Like I had said in my previous story, I had done quite a few things with him. Now, previous to his ftm transition, he was incredibly sexy. So for the extent of this story I will refer to him as a 'she' and 'her' for the sake of confusion. Anyway, her name was Kelsey; a beautiful spanish/italian mix with long black hair, autumn brown eyes, a 32C chest, and a perfect ass- not too big, not too small. Absolutely gorgeous. She would constantly be a part of my masturbation fantasies, imagining what she looked like naked and touching herself for me. But little did I know I wouldn't have to imagine for much longer.
One day last year during spring break, she had invited me over to hang out at her house. Her mother would be gone all day and her plans cancelled on her, so without hesitation, I went over. We lay down on her bed, talking, when she proclaimed suddenly that she was horny. I felt my heart drop at the words she had just uttered. She said she was gonna masturbate before I came over, but I came a lot sooner than she thought. So I just said what came to mind: Why not do it now? After some consideration (and pleading), she agreed to do so.
She got up off the bed and walked over to her dresser, and pulled out a decent sized pink vibrator and lube. After getting comfortable on the bed, she said that she was nervous; she hadn't done much with a girl, or let anyone watch her masturbate. But I sort of insisted. I wanted this so bad. I sat up and placed myself between her legs. I grabbed at the hem of her black tank top and helped her out of it. The black laced bra came off next, but she slightly covered her tits, obviously shy to my prying eyes. I told her to relax, and brought her arms to her sides. I then kissed her pretty lips, slipping my tongue into her mouth as I eased her out of her shorts. Left in only lacy pink panties, I began kissing down her neck, lightly biting where I felt necessary, and enveloped her right nipple, followed by the left into my mouth. Her breathing increased noticeably as I kept going down south, passed her navel, to her sex. I practically ripped off her panties, and stuck one finger inside of her. She was soaking wet as I rhythmically started to penetrate her tight pussy.
I was loving this. Kelsey was starting to moan loudly as I stuck another finger in. I unbuttoned my own pants and started to finger myself, matching the movements I was making inside of her. I would occasionally glance up at her; biting her bottom lip in such a sexy manner. I almost couldn't handle it. But I didn't wanna stop. And once said that she was gonna cum, I stopped immediately. After dealing with her disappointment, I grabbed the vibrator and turned it on, putting it on her clit. Damn, was she pleasantly surprised! She gasped and clutched onto the bed as I rubbed the vibrator up and down her hole, and finally slid it into her. I began my rhythmic penetration once more, in and out of her wet, tight hole; all the while I was rubbing over her clit with my thumb. Her back was arching off of the bed and she was moaning my name until she came; her body trembled before me as she laid back down, spent and panting. I didn't make her return the favor; she was very tired by the time she came and we just both fell asleep. I did eventually make her return the favor though...
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