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After about 10 mins of this, she pulled out some lube and a condom, instructing me to fuck her up her ass. This was the first time I had done anal sex, I had always had a fetish for it, but never done it. The closest I had come was licking and fingering my girlfriends ass when we were together, but never anal sex. I fucked her for about 15 mins in multiple positions before she asked me if I wanted to have my ass fucked. I was a little unsure, but thought 'what the hell'.She started slowly with me facing down and her lying on top of me, at first it really hurt and she told me I had to relax and not resist. I tried my best to relax, but it was still hurting me, then started to feel like I was going to shit myself so I asked her to stop. I started giving her head again while she pulled me off, and finally asked me what I'd been waiting to hear all night, 'would you like to taste my sperm?' I was so excited, my biggest fantasy was to have a ladyboy cum in my mouth while I sucked her. ..As we laid on the futon recovering from the intensity of our passion, I had my arm wrapped around Jenny and was teasing and caressing my fingertips over her flushed areola and still tingling hard nipple. Tracing my other hand over the smooth curve of her hip I replied, "Hmm, well, I'm thinking it would be fun to help my neighbor some more tonight...need any help in the shower?" Catching my eyes with a devious smile she moved over me, kissing down my chest and stomach and caressed her hand down over my cock and balls, inspiring my resurgence.Jenny wrapped her hand around my thickening shaft and teased, "Oh, I could always use an extra hand in the shower", then her eyes narrowed with a seductive grin and she stroked her fingers over the length of my shaft and added, "And a nice, hard cock too!" Holding my cock to her lips, Jenny looked into my eyes as she teased her tongue over my tip, and purred, "Will you help me with your hard cock?". I sucked in my breath at the sensation of her.
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