She’d been wanting to stick her finger up my ass for some time. God only knows why. So, the other day, when I walked into the room, she patted my side of the bed and asked me, “you need to be milked?”
I suppose a little background is in order. You see, this is a woman who absolutely loves to give me a hand job. Clearly, she likes it at least as much as getting fucked. Recently she made a visit out of state whereby she had a nasty accident. Of such a nature she needed a fair amount of bed rest. In fact, she needed a wheelchair or she had to be carried everywhere she went. This scenario set up The Perfect Hand Job Storm.
Naturally, when she asked me the question, my cock immediately got hard. I said, “of course”. She can be quite the entertaining female. One of her favorite lines, once she gets that hard dick in her hand, she’s like…”is it going to be okay?”
This time when she asked if she could stick her finger up my ass I said, “sure”. She made some mention about whether I wanted her to go slow or fast and I just told her something. Did I say “surprise me?” That’s what I got. Surprised. She was already stroking my cock in a way no woman has ever done before. I felt her finger meet my asshole and then suddenly, without any goddamn warning at all, she shoved it so far up my fucking ass I thought the top of my head was going to come off. I mean, it was like one quick, fluid motion. Wham. It was up there. From this point forward it was all a blur. She was like an octopus. My senses were overwhelmed. Was I even in the same room at this point? I think so…’cause there was one point, while she’s stroking my cock, she’s also searching for something with that other hand. And when she found it it was a really strange feeling. How do you explain it? It was like she had some gland between her forefinger and index and was rolling it in between the two. I suppose its akin to rolling your cock head between your lover’s two fingers. But that’s really a rather remote, vague way of describing it –because really it is so much more than that. When she massaged it I almost felt like I was undulating in a way. I’m here, now I’m not here. Swim-my. But then there’s the whole stroking the cock thing going on too. I’m reaching defcon one at this point and I feel like I’m on the tip of a Scud missile headed toward Jerusalem. There must have been a crease right under my butt cheeks where they grabbed the bed mattress and wouldn’t let go.
Do I need to paint the picture for you? I have a 22 year old girl, with a crippled leg, she can’t walk at all, she was just propositioned by another BDSM photographer to lay newspaper on the floor, get an enema, and spray it out, who is fucking me in the ass with what I later learn is three fingers, rolling my prostrate between her fingers as I let out a primal scream that I most passionately try to contain so Zed, Angel and the rest of the community around me doesn’t hear.
I hope I was successful.