All of us just ended up dancing and having a good time at the club. But it started getting late and we decided to call it a night.
"Do you guys want to come back to my place for a while?" Jen asked.
"No," Alex spoke up quickly. "But we'll walk you and Linda back to your place." We dropped them off and headed back towards Alex's apartment.
"Why didn't you want to go over Jen's?" I asked.
"Why do you think? I just wanted to be alone with you tonight."
"And, the part about me not drinking too much tonight?" I pressed.
Alex seemed to change the subject, "What did you think about last night?"
I wasn't sure what he was getting at. "What do you mean?" I asked.
"About me bottoming for you?"
"Bottoming?"
"Luke, Luke, you really do have a lot to learn," he smiled. "What did you think about fucking me last night? Did you like it?"
"Are you kidding? It was amazing, so amazing. I loved it. I've always wanted to try it with a girl, but they're so squeamish about anal sex. So, I never have."
"Do you think you would ever want to try it?" Alex asked.
"Try it? Like have you fuck me?"
"Yeah."
"Ahh. That's what the don't drink to much thing was about." I answered.
"Yeah, I want you to be straight just so you don't have any regrets if we did do it."
"Alex, I would never regret anything I do with you. I mean that."
By then we were back to his house and continued the conversation there.
"So, Luke, what do you think?"
"I dunno Alex. I'm kind of scared. Doesn't it hurt?"
"I'm not gonna lie to you. It hurts at first . . . but only for a minute. And, after that it's just pure pleasure." He put his arm around me. "Would I do anything to hurt you?"
"No, I know you wouldn't, Alex, but I don't know if I'm ready."
"Luke, I'm not trying to pressure you. I just want you to feel how I felt last night. But I understand." Then he came over and started kissing me. I kissed back. And, as we kissed, we fumbled into the bedroom, ripping each others clothes off. I pulled his jeans down. When I could see his tight underwear outlining his cock, I fell to my knees. I kissed and licked his cock through his underwear. Then I started slowly pulling his underwear down, kissing his hip bone. I slowly kissed and licked my way down to his cock. I started by licking the tip, then took him inch by inch into my mouth. I bobbed up and down slowly. I wanted him to last.
Some people say "Keep your eyes on the prize." I prefer to keep my hands on it! I was squeezing both of his ass checks. I loved sucking his amazing cock. But, I really wanted another go at his amazing ass! I stood up, kissed him, then quickly ended our tongue dance, turned him around and threw him on the bed. I don't know what came over me. I felt so dominating. I just wanted his ass, I wanted it my way. He fell onto the bed on his stomach; his legs were hanging off the bed. I started by kissing his hot muscled ass cheeks. But, I wanted more. I made my way to his hole, licking like crazy around it. He was moaning like crazy, thrashing around on the bed, pulling at the covers. I spread his cheeks even more and started poking my tongue at his pink hole and then made my way up inside of him. I couldn't get enough. I so loved this.
I got his ass nice and wet, licked my finger and inserted it, remembering to go nice and slow until he got used to it. After a few minutes, I inserted a second finger. It felt more like he was pulling my fingers in rather than me pushing them in. I finger fucked him, pulling my fingers all the way out and then him pulling/me pushing them all the way back in. He really liked that. Oh yes, he REALLY liked that.
I was so ready, so hard. I wanted to fuck him. I grabbed a condom and slipped it on my dick. I grabbed the lube from on top of the night stand and squirted it on my dick and around and in his hole. I turned him over so I could see his face while I fucked him. I put his legs up on my shoulders and slowly entered him I was fully inside and I leaned over and kissed him. As our kiss became deeper and our tongues wrestled, I started picking up the pace, pulling almost all the way out, and pushing in as deeply as I could go so I was feeling my pubes brushing his ass. Alex found my rhythm. Our bodies moved as one. I started jerking his dick while I was fucking him. He surprised me when he started backing up off me. I wasn't sure what he was up to. He stood up, kissed me and threw me on the bed. He stepped up onto the bed, came over, straddled me and then knelt down on the bed putting his ass on top of my dick. He slowly lowered himself down and down. His ass felt so good on my cock. After enjoying having me all the way inside for a few minutes, he began riding my cock. It was soooo intense. I put my hands on his hips. His dick flopped around as he rode me up and down. I loved looking at him as we fucked. I felt so close, so open, so right. He threw his head back and moaned like crazy. I knew after all this I was gonna cum soon. And I did. I let out this loud moan and came.
When I finished shooting, Alex fell on top of me with my dick still in his ass. He started kissing and sucking on my neck. I whispered in his ear, "That was fucking wild." "I know. You were great," he said.
I knew he hadn't gotten off yet and started thinking whether I wanted to let him fuck me. "It can't hurt that bad. He looked like he loved it. If I don't like it I can tell him to stop," I thought.
"Alex," I whispered again, "I want you to."
"You want me to what?"
I looked into his eyes, "I want you inside me. I want to bottom. I want you to fuck me."
He poked his head up, "REALLY? "
"Yeah. Really. I want you Alex."
He gave me a huge kiss and he got up. My dick popped out of his ass. I took the condom off and put it on the night stand. Alex turned me over and he leaned up to my ear whispering, "Don't worry, Luke. I'll go really slow. I'm going to finger you first. It'll hurt for a minute, then feel a little weird. But after that it will start to feel good. I would never do anything to hurt you." He kissed me. He started spreading my legs apart. I just put my head down into the bed. I didn't want to look. I felt him start licking my hole and that pleasure made my worries go away. Licking and licking drove me over the edge. He lifted his face up off my ass and I felt his finger spread what I assumed was lube on my ass. It felt really cold. He crawled up on my back and whispered in my ear again, "Luke, just relax and breathe. When you feel my finger near your hole, just push out like your trying to shit. If you tense up or resist it will just hurt more."
And he went back down between my ass cheeks. I felt him slide a finger up and down my crack. Then I felt his finger poking at my hole a little, like he was gently ringing a doorbell. By now, I wanted him to come in so I did as he said – I relaxed and pushed out. I felt his finger tip enter and it just rest there. I kept on breathing and relaxed again. He pushed in a little more and I let out a little scream.
"Are you ok?"
"Yeah. It just hurt a little."
He stayed put for another second and then slid the rest of his finger in. He slowly started to pull out halfway out, then pushed it in again. He sensed I felt uncomfortable and said, "I think we can use more lube." He did his fingers and my hole. When he next pushed in, I just let out a little moan as his finger left my ass and he slid it back in. He started wiggling his finger around, slowly pulling out, and then putting it back in. He started to pick up the pace and the pain started going away. And, it felt kind of good. He had his finger all the way in me when I felt his other finger start poking around my asshole. He slipped the second tip in. I let out another scream. He paused and then continued to slowly push the second all the way in. Having two of his fingers inside really hurt at first but just as it had with the first finger, the pain went away. He kept pulling both all the way out and then pushed them back in like I had done to him. I started to get into it, wiggling my ass around. Alex's fingering my butt started to feel good. I was breathing pretty heavily. He finger fucked me like crazy.
Once he could tell I was enjoying his two-fingered fucking, he pulled both fingers out and only put one back in. He was twisted and bent his finger around inside me. He hit something and my whole body jerked. I let out this loud moan, "Oh, my fucking God." I turned my head and asked, "What the fuck was that?" Alex looked concerned. "Why? Did it not feel good?" I protested, "No. It did. What did you do that was amazing?" He explained, "I hit your g-spot? Huh? Your prostate. I'll fill you in later."
I put my head back down. He put his finger back in and did it again. My dick sprang to attention. This felt so fucking good. I was going nuts. He turned me over onto my back and started jerking my cock. At the same time, he put his finger in again hitting that spot. I didn't even last a minute. I never felt so much pleasure in my life. I came like crazy. Cum went every where. Alex had this huge smile on his face. He got up and went to his bureau and grabbed a condom and some more lube. Putting the condom on, he squirted some lube on his cock. He crawled up on top of me kissed me and slid down a little. He pushed my legs back on his shoulders and got into position. He started pushing in the head of his dick. Only the tip was in and it already hurt so bad. But, I started to relax. He pushed in a little more. "Ah, ah, that hurts." I said. "Just relax and breathe. The hurting will go away just like the pain did when I fingered you. He paused for another minute and slid some more in until I had his full 7 inches inside me. It was still hurting a little. He leaned in and kissed me asking, "Are you ok?" "Yeah, it just hurts a little." And he slowly started fucking me. It started to feel good. I was biting my lip and pulling on the sheets and he stopped going slow and picked up the pace. I groaned, "ooooo." God, I screamed so loud. Bottoming was amazing. I started bucking at my hips. I felt so filled inside. When he pulled his cock out. I was mad, well not mad. "Come on fuck me," I begged. He slid back in and I started going crazy. I never talked dirty in bed before or even really moaned but I was out of control. I swear his neighbors must have heard me screaming. "Alex, faster, harder. I want all of you inside me." We kept at it like this for about 20 minutes when he shouted that he was going to cum. And, cum he did. I felt his warm cum fill by heated ass. I felt so connected to him. And then he fell exhausted on top of me.
We just lay there letting our breathing calm.
"Luke, so how was it?"
I said, "Are you fucking kidding? That was fucking incredible. My ass is still tingling."
He said, "I know. That was intense and your ass is so fucking tight. So, any regrets?"
"Yeah, I have regrets." He jerked his head up, "Regrets?"
"Yeah, regrets that I've never tried that before. I never knew I could feel like that. I can still feel my body tingling all over."
We eventually fell asleep. The next two days were filled with amazing sex. I never left Alex's side. We took turns bottoming. I loved it either way.
I wanted to be with Alex as much as I could the morning of my flight home. I didn't want to leave but I knew I had to. I woke up, got dressed and went back to the hotel to pack. Alex was still sleeping so I left him a note saying I would see him before I left. I went back to the hotel.
Mike and John were both up and not to happy with me. "Where the fuck have you been? We've been looking all over for you. You chose a girl over us for your last days?" asked Mike. I mumbled, "I'm sorry." Whatever. They didn't say anything else. They just finished packing and ignored me. I got all my stuff together and said, "Look, if you want to be mad then be mad. I'll see you at the airport." And I just walked out. I was pissed. I didn't want them to be mad at me but I had more important things to worry about. That I was never gonna see Alex again took priority.
I stopped by Jen's to say goodbye and we traded numbers and e-mail to keep in contact. I gave her a hug and left to say bye to Alex. When I got back to Alex's, he was up. "Hey. Ho." he said.
"What time is your flight."
"I have to leave in 20 minutes. I'm going to take a cab to the airport."
He hugged me for awhile. "I'm really going to miss you," he whispered in my ear. I started to cry a little.
"Alex, I've never felt this way about anyone before and I don't want to leave but I know I have to." He kissed me and hugged me. I heard my cab beeping outside. It was now or never. I looked at him and said bye and grabbed my stuff and left.
I started putting my stuff in the cab. The cab driver asked if that was it and I turned and looked at the door and said "No." I ran back into Alex's. He had been in the living room looking at me through the window.
"What's wrong," he asked. I ran up and hugged him and said, "I love you, Alex." He squeezed me tighter and said, "I love you too." I kissed him. "I'll call you when I get home, OK?" And, I left.
The drive to the airport felt like forever. I bumped into Mike and John but they were still ignoring me. I just stood with them in line and boarded the plane. Staring out the window I felt like I was leaving a part of me behind. I knew I would never forget Alex or forget the things we did.