I had a great fuck buddy for almost a year. She was great in bed and always horny. One day she called me to say that she had met a guy and they were dating, so no more fun for us. After a month of frustration, I decided to try one of those adult websites. I was amazed at how explicit some of these women were! I sent out a few emails to some of the women I was attracted to and thought I could have some fun with. I got an email back from JeSsIcA1986. She said she would be delighted to meet up for fun, but wanted to meet up for somewhere public first so she could get to know me a little bit. We met up for dinner and drinks at a local pub. When we met up, I thought I saw an angel! She was 5’5” with brown hair and brown eyes. He was a big girl, but not huge and oh so sexy! As we were talking, it became apparent that we had a lot of common sexual interests and it didn’t hurt that she lived down the street from me! We continued talking and until 1am that night. On our way out she said,
“I would definitely like to meet up again. . . for some fun!”“Awesome! Where and when?” I asked. “I’ve always wanted to have some fun in a movie theatre. You up for it?”“Hell Yeah!”
The next day, I called her to make plans to meet up again.
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. . this time for some fun. We decided to see the oldest movie at the quietest theatre. This way, there would be fewer people in the theatre. We met up at 8:00pm and went into the theatre. We chose to sit in a secluded area in the back. She was wearing a loose fitting, knee length dress. It was apparent she wasn’t a bra. I was curious if she was wearing panties!
“How have you never been able to find a guy to do this with?” I asked. “I’m not sure! My boyfriends have all ‘said’ they would do it, but never go through with it. Promise you won’t back out?”“I’m here for fun with you. . . and I’ve seen this movie before.
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You have my undivided attention!”
We talked until the lights dimmed and the movie began. About 25 minutes into the movie, Jessica lifted the armrest separating us and cuddled close to me. She also started rubbing the inside of my right thigh. As if the anticipation wasn’t enough to get any man hard, feeling her rub my thigh was making me super hard! She unzipped my jeans and stuck her hand in. She found my cock and whispered,
“Wow! I didn’t expect such a big cock! I hope it all fits in my little mouth!”
I just smiled and winked at her. She had a firm grasp on my cock as she tried to give me a handjob. After a few minutes into the handjob, she slid off the seat and onto her knees between my legs. She pull my cock out and began sucking my huge head! She sucked like a pro! The sensation was amazing!
I looked down at her and our eyes met. She deepthroated my cock in one fluid motion and held it there for 18 or 20 seconds.
She started bobbing her head on my cock, keeping a tight seal on it. My old fuck buddy was good, but Jessica was a master! She pulled off my hard cock and let the cold air touch it.
She mouthed, “Are you close?”I responded with “Getting there!”
She returned to my cock with a fury, intent on making me cum hard! I wasn’t going to last long. We kept our eyes locked the whole time. About a couple minutes later, I mouthed “I’m gonna cum!” She gave my cock a couple more bobs and deepthroated my cock again! That made me cum hard! She kept a tight seal on my cock, sucking every last drop of my cum! She put my cock back in my pants, zipped up my jeans and returned to her seat.
“I love your cock! It’s the biggest one I’ve ever had!” She said.
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“Thanks! You sure know how to inflate a man’s ego. ” I responded.
Took me a few minutes to recover. I slowly slid her dress up. She noticed and spread her legs a little bit. I rubbed her thigh slowly until I reach her thong covered pussy. I found her clit and started rubbing it. She was moaning softly. Her thong was so wet! I figured it was time to return to the favor. I got down between her legs. With her help, I pulled her thong off. I was staring at a beautiful sight!
I dove in! She pussy was sweet! I pushed my tongue into her pussy as far as I could. I alternated between licking her pussy, sticking my tongue in, sucking her clit and swirling my tongue around it. She was going crazy! She held my head to her pussy. I could tell she was close.
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I reached up and twisted her nipples. That set her off! She was moaning loudly. I got up and kissed her hard to muffle her moaning.
“Do you have any condoms here?” She asked. “Shit! I forgot them at home!”“OK. Let’s get out of here!”
We decided to head to her place. She was masturbating the whole way! I was having trouble keeping my eyes on the road. We weren’t at her place more than 30 seconds when she pulled me towards her bedroom. She removed her dress. I took that as my queue and got naked too. She was already on the bed, fingering herself.
“I finally get to see the monster! Now get over here and fuck me!”“Yes ma’am!”“Condoms are in the drawer”
I grabbed a condom and put it on. I moved between her legs and kissed her. As I was kissing her, I positioned my cock at her very wet entrance and slowly entered her. As my entire cock disappeared in her, I hit her cervix.
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I slowly pulled out and pushed back in! Jessica had a big smile on her face.
“I love your pussy around my cock! It’s so tight!”“My pussy has never been stretched this much!
We continued fucking in missionary. Jessica was moaning loudly. I pulled out completely and stayed that way for a minute or two. Jessica tried to wrap her legs around me to pull me back in, but I prevented it. She gave me a puppy dog face.
“If you want my cock, beg for it!”“PLEASE DAN! I NEED YOUR COCK! Please put it back in!”“OK, but I want to fuck you doggy style now!”“OOOOO! My favorite!”
Jessica got on her hands and knees and begged once again for my cock. I grabbed her hips and slammed in. I continued the rhythm and Jessica pushed back to match it.
Her pussy was getting wetter with every stroke! I looked down at her puckered asshole. It looked so inviting! I started to push my thumb into it, when Jessica said,
“Don’t! I’ve never had anything in my ass. ”
I pulled my thumb out and continued fucking her. I was getting tired, so I told her I wanted to fuck cowgirl now. I lay down on my back and she climbed on top of me. I lined up my cock with her pussy and she dropped down on it.
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She was going crazy fucking me! I could feel her clit rubbing against my cock! Jessica was breathing hard. A moment later, her pussy starting contracting as she yelled,
“I’m cumming!”
Once her orgasm died down, she rolled off. We cuddled and kissed for a little bit. I still had not cum. I took of the condom.
“You didn’t cum yet, did you?” Jessica asked. “No, I haven’t yet”“How can I help with that?”“I fulfilled your fantasy. I was kind of hoping we could fulfill one of mine. ”“Seems fair. What’s your fantasy?”“I’ve always wanted to cum in a woman’s ass”“Um. I said that I’ve never done anal before. ”“Would you be willing to try? I’ll stop if it hurts too much. ”
She agreed to give it a shot. She got back into doggy position. I stuck my fingers into her still wet pussy and used her cum to lubricate her asshole.
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As I was lubbing up her asshole, I pushed my bare cock into her pussy.
“Are you ready?” I asked. “I think so. ”
I pulled my well lubricated cock out of her pussy and slowly started pushing into her asshole a little bit at a time. After every little push, I stopped go let her adjust to my monster cock. I finally got my entire cock in her ass. It was an even better feeling than her pussy!
“How does it feel?” I asked. “It hurts, but it’s a good pain. ” She responded. “Let me know when I should continue. ”“Keep going. ”
I pulled out until just my large head was in then pushed back in. The sensation was incredible! I was fucking her with long strokes. She was starting to enjoy it, as she was moaning again. I pushed in, stopped there and reached under her to finger her clit a little.
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I felt her hand touch mine. She took over fingering herself. I went back to fuck her ass. I sped up my ass fucking. My balls were slapping her pussy with every stroke. She was breathing heavily again, which was a sign that she was close to an orgasm. As I pushed back in, she came and her ass tightened up! I couldn’t pull out.
“OH MY GOD!!! OH MY GOD!!!” She yelled!
After what seemed like an eternity stuck in her ass, she finally released my cock a little bit and I went back to fucking her ass until I came in it! I pulled out and we both fell onto our sides. She turned to face me and kiss me hard. I pulled her tight. We just lay there silent for a few minutes, when she said,
“Wow! That was amazing! I’ve cum so hard!”“I’m glad you enjoyed it. I did too!”“If I knew it would feel so good, I would have tried it a long time ago!”“I’m glad you trusted me enough to try it”“Do you want to spend the night?”“Absolutely! Besides, it’s not like I live far away!”
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