27 [M] my first shemale

A few years ago i was just swiping tinder as i did everyday, and one very interesting match came in. She was stunning! A beautiful smile and blue eyes with a long blonde hair. We hit it off, and little did i know. After a few days we planned to meet up at a bar downtown close to her place, she had just gotten back from work. We met up, she was just as beautiful as in the pics and huge boobs. And we talked, laughed and got way drunk! She suddenly said “wanna get out of here?” Yes, – Ofc i said. She lived close by and we went to her place, she opened a bottle of wine and we started making out. She strip down to her thong and i could suddenly see a bulge in her thong. She leaned in whispering “i bet im bigger then you” i was stunned as she dropped her thong and i could barely understand what was going on! But man! It was so hot! Rest is history! To be continued ?

27 [M] my cheating disaster

So this dates back to 2018, me and my gf where having a good time togheter. But the sex was kinda off and really not that often. And i went out to drink with a couple of my friends, and at the pub i suddenly ran into one of my old times crush. Stunning thick girl from the past. I was 25 at the time and she was 23. She had just broken up with her ex bf on the rebound. We hit it off and i just lost myself in her eyes and body figure. She gently put her arm on my inner thigh and i could feel the blood rush and loosing myself. She said «meet me outside in a taxi in 5 min, no one can know» i managed to sneak out and jumped in a cab with her and we where going at it all the way in to her apartment and we dropped our clothes and she was stunning. I knew i was about to the cheat but i could not stop it. She sat down ready in doggy and it looked like heaven, just when i was about to put it in her i bursted my load all over her back.. she got so frustrated and kicked me out.