Where it happened: My Bedroom
Langauge: English
Sex: Male
Rating: 10
Category: Straight
I had been dating jessica for roughly a month when we finally had sex. She had had a very, abnormal past, and was not a virgin, I was. I was absolutely crazy about her, thought I loved her and told her so. We had already fingered and given each other oral before, either at my house or her Mom’s house, never getting caught. This day, we had to go with my mom to do some silly errand, I believe looking at roofing supplies for my Grandmother or something. We got back to my house, and made cupcakes, we were always willing to do silly things like that in the kitchen so that my mom would not be suspicious of the time we did spend in my bedroom. We had discussed this day before, and we believed we were ready. She and a girlfriend had bought 6 condoms total, 3 her pleasures, and 3 regular, but she only brought one of each. We began making out and I fingered her, Let me interject by saying that she was an incredibly, incredibly sensitive girl, nibbling on her earlobe would cause her body to convulse and it was incredibly hot. I could get her to cum so hard she would be unable to move afterwards by hitting her g-spot or clit with my hands. When we got to the moment, i asked if she was ready, she said we should start up another session and see what happens, and after i made her cum a few times, she was ready. to give you a sense of my house, it is pretty much a straight shot from my moms room and the garage door to my bedroom, just with a livingroom and kitchen inbetween, but its at an angle, so only a little bit of my room is visible. I would never do anything with the door shut, because you lose the element of surprise when someone is home, but if you have the door open, you can listen to what is going on, and get “decent” before my mom arrived. i laid her down on my floor and it was very awkward at first, we tried to keep our pants on, just around our ankles to allow for easier tidying up if we had to quickly. but we realized that could not work, so he took one ankle off and laid there for missionary at first. I am average sized, aroung 6.5 or so, and she is an incredibly tight girl, so when i first put the first few inches of my dick into her, she winced and i could tell it was hurting her. I slowly went back and forth before i forgot and lost my inhibitions and slid it all the way into her, i thought she was going to cry, it must have hurt like a bitch. i was wearing the her pleasure condom. we had sex like that for a little bit before i wanted to try doggie. that was awkward because it was hard finding an angle that allowed the deepest penetration. so eventually we just stood up, and i had her brace against my chester drawers, and fucked her from behind like that. Now i have been jerking off since i was about 8 years old, so i am not a sensitive guy down there. our entire first time i never came close to climaxing, and was able to hammer her hard as i could whenever my mom was on a smoke break outside or in her bedroom. i had to be quite when she was in the kitchen. i really started to give it to her standing with her bent over before my mom started to do something in the kitchen. i got pissed and had to go slow. jessica was moaning and making these quiet little whimpers, and i would smack her on the ass and tell her to shut up, be quiet, that must of frustrated her. eventually my mom went outside and i hammered the living fuck out of her, she actually grabbed the back of my legs to pull me into her when she came to slow me down a bit and give herself a break. after that we cleaned up and went for a walk outside to not arouse suspicion, around my neighborhood i mean. she was pretty sore but otherwise happy we did it, i was happy aswell. the first time was probably 25 minutes total. the next session back in my room was probably 30 minutes. it was really, really vigorous and she came 2 times. she somehow managed to not make too much noise, by holding her hand over her mouth and sometimes my hand lol. eventually we finished in a knees style doggie style, and we finished early to give us plenty of time to clean up before she had to go home. her hair was a fucking wreck and she and i were both red faced. eventually my mom called “time to go” and i came right into the kitchen, i thoguht she would be right behind me, she took forever getting i guess situated and the whole time my mom was suspicious and grilling me, so i made some bullshit story about getting too hot when we were making out and i got to rub her breasts, and she believed me. so we took her home. my mom was suspicious after that and didnt really let us alone much for the rest of the relationship, but overall we got away with it, as she had no idea how much we actually did. that was my first time. every bit of this is true, albiet probably not that exciting. being a, well, “stone” when it comes to physical pleasure kinda makes it boring but i can last a long time, so forgive me for not describing all the pleasures and dialogue that went on during this encounter. its currently july 2010, and it happened in late feburary 2009, so my memory is also a bit hazy. and no we are not currently dating, things like that rarely turn into disney endings.
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