Fucking My Friends Mom After A Long Time

"Relax," she said, "Or this will not be as pleasant." I thought to myself, "PLEASANT??" She was about to fuck my virgin ass with this giant strap-on and she's talking about pleasant? Again I thought of getting up, removing the stupid dog collar, and asking her to get out and to take her perversions with her. I sighed and relaxed and waited for the painful assault to begin. She again started pushing against my anus with her "cock" while she gently stroked my cock. The pain was almost unbearable as she pushed the first inch into me. I buried my face into a pillow and groaned loudly. She stayed there for a couple minutes, all the while stroking my cock. If I wasn't enjoying this, no one told my rock-hard cock. After I had started to become accustomed to the invasion, she started sliding a little more in, all the while stroking my cock. This went on for nearly a half hour, pulling out a little and then pushing in a little more until I felt her hips against my buttocks. I couldn't. He was penetrating me gently when Master instructed him to go all the way in with one thrust. I let out a bittersweet moan as he fucked me from behind. Sir was taking photos at this time before undressing and joining us. I think there was a time they both penetrated me in my pussy at the same time and that was pleasurable, yet a little painful. I don't know how that happened, but it did there. I was with two men who took me as they pleased. As expected, Sir decided to fuck me in the ass while the unnamed guest fucked my pussy. They were both good at it and I in turn was very excited. What more could I ask for? The funny thing is as much as I know that I have to ask for permission to cum, I accidentally came several times without permission. When I was given the platform, I couldn't cum because I held it too long before and that was painful. Again, some part of me was still shy regardless of the fact that our guests gave me a full massage and one of them even played with his tongue in.
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