[d7uncan]

The first story I posted in this thread happened more than 20 years ago. My wife and I have had some terrific sex in the meantime, along with some less-memorable sessions. It's a marathon, after all and mediocre fucking is still way better than nothing. She is not generally interested in talking about sex, which still mystifies me since she obviously loves to fuck when the mood is right. The best understanding that I have been able to reach is that she's like a naturally talented athlete -- overthinking what happens when she gets in the mood gets in the way of letting go and just being in the moment and letting the multiple orgasms happen.
Despite this, I have managed to find out that a number of sexual variations that we have done together were first-time experiences for her. The threesome that I wrote about at the start of this thread was the first (and only) time with her and two men. I was also surprised to learn that I was the first guy to fuck her doggy-style, the first to titty-fuck her and the first to play with her ass. She has to be in the right mood, but when the stars align, she enthusiastically pulls her thighs up onto her chest and welcomes my tongue into her ass and/or will bounce over the edge into a particularly intense orgasm when I slide a finger into her ass while she is on top on me and grabbing both of my ass cheeks and hunching down to get me as far inside as possible. For a while, this was more frequent but then I found her pushing my hand away when I started this maneuver on almost every occasion when it seemed to me that her body language was inviting it. So, not wanting to be "that guy" - inconsiderate, clueless etc., I stopped trying to penetrate that nearly untouched orifice. I finally found the right time (as the sweat was drying after her third orgasm a couple of nights ago) to tell her explicitly that I wasn't going to try to slide a finger into her ass unless she made it very clear that she wanted it. The next morning, it made me very happy when she said, more or less out of the blue, "For the record, I like it when you put a finger in my ass."
Oh, and in case I hadn't made it clear, I had never fucked her in the ass. Yep, no one had ever popped her anal cherry and 28+ years of our adventures only contained a tiny handful of times when we had even gotten close, always with a firm signal that she was tapping out before the head of my cock could start to slide through that tight little ring of muscle.
UNTIL LAST NIGHT!
Unlike her, I pay attention to everything leading up to and during sex, so the fact that she had indulged in a couple of margaritas followed by at least two glasses of wine had me paying attention. Tequila has been my best friend when it comes to her being in the mood to shake up our routine. The fact that she smoked a little weed with me on top of this was not encouraging; smoking usually blunts her libido. Surprise, then, when she flat-out invited me to lick her pussy just when I thought she was about to wander off to bed. Surprise, too when she didn't push my head away after 5-10 minutes but instead welcomed my fingers inside of her pussy. One finger, pushing against the back wall elicited "Oh yeah, mmmm!" Two fingers, deeper breathing and more enthusiastic movement of her hips. Three fingers, still going, no telltale scooting away to make it clear that she wanted to climb on top and take it down the home stretch. In fact, at this point she drew her thighs up to her chest and opened up more. I pulled out my fingers and rimmed her with my tongue - nothing but encouragement. Two fingers back inside of her drooling c*nt now, and I rubbed the thumb across her sphincter. "Do you want this inside your ass?" I whispered and she whispered back "Ummm, yes, do it." An extra thrill trickled down my spine and into my stiffening dick as my thumb slid easily into her ass and I felt the muscles at the entrance and the thin wall separating it from the fingers still rubbing and stretching her pussy out. I tried every variation I could think of to take her over the top, fast and firm thrusting into her, with and without my tongue on her clit, just the thumb in her ass, taking the thumb out and various combinations of fingers in her pussy. At one point I had all four fingers of my right hand in her as deep as I could, all the way up to the palm with continued moans and pelvic thrusts on her part spurring me on. This went on and on and I loved all of it, trying to get her over the hump (only been able to get her there a couple of times with fingers and tongue over the last 10 years or so, always hoping to get her there again...).
Finally, it felt like the magic was starting to cool so I grabbed her hand and led her upstairs to bed, knowing that as soon as she climbed on top of me we could take it home. She slid my cock inside (only 3/4 hard - what was that about?) and after a bit of fumbling I felt myself stiffen fully. She clutched my ass with both hands and slid down to assume the tried-and-true POSITION that has always worked best and kicked it into top gear. Intense, wonderful but still not all the way there for her. I slid two fingers inside her sopping pussy alongside my cock, something that I always thought was mainly for me and only tolerated by her and was rewarded with enthusiastic sounds from her; apparently tonight was a time that she wanted to be stretched and filled more than usual. Then I slid those fingers out and rubbed one against her anal opening. Pressing firmly, drenched in the juices pouring out of her, I whispered in her ear "Do you want this in your ass again?" "Yes," she panted, "put it in!" I slid it through that hungry smooth opening up to the second knuckle and began to thrust in counterpoint to the rhythm of my cock in her pussy. Her panting got louder and faster and she pulled me tightly against her. She kept pushing her ass up and out against that finger, so I decided to gamble and slid a second finger into her ass (only the second time I have tried this). This did it. Within 10 or 15 seconds I felt her sphincter start to spasm and her c*nt gripping my cock in the familiar cadence of her first orgasm. I pulled my fingers out of her ass and pushed down on her shoulder blades as she groaned through an intense orgasm.
After all of this, she was breathless and overheated. I knew enough not to spoil the mood, so I helped her roll off of me and lay on my side next to her as she settled onto her stomach with one leg splayed out to one side. I thought she might drift off immediately to sleep, but she stayed awake and we murmured back on forth about this being a lovely surprise for both of us. I had started to lose my erection, but looking at her in the shadowy light filtering under the door I figured I had nothing to lose. I snagged a bottle of silicone lube off of the nightstand and poured a generous amount over my cock and fingers. After quickly working myself back to a full erection, I crawled over top of her, still on her stomach. "Hmmm! Where are you going with that?" she said in a teasing voice. I didn't answer but found the entrance to her c*nt, driving into her from behind. I reached around with my left hand and felt my shaft buried in her, plunging into her still-drenched opening. Several minutes of this and she was panting and moaning again. Moment of truth! I pulled out of her and slid my cock up, into the crack of her ass. I slid one finger into her ass, clearly signaling what I was about to attempt, and used that to position the glans at the entrance to her only remaining virginal opening. I gently nudged it forward, waiting to see if she would push me away or say something to stop me. She did neither! I pushed slowly forward and felt her ass opening up to me, tight and smooth, silky with the lube that still clung to my cock and that had spread all over her ass and pussy. So wonderfully slippery, moving forward a millimeter at a time then stopping, allowing the muscle to stretch and relax. The head was past the entrance, not through that amazing inner ring yet when she whispered "Ow". I stopped and said "Are you OK?" A moment of nothing and then she said "Yeah, OK." I pushed a little further and knew instinctively that the glans was just outside that last barrier, that spot where there is almost inevitably that low sharp twinge of pain. "Mmmm - oh" she said in a worried tone and I whispered "Try to bear down a little bit. It'll be OK." Again, I pushed gently and felt myself slide in an inch or two. I knew the threshold had been crossed and I shifted my legs and pushed again, feeling the difference as her ass now accepted the rest of my cock. Push, pause, push pause and then I was truly there, balls deep in my wife's virginal ass. "That's it, good girl" I said in her ear, "Better now?" "Mmm-hmm" she whispered back. My fingers were at the base of my cock, just above my balls, feeling how deep she had taken me in. I moved them now down to her pussy and slid two fingers inside and heard her moan, almost surprised at that sensation and then I began to fuck her ass in earnest, feeling my now-completely hard cock pistoning in and out through that thin partition. I was able to keep that up, driving hard into her ass now and she moaned just like when I fucked her pussy from behind. Maybe it was wishful thinking but it sounded like she was really getting off on it. I would love to have been able to cum in her ass like that, but then her voice changed and she said "Ow" again. "Too much, baby?" I asked and she said "Yeah - put it back in my pussy." I slowly pulled out and felt her sphincter spasm against the head of my dick just as I slid through that tight ring of muscle. Re-positioned down an inch or so and I was back in that sweet hungry sn*tch, balls-deep and banging as hard as I could. Her voice changed back to its usual tone and I rode that wave for several minutes, almost unable to believe what had just happened. No orgasm for me this time; it's gotten more elusive for me as the years have gone by but Sweet Jesus! How often is that memory going to replay for me as I pound into her in the future, climbing that slippery slope to the point of dumping a load of cum into my sexy, horny wife, knowing that she gave up that final cherry to me and only me.