What's the biggest sexual related risk you've ever taken?

Before I got married, my then bf, now hubby, would spend the night in our den, I'd sneak out of my room at night and we'd have sex.

Blowjobs in parking lots, mostly day time. Sex in my office with the fear my husband or an employee would come in at any moment.
 
I have had numerous, but this one sticks out. I was away on business and had exchanged a few e-mails with a girl I found on-line in the town that I was visiting. We eventually made plans to meet up at a bar that night. Well, I ran into some of guys I had been working with that day and although we did eventually end up at that bar, I never saw the girl I was supposed to meet. When I got back to my hotel, there was an e -mail saying that she did not make it. So after exchanging a few e-mails, she invites me over. It's about 12:30 in the morning, and I am drunk, so of course I decide to go. Come to find out, she lives in a double-wide in a trailer park. So I show up, she let's me in and we head straight to the bed. She never turns a light on. We fuck for hours and I leave. We exchanged e-mail for a while, but it was a small town and I was never going back so we ended up just stopping talking and that was it. To this day I am thankful that I did not get jumped or killed.
 
In the early 80' s I went to a adult bookstore and sucked and was fucked by multiple cocks, more than once. This was jsut as Aids hit. So lucky I did not get it.
 
Not allways on top of things

Not long after dark, in a fairly crowded park and just off the path for privacy, a gf and myself found ourselves standing on a tree branch, her back to the trunk.

Everything was great, but as we were reaching that pointof no return my foot slipped, we fell and landed with her on top in the shallow water ten feet below.

That girl was a bloody angel, she made sure one, that I could breathe, two that I was still inside and then finished us off by riding me into the shivering cold night.

First and last time ever up a tree though.
 
Amen

In the early 80' s I went to a adult bookstore and sucked and was fucked by multiple cocks, more than once. This was jsut as Aids hit. So lucky I did not get it.

Glad to hear! Dodged multiple bullets myself in this regard.
 
Needle in ball

I have pushed a needle into one of my balls. It was totally mind blowing at the time. The only pain came when sperm filled testicle and I felt sharp pains from my injury that could only be relieved by shooting off. Over the next couple of weeks I had to masturbate three or four times a day.
 
I have pushed a needle into one of my balls. It was totally mind blowing at the time. The only pain came when sperm filled testicle and I felt sharp pains from my injury that could only be relieved by shooting off. Over the next couple of weeks I had to masturbate three or four times a day.

Um...ouch.
 
I have pushed a needle into one of my balls. It was totally mind blowing at the time. The only pain came when sperm filled testicle and I felt sharp pains from my injury that could only be relieved by shooting off. Over the next couple of weeks I had to masturbate three or four times a day.

After to going to more than a few needle play workshops I know they normally advise against playing to that level. Frankly I did not care too much as I was not planning to putting needles into men more so women, but what are the risks associated with that?

Why would you take such risks in your case? I know that there was an event near me where someone I know cut open the sack and removed both testicles and put them back after, but I am trying to figure out the appeal?
 
To talk kinkyidea with my wife'e so as to hear her bewildering suggestion
 
Sex In a laundromat that was hot. My wife's friend joked that we should via text next thing i know she drops her pants and we fuck.....
 
I have pushed a needle into one of my balls. It was totally mind blowing at the time. The only pain came when sperm filled testicle and I felt sharp pains from my injury that could only be relieved by shooting off. Over the next couple of weeks I had to masturbate three or four times a day.

If I haven't said it once....I've said it a thousand times....

EVERYONE has a fetish.. WOW. I'll admit it...that is way over the top for me..
 
Not long after dark, in a fairly crowded park and just off the path for privacy, a gf and myself found ourselves standing on a tree branch, her back to the trunk.

Everything was great, but as we were reaching that pointof no return my foot slipped, we fell and landed with her on top in the shallow water ten feet below.

That girl was a bloody angel, she made sure one, that I could breathe, two that I was still inside and then finished us off by riding me into the shivering cold night.

First and last time ever up a tree though.

Now that is a true Arborist !! Love it :)
 
sex in the park.
meeting a guy online and going to his house for sex (18 not the smartest)
get fucked right outside a bar after just talk to the guy
fucking a guy in a car after just meeting him in a bar
giving a blow job to my best friends husband (she didnt give head and well she was sleeping)
fucking my brothers best friend
having my hot neighbor sneak into my bedroom window so we could fuck

oh I think I will stop there, it just gets worse.
 
Working in a club gets you lots of "perks." Once I went home with a regular that i had been tossing attitude back and forth with. We had wild exhaustive sex for a couple of hours. I actually had to pin her against the head board to finish. Lol. The risk was two fold. 1) the condom disappeared at some point during. And B) she had a boyfriend she failed to tell anyone about. Dodged both hazards that night somehow.
 
hmmmm

sex in the park.
meeting a guy online and going to his house for sex (18 not the smartest)
get fucked right outside a bar after just talk to the guy
fucking a guy in a car after just meeting him in a bar
giving a blow job to my best friends husband (she didnt give head and well she was sleeping)
fucking my brothers best friend
having my hot neighbor sneak into my bedroom window so we could fuck

oh I think I will stop there, it just gets worse.

"Worse" or "better"?
 
I fingered myself in a dressing room at the mall once before but otherwise nothing really crazy
 
I don't know if this counts but...

I was 22 and in a porn shop with my room mate. I'm, of course, over in the s&m section and this little guy comes up to me shaking change in his hand. He asks me if he can join me. I tell him no thanks. He then asks me, "suck my cock for 50 bucks?" then nods toward one of the movie booths.

I smile and tell him, "sure". We go to the booth. I get down on my knees in front of him. I undo his jeans and pull them down. I smile up at him then kiss his stomach a couple of times, flick my tongue further down, closer to his cock. Then I tell him that he has to pay me now because i don't want him to stiff me. He happily hands me the money. I start kissing closer to his cock and as i'm doing this I slowly pull his belt tight around his ankles. I stand up and run out. I hear him hitting the ground with a thud and yelling behind me.

I grab my friend and tell him we had to leave now and he runs out with me. We jumped in the car and took off. My half of the power bill? Paid! :D

I know...I know...I'm a shameless swindler and I owe the poor dude a blow job. :rolleyes:
 
sex in the park.
meeting a guy online and going to his house for sex (18 not the smartest)
get fucked right outside a bar after just talk to the guy
fucking a guy in a car after just meeting him in a bar
giving a blow job to my best friends husband (she didnt give head and well she was sleeping)
fucking my brothers best friend
having my hot neighbor sneak into my bedroom window so we could fuck

oh I think I will stop there, it just gets worse.
I think I want to meet you! lol
 
I don't know if this counts but...

I was 22 and in a porn shop with my room mate. I'm, of course, over in the s&m section and this little guy comes up to me shaking change in his hand. He asks me if he can join me. I tell him no thanks. He then asks me, "suck my cock for 50 bucks?" then nods toward one of the movie booths.

I smile and tell him, "sure". We go to the booth. I get down on my knees in front of him. I undo his jeans and pull them down. I smile up at him then kiss his stomach a couple of times, flick my tongue further down, closer to his cock. Then I tell him that he has to pay me now because i don't want him to stiff me. He happily hands me the money. I start kissing closer to his cock and as i'm doing this I slowly pull his belt tight around his ankles. I stand up and run out. I hear him hitting the ground with a thud and yelling behind me.

I grab my friend and tell him we had to leave now and he runs out with me. We jumped in the car and took off. My half of the power bill? Paid! :D

I know...I know...I'm a shameless swindler and I owe the poor dude a blow job. :rolleyes:

I'd have to agree but not for an obvious reason...
Dude! You knelt down on a booth floor???? Did you burn those pants I hope???

On a side note ...Kiefer! (Sutherland)
 
In the 70's I went to an outdoor concert. You could get stoned just breathing as Blue Oyster Cult played on stage. A drunk or stoned girl stood in front of me and when I looked at her she pulled her top open flashing her tits as she danced. I started dancing with her and took her top off the rest of the way so she was topless. As soon as I started grabbing her tits she unzipped my jeans and pulled them down. We are in a crowd of people and she is jerking me off...
We ended up having unprotected sex on a blanket in front of everyone .
 
Working in a club gets you lots of "perks." Once I went home with a regular that i had been tossing attitude back and forth with. We had wild exhaustive sex for a couple of hours. I actually had to pin her against the head board to finish. Lol. The risk was two fold. 1) the condom disappeared at some point during. And B) she had a boyfriend she failed to tell anyone about. Dodged both hazards that night somehow.

I can relate to both of those risks, although they did not occur in the same incident.

One night the wife and I were at our favorite swing club. We met a couple and swapped in the back room. The other wife was incredibly talented, and was able to coax me to ejaculation before her husband finished with my wife. So she's sitting on my lap continuing to ride me as my spent cock is deflating insider her pussy. She keeps rocking, but I'm getting softer. Just before I'm ready to slip out of her, she manages to get just enough friction to reverse the process. She rides my semi-erect cock until she gets close to orgasm, but she can't get past the threshold. I suggested that we change positions, so she climbs off me, reaches between her legs, pulls the condom out of her pussy, and flings it to the floor. "Lose something?" she angrily growls in my direction. At this point I feel like shit because she wants more and I can't deliver, and going bareback violates one of the sacred rules of swinging. Well, her husband continues to plow my wife, and she leans over and starts playing with my wife's tits. After about 5 or 10 minutes she shakes her ass in my direction and reaches for my cock. By that point I had recovered enough that I was able to get another hard on. She tells me to get behind her and fuck her, but I decline because I don't have any more condoms. She rolls her eyes and tells me she doesn't care--she pulls my cock toward her, so I have no choice but to follow. Her husband finished up right around the time that I was entering her. I pounded her for about 15 or 20 minutes, eventually pulling out and splashing my load on her back.
 
Back
Top