Ben
I did everything I could to make Bryce comfortable so I didn't hurt him. Remembering my first time, I know how painful it can be when bottoming. I grabbed the bottle of lube, and coated my finger with it. Then I poured a decent amount on Bryce's opening. He flinched when it made contact with his skin.
"Fuck," he said, "It's cold."
"Don't worry," I assured him, "It'll warm up in a bit. I'm going to put a finger in to loosen you up."
"Just do it already," he said brazenly, "I can take it."
Per his request, I slowly slid my finger inside him. He tensed up as soon as my finger pushed past the entrance. He sucked in air between his teeth and moaned.
"Oww." he said, "It fucking hurts."
"Just relax," I told him, "Just breathe and relax your body, the pain will go away soon."
Bryce followed my instructions and slowly his body relaxed little by little. Once he was accustomed to my finger, he nodded and said, "Ok, I'm good. Keep going."
I slid my finger in and out of him making him more accustomed to it. After a few minutes of it, I added a second finger and then a third. Bryce was moaning and I could tell he was enjoying it because a certain part of him was standing at attention and began oozing a bit.
"You ok?" I asked him.
Bryce didn't say anything but he nodded his head confirming he was ok. I reached over and grabbed a condom from the box and opened the wrapper. I slid the latex covering onto my hardened member and looked at Bryce, who seemed like he was about to have a panic attack.
"Just breathe," I coaxed him, "I'm here. And I won't let anything happen to you."
"I trust you," he said to me, "I'm trying hard not to picture being in that shed."
"I won't hurt you like he did."
I lined up my cock to his hole and gently pushed in. Bryce winced as the initial pain flashed. Before I could say anything, he said, "Don't stop. I can take it." I did as he said, slowly entering him, inch by inch, until I was fully in. I didn't move for a minute, so he would get used to it. I was watching his face and was worried he'd back out of this. Not that I blamed him of course. But then his pained expression changed to one of longing. "Ok, I'm good. Go for it."
"You sure?"
"Shut the fuck up and fuck me already." he said in that fiery bossy tone.
I just smiled and obeyed his command. I started with slow, sensual thrusts letting him feel my cock slowly intrude and withdraw. Every time I slid in, he moaned loudly, enjoying what we were doing. He looked so damn sexy lying on his back and legs in the air. No longer was he afraid of being vulnerable with me. I decided to go faster, thrusting harder and deeper.
"Oh, shit," he moaned sensually, "Fuck that feels good." His cock was leaking at this point, his abs were wet with his precum.
I would change tempo in between, going from hard and fast to slow and gentle and then back to fast. After a good while, I couldn't hold back any longer. "I'm close." I told him.
"Me too," he replied, "Give it to me."
I went as hard and fast as I could go, getting closer and closer to that delicious climax I have been wanting with him. I thrust in one last time and moan into his shoulder as I shoot my thick load in the condom while I'm inside him. We both moan and groan while I climax and I feel a warm sticky feeling on my stomach. I lift myself off and see he came too.
Bryce
I finally did it. But I didn't expect it to feel good. Sure it hurt like hell at the beginning. But once I followed Ben's advice, it wasn't so bad. It wasn't until he started going faster and I felt him inside me that it was starting to feel good. While he was thrusting into me, it was almost like there was a button in there and he was pressing it with his dick. Everytime it was pushed, it felt way better than when I was with girls.
"How are you feeling?" he asked me as we came down from that sexual euphoria.
I didn't want to tell him that I wanted more. I had told him we would have sex once and only once. No more. "Terrible." I told him. I wasn't lying either. It wasn't because I felt the painful soreness afterwards, it was the painful absence and the need to have him inside me again.
Ben started pulling the sheets off the bed and when he got to mine, he started tugging, almost making me fall off the bed.
"You going to help me change the sheets?" he asked.
"You make my ass sore and you still want me to help?"
"Want me to get you anything?" he asked.
"I'm a guy," I snapped back, "don't treat me like a girl."
"I don't sleep with girls," he replied, "So I will never treat you like one. I only do this with men I sleep with."
"So all of your past guys were girly?"
Suddenly, Ben's mood changed. He went from goofball to serious in the blink of an eye. "Don't insult my ex-boyfriends." He didn't have any anger or hate in his tone but it was one that carried a warning that you wouldn't cross the line.
"Sorry," I said, "I didn't mean it like that."
"To tell you the truth," he said, "When I first had sex, I was the bottom." I looked at him with a wild curiosity as he continued his story. "I was fourteen and barely started high school. I went to an all boys school so I wasn't sure if I liked boys or girls then. That was until an upperclassman befriended me and we became close. Eventually, he asked me out. I said yes cause we were good friends and I liked him. But when we had our first time, it wasn't a good experience for me. We broke up after he graduated. When I was a junior, I tried again. This time I was the top. It was then, I realized I was born this way."
"Have you ever dated girls?" I asked him.
"I did," he said, "Once, but I felt nothing. Not with her or any other girl." He smiled and went back to his goofy self. "I like this. Having moments like this. With you."
I felt that odd fluttering in my stomach and it kinda freaked me out a bit. "Why are you telling me this?"
"Because I'd like for us to get to know each other better."
I didn't know how to respond to that. Part of me wanted to get closer to him while the other part of me was happy to be free of the debt.
As Ben stood up with the soiled sheets in his arms he looked at me and said, "By the way, No one has ever said I made them feel terrible, they usually say I was terrific and always left wanting more." He flashed that cocky smile that made me want to punch him.
I just playfully tossed my pillow, somehow, I couldn't be truly hostile with him anymore. "Asshole, I told you it was a one time thing."
He just laughed and said, "Yeah you say that, but I don't believe you."
"Dream on," I told him, "It's not happening again." As much as I wanted that to be true, I felt that part of me was wanting another round. Even feeling sore back there, I wanted to feel him inside me again. But I was so conflicted with this experience, I didn't know what I was trying to convince myself to believe. That I, a straight man who just had full on sex with another man, was glad to be free of the life debt and put it behind me or felt like something would be missing now that it is paid.
I wish I could say that once was enough for me. But the next night Ben and I were watching a horror movie and rather than my eyes being glued to the screen, they were glued between his legs. I scooted myself closer to him, trying to be subtle but in my head I had two Bryces arguing over who is taking the wheel so to speak. One wants me to forget this nonsense and act like a fucking man and not pursue Ben like I'm some horny sorority girl, while the other wants to take him to bed and spend the rest of the night and maybe till the following afternoon being his.
What in the actual fuck am I thinking? I'm not gay. Why am I wanting to have him as if he were… Dare I say it? No! I. Am. Straight. I don't want a boyfriend. I want a girlfriend, dammit. Stop thinking like you're gay is what I keep telling myself. Then I caught myself in my own thoughts. I haven't said any slurs like faggot, queer, or fairy. Am I cured from my bias?
My thoughts went to Mel and Ricky and I tried thinking of them in a sexual way. Ugh no, fuck those bitches. Back to Ben. With him I see us doing a lot more than what we did last night.
"What's on your mind?" I heard him say.
"Nothing," I tried unsuccessfully to act nonchalantly, "Why you ask?"
"Cause you've been staring at my crotch for the last half hour."
Fuck, he noticed. Might as well come clean. "Fine, I want another go."
Ben turned off the TV and grabbed my wrist and took me to bed. This time, he put me on all fours and fucked me like a dog and his bitch. That was the first time. The second round was the same as last night, on my back with my legs in the air. We alternated positions and I swear we went like five rounds that night.
That last round though, something happened that scared the fuck out of me. Ben had me on my side and he was giving it to me good.
"I'm going to cum," he said, "You?"
"Same," I told him, "Ready?"
"Yeah." Ben thrust in hard and I felt him spasming inside me then a snap and a warm sensation filled my insides. "Fuck, the condom broke."
"Shit," I panicked, "Get it out!" I had heard stories of STD's and STI's. But I also was told it's a higher chance with gay sex. "Shit!" I started to panic. "Am I going to get AIDS?"
"Bryce, calm down."
"How the fuck am I going to stay calm, Ben?" I didn't know what to think.
"I know a place where we can go to put your mind at ease." He said, trying to reassure me.
"Where?" I asked, still freaked out.
"There's a free clinic where we can get tested."
"Better not have given me anything," I told him, "I don't know what I'll do if you gave me anything."
"Bryce," he said, putting his hands on my shoulders and looking me in the eyes, "I don't have anything. Let's go to the clinic just so you can confirm you're ok. Ok?"
I felt slightly reassured but I still had to find out for myself.