This girl and I have had sex on and off since high school (3yrs). In the beggining we would try to think up a kinkier sex act each night, to top the others one from the night before. We have a “safe word” if one of us goes to far, but see the thing is we each put five dollars in each time we spend together, and the first person to use the safe word loses. We both decided in the begining it was just between us and that we wouldn’t make each other do things with other people. Nothing that leaves marks is one little rule we have but we both can endure pain so, we moved on to other things.
—One night I had her perform orally on me in front of the window in her den, so all the neighbors and people driving up and down the road could see.
—Some night after that she made me dress in drag, then tied me up and proceeded to put makeup on me, I went with it. She had me perform orally on her, while still tied up. (she sat on my face) At this point I was really ready to go, but no she gets up and goes to the bathroom, comes back out with a strap-on. She puts it on, while I keep on saying “what do you think your going to do with that?”
She puts it on with this big smile, then goes down on me. She takes me right up to the point where I’m going to explode, then stops. After some debating (she was going to leave me hard and tied to the bed, and we do that stuff to each other if we won’t go through with the others plans) I agree to suck the plastic dick. I do for awhile while she gives me pointers, while she reaches over to play with mine, keeping me hard and ready to explode.
Then she says if I can’t deep throat this plastic cock, she’d have to fuck me in the ass, because I wasn’t a good cock sucker like her. So I tried and started gagging.
So she takes my legs and ties them to the bed posts, (still back down on the bed gaurding my ass) then goes down on me, then takes her finger and starts playing with my bunghole. At first I was like no…no…no… but then she just pushed it in and there wasn’t anything I could do.
So she brings me right up to climax again and says “there is only way I’ll end up letting you come…turn over.” She takes the ropes and ties them to the other bed post, so I’m face first in to the bed she puts a pilow under my stomache, as so my ass is up in the air.
Now this entire time I’m begging her to do something else anything else, but I wanted to win our little bet, plus this thing of pride was involved. I’m the kinkiest, or thats what I kept telling myself.
She starts playin with it, then starts licking it, now I have to admit this did feel good, so she then moves on to lube it, then I screamed, and screamed it hurt so bad. But never once did I use the “safe word” after the initial pain it kinda felt good, I’ve never found guys attractive so I won’t worry about that or anything.
—Oh and once I made her masterbate at the table in a restuarante, some mom and pop kinda place.
—Sex in dressing rooms at the mall.
—An a sortment of sex costumes, one of her choice, that I really found erotic was I pretended to sneak into the house, then rape her. Ya weird but, it was crazy. She did the whole innocent victim thing where she tried to fight back and stuff, I knew where to stop because we have the “safe word”, but she never used it, I remember that one got really rough.
There’s been alot more mostly really weird places and stuff.
