My fwb gaped my ass with my biggest dildo [FM]

Anal obsessed over here 👋 been training for awhile now, but because of my size, it’s been a challenge to take some of my larger toys. It wasn’t until recently that I was comfortable enough with my fwb to ask if he wanted to help train my ass. We had done anal a bunch before this, but never to the point of seeing how far I could stretch.

We started with my inflatable butt plug which was perfect for warming me up. Then he worked two of my largest dildos in me until I couldn’t take them anymore. I’ve never had my ass feel that full before… it was gripping the dildo so strong that once he started popping it out, I could feel my asshole gape so wide! Honestly can’t believe how much he was able to get me to take 🥰

I [28F] let a random hookup stretch my ass with my biggest dildo [FM]

Had a few redditors suggest I share my slutty confessions story… so here it is!

I was desperate and anal horny so I decided to browse tinder for a local guy. Swiped until I found a few matches and messaged each of them to see who wanted to come by for some late night fun. Only one guy was willing to drive over (the rest of them said yes, but asked for another night because of how late it was) so I really only had one option. He was cute, tall, skinny and happened to live down the street (I live near a college). I told hm about my anal fetish and how I wanted to get my ass fucked, which I could tell definitely got his blood boiling because he raced over here in a matter of minutes.

I was so turned on from playing with myself that when I answered the door naked…his eyes nearly dropped to the floor. I could tell he had never been greeted that way before. I quickly pulled him inside and we instantly started making out only getting as far as the couch. He laid me on top of it and before I knew it he was eating my pussy. It turned me so much that I could feel the wetness drip down my leg. At this point I couldn’t wait any longer and I asked him if he was ready to fuck my ass! He gleamed with excitement and pulled his hard dick out.