I’ve been suggesting and teasing anal every once in a while for 10+ years as it’s my biggest kink. She’s always been willing to give it a try but got uncomfortable even with me gently pushing a finger in her beautiful tiny asshole.
Well, a while ago something clicked. She was really turned on while doing doggystyle so I asked again to gently finger her ass at the same time. This time she immediately started screaming like an animal (not from pain!) and wanted me to keep going. Her hole really surrendered as I pushed my thumb all the way in without any resistance. To this day she finds it the biggest orgasms she has ever had. After that my thumb has been in her ass every time we have sex.
Yesterday she was really turned on, so I just took my thumb out and said I’ll properly fuck your ass now. I really struggled to get the tip in but as I finally made it she instantly started moaning like an animal once again. The feeling was unreal. I started to push in and asked if it’s hurting, but she wanted me to go deeper. Turns out there was no problem going balls deep in her ass which surprised me as I was sure my 20cm would take some time getting used to.
While making love to her butthole she kept having orgasms non-stop like never before. As I was still a bit surprised by all this I found it hard to cum, and cumming in her ass was definitely one of my life goals. So I just kept going with full throttle. ”What’s happening?!” she managed to mumble in midst of all the moaning to which I replied ”I’m fucking your ass real hard babe” since I thought she literally lost her mind from all the climaxing.
Finally I managed to fill her lovely butt with my cum and we were just shaking and totally exhausted. Turned out ”what’s happening” referred to her feeling like she started peeing. She had her first squirt from anal, lol.
This morning she woke me up with her hands wondering to my pants. Without any verbal communication we grabbed the lube and went straight to full blast anal. It was awesome. I guess we are gonna have an anal-only-october from now on!
Source: reddit.com/r/gonewildstories/comments/y4odaq/mf_after_10_years_i_finally_made_my_gf_love_anal
Planning to try some DP later today with a dildo. Excited to see what she thinks when her both holes are filled to the brim. Should be obvious which hole I choose!
Wow that is so hot! I bought some anal plugs but I am a little intimidated and don’t know how to start playing
You should let her peg you. It’s fun! We have strapons which are nice, also silicone and metal plugs, which I like a lot. I’m bi, and my gf is a gay porn maniac, so we’ve had a lot of experiences together.
OK but does she love cheese and eggs?
You need to thank the man who opened her up for you.
Did she prepare for it in any way?
I’ve been in a steady relationship for many years and I think she has enjoyed the few times I’ve put the trip of my finger in. I would go deeper to see but any brown would be an instant turn off for both of us
Fuck that sounds so hot, my wife just prefers the finger in her ass and cock in her pussy, we’ve done anal a couple times but she’s not a fan. I hope one day she’ll warm up to it more I loved fucking that tight hole.
Buddy…I was on the same boat. Ate her ass for nearly 6yrs before she finally one day said to stick it in her. Once I was in there I made sure to leave an impression.