I’ve been slacking off, dear perverts. I’ve had a couple of interesting interludes with MasterDoc (and one that included DeeDee) that I haven’t blogged about – and probably won’t. It’s not that it wasn’t hot or interesting, I’m just getting lazy about writing. I think perhaps this blog will chronicle some of my exploits rather than every one like I’ve done for the past few years. Methinks I have a little blogger burnout.
Last night I went on a first date with a guy from a dating site. MasterDoc is so busy with women lately that I seriously need to find other people to have sex with. I am so not getting laid enough. If my dating others results in more loving poly relationships, that would be a bonus. But at minimum I would like a regular friend with benefits who I could fuck and enjoy hanging out with.
The talking and dinner part of the date went well. He’s a nice guy, keen on exploring poly (and exploring kink), already dating a couple of other women. I hope I see him again. He brought me chocolate from a shop in the city called The Chocolate Library. He gets major bonus points for thoughtfulness. He remembered my profile mentioned my love of chocolate, and well, the place is called a library, so he thought it was the perfect thing to bring along.
He admitted that he was a little intimidated by my experience. He wondered if he needed to be dominant with me, and I told him to just be himself, just do what he usually does when getting to know a new partner. While I have had some pretty awesome sex, I’m not someone to be intimidated by. I also don’t require kink every single time. But I do like when the person I’m with is more aggressive than me.
We went back to my place and he got me naked pretty quickly. That’s not hard. I’m not an indiscriminate fuck but once I decide I’m up for it I don’t play coy usually. He dove into my pussy quickly and the guy knows his way around a pussy. He ate me out for a fairly long time and I came a few times during it. When he added a finger or two in my pussy that felt even better. I told him that I’m a squirter. After all, I put out my Fascinator throe and felt the need to explain my prized squirt blanket. Apparently, despite this guy’s having been around the block (he previously dated a sex worker), he had never encountered a squirter before. I warned him that my squirting is sporadic. I didn’t want him to take it personally if I didn’t squirt. But he worked my pussy with his fingers for a while (the guy had finger and tongue stamina) and sure enough, girl cum poured out of me at one point. He thought it was pretty awesome. He spread the wetness around my pussy and seemed to enjoy playing with it a little. I love that most guys love squirting. He pointed out that women can see visible proof a guy has come, but unless a woman squirts the guy doesn’t get solid proof.
Actually, now that I’m thinking of it, his hands went to my ass first. I had lube handy, of course (and vibrators, condoms, and gloves in case they were needed or wanted) and made sure he lubed me up well. After he got me off a bunch of times, I went for his cock. I truly love sucking cock. He has a very nice cock.
He worked his way up the bed so he was straddling my head, and he fucked my face. How did he know I like cock choking? I had to keep my hands in there so I could pull away when needed. A girl does need to breathe. But all in all it was a pretty hot blowjob.
He asked for a condom and turned me over. Instead of fucking my pussy, he went for my ass. Now if you’ve read this blog for a long time you will probably remember a swing situation MasterDoc and I were in several months ago where I got fucked up the ass. Even MasterDoc (the biggest slut I know) thought that was extra slutty.
I realize that anal still has a certain amount of taboo around it. To be honest, I hadn’t even tried anal sex until my mid-20s. But at this point in my life I have this philosophy: if the guy is wearing a condom, if we have enough lube for my ass to make it comfortable, and if I’m feeling in the mood for it – why should it matter if it’s the first or twenty-first date? I can understand not wanting to do anal with someone who is still virtually a stranger, but I play such things by ear.
It was a good assfucking. I somehow ended up with my head against the wall, which I suppose is fitting for a rough and tumble bit of sex. Knowing that I like things rough and dominant, he grabbed my hair as he fucked me. It was awesome (and he released my head when I mentioned that my neck was hurting). I came often, and he fucked me until he came.
It was an extremely pleasant first date. Good company over dinner and hot sex after. He had work today so he headed home when we were done. I walked from my place back to MasterDoc’s. When I mentioned that I was going to do that, he asked if I was going to go tell MasterDoc all about my evening. And while MasterDoc was working late, I did indeed tell him about my date when he got home. And just as I told my date he’d say, MasterDoc said, “You slut!” As always it was said with the utmost affection.
As a little post script, I saw Blondie today (a perfectly respectable afternoon in the city – in other words, no sex) since we were down around SoHo/The East Village she suggested we go to the chocolate library. That place is a total boutique of fine chocolate. There are many different brands, different types of chocolate (a vegan bar with aphrodisiac herbs in it even, Blondie bought one of those). I picked up a couple of bars that sounded yummy and I will try to slowly savor them (and the bar my date brought the night before) over a period of time. This is expensive chocolate. It demands to be savored.









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