Riskiest Jerk Off

iamjustme65

Loved Member
Joined
May 4, 2020
Posts
318
Media
0
Likes
648
Points
138
Gender
Male
The craziest place for me was in my office at a previous business.
I had a large desk that was solid in the front an side. It was casual Friday in the middle of the summer.
I was wearing a pair of loose cargo shorts. I was horny about something, don't remember but I knew I could fairly easily reach my cock through the leg opening. So what I would call "stupid horny" I situated my weight and pulled up my right shorts up and exposed my cock. I ended up jerking it off and sure enough got cum on my legs having nothing to wipe it off with. So I wiped it up with one of my socks.
I never did it again. If I would have got caught... Jesus... I would have forever been that guy.
 

HorseHung40's

Worshipped Member
Joined
Aug 24, 2008
Posts
3,094
Media
0
Likes
21,645
Points
518
Location
Holland (Michigan, United States)
Sexuality
60% Gay, 40% Straight
Gender
Male
Riskiest places....

Let's see.....

Here they are in no particular order:
1.) Just inside East Germany during the cold war -- Had I been caught, they would have dragged me off to a jail;
2.) In a coffin at a funeral home;
3.) Sex with the widow of the deceased at her husband's visitation at said funeral home;
4.) In an broom closet in the US Capitol in Washington, DC;
5.) Sex in the bushes at Windsor Great Park, when the royal family was in residence - maybe the queen mother and princess Margaret watched, giving both of them wet panties;
6.) Sex beside the Berlin wall on the western side -- I gave the East German border guards quite a show, and, counted 21 of them watching and photographing me;
7.) Sex with a vain and very handsome Brazilian head of state, while his wife was due back shortly;
8.) Sex on the set of a popular soap opera, after filming had wrapped for the day;
9.) Sex on the roof of a Chicago building at night by strobe light, hoping that a satellite, aliens or the space shuttle would immortalize it on film;
10.) Sex in a first class "suite" on an Emirates flight with a very handsome male member of Dubai's royal family.

For me, it was always more about daring locations than it was about kinkiness, although I have tried a fair number of things. Oh well, that is another posting.
 

nakedguy77

Loved Member
Verified
Gold
Joined
May 7, 2020
Posts
219
Media
51
Likes
626
Points
238
Location
Brooklyn (New York, United States)
Verification
View
Sexuality
100% Straight, 0% Gay
Gender
Male
For me the riskiest place I ever masturbated with me and my wife went out for our anniversary to the lake we were fishing out there and my wife turn to me as if you wanted to watch me come all over my chest and I love my wife so I was glad to give her the show that she requested
 

paulista_user

Expert Member
Joined
Nov 15, 2019
Posts
121
Media
0
Likes
189
Points
63
Location
São Paulo (Brazil)
Sexuality
100% Gay, 0% Straight
Gender
Male
Riskiest places....

Let's see.....

Here they are in no particular order:
1.) Just inside East Germany during the cold war -- Had I been caught, they would have dragged me off to a jail;
2.) In a coffin at a funeral home;
3.) Sex with the widow of the deceased at her husband's visitation at said funeral home;
4.) In an broom closet in the US Capitol in Washington, DC;
5.) Sex in the bushes at Windsor Great Park, when the royal family was in residence - maybe the queen mother and princess Margaret watched, giving both of them wet panties;
6.) Sex beside the Berlin wall on the western side -- I gave the East German border guards quite a show, and, counted 21 of them watching and photographing me;
7.) Sex with a vain and very handsome Brazilian head of state, while his wife was due back shortly;
8.) Sex on the set of a popular soap opera, after filming had wrapped for the day;
9.) Sex on the roof of a Chicago building at night by strobe light, hoping that a satellite, aliens or the space shuttle would immortalize it on film;
10.) Sex in a first class "suite" on an Emirates flight with a very handsome male member of Dubai's royal family.

For me, it was always more about daring locations than it was about kinkiness, although I have tried a fair number of things. Oh well, that is another posting.

Hot your stories
 

tenn77

Legendary Member
Joined
Apr 6, 2012
Posts
199
Media
3
Likes
1,435
Points
363
Location
Tennessee (United States)
Sexuality
80% Straight, 20% Gay
Gender
Male
That is easy for me. When dating my gf and I were going with her parents out to eat. We were in the back seat and she pulled my cock out and jerked me off. Fortunately her parents had the bench seat in the front which helped but I sure sprayed the back of it good.
 
7

7815281

Guest
An empty movie auditorium with my best friends. And it was an older theater where you enter from the back and walk down the aisle to whatever seat you want. Had anyone walked in during the movie, we would have been busted (pun intended).
 
  • Like
Reactions: diver6