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[MF] Working towards an anal O
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PM_Teeny_Titties is a male/female couple
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While anal play has always been part of our sex life, we rarely have anal sex. But it's not uncommon for me to slip a thumb in her ass during doggy style, sometimes adding a plug, or rimming her while going down on her. She found it enjoyable and I love it, but it was never a big piece of her getting off.

On a recent girls' night, one of her friends dropped the bomb that she and her husband almost always have anal as it gives her the biggest orgasms and another girl confirmed that anal orgasms are the most intense she has, and they encouraged my wife to try having one. When she came home from that dinner, I was more than happy to assist her on this quest.

We did some research on how to get there and had a plan of attack. We made sure to add anal play to all our sessions. I would have my tongue so far up her asshole and I loved hearing her moan, or I would just lube up her ass and finger her ass while sucking her clit. While she was enjoying everything and would cum from our vaginal sex and the ass play elevated everything, it wasn't as mind-blowing as she hoped.

But this past weekend, that all changed. We decided to get her to cum first, as we always seem to cum a second or third time much easier. We started with me eating her ass like a starving man while I fingered dripping wet pussy. Then we lubed her up and inserted the plug, and then I focused on what I knew would get her to cum: eating her out. Every trick I knew came into play: licking her clit, fingering her, pinching her nipples, and I enjoyed every minute of it. She usually has me stop just before cumming because of how sensitive she gets which will make her not want to continue with sex (to be honest, I love getting her off anyway, and I'm happy to just jerk off next to her). But this time she wanted to power through in the name of "research."

As soon as she was done twitching and her legs released my head, I started fucking her. We started with missionary, and it was amazing how wet she was, I would have been more than happy to just fuck her like this and make a mess, but we had a goal.

We switched her to all fours and I started fucking her from behind, all while playing with the plug, slightly pulling it out and then letting her ass pull it back in. She was moaning and rubbing her clit when she came again. She's not a "squirter", but will get super wet when she cums, and I was feeling it. Almost to the point of being too wet, if there is such a thing.

"Do it now - fuck me in the ass."

I pulled out the plug and started spreading lube down her ass crack, sliding a finger in while I lubed up my dick (not that it really needed it as it was covered in her juices). I didn't need to push to hard to get my cock head into her ass, and it felt nice and tight, and the lube started warming. I was so turned on that I was afraid of cumming before we got her off, so I went slow. But watching the way her asshole was spread around my cock, especially as I almost pulled out and my cockhead started to gape her. But I found my rhythm and was able to start picking up my pace and how deep I was going.

She said she felt something building so we went to our final move. I pulled out and she got on her back, and I pushed back into her ass and she held her favorite bullet vibrator on her clit. She was in stimulation overload and I had to take control of the vibrator because she couldn't concentrate.

Watching her in this state of bliss was too much for me, and I was on the verge of cumming and knew I couldn't hold back. I was going to pull out because the number one rule she has around anal is no creampies. But at that moment we reached the top of the mountain and her body tensed and twitched like a demon was trying to escape. Her asshole clenched so hard on me and she screamed "Holy fuck holy fuck holy fuck!"

Her asshole fluttered a few times and she started biting the pillow, and there was no way I could pull out due to the clenching. She moaned into the pillow "Pull out, pull out, too much, too much". I tried again, but the movement just triggered another orgasm in her, and the process restarted. She smacked the vibrator away from her, so I held it under my dick. I knew it would send me over the edge, but I didn't think of how it would affect her. As the vibrations made my cock start vibrating in her, she had another orgasm. Or maybe the last one just continued.

Seeing her cum again, my cock being vibrated, and her asshole squeezing me tight, I fucking exploded into her. My natural reaction was to thurst, which felt so good, and elevated whatever she was feeling. I felt like I unloaded shot after shot into her.

When all was said and done and I was finally able to pull out, I collapsed next to her and we just lay in silence, and she was half whimpering/half crying in a post-coital state of bliss. The bed was a fucking mess of lube, sweat, and her juices, which covered both of us. We fell asleep like that, woke up a bit later, showered, and changed the sheets.

She now loves the anal orgasm, but says it can be too much, so it's not a regular thing for us. But very exciting to add something new to the menu as a couple in our 40s.

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a male/female couple
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Posted
7 months ago