Image from Take it like a Man
So we finally did it. And it was awesome. Here’s the story to my first time getting pegged.
Friday night we stayed in. We had some dinner, had some drinks, had some sex. It was good. Then it was Saturday. We woke up, went for a bit of a walk and when we got back home we started getting into the motions that lead to sex, ie. getting naked. Well, usually it’s me getting her naked and we go from there.
So I was taking her clothes off amid touching and kissing and hugging. And the next thing I can remember from there is I am pouring silicone lubricant over her pussy and rubbing it in with my cock. Now that’s a little weird because normally we use water based lube but Friday night we had a bit of shower sex and used some silicone lube that we have had sitting around for a while and because of how awesome it was on Friday night, when I reached for the lube, I grabbed the silicone.
Now, though we usually use water based lube, I’d say about half the time we indulge in anal play, we use silicone lube. So pouring the lube over her pussy and seeing it drip down to her anus, I got cute and putting my cock by her asshole, then her pussy, asked her “In here, or in here?”
When I put it next to her anus, she said “You can try.” Wohoo! Anal time. So I grabbed a mini double ended dildo we have, one that I think is designed for anal play because each end is shaped a like a butt plug is that it goes from slim to wide to slim again. You put it in and it stays in until you pull it out.
I eased the slimmer end into my wife’s ass and pushed my cock into her pussy. After a little while, I took the dildo out, turned it around and slowly slid the fatter end into her and again left it there while we fucked for a few more minutes.
I stopped, took it out then went back into her pussy one last time. However, when I asked if she wanted to go ahead with anal, she said she didn’t feel like it. Fair enough. Some days it works, some days you think you’re ok but it doesn’t feel as good as you’d like it to. I know this from my own experience and the warm up had let her know today wasn’t a day for anal for her. Well, turns out that meant it was the day for me.
After asking her if she wanted me to fuck her ass and her saying no, I just asked her if she wanted to fuck my ass. The unhappy face that was telling me I couldn’t put my cock in her ass lit up in a smile and she said “Yes.”
She wanted to fuck my ass.
So I took a few seconds to remember where the strap on was, it being so long since I had put it away, unused. Well, today we were going to use it. (Here’s my review of that strap-on – the Red Rider.)
I got it out and put it on the bed. Then I grabbed my wife and threw her onto her back and slid inside her pussy for a little bit more fucking. It just feels so good and I wanted to be really ready to go before we proceeded with her pegging me.
That done, I grabbed the harness and dildo again and gave it to her. She stood up on the bed and got into it. I stood up with her and kissed her. She said to me “Why are you standing up?” and made to push me down onto the bed. So I got down onto my knees, face at her belly. She still wasn’t happy with that and the thrill of dominance coming over her, she gently pushed me again down onto my hands and knees.
I handed her the lube I had previously been pouring over her pussy and she started lubing me up. Feeling that it wasn’t enough, I told her she need more, that she needed to try pushing the lube into my ass rather that just trying to push her finger all the way in, in one go. She got the hang of it and was massaging the lube up my asshole.
I felt like I was ready enough and told her that was enough, let’s just do it. And we started. Her behind me, pegging me doggy style.
Her aim was a bit off so again I had to guide her. I have to admit, being the passive (or submissive, or receptive) partner, it’s not so easy to give instructions, but for everyone out there who gets fucked, I feel like I should say that it is very fucking important. Make sure it is working for you too.
Anyway, she got it in but again I had to ask for more lube. Once that was sorted it was ok. At this point, I am really getting pegged. My wife has a dildo strapped to her crotch and is fucking me (carefully) in the ass. And I can’t see anything that’s happening. A completely new experience in sex with a partner. At every other time, because of where my cock is, I can look down and see what is happening. Now I am all about feeling. And trusting. I can’t even see my wife, I’m just looking at the headboard.
And the feeling in my ass is kind of familiar but strange and new in that I am not controlling the movement. It’s ok, actually I can’t really remember how it was but probably somewhere between ok and pretty good. Anyway, we stopped and switched to missionary position.
And damn that was a good idea! Now I could see my wife, I could touch her breasts and could see her thrusting and best of all, the curve of the dildo started working how it was supposed to work. It was rubbing across my prostate. Then she grabbed my cock and started stroking it. I was goo-goo. My ability to talk was suddenly like that of a one-year old. All I could express was pleasure and pain and right then it was all pleasure. Overwhelming new pleasures of the anal kind I hadn’t been able to experience alone.
Then, encouraged by my groan-moaning, my wife starts really getting into it, fucking my ass and stroking my cock and urging me to cum. And I would have loved to. In fact, it kind of felt like I was cumming the whole time. But I didn’t. Instead, we stopped and I unstrapped the strap on from her and finished with me fucking her. In her pussy. And it was awesome. The whole experience was out of this world. The second time I got pegged was pretty good too!