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Looking back at his length and girth that first time, I was certain he was going to split me in two. He held my hips to stop me from trembling, just nudging the tip against my puckered opening: “Just relax, Jess – let it open up for me – I promise not to hurt you.”Easy for him to say ‘relax’, it wasn’t his arse about to be violated – perhaps if I lay very quiet, it wouldn’t hurt so much. He was actually very gentle for the first week – always making sure I was fully relaxed and well lubricated, never rushing – just inserting an extra inch or so each day until I felt his thighs hit my butt – he was right in. I lay very still, trying not to breathe, as he pulled out then slid it back into my anal depths – it did hurt like hell. Then I remembered Lizzie telling me how she faked her first few orgasms for him to ease the pain – perhaps I could. She came over, sliding her hands under my tits to squeeze and massage the nipples, then kissing me through that first fake climax.He did stop,. I started talking to this really hot girl named Chris who worked for a local media buying agency.I bought her a few drinks and as is often the case, the conversation turned to sex. I was quizzing her about the wildest experiences she had ever had or wanted to have, and she told me that she had often fantasized about having sex with another woman but never had the opportunity to act on it.We took this conversation to the dance floor, where we used the excuse to stand pressed close together swaying to the music while I asked her to tell me details of exactly what she would do if she had the opportunity to go home with a woman tonight. She told me how she would choose a dark-haired woman (she herself was blonde with short hair) and how she wouldn't be able to stop from tearing her clothes off and imagining how it would feel to have her pussy eaten.I asked her if she thought it would feel different than how a man would do it. She replied that it would in that she imagined it would be.
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