1. Anal Anxiety (Part Two)


    Date: 3/24/2016, Categories: Anal, Author: Cyndy, Rating: 9, Source: LushStories

    Emotions… fear, nervousness, excitement, worry, self-consciousness… I was feeling them all. Wrap them up into one big ball and call it anxiety. That’s what I was dealing with! Jimmy and I had agreed to have anal sex in front of some couples we didn’t know at our friend, Jen’s house. She owned our favorite adult toy store, and had asked us if we would show some mature couples how to do it. What would have been frowned upon in years past was becoming more popular and certainly gaining interest in our age group. Preparing for this night wasn’t easy. Apart from having anal sex three or four times over the month which sometimes can have its own challenges, the biggest difficulty was preparing emotionally. How could I relax enough to do this in front of other people? Could Jimmy? What would happen if it didn’t work out? What would happen if he lost his erection? There were so many “What ifs” to consider. Jimmy and I talked about how to dress. We decided if we were going to do this we would do it completely naked. He suggested I wear some of my favorite bling and that might help me be more comfortable. I think the truth was that he wanted me to wear his favorite bling so that he would be more comfortable! Well, if that’s what it took, I agreed. We decided not to take Jen up with her offer of picking up some new toys to use at her shop. We felt that we would be more comfortable using our own toys, all of which we had purchased from her store anyway. I packed lube, my thinner white ...
    sleek vibrator and my glass ribbed dildo. That should do it! For bling, I wore my usual rings and earrings, but wore a long silver necklace and the belly chain that Jimmy had given me. I knew he liked me in it. He hadn’t asked me, but I know he loves fucking me when I wear heels, so I put my red four-inch heeled sandals with ankle straps into my bag, just to surprise him. We arrived at Jen’s house. Her lover, Coleen greeted us at the door. I didn’t know that Jen was a lesbian, and that raised my curiosity on how they would react watching what Jimmy and I were about to do. I suppose it would be a work thing for Jen, and nothing else! It turned out that there was going to be five couples (six, including Jen and Coleen) that would be sitting around watching us. Jimmy and I had decided that we would have sex on the floor rather than a bed (we often end up on the floor at our house), so Jen had prepared the room accordingly. There was a circle of chairs and couches all facing inwards to a neatly folded pile of blankets that were laid out on the floor. Jen had prepared some appetizers and wine. I quickly downed a glass of Merlot while Jen introduced Jimmy and me to the other couples. She did not tell anyone that we were the “entertainment” for the evening, and we didn’t say anything either. It was nice to get to briefly get to know the people that we were about to be very intimate in front of. After my second glass of wine, I was feeling quite relaxed and actually wanting to get on ...
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