“I am going to release you and you will get on all fours. Do I make myself clear?”“Yes, mistress,” Will said, anxious to get on with the next part and try out her latest sex toy.Ann released him and moved out of the way so that he could assume the position. Kneeling behind him, Ann spread Will's cheeks and generously lubed his ass using two fingers. Then she lubed up the six-inch strap-on dildo.“As you told me the first time, relax and enjoy,” Ann told Will as she positioned the head of the strap-on at the entrance to his ass. Feeling him automatically tense, Ann moved back and twice smacked his ass with the flogger, both times enough to sting. He forced himself to relax as the head of the strap-on made its way into his entrance.Little by little, she inserted it into his ass until she gave one final push to go past his sphincter muscle. After giving him time to adjust to having something in his ass, she pulled part way out and added more lube. Slowly fucking him, Ann reached around. Because this was the instance where we had sex and I enjoyed it a lot but lost someone too. If I could go back, I would go back to that time, made necessary amends. God knows, she may be my girlfriend today, even my wife. I really do miss her. On that night when we were together, I had asked her about porn and sex and all. She told me that she don’t watch porn and rather read sex stories. I am writing this story, hoping that she reads stories from ISS and reads this and contact me and we could start talking again.Before coming to the story, let me tell you about our past, how we met and all.After completing the tenth standard, my parents send me to a school in Bangalore (place may or may not be the changed). It was our first day. We were allotted classrooms and I was making new friends.While doing this I was surfing the entire classroom. I had a laugh and looked back to that direction. That was when I first saw Tisha. She was sitting across to me, facing towards me. She was talking.
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