Lost My Anal Cherry!
March 01, 2015
Today was a big day for me. We actually had anal sex for the *first* time since we’ve been married…TWENTY years!!
I’ve never been anally inclined… I have a REALLY tight ass, plus some long-lasting trauma stemming from a doctor visit as a c***d, and that that’s without mentioning S’s fat cock. So lets’ just say that past attempts have been less than successful. Add in the fact that anal sex is more popular in porn and everyday culture than ever before and a lot of people enjoy it. I felt like I was really missing out on something.
S had decided many years ago that I would NEVER be able to have anal sex. He would still ask me occasionally, hoping that I would suddenly have a change of heart. He would even try to entice me into doing it by bargaining with me…”you have anal sex with me, and I’ll have an all-in threesome with a guy”… S and I have had several threesomes, but only one with a guy, and there was no sword-crossing. I wasn’t disappointed in that till years later when I realized that I like bi guys, and I’m not married to one. S has no problems with gay or bi guys, but says that he himself has no desire to try it.
Still, in an effort to get me to try anal sex, he offered…thinking I might be tempted enough to think about it, but not SERIOUSLY do it.
I decided recently that I was going to get over it, just so we could have more fun in bed. Why am I letting a mental block stop me from enjoying myself? S was happy to help, and we quickly worked from rubbing my asshole to fingering it during sex, to my glass butt plug.
We didn’t PLAN to do it this time…. We actually started fooling around in the living room early this morning, went in the bedroom and 69’ed, licking and fingering each other…then I rolled over on my stomach and S fucked me from behind for a few minutes, before he asked me if I would let him have some ass.
I said no at first, but said he could play with it, so he did…with his dick, lol…
It felt good and I was relaxed, so I told him he could try a bit more. We used a lot of lube and he pushed in…it didn’t really start to hurt until he got the whole head in. Like I said, he’s got a fat cock with a fat head, and well…it was uncomfortable.
We did quit once, but I decided I wanted to keep going, so we did.
And it worked!! S got his WHOLE COCK IN MY ASS…and came inside me… It wasn’t that uncomfortable, but I wasn’t super turned on, mainly just concentrating on what he was doing, so I didn’t really feel like getting off yet.
Overall? Not that bad. No, I didn’t magically turn into an anal slut, but it’s one more thing that doesn’t hold me back. S told me that he was going to keep his word and asked me when I was going to look for a third…we decided a couple might be more fun. Our friends…my crush and her hubby will be coming to visit later this month…We’ll see how that goes…
Today was a big day for me. We actually had anal sex for the *first* time since we’ve been married…TWENTY years!!
I’ve never been anally inclined… I have a REALLY tight ass, plus some long-lasting trauma stemming from a doctor visit as a c***d, and that that’s without mentioning S’s fat cock. So lets’ just say that past attempts have been less than successful. Add in the fact that anal sex is more popular in porn and everyday culture than ever before and a lot of people enjoy it. I felt like I was really missing out on something.
S had decided many years ago that I would NEVER be able to have anal sex. He would still ask me occasionally, hoping that I would suddenly have a change of heart. He would even try to entice me into doing it by bargaining with me…”you have anal sex with me, and I’ll have an all-in threesome with a guy”… S and I have had several threesomes, but only one with a guy, and there was no sword-crossing. I wasn’t disappointed in that till years later when I realized that I like bi guys, and I’m not married to one. S has no problems with gay or bi guys, but says that he himself has no desire to try it.
Still, in an effort to get me to try anal sex, he offered…thinking I might be tempted enough to think about it, but not SERIOUSLY do it.
I decided recently that I was going to get over it, just so we could have more fun in bed. Why am I letting a mental block stop me from enjoying myself? S was happy to help, and we quickly worked from rubbing my asshole to fingering it during sex, to my glass butt plug.
We didn’t PLAN to do it this time…. We actually started fooling around in the living room early this morning, went in the bedroom and 69’ed, licking and fingering each other…then I rolled over on my stomach and S fucked me from behind for a few minutes, before he asked me if I would let him have some ass.
I said no at first, but said he could play with it, so he did…with his dick, lol…
It felt good and I was relaxed, so I told him he could try a bit more. We used a lot of lube and he pushed in…it didn’t really start to hurt until he got the whole head in. Like I said, he’s got a fat cock with a fat head, and well…it was uncomfortable.
We did quit once, but I decided I wanted to keep going, so we did.
And it worked!! S got his WHOLE COCK IN MY ASS…and came inside me… It wasn’t that uncomfortable, but I wasn’t super turned on, mainly just concentrating on what he was doing, so I didn’t really feel like getting off yet.
Overall? Not that bad. No, I didn’t magically turn into an anal slut, but it’s one more thing that doesn’t hold me back. S told me that he was going to keep his word and asked me when I was going to look for a third…we decided a couple might be more fun. Our friends…my crush and her hubby will be coming to visit later this month…We’ll see how that goes…
10 years ago