I was at home lot bored, so I started to indulge in cross-sressing more. It was the only thing I could think of doing to fill my time. Stefan helped me become really good at it! It was he who encouraged me one day to wax the little hard of mine that was still visible. He even bought me all the materials, they were waiting for me at his place on the evening he suggested it. So I just kind of went along with it. I couldn’t think up a good reason to refuse, and he seemed so enthusiastic about the idea, I didn’t feel I could say ‘no’.It was the same when he suggested I shape my eyebrows a bit more femininely. And he was right: they looked so good after! I forgot that before they were so ugly and masculine! Thankfully he was there to point that out. I got a few strange looks in work and on the street, but somehow I didn’t care.He eventually encouraged me to test out how good I could cross-dress, by going out with him a few times. He always brought be to another side of town, were neither. For a terrible moment, the boy thought that it wasn't going to work, that his cock was too fat for her shit tunnel.But Virginia knew better.Her tight ass ring began to ripple and part, adjusting to accommodate the bulk of his prick. She knew full well how pliable a shit chute was. Her brown bud fluttered open around the tip of his prick. When Jimmy humped again, half of his big, mushroom- shaped slab inched into her ass.He stared down in amazement, seeing the purple cockmeat flaring in that taut slot. A few blobs of spunk dribbled out, lubricating the passage. He shoved again and his mother pushed her ass back to meet him, squirming joyfully.His cockhead disappeared up her shit hole. Her tight ass ring collared his cockstalk, gripping him tightly. His prick stood out between them, spanning the gap. Jimmy held steady for a moment, feeling the way that her asshole was dragging on his cockmeat, pulling him deeper with no effort on his own part. His mother's shit tunnel seemed to be.
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