had a backyard barbecue once and the one friend stopped by with a tank top and short shorts on. I went inside to grab drinks for everyone and peeked out from the dining room and could see her there, perfectly timed when she bent over the table. My pants were down instantly, I came hard, then went back outside. I handed her a pop and she said “Oh thank you sir.” And winked at me. Damn.

 

[jcED8723]

I jerk off often to my sister in law. She is not as hot as my wife but there is definitely something about her. I bet she is naughty one. I wish she knew she makes my cock hard.

 

[jays78]

I jerk off often to my sister in law. She is not as hot as my wife but there is definitely something about her. I bet she is naughty one. I wish she knew she makes my cock hard.

My sister in law is a bitch, but she makes me super horny.

 

[Skippertyrell]

My neighbours girlfriend, and another neighbours daughter, and when younger, my auntie using her panties and getting caught

 

[rewinding]

A neighours daughter....She is soo hot.

 

[liqueur]

my auntie using her panties and getting caught

That requires more detail. Like who caught you, what happened next, etc.

 

[Oshkosh60]

That requires more detail. Like who caught you, what happened next, etc.

Stroking, wearing or sniffing ?

 

[Skippertyrell]

That requires more detail. Like who caught you, what happened next, etc.

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.

 

[echoesall]

My father in law. He's such a kind man and a great dad