Deflowering Latina Sissy Destiny

I told her to get up in doggy position and scoot back to the edge of the bed. I stood up and just began massaging her ass cheeks initially for a few minutes and reminded her to try and relax and listen to what I say. I began with a thumb kneading her crack and moving down with very light pressure from my thumb. She hadn’t shaved back there but wasn’t that hairy either really but a bit of fuzz was definitely noticeable. I would push my thumb against her hole very slightly till it began to open and stop. I repeated this a few times and said I was going to oil up a finger and work on her.

I grabbed the tube of K-Y I had bought and lubed up my index finger and pressed it against her love hole until it slid inside. I began working it in and out maybe only an inch or so and let her get accustomed to the sensation. She rested her torso on a pillow and kept her ass arched up toward me and began cooing and saying, “It feels nice daddy.” I pulled out, re-lubed my finger and went back in this time slightly more aggressively than before. She began rocking her body back and forth against my finger and I knew then that it was time to take the next step.

I took my fully erect cock and began lightly slapping it against her ass cheeks. I pushed it between her cheeks till it just contacted her hole and began to push it against it, not going in but getting her accustomed to the feeling of pressure. This went on for about 60 seconds and I warmly said, “What do you think?” She replied, “I think I am ready for that cock, fuck me.” I reminded her to listen and do exactly what I said and she said nodded her head. I pulled a condom out of my shorts pocket and wrapped up. I slobbered a good amount of K-Y on my shaft and wiped a descent amount on her hole. I instructed her, “Ok, when I say so, I want you to push out really hard like you are delivering a baby and hold that tension until I say stop. She giggled and said, “Well, I have never had a baby but I get you.” We laughed and I said “ok, push out and hold it.” She did and I saw that sexy dark love muscle pucker up and tense rearward.