But i was not going to miss this opportunity, I wanted this guy. Being a tall dude myself, I need a big man to make me feel like a bitch, Jack had that in spades. He was probably 6’3”, 280lbs. and all muscle at this point. Plus that cock! So he asked when I was free and we set up a date the next night. We'd all go get some food, have some wine, then head to their place and settle in. It seemed like a well planned, safe environment. I showed up the next night all cleaned out and lubed. Not too much lube cause some guys hate that but enough to help the process along painlessly ;) We ended up ordering out because she (the wife) lets call her Sara, remembered that I said I was not out yet and she didn't want to make me feel uncomfortable. After a few glasses she opened up saying she's been asking Jack to approach me for weeks, they both find me very cute and she wants to watch me take Jacks giant dick. I told her how I cum hands free and she was perplexed. She didn't understand how I. "Are you sure about this Mum?" I asked, still not sure that she was happy about it. "I can still put it in the proper hole if you prefer."'No, go ahead, Son." she replied, "Just take it as gently as you can. I've never had anything larger than a finger in there before."I slowly pressed my cock into her and it was a lot different to getting into her pussy. At first her anus was squeezed so tightly closed that I didn't think I was going to be able to work my way in at all, but, when I got the head of my cock past the tightly puckered outer muscles, she began to relax and I slowly sank my cock fully in her. Mum's pussy was tight but her anus was even tighter and felt a lot hotter. I slowly began to fuck her and she was soon thrusting her bum back at me. At first I was holding her firm against my thrusts by grasping her hips, but then I slid my arms around her and held her with one hand cupping her tummy and the other on her cunt. I thrust some fingers inside her pussy and rubbed her.
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