Where is the most unusual or risky place you’ve masturbated or given/received a handjob or blowjob?

Do you remember if he actually shot his load and was able to act like nothing was happening?
I was going to say that I don't remember, but then I remembered that I was deliberately not looking at him. My eyes were focused on the game so that anyone looking would be less likely to think anything odd was going on. So I don't know if he maintained a poker face or if his head tilted back in ecstacy.
 
MY ex and I had spent the morning hiking in a state park. We worked our way back to the car as the sky darkened. We made it back just as the downpour hit. The parking lot was mostly full, but you could no longer see the next car. One thing led to another and she ended up sucking me right there. Fortunately, I was able to get my pants back up before the rain stopped.
 
I was going to say that I don't remember, but then I remembered that I was deliberately not looking at him. My eyes were focused on the game so that anyone looking would be less likely to think anything odd was going on. So I don't know if he maintained a poker face or if his head tilted back in ecstacy.
Ah, good point about not looking.

For his sake (sort of), I hope he didn't actually cum. Would be a bit uncomfortable sitting in it for the rest of the game.
 
For his sake (sort of), I hope he didn't actually cum. Would be a bit uncomfortable sitting in it for the rest of the game.
Oh, he came. It wasn't in his pants. It was 'out', so he just made a wet spot in the blanket.
 
In the parking lot of a motel in Ocean City Maryland years ago. It was right before we left the car and went in to check in.
 
I met up with a woman at a park and we were talking about sex for awhile. When we were about to depart, saying goodbye got interesting with her passionately kissing me. When it was done, I told her how much she got me going and I was going to have to relieve myself when I got back to the office. She said "why don't you relieve yourself in the car. Maybe I can help." We got in my car and she started stroking me. She stopped and told me she really wanted to put her mouth on me. I said sure. While she was bopping her head up and down, a jogger ran by. He was looking over at me. I have no idea what he could see.
 
Recently I went to a friend’s wedding. I didn’t know anyone there besides the bride and groom and my date. The ceremony was very nice, it took place in a lovely outdoor garden area and it was short and sweet and it wasn’t long before everyone was mingling and chatting, eating and drinking.

Neither my date or myself are particularly outgoing people so we made small talk with those at our table but after a while, I suggested we take a little walk to pass some time.

It was a gorgeous night, cool but not cold and the moon was out providing enough light to walk by. We made our way back to the garden where the ceremony had been and we sat down on a bench swing for a while to relax and take in the evening.

The venue was quite remote so all of the guests were shuttled in and out by bus so no one would have to drive the roads at night. My date and I had each had a couple drinks and we were feeling frisky and we were just waiting for the shuttles to start the trip back into town. “I have an idea for how we can pass the time.” I said to her jokingly.

“Go on then,” she said in reply, “take it out.” Now she is not normally the type to do anything in public and I thought I’d call her bluff. I undid my belt, opened the front of my trousers and pulled them down enough so my bare ass was on the bench swing. “You mean pull this out?” I asked, knowing she would chicken out but it was a fun joke.

To my surprise, she said, “Warn me if anyone is heading our way.” And with that I felt her take me into her mouth. She leaned over her head in my lap and it wasn’t long before she felt me grow hard. As she sucked, I pulled her dress up, exposing her ass and black thong. I started rubbing her pussy with my fingers as she bobbed her head up and down on my cock.

Needing more of her, I moved the thing to the side and sunk two fingers which slipped inside very easily, into her wet pussy and she began moaning as she pleasured by cock.

Being aware that we didn’t have all night, she started sucking me in the way she knows I love taking me deep and her tongue driving me crazy. I pushed her head down and told her she was my good girl. I pulled my two fingers from her wet pussy and licked them clean while face fucking her to climax. She took it all and swallowed and soon after that we boarded the shuttle. As soon as we were back at our room, we finished what we started.
 
In a school maths lesson. A boy and I used to wank each other in the school toilets. We discovered that in a maths lesson we could sit in desks one behind the other against the wall and reach down to play with each other’s cocks without teacher seeing. My friend would sit in front and reach behind. I would sit far forward and unzip. He could reach my erect cock head and stroke me off. We could reverse and I would do him.
 
I used to give blowjobs to my best friend Larry on the roof of his apartment house building when his home wasn't available because of the presence of family members. There was a narrow space between the stairwell enclosure and one of the outer walls. I would kneel down in this space where I kept a board to protect my knees from the roof pebbles and suck his cock. The roof wall was waist high so that although his upper body was visible, I couldn't be seen down on my knees with his cock fucking my throat. He liked to position me between him and the wall with the back of my head against the wall. The building was only four stories high, and he could look down at people walking by and carry on conversations with them while he held onto my head and fucked my throat. He would force his cock down my throat and I couldn't back off because my head was sandwiched between his body and the wall behind me so I had to endure it as best I could. I used to love the way that doing this made me feel. I could have been seen by anyone else on the roof if they looked into this space while I was blowing him but no one ever did.
 
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I met up with a woman at a park and we were talking about sex for awhile. When we were about to depart, saying goodbye got interesting with her passionately kissing me. When it was done, I told her how much she got me going and I was going to have to relieve myself when I got back to the office. She said "why don't you relieve yourself in the car. Maybe I can help." We got in my car and she started stroking me. She stopped and told me she really wanted to put her mouth on me. I said sure. While she was bopping her head up and down, a jogger ran by. He was looking over at me. I have no idea what he could see.
I did have an affair with a woman from work when she was off and on with her boyfriend.

After work had drinkies and she led me to her car. Virtually only car left outside a large shopping complex. Went to backseat probably obvious to anyone observing and gave me an incredible hj as she seated next to me. Came too quickly..just too aroused so she continued stroking to to make it number 2 but unfortunately didn't get there! There were people and cars moving outside occasionally...
 
Probably not too unusual or risky but several times I have masturbated in the garage with the door up later at night. We have a dark screen so no one could see in, if they wanted to but in the darkness with some blues music on and after smoking a joint, I have leaned against my husbands motorcycle totally nude and or sat in one of our garage chairs and brought myself off. Especially exciting when someone or a couple is walking by who has no idea what is going on inside.
 
There was a pizza joint in the college town I lived in. In the summer they would close off the second level. My girlfriend and I went up there and started making out. Pretty soon her shorts were down and I fucked her right there. Downstairs was packed.
 
I hooked up with a college chick years ago that came to where I worked (on campus) and she sucked my cock (she loved the size and taste), then fucked in a back room behind an active lecture hall. We then walked around campus with her in yoga tights, no panties, and a freshly fucked pussy … it makes me hard every time I think about it years later
 
Dunno if I am allowed to write this. When I was in HS I was a ball of hormones. I remember once in a class the teacher asked us all to round over his monitor so he could show us something. I was pressed against this blonde... typical smarty pants type with glasses and a smattering of acne as all teenagers have. I felt her ass press against me and my neurons exploded. As we all leaned over the teacher's desk, a whole classroom full, I palmed her ass and felt her stiffen then relax and push back against my hand. We were like that for a few seconds (which felt like a glorious lifetime back then) before she shimmied to the side. I thought she was leaving, but she took my hand and led me to the outside edge of the throng of students, then switched with me so she was behind me, off to my right and towards the back of the throng... so no one noticed when she took my hand and led it to her opened jeans and down her panties... She held on to me by one shoulder, leaning over my other one so I'm sure it just looked like she was trying to see the teacher's screen. When I couldn't curl my fingers enough, she went onto her tip-toes to give me better access to her steamy core. Hair was still in fashion back then and I remember how good her soft silky curls felt brushing against my palm. I felt her squeeze my shoulder as well as my fingers when she silently came, right there in the middle of class while everyone was trying to see what the teacher was doing. Her little strained gasp in my ear when she did was something that played in my mind for years after.

Even crazier was that I later learned that she had seen me flirting and sneaking off with another girl in class. She later helped me get to number three in that same class. I never dated any of them, but had my way with all three... or maybe they had their way with me? *shrugs*
 
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Not terribly unusual or risky, and this was a long time ago, but here goes. I was it a drive-in, and the girl I was with gave me a blow job. The car was rocking a bit as she bobbed up and down on my cock, so someone could have noticed that. Or if they happened to look at my face as I was thrusting up and groaning, shooting my cum into her mouth. Man, that was a good one, and I still think about it years later.
 
I had a friend pick me up from the police station when I was brought in by a cop I knew who didn't arrest me but because I was very drunk he wouldn't let me go back to get my car and I called a friend of mine. In the police parking lot I thanked him and he told me if I really wanted to thank him that's when he unzipped his pants pulled his cock out and point down at it, so that's what I did I went down on him and sucked his cock right there in the corner of the lot with cops driving in and out!
 
Most risky place that I have Masturbated.....

If anyone knows Assateague Island from the Va side, well, I parked at the north beach, lot 1 and walked about a mile north away from everyone. Now there are signs everywhere that says no nudity as you approach the beach but nothing once you get there and walk for a mile north. I am all alone, I hope, there are signs that people come this far north regularly, and I peel off my swim trunks and shirt, sitting on the golden sand and stroke myself until completion. After cumming on myself, I jump into the water to wash off.

I have also walked a nature trail along the Indian River Inlet in Delaware out to the water's edge and sat on a rock overlooking the Inlet bridge and masturbated openly where anyone could have walked up on me.

Most risky BJ...

I was driving along the NJ Parkway coming up to the tool booth around the Brick or Point Pleasant exit (back when there was toll booth attendants) and a girl I was dating gave me road head and her challenge was to make me cum before I got to the toll booths. Either the attendant was going to see me getting head or I was going to cum and zip up before getting to the booth. I was able to cum before the booth
Wow! I had a peak experience while running north on Assateague beach. All alone, gorgeous day, I got naked, swam, and jacked off to all that beauty.
 
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