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I Bet Your Girlfriend Never Did That....

A short tale about an amazing fantasy that finally became reality....

There’s always something sexual that you fantasize about so much it consumes you until you act on it. You think about it constantly. Whenever you’re alone, it plagues you. It gets to a point where you just have to make it happen…no matter what. For me, it was anal. I couldn’t ever understand why, but since the first time I saw a porno with a guy stroking his dick with a girl’s asshole, I’ve wanted to do it. I was obsessed. I had a gorgeous girlfriend that was decent in bed but she wasn’t into it. She thought is was disgusting. I just never had to luck to date or meet a girl that could make my dream come true, so I fantasized enough to make myself crazy. The only XXX Movies I bought were all anal. When I watched porn on the internet, I’d browse to a search engine, type “Anal” and watch scenes for hours.   I was actually envious when I watched the guys in porn scenes fire off their loads inside girls’ asses and then watch the cum drain out. I use to think to myself, “If I could do that just once!” In my mind, I had somehow begun to think of anal sex as the most pleasurable experience possible.   I was truly losing it. Wishful thinking soon brought destiny to my doorstep.

I was on my way home from work and passed by a popular XXX Video Store. I hadn’t bought any new movies in a while and I was bored with what I had at home. I decided to stop and pick something up. My girlfriend was out of town and I knew I was going to be alone that night. I parked my car and walked in. I’m always a little nervous about going into these places. As silly as it sounds, for some reason I think I’m going to see someone that knows my mom or something. That day it was empty. There was a weird looking guy looking around towards the back, the clerk, myself, and what looked like a pretty hot girl. She wasn’t facing me so I couldn’t see her face, but her body from the back was outstanding. Tiny waste, perfect round and full ass and defined calves. She was wearing low rise Daisy Dukes, so there was basically just a string of denim covering her pelvic region. I could tell she worked out. The door in the video store makes a “binging” noise when you come in, so that got her attention after a few seconds. She turned around. Her face was absolutely gorgeous. Green eyes, long black hair, a cute button nose, huge tits and a washboard stomach. “Oh my goodness”, I thought. “What is she doing in here?” She smiled and turned back around. The thought of bending her over and sliding my dick into her ass crossed my mind at that very moment. “I WISH!” I thought to myself. I didn’t realize it when I first came in, but she was actually browsing in the Anal Section. When I realized she was right in front of what I was looking for, my heart started beating a little faster. Of course I wanted to talk to her, and I wanted to buy a movie too; but I didn’t know what she would think. Although she was looking around in that section already, for some reason I just felt a little embarrassed. “Fuck it” I told myself. If she’s looking at it she’s has to be into it, right? I slowly walked over and focused my attention to the new releases at the top of the shelf. I glimpsed down at her for a second and she was looking at pictures on the back of one of the movies. She looked up, we met eyes for an instant and she smiled at me again. I tried to play it cool and not act too anxious. We both looked around for about 3 more minutes until she finally attempted to break the ice. She asked,

“Have you seen this?”

  I turned around and she was holding one of my favorite movies. I have the DVD at home and a copy on my PC but I told her,

“No, I haven’t see that one.”

  She shrugged, then whispered,

“This shit is so fucking hot.”

That really got my attention. I felt the boner starting to form in my pants.

“What”, I said

“Nothing, what’s your name”, she said

“I’m E, what’s yours?”

“My name is Diamond”

“Is that your stage name or what your parents named you?”

“Both” (Smiling)

We started to talk. She told me she was a stripper, but she had recently gotten lucrative offers to do a porn scene and she was thinking about it. I told her she was beautiful enough to be successful with either. She blushed. I was thinking about how to ask her to come home with me the entire time. I know it never happens like in the porn scenes but I wanted to try. We spoke for a little while longer and I just couldn’t muster up the nuts to do it. I grabbed a movie, told her it was nice speaking to her and made my way up to the counter. I paid for my movie and started towards the door. She looked up at me one more time as if she was waiting for me to say something. I just smiled and kept going. “I’m such a chickenshit!” I was thinking. As soon as I stuck my keys in my car door to open it, I hear her voice again.

“E, WAIT!”

“What’s up Ms. Diamond?”

“Listen, I kind of need a huge favor.”

“Okaaaayyyy, What do you need?”

“Well, this is going to sound really crazy and I swear to you it’s not a scam or anything like that, but I’m actually supposed to be filming a hardcore scene right now. It’s for a 1-900 number commercial. The guy that was supposed to be filming with me didn’t show up. I really needed the money so I came over here to find some horny guy to fuck me for a few minutes on film so I can get paid.”

“You’re fucking kidding me right?”

“No, I’m serious. I know you don’t know me or anything but I just thought maybe we had a connection in there and we could just go and have a little fun with no strings attached, you know?”

“Are you kidding me! I’m not doing a porn scene! I have a fucking girlfriend and a respectable career!   I’m active in my church. Maybe this store gave you the wrong idea of me but this is just an undercover hobby, okay”.

“Listen, they are not going to show your face of anything. The camera’s going to be on me the whole time. The camera crew is in a motel room across the street waiting. I just kind of like you and I’d rather do this with a guy I kinda liked, you know? You can do anything you want to me” Don’t you want to fuck me?”

The way she said it drove me crazy. She was actually almost whining like she was upset. She was so fucking hot. She gave me this look as to remind me of the section we were in inside the store. My mind was racing. “Did she just say I can do anything I want to her” I asked myself. I was just standing there in silence. What if it was a trick? What if there were guys waiting to rob me in the hotel room? If I do this is someone going to know? I was losing my mind. I looked at her. She was so fucking hot. She did a little wiggle dance with her hips and smiled.

“C’mon, pleeeeaaassse. You can trust me.”

I didn’t care what was going to happen anymore. I had to take my chances. I couldn’t believe what I was doing but all I could think about was all those porn scenes. All the times some guy was fucking some hot girl’s ass and moaning at the top of his lungs. I looked at her and said,

“What’s the room number?”

She smiled and gave me directions to the room. She looked so excited. It was as if she had won the lottery or something. She rushed and jumped in her car. Before she closed her door, she yelled out,

“You’re not going to stand me up, right!?”

I told her of course not but I was already having second thoughts. The entire 5 minute drive to the motel room I was asking myself, “What the fuck am I doing?” I almost turned around 10 times but I just couldn’t bring myself to do it. I pulled in the motel parking lot and sat in my car for a while. After about 10 minutes I calmed down and got out of the car. I could see the room from where I was standing. I slowly started to walk towards it. When I got to the door I waited again. “What the fuck am I doing?” I thought about what would happen if anyone found out, but I just didn’t care. I wanted to fuck her ass so bad I could taste it. I finally knocked. I heard her voice in the room…

“Come in!”

I opened the door. There were two other guys in the room. One was holding a huge light. The other was holding a camera. I couldn’t believe I had actually agreed to do this. She was in her panties and bra on the other end of the room smiling and putting makeup on.

“Don’t be nervous. It’s cool. Take off your clothes so we can get started” she said .

The other two guys weren’t saying a word. I think they were a little annoyed because they had to wait. I stripped down to my underwear and sat on the bed. She finished up her makeup and took off her bra and panties. Her body was flawless. I started getting a hard on right then. She walked towards me and leaned over to whisper in my ear.

“Are you ready to fuck me daddy? Tell me how you want me?”

She licked my ear and blew a soft breath across the back of my neck. She knew how to get me going. I didn’t say anything. She leaned back from my side and put her face right in front of mine. Looking dead into my eyes, she said it again,

“I want you to tell me how you want me. How do you want to fuck me?”

The way she was speaking to me was driving me crazy. She was acting like such a little dirty slut and it was really turning me on. At this point I had lost any sense of embarrassment. I told her,

“I want to fuck you in the ass.”

“I was hoping you said that”, she said .

She walked to a hand bag that was sitting on a chair and pulled out some baby oil. She opened the bottle and started to rub the oil all over her ass. She poured a puddle of it into her hand and fingered herself in the ass until most of it was gone. Every few seconds she would look at me and smile. She was driving me crazy. I almost came on myself just sitting there watching her. When she saw I had a hard on like a baseball bat, she said to the two guys,

“I think we’re ready”

She climbed into the bed. My heart was racing. I was so excited I felt like I was going to vomit. The guy with the light turned it in our direction and the guy with the camera pressed a few buttons to turn it on. At that moment everything was passing through my head. My girlfriend, my mom, my friends, my job…but I just didn’t care. I felt like I had to do it.

“This is going to be quick”, she said. “ They only need a few minutes of footage, okay?”

“Sure!”, I said.

We moved towards each other on the bed. She touched my dick with her hand and began to stroke. It felt so good. Her body was glistening under the light from all the baby oil.

“Let’s do this stud”, she said.

She turned around and arched her back. I could see everything. Her pussy and asshole were so pink and perfect. There was baby oil still dripping from her asshole.

“I want you to put your dick in my ass”, she said.

I grabbed my dick and positioned it next to her asshole. I pushed the head up against the opening. At first it felt like a brick wall, but after a few seconds the head slipped in. The rim of her asshole squeezed the head of my dick. Without even thinking about it I let out a huge moan. I had completely forgotten the other two guys were there until I did. I was still trying to be cool about it but going into an asshole for the first time felt like heaven.

“Don’t be afraid Daddy. I want all that dick in my ass!” she said.

I slowly inserted the rest of my shaft. We let out a simultaneous moan.

“Yes Daddy”, she said. “I love your dick in my ass.”

I was finally all the way in. My eyes rolled into the back of my head. She started to move a little to let me know she was ready to get started fucking but I was enjoying the moment. The inside of her ass felt amazing. The baby oil made it so wet and it was as hot as an oven. I had never felt anything so tight around my dick. It was nothing like I imagined. It was better! I was losing my mind in ecstasy. She started to move her hips back and forth to stroke my dick with her ass. She was moaning loud and talking really dirty.

“I’m going to make you cum in my ass Daddy. I want that load inside me!”

Her words were turning me on even more. I knew she was just performing for the camera but it was really getting me excited. I started to thrust my pelvis in unison with her hip movements. Her ass was so wet after about 10 thrust my dick slipped out. Without me touching it, it slid right back in her ass on the next thrust. It felt magnificent! She was loving it. Every stroke was like the best thing I’ve ever felt. I was falling in love with her just because of the way she was making me feel in that moment. After about two minutes I started to feel that familiar tingle. I was about to cum already! I didn’t want to finish. I wanted this to last forever. But it just felt so good that I couldn’t help it. I just couldn’t slow down. She knew what was about to happen. She felt me throbbing inside her.

“Are you gonna cum for me now Daddy?! Cum inside my ass! Please cum inside my ass!”

My entire body was shaking. I couldn’t breathe. I felt my pelvis tense up and started to feel the cum squirt out of my dick inside her. I was in heaven. IT FELT SO GOOD! I thought it was just an average orgasm at first but after about 2 seconds it got crazy. I was cumming so hard I had to pull out of her. It felt like my lower intestines where squirting out of my dick. It was hurting me so good. The second my dick popped out of her ass a huge load squirted back into her open hole. After 10 seconds cum was still streaming out of my dick. She turned around really fast and jammed my cock in her mouth. I yelled out in pain, but I didn’t want her to stop. She started sucking all the cum down her throat. I could feel it being sucked out of me. I was yelling, “OH MY GOD!!!!”   again and again. She knew she was driving me crazy. When she finally realized I was finished she turned around, looked directly into the camera and opened her mouth to show she had swallowed everything. I could still see the first couple of squirts from my load dripping from her asshole. My fantasy had come true.

“I bet your girlfriend never did that” she said.

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