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His cockhead was now fully lodged in his sister’s arse, he was surprised when she suddenly lunged back towards him, driving his full eight inches fully into her bowels. As he disappeared into her, Jessie screamed in pain her face buried in the pillow.“O fuck shit, Jessie are you OK, O god speak to me”Jessica moaned, Bobby wasn’t sure whether it was a moan of pain or pleasure, or maybe even both. He felt relief when she raised her face and looked back at him, a weak smile on her face.“I’m fine baby, I just didn’t realise how much it would hurt”“Do you want to stop?”“No honey no”Bobby held still as Jessie slowly recovered from the penetration of his cock into her arse. He marvelled at the tight embrace that enclosed him, reaching round he pushed a finger into Jessie’s pussy, rubbing her clitoris with his thumb.The double stimulation of his fingers and cock seemed to help Jessie recover, she pushed herself up and slowly started to move her body, thrusting and withdrawing Bobby’s cock in. During my first couple of years working, I was getting plenty of sex from guys on my road trips, plus the occasional woman I met. I was still seeing my best girlfriend from Uni every week and we satisfied each others girl to girl desires regularly. I also had a constantly evolving phone-a-fuck list of guys that I could call back for another go. This list generally had about ten names on it. I would drop them off it when they lost interest or found a regular girlfriend but I was picking up enough guys to keep the list topped up. One guy on my list during this period became more regular than the others. He never said no when I called him and would often call me to come around for an empty out when he needed it. I was always accommodating for him. He was a nice guy with a good body, a thick cock which stretched me nicely and was fun to be with. One day after a good sex session with him I was moaning about how difficult it was to organise group sex and a gangbang. He knew about how I.
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