Diary of a Kinky Librarian

Friday night right after work I picked D.S. up at the train station. It had been over a month since we had our first get-together and I was looking forward to seeing him. We went to my place and I introduced him to Davey. Davey set about making dinner (he’s a good chef) and D.S. and I hung out. It’s funny to hang out with someone who you feel comfortable with and yet you think that you shouldn’t feel as comfortable as you do because you haven’t spent a lot of time with them yet. I wanted to kiss him but I felt a little shy even though we’ve kissed before. It’s a funny sort of shyness.

We three enjoyed some wine with dinner and that helped us relax a bit and it lowered a few inhibitions. Sitting on the sofa after dinner, D.S. and I started making out when Davey went into the kitchen for something. He came back in and joked that he can’t leave us alone for two minutes. The three of us cuddled close on the couch, with me in the middle. I loved being all snuggled up to two guys I’m fond of. They’re both sweeties. There had already been some talk previously about D.S. being bi, and Davey being a little curious and thinking D.S. was cute. The initial action focused on me and it’s really wonderful to lose track of whose hand is touching you where. “Hmm that hand on my left breast, is it coming from the right or the left side of me? Which hand just moved down to my crotch?” Soon I was the first person naked (as always) and D.S. fingered me for a while. After I had been pleasured for a bit, he got on the floor in front of Davey and asked if it would be okay to turn his attentions to him now. Davey felt shy as always but he consented, and soon Davey’s clothes were off and D.S. was going down on him. Let me just say that D.S. is VERY enthusiastic about giving oral sex (to men or women). While I’m not usually into watching two guys get it on (yeah I know I’m weird, what sort of bi girl doesn’t like guy on guy action?) I thought it was hot to see two guys I like fooling around. It was especially fun because D.S. puts so much passion into cocksucking. And from the sounds that Davey was making I’d hazard a guess that D.S. is quite good at it.

While this was going on, I helped D.S. get out of his clothes and I played with his cock. He ended up taking a break to breathe and cool down and so sat back on the sofa; I took this as an opportunity to go down on him for a while. Somewhere along the way we all adjourned to the bedroom. D.S. commented that he hadn’t gone down on me just yet and of course I looked delighted at the prospect. D.S. has an unusually long tongue, and he had mentioned before that he’s been told he’s talented with it. I have to agree. He inserted a finger or two at the same time and the combination of my clit and g-spot being stimulated felt fantastic. I came a few times. In the meanwhile, Davey surprised both of us by going down on D.S.! This was the first time he’s ever done that (he had handled a cock once before). Apparently he did a decent job of it because D.S. complimented him. D.S. suggested that he’d like to be inside me so we got out condoms and he went to fuck me. Unfortunately, I’ve been having some pain during intercourse lately (or when my dildo was used on me at MasterDoc’s last) and there was quite a bit of pain. D.S. pulled out and asked if I wanted to stop, but I was hoping that the pain would subside if my muscles would only relax so I asked him to go ahead but just go slow. He took it slow and while the pain subsided somewhat it never felt as good as sex is supposed to feel. I felt bad, because I had been so looking forward to sex with D.S., and here my body wasn’t cooperating to make it as pleasurable as I wanted it to be. I was glad that D.S. came but I wished I had been able to enjoy it as much as I usually enjoy sex.

After a little break, Davey said that he wanted to be inside me now, and D.S. offered to get him warmed up (i.e., go down on him again). Sex with Davey didn’t hurt as much but it still wasn’t feeling as good as it usually does. Still, I enjoyed my time with both of them. I just wish that I hadn’t had the painful part.

The next morning I got to spend some time alone with D.S. because Davey had plans with a friend (yeah just a friend, not a date). We cuddled and chatted and D.S. expressed concern about hurting me. I explained that it’s not him; it’s something that’s been happening to me lately. By that time I had already gone online and started to research the issue. Amateur sex therapist that I am, I was determined to figure out the cause and get the issue fixed. (And while I was feeling freaked out that it was happening I was confident that I would be able to fix the problem with some patience. See next entry.) Our cuddling turned into kissing and sexual teasing and I suggested we go off to the bedroom. Again, D.S. went down on me with great relish. Again, I came. Unfortunately even his fingers inside me hurt a little bit off and on. He stuck his very long tongue inside me and even that penetration made me feel a little sore. However, I was enjoying being close to him – he’s so passionate and sensual, it’s great fun touching him and being touched by him. He’s as uninhibited in bed as I am. We had sex again, and I thought that it was going to be okay as I was focusing on relaxing my muscles, plus he fingered me a bit before and that felt okay. Unfortunately it hurt again and we had to go very slow. The pain would back off a bit but then as soon as I felt the slightest bit sore I’d tighten up in anxiety and it would hurt more. Ultimately we were successful in having sex, it just wasn’t as I had hoped it would be. I really need to sort this painful sex issue out. It’s making me anxious and not want to be penetrated – and I LOVE penetration!

It was time for D.S. to head back home and so I dropped him off at the train. I wished him a happy birthday (today!) and kissed him goodbye. Hopefully I’ll see him again sooner rather than later.