True Story: Gloryhole Anilingus
So this happened a few months ago, during the end of my first year in college as a 19 year old. I was (and still am) super horny, so I downloaded grindr to see if I could meet anyone or have any experiences. I found an anonymous profile, and he said that he had a private gloryhole set up inside his house. After going back and forth, we found a good time for me to come over, and I took a shower and douched my ass. I was super giddy as I carefully drove over to his house…
I arrived in his driveway, and he gave me the instructions to simply walk inside, as the front door was unlocked. I walked inside, and saw a black curtain draped from the ceiling in between a narrow archway, where he had placed a chair. I took off my pants, and sat on the chair. He grabbed my dick from underneath the curtain, and carressed it before he began to fellate it, doing a great job with his tongue. It felt great, but it wasn’t everything he had planned for – I turned around, now leaning over on the chair, with my bare ass now facing him underneath the curtain. The real fun was about to start. He fondled, smacked, and grabbed my ass with his manly hands, and gave it a bunch of kisses. He gave a bunch of kisses to my asshole, and passionately ate me out, using his tongue to explore me. I could feel his beard as he ate me out and jerked me off at the same time, milking me. I was overstimulated, but I loved it. He used a vibrating toy on me as he jerked me off, pushing it in gradually deeper. He fingered me to open me up a bit, and used the toy on me a bit more. He just couldn’t get enough of my hole, licking it and tasting it. Eventually he picked up the pace, and pushed the toy in deeper as he stroked my cock faster. He could hear me moan as he played with me, and after a few more moments, I couldn’t help myself, and I had a shaking orgasm as I ejaculated onto a towel he had slid under me, to collect my cum from milking me. He gave me a lighthearted spank, and I left.