The Anal Frontier: The First Time My Wife and I Had Anal Sex
It was so fun and enjoyable that we never looked back. Anal sex was now here to stay.
Over our 22 years of marriage, Lauren and I have continually pushed our sexual boundaries, exploring terrain where many couples may never go: swinging, exhibitionism, threesomes, domination/submission, etc. For us, there are virtually no limits so long as we’re on the same page.
One sexual frontier Lauren and I never fully explored until about ten or eleven years ago was anal sex. We had toyed with anal but never gone too far with it. Lauren, for all her sexual curiosity, was shy about that part of her body.
Meantime, Lauren gave Allison and me permission to have anal sex, which we did on occasion over the eight years (1998–2006) we were polyamorous with Allison. Allison had wanted it. Intrigued by the idea, I nervously agreed. We both enjoyed it.
Turns out that, with sufficent lube (we used Astroglide), anal sex with Allison was amazing. It felt very good and, yes, I came in her ass. Allison was the first woman with whom I’d ever had anal sex. All throughout our relationship with Allison, Lauren never relented in saying “no” to my cock in her ass.
Though anal sex wasn’t a thing for Lauren and me until about 2012, anal play was a thing. It started early in our marriage when Lauren was giving me a blowjob and then with one of her hands stroked my anal region. It was a shock to me that she went there, but I enjoyed it and didn’t stop her.
In the years to follow, she allowed me to give her anal play and cum on her asshole. Yet almost all things anal remained a delicate matter. Then again, Lauren later confessed that my ejaculating on her asshole got her curious about anal sex. “I was just shy about it,” she reflected.
The night that we first had anal sex remains etched in my memory. Lauren was riding me in reverse cowgirl position and I had our camera rolling. She had already cum from oral sex and was quite wet. She was leaning forward as she fucked me, exposing her asshole. I loved what I saw — there’s nothing not to like about her bum — and I felt inspired to get really naughty! I put the camera on the bedside table, doing my best to keep it aimed on the action, and lubed up my thumbs. She asked me what I was doing and I told her it was a surprise. She giggled and continued riding me.
I anally teased her with my thumbs, stroking her asshole. I remember thinking that her asshole felt fleshy, a bit wet and a quite squishy. She responded to my play with some deep breaths and moans, along with giggles that got me quite aroused. Feeling bold, I applied some pressure with one of my thumbs and got penetration. As my thumb sunk into her rectum, she whimpered, “oh my.”
She didn’t ask me to stop.
Over the next 5 or 6 minutes, I had my thumb in her ass as we made love, and the intensity went off the charts. She moaned — at times so loudly that I worried our son might hear. She was in ecstasy. Finally, she got off me, breathing hard, and got all fours for me to pile-drive her in doggy-style.
No sooner was my cock back inside her than I returned my thumb to her ass. With the side of her face pressed against the mattress, allowing me to pound her while I thumbed her asshole, Lauren whimpered.
“Do you like this, baby?” I finally asked, my thumb far in her rectum.
“Yes,” she said softly.
I pounded her as hard as I could. She had begun masturbating her clit, soon climaxing for a second orgasm. I slapped her left ass cheek with my left hand, the thumb on my other hand still in her ass, and kept hammering away.
Finally, feeling completely awash in sexual pleasure and curiosity, I asked her the big question and didn’t mince my words: “Baby, I wanna fuck you in your ass. Would you like that?”
“Yes,” she practically croaked. “Let’s try it, but please be careful.”
I nervously lubed my cock, remembering all those times with Allison and reminding myself that I knew how to do this.
Still in doggy-style, Lauren spread her ass cheeks with her hands, exposing her bum (as Allison had done), and I got into position. When I put the tip of my dick on her bum, she nearly lost her breath. Her asshole was very difficult to penetrate and she had to lower herself a bit to give me a good angle (she’s pretty tall at 5’10”) but, after some pushing, I got in.
Holy fuck did it feel amazing. Her ass was tight and had ridges. Thanks to the lube, the farther I went into her rectum, the better it felt.
“How’s it feel?” I asked my bride.
“Feels good. Just be careful, baby,” she said softly.
“Okay,” I responded, eyeing my cock in her ass.
Adrenaline coursed through my body. Lauren resumed her masturbation as I gently fucked her ass, squirting some lube to keep things pain-free for her. It felt so good — not as good as her pussy but it still felt really good — and she seemed to enjoy it.
Probably within 3 minutes of being in her ass, I felt a rush of cum. I didn’t know what to do — stay inside her or pull out.
“I wanna cum in your ass,” I whimpered groggily.
Lauren, equally out of it, whimpered, “yes,” a hint of desperation in her voice.
“Oh fuck,” I said as I unloaded in her ass…spurt after spurt after spurt as she stayed in position receiving my warm, creamy seed.
“Did you like that?” I asked after blowing my load. My cock was still in her rectum.
“I did,” she answered, now more alert. “What did you think?”
“It felt really good but I most enjoyed seeing you like it so much,” I answered, now exiting her bum. Her asshole gaped for a few seconds and then closed, oozing with my semen.
Since that first time, anal sex has been something we enjoy a few times a month and we’ve even incorporated double penetration, too. I rarely ever pull out of her ass — staying in is fun, especially when there’s a third female partner with you who wants to lick the anal creampie….
