thingsteal: Update on the ass virginity thing.
We've had a lot of "firsts" this year. Earlier this year, during a lengthy sex session, she got off and just started giving me a blowjob. Then after a while we went back to sex, then the blowjob, then more sex. I couldn't believe it. She always used to hate her own juices (especially me kissing her after eating her out), but now it's like no big deal. What a huge turn-on this is for me - and for her.
This past month we had sex three times during her period. This has never happened before, and like I said we've been together over 15 years. She was the one who wanted to fuck me during her period. She was worried I might be grossed out afterwards but I said I have to cleanup anyway after sex, and so what if the washcloth is a little red. It washes out. It's no big deal. It also helped that she enjoyed the sex and has a good vaginal orgasm each time. I'm clearly getting this again in the future - she told me so.
We also did a 'quickie' this past weekend. The kids were downstairs playing. We haven't done a quickie since one of our kids was conceived. While I didn't cum (and didn't mind), she came twice vaginally in 7 minutes. Now she wants more quickies when the timing is right.
She's also gotten into trimming and some shaving. I've really enjoyed this change when giving her oral sex!
So anyway last night we were just bonkers. Had a few glasses of wine. Kids long asleep. Inhibitions long gone. She's on top. We're talking. She says she knows I want to fuck her in the ass because I've been playing with her anus every so often lately, but she wants to know why. I say I want to take her ass virginity. I said I didn't get her pussy or her mouth first, but I want her ass when and if she's ready. The pussy floodgates opened after I said that. She got super turned-on. After a little more wine and a lot more sex she basically said I could fuck her in the ass sometime in the future. After that was said, I stuck about an inch of my left index finger into her anus for a few minutes while she was on top. She had no complaints and didn't tell me to stop. Eventually I stopped, we switched positions, and moved on.
We don't do much sex talk during the day, other than saying something like "Did you have fun last night?" That's the extent. I'm pretty sure questions about anal sex will come up again. She's probably worried I've going to stick the whole thing in (No, only a couple inches, with a lot of lube, and she'll be in control, and we'll stop if she hates it or has pain). She's probably worried about the poop thing. Hell, she's probably worried she MIGHT LIKE IT.
I think for now I'm just not going to bring it up at all. The "soft sell". SHE should be the one who is curious to try it. SHE should be the one requesting it - thinking about it - and going for it - kind of like the period sex. I've done anal sex with a woman before (long time ago, old girlfriend, she loved it) and I know what to do. I suppose it'll be the right time, place, and take enough good wine to allow it to actually happen.