She asked me to relax and take deep breathes, and try to contract and release ass muscles. After few minutes she was successfully able to insert the tip inside my ass and it felt so great. It was a little painful but I was able to control it and lost that pain after few seconds. She appreciated me for doing a job holding that dildo and gave me another small push. It was so amazing and I started feeling so great as something is inside my ass and my dream coming through. After few minutes she completely inserted whole dildo inside my ass and I can feel a big gap filled inside my anal and it started giving me a great pleasure. She slowly pulled it back and pushed it again. This was good and I was really getting fucked inside my ass. She started doing it more frequently and also applied nice lube in between strokes. After sometime her friend said that his ass his ready now and pound him hard baby so that he will never forget you.
She grabbed my ass with her hands and stroking that dildo inside my ass fast like the same way how a girl gets fucked. I was screaming in pleasure but still dick was not so hard as it is not getting enough attention. I asked her to shag me but she refused. Her friend said its ok give him some sugar but it was little hard for her to give me a hand job while pounding my ass. Her friend cared to help and she held my dick and started stroking it while the main girl fucking me. Ohhhh!!! It was sooooo Goooood!!!. I can never forget that experience. After few strokes It was rock hard and was ready to cum. I told her that Im ready to cum. Her friend removed her hand listening to this and said I don’t want this slut cum on my hand. Girl who is pounding me stopped and held my hair and pulled me back. She said if you cum I will punish you so hard that you will never forget this pain and said you still have 1 more hour and session will be done if you cum. I don’t want to get punished and want to receive more pleasure and receive whats my money worth. So, i controlled myself and said I was ok. As i did a good job controlling my cum, she kept a nice pillow under my dick and make sure my dick gets rubbed to those soft silk pillow cover while she pounds me. It felt so good as I was receiving pleasure from both back and my dick in the front. After sometime we decided to switch positions and asked me which one I prefer, a missionary or cow boy? Before I even answer Her friend suggest to ride the dildo as it would look great.
So, my bondage was removed and my legs was shivering from whole 10 min pounding non stop and sat on the bed. After few minutes, that girl slept on the bed and asked me get on her and put that dildo inside my ass. I happily climbed on her and applied some lube over my ass and dildo and trying it insert it. I tried lot different styles to get that dildo inside me and she was also trying to help me but it was not successful as we both were not able to see the tip or my ass hole. Her friend cared to help but demanded some extra bucks. As I was so horny I agreed to pay and let her help me getting that dildo inside my ass. Finally it went inside me and filled my whole gap in the ass. Her friend helped me stay intact with the dildo and helping lifting my ass over that. After few minutes i got the nice grip and was squeezing my girls boobs while riding down her STRAP-ON. I was going up and down and up and down and feeling great sensations inside my ass. as I was squeezing her boobs she was also enjoying that please and looking at her expressions made me so horny. In between her friend cared to stroke my dick while I was riding the dildo and she would leave me if I said I was about to cum.