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My first anal sex experience | 2016
Been with my wife for seven years, married for two. Previous anal discussions early in our relationship revealed an "exit only" point of view from her perspective, so I never really pushed the issue.
A couple of days ago, I found myself horny while it was almost time to leave work so I text'd her that she better be ready to get rocked tonight. She replied back that she looked forward to it so our sex date was on. At this point, I never thought that my penis would be entering her anus.
I started with some heavy foreplay, kissing all over her body and rubbing her through her pants. After 10 minutes of exploring her body, she pushed me on my back and returned the favor by going down on me. She worked me over pretty good, taking me all the way in her mouth and signaling her intention to finish me off orally. I was having none of that though and pulled her off of my dick before I reached the point of no return.
I pulled her pants off of her legs and laid back down while pulling her on top of me. Her nipples, which I had previously ignored, were my target of serious teasing. I ignored the bullseye while licking all around her areola and kissing her entire boob. Moving from left boob to right boob, my intended effect was apparent as she whimpered from my lack of attention to her nipples. Finally after five minutes, I struck my target like a wolf to the neck, violently sucking on the right nipple while pulling lightly on the left. As she gasped in pleasure, I took this opportunity to reach around her butt cheeks with my other hand and stick my index finger in her love canal.
After a couple minutes of sucking her nipples and fingering, I took my index finger out and used my middle and ring fingers to pump in and out. With this angle, I found my index finger brushing against the entrance to her asshole. At this point, I said to myself "why the hell not" and started rubbing her entrance at the same time as pumping my fingers in and out of her pussy. After passing up and down her sphincter five or six times and meeting no resistance thus far, I decided to go for broke. I put my index finger back in her pussy for lubrication and I pushed into her anus very slowly for the first time.
Her body tensed up and immediately I could tell she conflicted between seeing where this was going and stopping me outright. Neither of us had expected this so there was no prep on her part nor mine. In order to persuade her not to stop this exploration, I moved my finger very slowly, going to one knuckle, then two. I put my other fingers back into her pussy and before I knew it, I was pumping my hand furiously back and forth, still sucking on her nipple. Judging by her gasping and moaning, I think she was going into sensory overload because after only a few minutes, she asked me if I wanted to fuck her ass.
I looked at her deep in the eye and told her that I would only fuck her in the ass if she wanted it as much as I did. She affirmed my desires and I reached on the side dresser for some lube. I applied a generous amount and laid back down while she jacked me until I was hard enough to lower her ass onto my dick. I started with her on top so that she could control how much she took into her ass based on her pain tolerance. The initial insertion past her sphincter was the most amazing thing my dick has ever felt as her muscles opened and then immediately gripped around my head as it passed through. She sunk lower and lower until I was 75% into her ass. We started a rocking motion, moving in and out until finally, she was finally down to the hilt. Sensing she was doing okay physically, I started moving my hips up to meet her as she was coming down. Everything was very constrained and slow as I didn't want to hurt my loving wife. I felt like I could explode into her at any moment but I wanted to drag it out a little creating a great memory of our first anal experience.
I pulled out of her ass after about five minutes to give her a breather because she was shuddering on her right leg. I asked if she was okay and she said yes, the experience was all brand new. We hugged for a while with her still on top of me and I started to go soft. I looked her in the eye and told her that I needed to get hard again because I wanted to cum in her ass. Surprising me, she started jerking my cock again, bringing me back to erection. I flipped her over on her back and pushed past her asshole again while on top of her. The way her muscles gripped my dick on the way in was almost as good as the first time not five minutes earlier. I pumped in and out for a few minutes until I could take it any longer. I looked her deep in the eye and said "baby, I'm going to cum in your ass". She told me she wanted it bad and shortly after, I started spurting inside of her. Each spurt it seemed was magnified by 10 with the amount of emotions going between us. After I pulled out, we immediately headed for the shower.
The aftermath: with cleanliness definitely on both of our minds, I was surprised that during the entire session, neither of us picked up the scent of fecal matter. We took a shower with the bathroom light off so neither of us saw if my dick was stained or not. This was the best possible outcome as I'm sure she'd be hesitant to do this again if she felt disgusted by the experience. As we embraced in the shower, basking in the afterglow of the bonding of what just happened, I asked her if she had fantasies of ever doing anal, despite telling me she didn't, and she admitted that she did. I was happy that she trusted me enough to let me take her anal virginity without hurting her in the process.
So gentlemen, I think despite what a woman may initially tell you, I think some of them have a bucket list of experiences that they want to try at least once. Go for it, the worst they can say is no!
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