[MF] I fuck my fiance’s ass after 5 years

So, me and my fiance have been together 5 years and our sex has always been pretty damn good. She was quite timid before meeting me due to previous relationships and being used to sex where her satisfaction wasn’t considered by her partner. After a few months together she was open to more things that were new to her like spanking, choking, riding me among other things. Only recently she opened up to the idea of blow jobs, they aren’t my favourite thing but the sight of her with my cock in her mouth does it for me. The only thing that was seemingly way off the table was any form of anal play.

That was until a couple of weeks ago when after a long hot session she said she wanted to try anal. A few days passed and we got all the essentials like lube etc. When the night came we had normal vaginal sex first, my fiance is able to have multiple orgasms which seems to help relax her. After getting ourselves ready again we got down to the business of prepping her for anal.

With plenty of lube I started playing around the edge of her ass, gently rubbing circles around the edge of her hole, surprisingly she started moaning and wriggling her butt asking me to slip a finger in. As I did she moaned even more as my finger slipped in an inch or so, her ass was so tight i didn’t dare move for a while so as not to hurt her, but gradually I began to slip in and out, inching my finger further and further inside her ass while she moaned until I was all the way in. She then asked for two and then three fingers, seeing and feeling her virgin asshole stretched out round my fingers could have sent me over the edge there and then if I wasn’t so desperate for my cock to be in there.

Eventually she told me she wanted to try my cock in her ass, eager as I was I had to control myself so as not to ruin this opportunity. I lubed up my cock and lined up with her ass and slowly pushed inside her while she lay in her front. As I slowly inched inside I felt the tightness grip my cock while my fiance gasped as I eventually went balls deep inside her ass.

Once I was all the way in I gave her time to adjust to the feeling before I slowly began to slide in and out, tiny movements at first. She responded to this by pushing her ass against me, trying to take my cock deeper into her ass. This was my cue to go a little harder, I started to fuck her ass with more power while she buried her face in the pillow and groaned with pleasure, begging me to not stop.

By now I had worked into a rhythm and was pounding her asshole, pulling out almost all the way before slamming back into her making her groan with each stroke. Before long I was almost ready to blow my load, she’d always said that she’d never let a guy cum in her asshole so when I asked I was expecting her to want it over her ass. To top the whole experience off she said, “shoot your load up my ass”, no more encouragement needed I fucked her until I shot stream after stream of cum deep into her ass.

For a while after we laid there as my cock went soft inside her, enjoying every second of being in the hole that she had always said I’d never enter. It’s been a couple of weeks and we do it every few days, she says she’s now an addict and can’t believe she was so against it for so long. Lucky me I guess!!

Source: reddit.com/r/gonewildstories/comments/ne9qrr/mf_i_fuck_my_fiances_ass_after_5_years

8 comments

  1. Great story man! I can definitely relate to your journey into turning a partner into an anal addict! I hope there’s more stories to come.

  2. Kudos! It’s been 24 years for me & I’m still waiting… ??

  3. Great, man, enjoy it! I too had the opportunity after 2 years together, but I ruined it going too fast. Another 8 years have passed and she never wanted to try it again. :/

  4. A couple years ago when I was 57, I was dating a 64 yr old woman who said she’d never had anal. I love rimming so I really didn’t know I was priming her to ask for anal, but she did after a few weeks. One night after giving her a couple vaginal orgasms she was ready to try. I used plenty of lube, increasing the amount of fingers which was making her hotter. After 4 fingers I lubed my cock and started slow. She kept saying she wanted more. Within what felt like 5 minutes I was slamming into her ass and I could feel her squirting all the while she’s spouting gibberish. Totally out of control! I couldn’t hold off anymore and came in her ass buried balls deep. She passed out for about 30 seconds and when she came around she said she couldn’t believe she had waited so long. Soon after, when we had sex it usually ended with anal. Another successful anal convert!

  5. Congrats man! I don’t know if I’ll ever get to that point with my fiancé, but hoping!

  6. nice story and its good that you had not forced the issue on her and allowed her to suggest it to you mate

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