Sweet November, cont'd in Inside My Head

  • Feb. 3, 2014, 5:28 p.m.
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Sweet November, cont'd [Private Entry] 11/8/2003

He’s obsessed with my chest. He took off the covers and asked to just grab my breasts. I felt bad, because now it was past three am. I kept telling him to go to sleep and he kept telling me he wanted to stay up and talk to me. "This has to be the first time the guy wants to stay up and talk and the girl wants to go to sleep," he joked.

I felt his penis getting hard again and and I made a botched attempt at a hand job "What’s the matter are you afraid I’ll get blue balls?" he joked. He told me not to, that he already came once tonight and it would take forever to make him come again. "I’m done for the night," he said. I was kind of disappointed..I heard the second time was much better than the first, and I didn’t want to end the night with our first botched attempt at sex as my only impression of sex.

We cuddled, he fingered me twice. "Do you orgasm very time?" he asked. "Not every time, but most of the time," I lied. I have yet to orgasm actually, but I don’t want to hurt his feelings. "I’ve heard that it’s just really hard to make a girl come, that’s all…I feel kind of proud, actually." Hearing him say that made me glad I lied. Not all lies are bad after all.

He told me he liked my ghetto booty. "It suits you," he told me. He kept rubbing my behind and actually kissed it. I joked with him and told him that I use him for sex and about my ‘entourage’ of other sophomore lovers that I have.

I put my head on his belly, which is definitely his best feature…better than any pillow, and he joked, "I feel all manly now with your head on my chest." I kept running my fingers through his chest hair and over his belly. He hoked around about being such a hairy guy…I think it’s adorable and the words ‘teddy bear’ describes him so completely, in my mind.

Towards the end of the night, when we werefalling asleep, he told me,"You know, this is a really magical night. I mean, whatever happens, we’ll always remember tonight. We only get a handful of nights like these in our lives…" It was then I realized how much I adored Christopher, which scared me to no end. I fell into a fitful sleep next to him.

We woke up the next morning and hung out. I sat at my desk while he sat on the bed and we just talked. I don’t know how we got into this, but we started comparing shoe sizes. I went over to my bed to compare feet size when he said,"Come and sit on the bed with me.I sat down, and put my head in his lap.We ended up hooking up again, with him on top of me…H ended up fingering me again, and then we just kind of laid there and cuddled. It really was an awesome night, and despite the nagging worries, I’m glad I lost it to Christopher.


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