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I should mention at this point that even though Greg had begun to suck cocks and let another man suck his, his ass was still a virgin to another cock. I had suggested it several times, but so far he had refused. The most he permitted was a finger from me, and even that was a struggle for him. He could just not relax enough to enjoy it.I was determined to continue working on it though. The thought of seeing him get his ass reamed for a change was intriguing, even if it was me or another woman with a strap-on. I bought a small dildo that was shaped to stimulate the prostate gland and kept a jar of lube handy when Greg and I made love.I finally had him on his stomach one night and was licking the underside of his tool, sucking on his balls and rimming his ass with my tongue. He was pretty relaxed and judging by how hard his member was getting, enjoying the feelings. I started tongue fucking his hole, and when he started moaning softly, slipped my finger into the lube, then ran it around. I waited a few seconds without moving and thrust forward spearing her bottom with the full length of my cock. Apart from one ‘ouch’ she accepted the thrust, and I looked down to see her asshole distended around my cock. I started sawing slowly in and out of her tight asshole while feeling the heat radiating from her ass cheeks each time my belly came into contact with them.The combined attention she was getting from Shelagh and myself had her moaning in no time. I could feel her muscles clamp around my cock as her excitement mounted. The warmth around my cock combined with the milking she was bestowing on it had me throbbing deep in her bottom. I was getting close to coming when I heard her scream. “Oh, yes harder, John you have me so close. Oh god, you’re going to make me cum.”“Now Shelagh! Suck her clit and make her cum.” Having uttered those words, I lost all control and flooded her ass with my cum shooting spurt after spurt deep into her bowels.“Oh yes!” Daisy screamed as her.
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