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

There was a woman who constantly hit on me and threw herself at me. I was always a gentleman and honorably declined. I often fantasize about the could have beens and should have beens.
My man, my most recent decline was a former coworker leaving me a drunk horny voicemail at 3 am. I checked her fb to find she'd broke up with her bf of many years the day before. I had no idea she was interested, but it's sure not mutual.
Why'd you decline? Married?
 
There was a woman who constantly hit on me and threw herself at me. I was always a gentleman and honorably declined. I often fantasize about the could have beens and should have beens.
I had a coworker who demo’d some situps where her legs were up the wall and her ass was up off the ground. Her dress slid down to her belly exposing her full black bush…I dont think she realized it because her eyes were closed. If she let it go another five seconds she’d have had my face in her twat
 
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 :)
A couple of cousins. Female best friend from HS,my sister.. a niece
 
Friends nineteen y/o daughter. Long legged and round small breasts. She also loved sexy footwear.

Secondly, and not a perfect fit for this thread, but Star Trek: The Next Generation's Geordi La Forge. I went through a long period where I was so hot for him.
 
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I have a good client who I would love to take to my boudoir, she could even bring her husband, I have fantasized about both her and her husband (in a threesome) many times... she has the most amazing perfume, it makes me wet every time I smell her.
 
when my sister in law has stayed over with my wife and i, if they leave the house to go shopping or something i’ll use her bra/panties to jerk off with 😏 feels sooo good, just have to make sure not to cum on anything and put it all back like i found it lol
 
when my sister in law has stayed over with my wife and i, if they leave the house to go shopping or something i’ll use her bra/panties to jerk off with 😏 feels sooo good, just have to make sure not to cum on anything and put it all back like i found it lol
It’s hotter when you do cum in her panties and then think about her wearing them when you play again later
 
An ex co-worker. She wasn't what you'd call exceptionally beautiful, just your average mum type, but she got me hot every time I saw/spoke to her.
Also, not sure if this counts, but I've also masturbated to photos and videos of myself masturbating. Guess I'm just a total narcissist 😆
 
when my sister in law has stayed over with my wife and i, if they leave the house to go shopping or something i’ll use her bra/panties to jerk off with 😏 feels sooo good, just have to make sure not to cum on anything and put it all back like i found it lol
Been there...done that......several times....lol
I use the laundry basket of things to be washed......very fragrant and no need to be worried about cum stains and putting things back as I found them....
 
Been there...done that......several times....lol
I use the laundry basket of things to be washed......very fragrant and no need to be worried about cum stains and putting things back as I found them....
It’s tricky! Lol if she’s just here for a couple days she doesn’t always wash with our stuff, i’ll keep my mind open next time though!
 
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