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First Time Anal Play

Posted by: Age: 32 then Posted on: 0 comments
1 likes 3382 views Category: Masturbation Male-Female Tags: toys, anal, phone sex
phone sex leads to new inspiration

Her name on was candy girl. We found each other in some chat room. We went private and had some cyber sex. Eventually it lead to phone sex, her real name was Lisa, she was very sexy on the phone and about 10 years younger than me. We always got off a couple of times, usually she could have up to 5 orgasms on one call. One day she had a strange request, she wanted me to buy a toy for my ass. I agreed and took a train ride to Times Square, back then it was filled with all manners of peep shows and sex shops. I found one about five inches long. It was thin and came with a rubber part that could be slid over it to make it look like a real cock. I didn't like that part and threw it away. I bought some batteries and some baby oil and waited to call Lisa the next morning. "Did you get it," she asked. "I did." She was excited to have me try it out. We went through our usual phone sex foreplay and she was really excited to how this new toy would affect me. When it was time to try out the toy she gave instructions. First she had me lube up the entrance to my ass and to slide a finger in to get me loosened up. Then she had me turn on the vibe and make sure it was well lubed. She had me hold the phone next to my ass so she could hear the toy enter my asshole. It wasn't easy, even though it was small and thin, my virgin ass was very tight. After it was in I described the feeling to her. She had her own vibe moving in and out of her pussy fast. She said she was about to cum and wanted me to cum with her. I held the toy in my ass and jerked quickly and told her I was ready to come. My ass was trying to push the vibe out as the cum was shooting out of my cock and shot all the way up my chest. It was one of the most intense orgasms I ever had. I only used the toy when Lisa wanted me too, which was just about every time we got together. Lisa was a lot of fun, eventually she found a guy and we lost touch with each other. I tried using my toy on my own, but it wasn't the same without Lisa.

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