Diary of a Kinky Librarian

So something happened last night that only happens once in a blue moon - I had a date with a woman and we ended up in bed together. Go figure. I’m trying to figure out the last time this happened and other than one woman I fooled around with after meeting at the sex parties I used to go, the last time this sort of thing happened was the first time I ever went to bed with a woman. I was in London, just arrived on a short vacation when I met my first girlfriend in a lesbian bar. I ended up hanging out with her and her friends (my friend called it an evening early) and went home with her. We had a whirlwind romance over the next few days and kept things going long distance for a couple of months, until it was too difficult for her to deal with the fact that I had a boyfriend at home. (My first stint at being poly, before I knew the word polyamorous at all.) Most of my dates with women are rather chaste affairs, maybe ending with a quick peck on the lips, if at all. But last night I lucked out as the words “slutty, kinky and nerdy” on my profile was what attracted her.

Like me she’s an intelligent, educated woman (she speaks three very different languages fluently) who has a strong appetite for sex and an interest in kinky things. We met up for dinner and she treated me to a Japanese restaurant, where she proceeded to order in fluent Japanese. I had sake for the first time and by the time we left I had a good buzz going on. She paid for dinner, and we decided to seek out a karaoke box place where we could hide ourselves in a room and be silly singing songs and drinking. It was a lot of fun but we barely gazed at each or touched while we were there. I suppose were busy getting drunk and working up the courage to go for what we really wanted. Thankfully I had a nice light buzz throughout the evening, I didn’t get full-on drunk. After we exhausted the karaoke we walked along the city streets trying to decide what to do next. She offered that we could go to her place, she had already offered that I could sleep there if I wanted to. We got a cab uptown and she brought me into her little studio apartment.

She put some music on and set up just a few dim lights. We talked a little about kinky stuff (she’s interested in bdsm, as a potential Domme) and she showed me any toys she had in her closet. There was a little rubber semi-flogger that actually had a bit of a sting to it when you got a good whack with it. After a few awkward moments sipping some really strong, awful sake someone had given her, she said, “So do you want to kiss?” I just love when people are direct. I wish I could be more direct. And once we got started everything was easy. She’s very passionate and soon had me pinned down to the bed, our hips grinding into each other (crotches grinding against thighs). Clothes very slowly came off and she teased me, grabbing my hair and kissing me passionately. After getting naked, we ended up taking a short break to have some cherries she had in her apartment - being fed stemmed cherries can be quite sexy. She had me lay on my stomach and she stroked and massaged me, gradually working up to a few spanks here and there and some swats with the flogger-ish thing she had. We had discussed the idea of safe words briefly and she kept expressing surprise that I didn’t use a safe word. (MasterDoc has put me through far more serious pain than she did. lol) She had some cuffs that she put on my wrists and a blindfold on my eyes. I have to admit, that no matter how well an evening’s going, it can be a little nerve wracking to have a stranger blindfold you. Thankfully my instincts about her were right and nothing bad happened. She spanked me some more, never really getting as hard as I would have liked her to. She fingered me to a very wet orgasm while I was still on my stomach.

We hung out and talked a wee bit and decided to try to get some sleep. (I have no idea what time it was. She didn’t have a easily visible clock in her place so I spent the night having no sense of time.) It was particularly noisy outside her apartment and neither of us got much sleep. We got up around quarter to nine and she ordered breakfast to be delivered. We munched on bagels with cream cheese and drank some very necessary coffee. We hung out on her bed naked, talking and soon she was worked up and all over me again. I hardly needed persuading to fool around some more, this time I paid more attention to her and nearly brought her to an orgasm. I relished the compliment she gave me about my fingering skills (I’m always very unsure about them) saying that I was very good at it and much better than a man. She pampered me with caresses and a feather glided over my body, then a foot rub when I mentioned that my feet were cold. Soon we were entwined again, writhing and rubbing up against each other as we kissed passionately. I totally loved that she’s very comfortable being the one on top and in control. She brought me to another orgasm with her fingers and as the hour was getting into the afternoon, I talked about maybe heading home. She asked if I would help her get to an orgasm and I gladly obliged. Between her fingers and mine she had one finally and I could feel good about heading out. She accompanied me all the way to the train station where we said goodbye. I can see this being a very nice friends-with-benefits sort of situation. She’s eager to explore kinkiness and I’m certainly a good one to lead her down the path into kink. She’s curious about things like swing parties and would like to check one out (although she says she gets shy and wouldn’t be an exhibitionist like me.) I’m exhausted today, but it’s a good tired.