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Posted by Admin on Thursday Jul 15, 2010 Under .Judy's Blogs., Anal phone sex, GFE Phonesex, MILFS, Milf Phone Sex, Naughty MILF, Role Play Blogs, all phone sex fetishes, cheap phonesex, cougars and MILFS for phonesex, phone sex
I had me a boyfriend once who was rather the reluctant sort. Moody most of the time. Total drama. I only put up with it, because I was hopelessly in love with him, but he was a handful. Definitely high maintenance. He ran hot and cold all the time, till I got fucking tired of it and I decided to do something about it. I got us tickets to go see the local hockey team play. Got us really nice seats. I knew he liked his beer and he drank quite a bit of it at the game. It took quite a bit of beer to make him be the fun guy he could be and he was loads of fun, by the time the game was over and we were on the way back to my place.
It was his first time there in my room. We had never had sex at my place and I took full control of things.
I put on some music. I danced around him, undressing as I went. I undressed him as well and before he could say anything I had him butt naked on my bed and I was licking his cock and giving it a good proper sucking. He was moaning and in 7th heaven and then he looks at me all dreamy like and asks me what’s my fantasy? That just caught me by surprise. I had known what my fantasy when it came to him had been for quite sometime. He told me he had never had anal and I wanted to so much be the one that introduced him to it. So, I told him that I wanted to have anal sex with him.
He looked really surprised and I said, “You did say you hadn’t done it yet, right?” He said “Yes.”
So, I kissed him some more and fucked him for awhile longer and he said, “You are going to have to show me what to do.”
He was being so dreamy and so much fun, I wished that he was like that all the time, without the beer.
So, I got out lube and told him to work his fingers one by one into my ass, so that it wouldn’t hurt when he got in. He did this and then he said, “Are you ready?” I said “Yes.” I was on all fours on the bed and he was behind me and he pushed his cock in and his cock was a good 8 inches. It was rather nice and it felt huge when he entered my ass. His reaction was priceless. I loved the sound he made. He moved rather slowly at first and then he moved faster and harder and he went on and on and I kept coming and grabbing the bed as he did. Finally he came explosively in my ass and just gripped so very tightly onto me when he did.
We both got in the shower afterwards and he said that it had been amazing. He said he loved it. From then on, things fared a bit better between us and we had anal whenever we could and needless to say having anal sex made him be less anal about things. LOL
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