Now my curiosity was running rampant. Claire turned to her side and rolled out from under Nancy. Nancy laid on her right side, and said, “Come here and give me a snuggle.”
She didn’t have to ask twice. I moved behind her on the bed and snuggled up tight to her butt. I can’t describe how pleasurable it was feeling my cock between her cheeks, still slick with oil. I wrapped my arm around her, pulling her even tighter. Cupping her breast, I gently massaged her breasts, teasing her excited nipples.
Nancy reached back, and grabbed my cock, pressing it between her legs. I felt myself slowly begin to enter her again. She pushed her hips back tighter against me, and I felt her begin a rhythmic movement, engulfing my cock, then slowly pulling back.
I suddenly realized how stupid I was. At first, I wasn’t sure, but as Nancy pushed back, then retreated, I was sure that it wasn’t her pussy that I was in. We were having anal sex! I was afraid to push deep because I thought I might hurt her; besides she was controlling the depth of my penetration perfectly.
I had never had anal sex with Claire, or anyone for that matter. We had fantasized about it, and I always teased Claire’s butt, which she loved, but neither one of us had tried it. I relaxed and let Nancy control everything. It was apparent that it wasn’t her first time, and she was really enjoying it.
As Nancy was giving me my first lesson in “how to pleasure a woman”, Claire became our observer, and was watching every move that Nancy and I made intently. Claire picked up the Hitachi vibrator, and placing it between Nancy’s legs, tight against her pussy, she turned it on.
As the vibrator buzzed against Nancy’s pussy, she pushed back tighter against my cock pushing it deeper into her ass. I could feel the vibrations on the head of my cock. The vibrations were coming through Nancy’s body to my cock. I could feel the vibration change as Claire rubbed the vibrator up and down Nancy’s pussy, stimulating her clit.
I was unable to remain passive any longer. I slowly pulled my cock back, feeling Nancy’s sphincter tighten just as the head popped out. I began a slow, gentle, rhythmic movement, feeling Nancy relax as I repeatedly pushed back inside her, and then I slowly pulled out.
Within what seemed only seconds, I felt Nancy grip my cock so tight that I couldn’t pull out. Her body began to shake, almost violently, as she moaned. She seemed to bear down on my cock, and what followed was a series of her gripping and releasing my cock, over and over. I felt the convulsions of Nancy’s orgasm rippling through her body. I can’t remember the last time I had more than one orgasm, but it was going to happen tonight. As Nancy pushed onto me, she caused me to have an unexpected, but very explosive orgasm. As I pumped cum into Nancy, I felt her milk every last drop with her grip on my cock.
It was over much too quickly. I don’t remember if I pulled out or I fell out, but I was lying next to Nancy panting. She snuggled her butt back against me. Claire came around the bed and snuggled up behind me. We were all completely spent. As I started to drift to sleep, I wondered if this was a wonderful once in a lifetime experience, or if we had just begun a new chapter in our relationships.