I was visiting Waikiki for a week and was sitting at one of the local gay bars one week night when I got talking to a really cute flight attendant and his friend. He was about 5'7" with a bubble butt and a cherubic face with awesome dick-sucking lips. He was wearing a tank top and short shorts so you could just see the straps of a jockstrap hugging his ass. We hit it off and had a few drinks while chatting and eventually I invited him back to my hotel room. His friend handed him a condom and told us to go have fun. As always I prefer fucking bare, and this trip that was my goal, but I'll always wrap it up if someone asks me to.

It was a beautiful, warm Hawaiian night as we walked back to my hotel. He put his arm around my waist and I put mine on his ass.

"Oh, I know what you want!" He exclaimed.

"Yeah, of course. Your ass is perfect!" I told him.

"Thanks," he said, turning in to me and kissing me softly on the lips. I pushed him to a little alcove in a building we were by and started kissing him some more, my tongue probing into his mouth finding his own tongue. He was an excellent kisser. I massaged his ass with both hands, my right feeling just up under his shorts and pressing against his pucker.

"Oh fuck," he moaned. My other hand went around to his front and I felt a sizable bulge.

"Wow, how big are you?" I asked.

"Seven inches," he said proudly. "You?"

"Six," I replied.

"Perfect," he said. " Let's get back to your place so I can see it."

We made it back to my hotel and I instantly took his shirt off and he stripped me out of mine. I pushed him back on the bed and started french-kissing him again. I loved feeling him squirm under me as we made out. I kissed down his neck and chest and briefly sucked each of his nipples before kissing down his stomach to a cute treasure trail. I undid the button and fly of his shorts and pulled them down, revealing a colorful jockstrap. I noticed the edge of the condom wrapper peeking out of one of the pockets as I pulled off the shorts and threw them on the ground. His seven inch cock was held tightly by the fabric of the jock. I kissed his cock through the fabric and he moaned with pleasure. I pushed his legs back, lifting his ass in the air, exposing his shaved hole to me. I gave it a quick lick and he moaned even more. Lowering his legs down I shifted the fabric of his jockstrap, freeing his cut cock. I started licking around the head before taking the whole thing in my mouth, swallowing the whole thing into my throat.

"Holy shit," he said. "Don't do that too much or I'll cum before you get to fuck me."

I pulled off his cock and he pushed me down on my back on to the bed, kissing me like I did to him, working his way down my neck, chest, and stomach until he got to my shorts which he pulled off in one go with my underwear. He dove down on my six inch cut cock and started sucking me. After a few minutes he came up for air.

"Fuck, I can't wait to have that inside of me," he said. He got on this hands and knees beside m and I quickly rolled over and drove my tongue into his hole. I rimmed his clean ass for a few minutes until he looked back at me.

"Do you have lube?" He asked. I grabbed a sachet from the bedside table and he took it from me. He ripped it open and put some on his hand and started lubing up his hole. He put some more on his hand and started lubing up my cock. He wiggled his ass at me.

"Fuck me."

"Do you want me to use the condom?" I asked.

"You can if you want," he replied. "But I'd prefer your raw cock sliding into my unprotected hole." My cock got even harder from him asking for my bareback cock and the way he said it was so dirty so I quickly put the head of my dick at his hole and started to push. I felt the bare head pop past his sphincter and I paused to check if he was okay. He said go for it, so I pushed the rest of my cock in until I was balls deep. I slowly pulled back until I was nearly out then thrust back in, slowly fucking his raw ass with the length of my dick. I slid in and out of him doggy style for a few minutes until he pulled off my and got on his back. I put his toned legs up on my shoulders and slid my naked dick back in his ass.

"You're ass in fantastic," I told him. "I was a bit bummed when your friend handed you the condom."

"She means well," he said. "But I'm to much of a cum whore to use it."

"I know what you mean," I replied. "It just feels too good to coat the inside of a hot guy with my load." I fucked him for a minute with his legs on my shoulders, then I lowered them so I could lean down and kiss him as we were fucking. For almost five minutes I fucked him, briefly jerking him off but he pushed my hand away, saying that he would cum too fast. Then he asked. if we could stop for a minute because it was starting to hurt him. I rolled over beside him and slowly jerked my cock.

"Do you bottom?" He asked me."

"Yes," I said. "I'm vers, especially for gorgeous cocks like yours."

"Awesome," he said. "Do you want me to pull out before I cum?"

"No way, breed me."

He grabbed the lube and lubed himself up and knelt between my legs, smearing some lube on my hole as well. His seven inch cut cock curved slightly upward and he put the head of it at my hole and pushed. At first there was a bit of resistance, but then I felt the head slip past my sphincter. I was so turned on by this gorgeous guy sliding his unprotected cock seven inches into my ass. He wrapped his arms around my and started kissing me, our tongues dueling as he thrust his raw dick in and out of my hole. He set a pretty good pace and I could tell he was going for his orgasm. After a few minutes he stopped kissing me and looked me in the eyes.

"Oh fuck," he said. "I'm gonna breed that ass."

"Give me that cum," I told him. I kissed him as his load exploded into me. He gave a few thrusts then buried his cock as deep as he could and then collapsed on my chest.

"Holy fuck, that was intense," he breathed.

"That was fucking hot," I said. He slowly pulled out of me and rolled over next to me. I started jerking myself off.

"I don't think I can get fucked much more, but if you want, you can shoot your load in me," he said. I of course agreed and he straddled me with his hole just above the head of my dick. I jerked my cock, every once in a while the head brushed against his hole. After a couple minute I felt my orgasm building and I told him. He pushed down on my cock and I felt the bare head just slid inside when I started shooting my load inside him. I felt several pumps inside him as he slid down the entire length of my cock until I was bottomed out in him. He gave me a quick kiss then pulled off me and laid down beside me and cuddled up. He stayed for about an hour then he went back to his place, my cum still inside him.