Taking my sugar baby’s anal cherry [MF]

My last post was about my first sugar baby, this one is about my current one. We’ll call her Georgia. She is a hippie-ish white girl with wild blonde hair and a slender build. We had already been on a few dates that I really enjoyed.

When she got to my house, I practically jumped on her as soon as she entered the door. I was in a mood and she was looking great as always. I threw her bag down and rushed her up the stairs to my room. We kissed as I pushed her back on my bed. She seemed to feed off my energy and her clothes were off in no time. I moved her to the edge of the bed, knelt down and started eating her delicious little pussy. I slid a finger in as well. My tongue and finger worked together to make her moan and squirm until I finally felt her cum. With her satisfied, I stood up, freed my cock and got it lined up. Georgia is a good girl and lets her daddy fuck her raw. She gets super wet, but is so tight, I still have to patiently push into her. Once I finally got balls deep, I grabbed her legs, held them against my chest and proceed to give her little pussy a good pounding. I hadn’t cum in a few days and I knew I had a big load to release. When I got close I pulled out and starting shooting. The first two ropes of cum hit her right on her chin, which took us both by surprise. She took it like a champ though, and laughed it off as I got a towel to clean her up.

After cleaning up we ordered a pizza and ate while watching some tv. The show we watched had a episode with a running joke about anal/ass play. I made some jokes and didn’t think much off it. After binging for a while we headed to bed.

She loves to cuddle up next to me and rub her ass on my cock because she knows it will get me going. This time was no different. I rolled her on her stomach and began fucking prone style. It’s our preferred position and she feels amazing. Since I had cum earlier, I was looking forward to a nice long fuck. But in the middle, she surprises me with a request.

Georgia: “you can put in there if you want”

Me: what?

Georgia: You can put it in my butt

I was shocked I didn’t cum that second.

I quickly grabbed some lube, pushed my cock up against her entrance and slowly entered her ass. Fuck it was so tight. I went slowly in the beginning but then started pounding her faster and faster. She had her face buried in a pillow, but that wasn’t stopping her moans. I couldn’t control myself any longer. So I thrust as deep as I could and released what felt like the biggest load of cum I ever shot. I collapsed on her and it took awhile for us to move. When we did, we got up and took a shower. I told her how amazing it was and she confessed she had never done that before, but enjoyed it.

In the morning I fucked her in the pussy (a fantastic way to start the day), before sending her home.

Source: reddit.com/r/gonewildstories/comments/isc1a4/taking_my_sugar_babys_anal_cherry_mf