Still, I gave this guy the benefit of the doubt, especially after he sent me a photo of his cock - long, thick, perfectly hairless. Already sitting naked at the desk, with my hole cleaned out and pre-lubed, I sent him my room number and asked him how long he'd be. He told me he'd grab a quick shower and be there in 20 minutes, and when he got there he wanted me to answer the door naked.
Then a wicked thought entered my mind. I've walked in on a blindfolded or dark-room anonymous bottom before, and had some great fun. But I've never been on the receiving end.
"What if," I wrote, "I prop the door ajar, turn off the lights and wait for you on hands and knees on the bed?"
"Perfect," he replied.
"Do you want me to put a condom out for you?" I asked, hoping he would answer in the negative.
"Yes," came the reply. Damn.
Still, I wanted to get my hole stretched by that beautiful dong, so about 20 minutes later he texted that he was in the elevator and I dutifully took my place on the bed. I raised my ass pointed off the foot of the bed so he could stand behind me, and placed the rubber and lube beside me.
I heard the click of the door as he opened it, and I tensed in anticipation. I waited patiently, ass in the air, as he came into the room, slid off his clothes, and ran a finger down my ass crack. He must have been hard walking in the door because he immediately slipped on the condom, lubed it up, and started teasing my hole with the tip. I was dying of horniness at this point, so just as his cock hit my hole at the right angle, I thrust my hips back at him and took his length - and GIRTH - inside my ass. His cock stretched my hole like none before it, and I gritted my teeth through the pain and concentrated on how good it felt to have my hole so full.
My top grunted with surprised pleasure at my move, and before long he was grinding against me - short, slow rhythmic movements that tickled my prostate and made me feel like I never have before! It was sheer ecstasy! I wanted it to go on like that forever but then he pulled back, and thrust himself into me once more. He pounded away at my hole for some time, grunting and sighing but not saying anything. I thought he might be close to cumming at one point but he slowed his pace to keep himself from shooting.
"Fuck," he said finally, "this is an ass I could bareback!"
That comment sent a shivery thrill up my spine, and before I even recovered from my shock and thrill he withdrew and I heard the condom give a SNAP! sound as he pulled it off. Then the click of the lube cap, and he was back inside me, pounding away. It was all I could do not to scream with delight - I was there on business, after all, and needed to be discreet, plus I knew I had neighbors in the next room who had a kid with them - and I wound the bed covers so tightly around my fists I almost cut off circulation.
Finally my unknown fucker was almost done. "Where do you want my cum?" he asked as he gripped my hips tighter.
"I want you to pull out and shoot on my hole!" I said, and almost immediately regretted it. But pull out he did, and I felt a blast of cum between my cheeks, and felt drops land on my shoulder and even my ear as they flew past onto the covers in front of me! It gave me another huge thrill to think I had made him cum so hard just by staying in that one position and making my hole available to him.
Regaining my composure, and wanting to feel him inside me more, I begged him to shove his cock back into my ass, and he eagerly complied. He left it there for some time, and I felt it soften before he pulled out and began to dress. I remained motionless, coated in cum and completely satisfied. He left without another word, and as the door closed behind him I knew I'd have to do that again.
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