DrkChocolateDiva's Blog

The first time i had anal sex i was 16 and it was magnificent. What happened was... I used to date this guy named Dussan (he was from Spain, yummy!). He was the first guy i had consensual sex with @ the age of 15 (even though he was 20). Well he had to move back home (out of state) for awhile to take care of his sick mother, but when he moved back, he was having a little trouble finding a girlfriend. So i introduced him and his roommate Ben to my friends Sunny and Ashley- they were girls that I knew from school, and could see Dussan and Ben liking them.

To make a long story short, Sunny started dating my ex, Dussan. Well she found out that i was the first girl that he had sex with and went ape-shit. She told me that he hated me, that he regretted ever sleeping with me, blah blah blah. So I took that as her saying i didn't compare to her, and that now that he had her, that he sees i am worthless (basically). I took this as a challenge. I told her "Oh so you think that i couldn't have him again if I wanted to?"

"He doesn't want a filthy n¡gger like you" she said.

I was astounded that she had turned to racism over some dick and a guy that I introduced her to (The Nerve!!!).

So i went to my ex's place the next afternoon. He was out having something done to his car. But his roommate wanted to smoke some green (pot) with me, and i was down. We smoked and sat there chillen, listening to music in his bedroom. So he lays down on his stomach across the bed and i said "So Ben, you want a back massage? I give killer massages". Sure he told me and took his shirt off. I went to the bathroom, got the baby-oil and started giving him a great deep tissue back massage. He rolled over (under me), put his hands on my hips, looked at me and said "Kiss me".(♥~swoon)

I did... the next thing i know, I'm on my back on the bed and his face is buried in my cunt. His tongue was working my pussy like a hurricane. Fingers pumping in and out of me, while he licked my pussy. He's bringing me to ecstasy when the phone rings, and its Ashley (Ben's girlfriend/ Sunny's friend). He answers the phone and talks to her briefly, all while he fingered and licked my pussy. Then he did the cruelest thing ever...he told Ashley that I was there, and to talk to me. He handed me the phone and really began orally attacking my pussy.

I was cumming so hard i couldn't believe it. I tried keeping my composure while talking to his girlfriend on the phone, but then he shoved one finger into my ass with two in my pussy and his tongue working on my clit. I couldn't believe the pleasure that was being given to me, by this freaky friend of mine, in between my legs. I tried to talk to Ashley, but with the excitement happening in my body, I eventually told Ashley i was busy and hung up the phone.

Ben looks up from my lap and says to me "Would you be willing to let me fuck you in your ass, its something i always wanted to try, but no one would let me?" I was nervous but excited too, it was everything i wanted. Ever since I was young, i was drawn to anal in porn and always wanted to experience it. I was … off of the orgasmic bliss his tongue had put me into, so i whimpered "Yes, but don't hurt me".

He had me turn over onto my stomach, lying face down, with a pillow under my hips, for a better angle. He licked and fingered my asshole, it hurt slightly, but i was really high, so the pain felt good and … He climbed up on top of me, kissing my back, then my neck. I could feel the head of his hard cock touching my asshole. He whispered something sweet in my ear and finally entered me. With such ease, his generous cock filled my asshole. Stretching my opening to accommodate his thickness. I was floating, i had never felt something like this EVER. We worked in this fevered rhythm, moaning, groaning, and him grunting with every push. He sliding in with more and more ease, then pounded my ass harder and harder. I came some more and under a shudder in his body, i felt the hot spurts of his cum in my ass. Mmmmmmm, it was so dreamlike i don't know how to look back on it. It seems at time too great for my first time having anal sex, but it was bliss.

So at the end of this particular story, i fucked my ex, Dussan, the following day, and left my cum soaked panties under his mattress. I told Sunny where she could find them to PROVE i had fucked him. Then i told Ashley that i had also fucked her boyfriend while we talked to her on the phone. She was crushed, even more so when she found out she was pregnant by him, and this will always be something she thinks about when she sees him.