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I’d been after my girlfriend to have anal sex for months but she always turned me down – at least a dozen times. I guess the pressure was kinda getting to her because she told me she wanted to “take some time off.” That’s girl talk for, “I’m breaking up with you but I’m too chicken to do it properly.”
Well, I’ll be damned if not even a week later her best friend didn’t come to see me. Kathy had hung out with us lots and I’d always admired her hot little body. She was really cute and always wore clothes that showed off her figure. She came into my place and told me how sorry she was that Brenda had broken up with me because she wouldn’t see me as often. Then, we chatted for awhile. Finally, she got to the point of why she was really there.
“You know, Brenda told me why you guys broke up.”
“Ya – you must think I’m a real ass.”
“No. I actually didn’t get it. I told her she should try it.”
“Ya? You ever tried it?”
She shook her head. “No. Remember when I was going out with that guy, Mike? I tried to get him to go there but he said that was for fags.”
My dick was starting to get hard just knowing that she was into amatuer anal sex and actually wanted it.
“He’s an idiot.”
“Ya.”
She was quiet for a moment. Then she said, “But you know, since we’re both single…”
“What about Brenda?”
She smirked and came over and straddled my lap. “I won’t tell if you don’t tell.”
“Not a word,” I promised as she slid her top over her head.
My hands went to those hot little tits right away. She was smaller than Brenda but who gave a shit – she was going to let me have anal sex with her! I started sucking at her nipples and she got really squirmy on my lap, rubbing herself against my dick, which of course was rock hard by now. I figured she was ready to get naked by now so I said, “C’mon. Let’s go into the bedroom.”
She didn’t make any complaints and headed down the hall right away. Watching her hot tight ass shake, I guess she wanted it as badly as I did. She quickly removed her clothes and started to work on my cock. First a little hand work and then she started sucking. Her ass and pussy were right in front of my face so I started to finger her. She was already dripping wet and I had no problem sliding a couple fingers in there. She moaned with her mouth full of my dick so I added another one. She was moving back and forth over my hand and it looked great but I was watching her puckered hole. I ran my hand across her hot tight ass and I brought my thumb to her hole and started to rub it.
“Wait…”
Shit, I thought, she’s chickening out. No anal sex for me.
But she wasn’t. She reached over to the side of the bed where she’d dropped her purse. She came back with a little bottle of lube.
“Use this,” she said and went back to sucking my cock. So, I squirted a healthy amount over her little rosebud, slid my finger back into her cunt and popped my thumb into her hot tight ass. She muttered something over my cock but it didn’t sound like “stop” so I kept going. I pumped away at her juicy twat and her lubed up ass until I couldn’t stand it anymore.
“Kathy, c’mon. I’m going to cum and I want to get inside your ass.”
She sat up and smiled at me. Grabbing a condom from my bedside drawer, I slid it over my cock. I was hoping I’d last long enough to really enjoy it. Kathy got on all fours in front of me and said, “Just remember to go slow ok?”
I slid into her pussy first. It felt damned good but I didn’t want to waste too much time there so I headed for the back door. I pressed the head against her tight ring and at first it wouldn’t give.
“Push harder,” she said.
I did and it was almost like a pop. She grunted really loudly, but she didn’t’ tell me to stop. I slid in a little more. Fuck, her hot tight ass felt amazing! With each stroke, I thrust a little deeper, a little harder. I couldn’t believe I was finally fulfilling my anal sex fantasy. Her hand moved to her clit and began to rub. Although her face was buried in the pillow I was pretty sure I could hear her say, “Yes, yes…” and “Fuck…” over and over again. Pretty soon she was backing her ass up against my cock. I knew I couldn’t hold back for much longer so I was really glad when her body started shaking and her muscles started to clench around me. It was the greatest thing I’d ever felt. I kept pumping away into her hot tight ass until I came harder than I had ever cum before. Finally, I let my cock slide from her ass and we both collapsed. “Promise you won’t tell Brenda that we had amatuer anal sex?”
I laughed. “Brenda who?”
She smiled. “Does that mean we can do it again?”
I’ll never forget the night I met Dara. Dara was a lot of firsts for me. My first older woman (I was 20, she was 27), my first black woman, and my first ass fucking experience.
My friends and I were out on a night on the town because I was headed off to Japan to teach English for a year. We headed out to this new bar that was getting a reputation for being a Cougar bar. My friends dared me to see if I could get a genuine Cougar but I’d already had my eyes on Dara the second we walked in the door. She was small and petite but with these amazing curves that made me think very dirty thoughts. Her ebony skin made her seem like only a shadow in the dimly lit bar but she had eyes that glowed with desired and lust – something I had never seen on a woman before.
I played it cool at first as I watched her on the dance floor with her friends. She really knew how to move and I was hoping that would carry on later in the night. The sway of her full hips had me hypnotized. I figured she had to come off the floor eventually so I stood near the beer girl and watched for her. When I saw her leave, I quickly paid for a cold one and headed towards her.
I caught her as she reached her table and put the beer in her hands. She eyed me up and down, grabbed my hand, and pulled me out onto the patio. The music was quieter so we began to talk and flirt.
It was only an hour later when we headed back to her downtown condo. Apparently she knew what she wanted and I was it. I had no clue that my big white cock fucking the living shit out of her fine black ass was at the forefront of her mind.
The door was barely closed and we hadn’t even kissed yet before she was taking her clothes off. She pushed me against the wall and had my pants down around my ankles. She began to lick by balls and suck at my cock. I couldn’t believe how fast she got me hard and I’d never felt someone suck me off so well that it made me want to come within minutes.
She stopped just short though and without a word she led me to her room. She wasn’t a talker this woman – she was a do-er. She wasted no time pushing me to the bed, then straddling me. Her cunt was dripping wet and I watched my dick disappear in one swift movement, all the way to the balls, inside her. She rode me nice and slow at first. Then she got faster and faster. She was rubbing her clit like crazy and I thought she was going to cum, but suddenly she stopped.
She turned around so I could see that gorgeous black ass and grabbed my dick. I thought she was going to slide it back into her pussy but she just rubbed it over her lips and then aimed it at her puckered little hole. First, just the head of my dick slipped in and I thought, “Holy shit – she’s going to fuck my big white cock with her sexy black ass!” And she did. Slowly but surely she pushed against my cock and took it all. I could believe that this hot ebony babe was into ass fucking big white cocks with her fine black booty!
It was fucking amazing. Her ass was tighter than anything I’d every felt. I had to concentrate hard on not cumming but I couldn’t help pumping her a little. She was pulling at her nipples and rubbing her clit again. She began riding my cock with her ass fast and she took it deep and I just couldn’t take it anymore. I knew that this ass fucking was NOT her first time! I came deep in her ass and she was right behind me with an orgasm that gripped my tool and sucked every last ounce of energy out of me.
She disappeared into the bathroom and I could hear her cleaning herself up. When she came out she kissed me on the cheek and thanked me. It was like ass fucking was second nature to her.
“Thanks hon. That was great. You fuck pretty good for a white boy. Do you need money for a cab?”
Posted by: The Digital Pimp
