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

[Breastobsessed84]

That one boss who was happily married with kids. I still masturbate thinking about him sometimes.

I'm sensing a pattern lol

 

[Bobm269]

I never minded that. Have to be open with them.

I agree with you, I have am the same way because it is natural and I wanted them to feel safe and no shame around what they felt or desired!

 

[saintcero]

Besides the Dom Top that I wrote about earlier in this thread I also beat off to two other males. The first one is an old boss that invited me to his room while we were on a business trip. I gave him a polite no but have come to regret that decision.

The second is my wife’s lover. He enters my fantasy life either by fucking my wife or by me servicing him. My wife is lousy at sucking cock so I know I could blow him better than she could. I bet I could fuck him better too.

 

[MissyDaddyGirl]

I can relate to that too. I have two very cute step daughters that have grown into adulthood quite nicely.

Aww! Thank you

 

[Diann_Mom]

Aww! Thank you

Hi Melissa!

 

[MissyDaddyGirl]

Hi mom

 

[SusanHoward]

Why shouldn’t I?

 

[metrifonate]

Hildegard of Bingen

 

[goodsonformom]

My mom - duh!

Mmmmmm....

 

[1960curious]

Just did, thinking about a family friend!
She is 32 and so fucking hot!

 

[Jerrieager]

Both a friend and his wife

 

[KatieKulka32]

Ex boyfriend

 

[base10]

An ex I know I should ever try to get with again. But she popped into my head the other day thinking about some angry sex

 

[JMJ4Play]

Ex-father in law. A lot

Loke


A lot.

 

[Derrick0840]

A cousin of mine when we were younger which led to chatting and sexting over the years. Two different ex’s and my ex wife with another man. Recently, my niece…hard to admit, but it has happened.

 

[OtherwisePrint6210]

Both a friend and his wife

I’d love to hear more….

 

[boxmaker]

An elderly female neighbour..

 

[Justaguy6022]

Married neighbor down the street. Don't even know her name

 

[Spongo]

Wife’s friend. We live close to town and she had been out with friends and was looking for somewhere to crash. My wife was away visiting family but I said was ok. She had a lot to drink and we stayed up chatting and drinking more. Got chatting about sex and before I knew it I was touching myself while she watched. She was very suggestive and stripped down to underwear. We didn’t have sex, cuddled and chatted.

 

[mephy1976]

Wife’s friend. We live close to town and she had been out with friends and was looking for somewhere to crash. My wife was away visiting family but I said was ok. She had a lot to drink and we stayed up chatting and drinking more. Got chatting about sex and before I knew it I was touching myself while she watched. She was very suggestive and stripped down to underwear. We didn’t have sex, cuddled and chatted.

hope she didn't tell your wife

 

[Spongo]

hope she didn't tell your wife

She didnt

 

[WeWeeOui]

An elderly female neighbour..

I've been lucky enough to turn that experience into actually having sex. She was 72 at the time and I was 62. I mowed her lawn and did odd jobs around her house on ocassion and we'd sit and have coffee afterwards. It was a spontaneous moment brought on by a hot day, few drinks and talking about our pasts. Ended up she hadn't had sex in 20 plus years. Said she loved the feel of a man inside her but she was dried up and those days were gone. Told her, I'd be happy to accomodate her and had lubricant at home and after a bit of deliberation, I got it and we ended up with her on the couch and me kneeling on the floor between her legs. She enjoyed it, but paid the price afterwards with a sore vagina. At that time I didn't realize older women's vaginal walls get thin, sore and could rupture if not careful during intercourse. Luckily I'm not big, so the latter
didn't happen. She's 75 now and we've done it a few times since, but always with a lot of lube and slowly.

 

[discjockey74]

Many that I shouldn’t!!!

 

[vandelayatx]

I used to masturbate to my nice regularly. Damn that was good

Same here

 

[OtherwisePrint6210]

I used to masturbate to my nice regularly. Damn that was good

Why did you stop?