What’s the riskiest thing you have ever done sexually...

What’s the riskiest thing you have ever done sexually? I have anally masturbated outside and touched my sleeping mothers pussy. Beat that

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I have also fucked my sleeping girlfriend after giving her sleeping pills and fucked a guy whilst being in a relationship with my gf (fag I know but I love anal)

Don’t let this die I’m curios

Tied myself up and jerked off outside my sister's room dressed in girl clothes smelling her socks

back when i was a rebellious teen, my then girlfriend would give me the password of the gate of the sailboat parking.

her dad had a sailboat and would sleep on it. she would sleep there too. i'd sneak onto the ship at 2am, fuck her, wake up at 5am and sneak out. good times.

>buds birthday
>get hotel room
>invite bud and his wife to crash at room
>get piss drunk
>return from bars
>bud passes out in bathroom
>his wife pass out on my bed
>fuck buds wife
>creampie buds wife
>place hidden cam in bathroom
>wait for her morning shower
>watch at buds wife catches and cups my cum as it seeps out of her
>watch her try and piece the night back together as she realizes her man was out cold in the bathroom.

I’ve masturbated whilst in a room hiding from people. It was the horniest thing I’ve ever experienced

I got naked in front of a girl once. I was too scared to boner up t-tho

Ok virgin .. ..

Ok bud

My buddy had sex with a girl on one of those quarter stationary ride machines. In an arcade. Midway through a little black kid walked up and was watching them. They didn't stop

Sorry for making up such a foolish story

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Had sex with a girl next to a main road going into the city as the sun was coming up with cars driving past beeping at us, right outside her boyfriend's flat.

Also fucked a 15 year old in her school uniform when I was like 21, whilst I was AT WORK... I closed up the place early specifically for it.

Its hard to define risky. Like...getting caught risky? Arrested risky? Death risky?

I have been stark naked in a bar and was toyed with by at least 7 to 8 guys at one time that night. Was on my knees at one point going from dick to dick sucking

I've walked naked down the street and been caught by cars

Just to name a few

i learned to control my urges and became a respectable member of society.

> Be 19 and very femme looking boy
> Once a week I meet up with "Auntie" a woman twice my age who's actually my milf dom who lays out girly clothes for me to wear before our adventure.
> Today she has me wearing a knee-length flower dress and plain white underwear and a floral barrette.
> We go tea and then to Victoria's Secret
> Pretend she's helping me buy lingerie for a date
> Pick red and lacy bra and panties matching set that should fit me just right
> "Let's try this on user."
> Go to changing room
> I try it on
> She jumps on me
> Have unprotected PinV in the changing room
> Have to be totally quiet while I nut so hard I can't see straight for five minutes after

After that she would lay those out for me to change into about every other week, and when she did I knew she would want me to fuck her as soon as we got back from whatever adventure we went on.

Eventually I'd get her pregnant while wearing that bra and with those panties on one foot.

Fucked a female dog outside. Was winter, - 40'C

> touched my sleeping mothers pussy

she knows.

I once had sex in the missionary position for the sole purpose of procreation

You sick son of a bitch!

self bondage and almost got stuck. I was panicking and finally got free in a few hours

Kek

Disgusting..

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While the Nextdoor MILF was giving me head I blurted out

>you suck dick better than your daughter