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I had never done anal before, I did not think I would like it. He gently worked my anus until, without warning, he popped a finger up me. I gasped in surprise but did not stop him. The way he was working me it felt too good to stop him.I came once while he was doing this. I was amazed at how good it felt. After I came, he slid back up my body and we were kissing again. I grabbed his cock and aimed it where his tongue just came from. He thrust into me, filling and stretching me like never before. He started thrusting slow, but as my pussy took him in, he was pumping faster. I came a second time, loudly. He felt so good in me, I felt so full. I actually whimpered when he eventually stopped.He pulled out of my pussy, but he was not done. Spreading my legs a little further, he took his fingers and massaged my asshole again before pushing his cock against it. Again, I did not stop him, though this was not something I had ever done before. He slowly entered my ass,. I was somewhat pissed that Deb discussed our sex life with her little sister but this was not the time to raise it. I nodded and said “Fine, lets get this over with.” Looking at Cindy, Deb asked “Where do you want to do this, sis” “The bedroom. Lets go Tom, bring the gym bag.” Deb took the bag from me as we entered the bedroom and quickly removed the paddle. Handing it to Cindy she said, “he’s all yours!” and went and sat in a lounge chair close to the bed so that she could observe all the action. Feeling the paddle in her hand, Cindy exclaimed, “Not bad, but if this does not do the trick, I have something that definitely will.” “Tom, time to get naked” Cindy said as she swished the paddle in the air. I looked at the two ladies and knowing that they were not about to change their mind, started to remove my clothes. As I stepped out of my slacks, I realized that I had a sizable erection bulging in my underwear and left them on. I guess Cindy did not appreciate the delay and the paddle.
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