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As it happens I had gained a lot of respect from my performance in our hockey team, which would stand me in good stead with the seniors. At the time I was sharing a house with two girls and one guy. There was me and my two friends – fellow hockey players as it happens. They were Gemma (no not that one) and Hayley, who I had been to college with. Gemma was a shy girl. She was a brunette with amazingly blue eyes and a somewhat Mediterranean complexion. Hayley was the exact opposite; confident, brash even and was very popular with all the guys, if you know what I mean. She was quite tall with masses of long, sandy blonde hair. Toby was our male house mate. He was a slightly foppish guy, lazy most of the time but academically he was brilliant. He just struggled to overcome his tendency towards lassitude and actually go to lectures. On the whole we all got on, sharing duties and so on and by and large Toby knew his place. I can’t actually remember how he came to be sharing with us and he. Why won't you do anal?" he asked."Because it hurts, Vito." Have you done it?" Well, not really but it seems like it would hurt." I don't get it, Kid. You barely whimpered when Pedro pierced your clit." That was different. He numbed me, and it only took a few seconds." Okay, we can take care of that. I have a plan."Vito gave her a "starter" butt plug, and told her to go to bed at night with it in her ass. It was thin, soft and flexible. She hardly knew it was inside her. He said to wear it on her next date. She did as he asked and found guys loved fucking her with the plug in. She was beginning to like it too.Each week after that, he gave her a new and larger plug saying to wear it all day. Eventually she was up to a large fat plug that took lots of lube and a couple of minutes to get in. The final week she tried a vibrating plug that she liked very much."Okay now," Vito said. "You're ready for the real deal," and he took her to an abandoned house and fucked her ass. She was no longer.
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