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When I first moved out to the city I was still fairly new to sex and what I liked.
It’s not that I would try everything. But I was definitely becoming more open to exploring sexually.
I was working at the gym and met this girl Monica. She was a member. And at the time I didn’t feel very secure in the job and wondered I had to be very careful, so as not to make a situation that would get me fired.
Monica was cool. She had this rich, reddish-brown hair. 5’5 fit, latina. She also had a great ass and big tits. I knew she liked me from the instant I met her. She asked me how to use the Hammer Strength seated leg press. (One of the most famous pieces of equipment in the gym.) I wondered to myself, there is no way she doesnt know how to use this. As a matter of fact I had seen her use it just a week ago. (People often don’t realize how much a gym employee sees and remembers)
She flirted hard, and I loved the attention! She was one of those girls that all the guys wanted. The fact that she was flirting so hard was a bit jarring. I felt like she had an ulterior motive.
Turns out I wasnt all the way wrong. She confessed to me that she knew I had a big dick, because she said my bulge was pretty apparent. She confessed this after grabbing my bulge after we were making out in my car.
One thing that may not be apparent about me if you’ve read anything that I have posted or maybe listen to the podcast (or both:), is that yes, I am bisexual…but I am respect-sexual…I don’t like disrespect. It took me a while to create up enough self-respect to stand up for myself.
I bring this up because even though she wasn’t suddle. Monica was very respectful. I found it very cool, and sexy that she would go out of her way to flirt and make her intentions known without creeping. Fellas take note.
Anyway we started to fuck shortly after we first met. Once in my car, in the back of the parking lot, once in the women’s locker room, and a couple of times at her place.
After a while we started hanging out quite a bit, and that’s where the story gets interesting.
Monica had a cousin named Frankie, who I met when Monica invited me to go with her to this new Mexican resurant/bar that opened downtown. We weren’t dating, but I knew she wanted to have sex later.
Frankie was honestly really cute to me. He had these nice dark blue jeans, with the extra stitching on the pants pockets, and a nice cowboy hat. A red button down shirt, and stood maybe 5’11 185, I guess. probably 28 years old at the time and had a nice toned body.
To top it all off he had the most beautiful green eyes. And soft, full lips.
I was shook the moment I laid eyes on him.
He had a girl on his arm. Ana. I knew Ana from the gym because she would workout with Monica. They were very close friends.
When Ana saw me she smiled and threw a look to Monica, who just got this bashful look on her face.
Frankie reached out and shook my hand, his grip was firm but he didn’t really make eye contact.
“Nice to meet you” I said.
“Yeah same dude.” He said
It was honestly sort of awkward. Frankie and I sat at either side of the girls not saying much. Thank goodness for the girls, who never shut up the whole time.
I don’t drink, but everybody else did. At one point I remember Ana and Monica gonna the bathroom together.
Frankie began to loosen up a bit.
“So you work at the gym, huh?” Frankie said.
“Yeah.” I replied.
“What are you, like some sort of personal trainer or something?”
“No, I work in housekeeping, and at like the desk and stuff” I laughed.
Time went by and the girls hadn’t returned.
“Maybe, we should go check on them?” I said. Frankie took a sip from his drink.
“They’re alright, probably just in there gossiping about you.”
“What do you mean?” I asked. I saw Frankie’s eyes widen, almost like he let a secret slip.
“Monica never shuts up about you and your…” He didn’t finish. But he glanced down at my crotch for a microsecond.
I turned red hot. I don’t know why I was so embarrassed. There certainly wasn’t anything to be ashamed of. But still I was.
The girls returned after. They continued to drink until both Monica and Ana were drunk.
My policy is I don’t do drunk people, and Monica knows this, so when we go to leave, Monica suggests that Ana come stay at her place.
“Hey, dude…do you mind dropping me off too,” Frankie said. “I’m a little buzzed.”
I was confused. Frankie only had one drink that I saw…And he hardly finished it over the course of time that we were there.
“Yeah, forsure dude. Not a problem.” I replied. Monica lived pretty close. But Frankie lived all the way on the south side. In a rougher part of town.
We dropped the girls off and made our way to Frankie’s house. He was a little more talkative now. Asking me about my work, how I moved to the city. He told me about his job working at a beer distributor in the warehouse. Finally…
“You ever consider doing porno before bro?” He asked. I wasn’t expecting the question.
“Uh…not really, nah.” I replied. Suddenly I got super nervous.
“I would do it.” He said. I had nothing to say. After an awkward moment he continued. “I mean if it’s as big as they say, you could probably make a shit ton of money.” He laughed. I laughed too.
Then we both grew silent.
“But you know, I hear the gay guys make more money than the straight guys.” He said. “I could never do that. But some guys do…they call it ‘gay for pay.'”
“Yeah?” I said, it took everything to keep the smile off my face…I knew where he was going with this. I was hoping he would continue but, his silence told me I’d have to give a little bit.
“I would do it.” I told him at last. He looked at me confused. I kept my eyes facing forward driving down the freeway. “I would bang a guy if the money was right.”
He laughed “You’re crazy man.” But I could feel his horniness at this point. He was giggling but when he looked at me I saw him glance down at my crotch.
I started to grow.
“I don’t know if I’m big enough though, to do porn.” I lied. “I mean girls say it’s big, but I think everything is kinda bigger to girls.”
He wasn’t biting yet, although I could tell he wanted to.
“Why don’t you tell me?” I said at last. I slowly reclined my car seat, and unzipped my pants.
waiting for him to react, or protest. Once my pants were opened I pulled my dick out. It was semi hard so it was hanging pretty big. I pulled it out of my tight boxer briefs and let it rest hanging over the right side of my leg, pointing toward Frankie.
“Oh fuck.” He whispered to himself.
“What do you think man?” I asked, still playing like I was looking for advice.
I saw him swallow hard. “Yeah, it’s big,” He said in a low, clipped tone.
“You think so? …It gets bigger too, when I’m fully hard.” I said…I looked over just in time to see him pitching a tent in his jeans. He quickly adjusted himself.
“Can I see yours?” I asked.
He shook his head. “I’m not packing like that dude.”
“It’s cool bro, we’re guys…I’m not gonna be critical of your size.” I assured him.
He unfastened his belt and pants and pulled out a nice seven incher. It was uncut and he had a well manicured bush of curly dark hair which I loved. He was also rock hard.
“It’s nice man.” I said
“Thanks, not as nice as yours.”
I finally reached over to him. I remember how much my hands were trembling from the adrenaline that was pumping through me. I gently caressed the back of his neck and head. He closed his eyes at my massaging. And ever so urgently I began to pull him closer to me. He made eye contact with me, and I know I could no longer play innocent. Our intentions were known to each other.
He didn’t withstand as I guided his face to my lap.
There was a long pause as he was preparing himself to cross the line he could not uncross.
I waited for him. I watched as his jaw worked, and he licked his lips. He was leaned over in his seat stroking me with his right hand.
Finally he let his soft, full lips rest on the tip. I could feel the warmth of his breath as he worked his mouth open and let the tip of me into his mouth.
“Oh fuck.” I whispered. It was all the encouragement he needed. He took in as much of me into his mouth as he could. I could feel the saliva flooding as his throat tried to make sense of this new thing.
Finally he surfaced for air. Tears were streaming down his face. I brushed them off.
“Yeah, baby just like that.” I encouraged. He plunged back down on me. Using his hands and his toung, and his lips. Making a mess.
I’m all for providing real-time feedback when it comes to sex,…meaning if there’s something you want or something you don’t like, call it out on site. But with Frankie, I could tell this was his first, and I wanted him to act out his fantasies and have fun playing. So I let him run wild.
“You wanna fuck my ass?” He said. That stopped me. I really wasn’t expecting it. “I got condoms.”
I didn’t reply, I just reached over and grabbed his ass. It was firm but still soft. Crammed in the front seat of my car, parked in front of his house, I took him.
I got his pants off and unbuttoned his shirt. I had him leave the cowboy hat on:) It started slow just the tip and I had to let it sit there while he adjusted…but it didn’t take long before he was able to take in a good enough amount of me to really ride it.
We were going a few minutes when I smelled something foul. I will spare you the details.
“Fuck man I’m so sorry!” He said. He was red with embarrassment…no need for me to make it worse by chastising him.
“It’s okay man.” I said.
He climbed off of me. “You wanna take a shower?”
Frankie led me into his house…he told me he lives alone but that his little brother was staying there till he could get on his feet.
Frankie let me borrow some clothing and washed mine. I let the steam of his shower wash off the day and reflected on just how I got into this position. I had a face full of suds as I looked out the corner of my eye I wondered I saw the door knob turning. But when I got a clear look…nothing. The shower curtain was just clear…but it was steamy so it was pretty hard to get a clear view.
When I was fresh and clean, I walked back to Frankie’s room. I was planning on leaving and going home. I was just coming to reassure him that I wasn’t upset or anything. But when I looked at him he turned and hid his face. I knew he was crying.
I sat beside him and placed a comforting arm on him.
“I’m not like this!” He said. “I don’t do these things.”
“You’ve never been with a guy before?” I asked.
“Nah fool, I love pussy.” He said. I didn’t have much to say to that.
“How long have you been thinking about it?” More silence.
“Since I saw your dick.” He confessed. He put his head in his hands.
I was puzzled. “…What do you mean? When did you see it?”
“I was on my girl’s phone, when Monica sent a picture of it.” He said “She got super embarassed, all apologizing and shit… and I was really mad at first but…” He looked over at me. “I couldn’t stop thinking about it. I thought about it at work. I thought about it when I was having sex with her. I tried not to think about it, but when I jerked off… it was all I was thinking about.”
His expression darkened.
“I’m not gay.” He said. I removed my shoes and climbed into bed with him. He let me hold him.
“I know.” I told him. I kissed the back of his neck. And when he faced me, he let me kiss his soft lips. We slept in each others arms that night
Me and Frankie became pretty cool after that. Like real friends. We would hang out pretty much every week. At least once. Sometimes the girls would be there…sometimes they would leave. I would at all times take Frankie’s “drunk” ass home at the end of the night.
I loved to kiss his lips…he was so good at it. And eventually we started to fuck again. Frankie learned the way to prep himself, and he loved getting fucked by me. He told me he loved the feeling of being ‘filled up’ by me. To Frankie the sex was just sex…there was no real closeness romantically between us. But he was still a lot of fun to be around.
I came in to shower one night after we had sex out front…Frankie was in his room. Just as I began to soap up I felt someone was watching me. I could just see out of the corner of my eye a crack in the door. I angled my front toward the door and began lathering my cock. I wondered being watched was really turning me on.
“You like what you see.” I said. There was a long moment where nothing at all happened.
I had run into Frankie’s brother Allan a couple of times while hanging out. He was cool, kinda chubby but a decent create. Short hair and tatted all over. He was a wife-beater and dickies type of guy. Kept mostly to himself. On several occasions I took note of him stealing glances at my crotch.
I turned to fully face the door, I pulled back on the clear shower curtain enough to give a clear view and made a ‘come here’ motion with my finger. Allan rushed in and closed the door behind him. He didn’t say a word as he came to me, stripping off his clothes.
He climbed in the shower and immediately started to suck me off. He was hungry and relentless. There was no way I could cum quick enough from just him sucking – I just busted earlier inside his brother. So I ramped up speed by mercilessly fucking his face.
He didn’t complain once. He only stopped for a brief moment, as he came from beating himself off. Then he was right back to sucking me off.
We went a little longer before my balls tensed up and I got weak at the knees. I put my fist in my mouth to keep from making too much noise. The orgasm was super intense. I had to lean against the wall to keep from falling over.
Allan kept sucking until he swallowed every drop. Then he stood up and looked at me pleadingly.
“Please don’t tell my brother.” He whispered.
“Of course.”
Frankie and I stopped hanging out soon after. Life just got busy for the two of us I guess. It wasn’t like we ghosted each other or anything. We just had less time. Also his relationship with Ana became more serious when she got pregnant.
Thanks for reading.
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Deepest Gratitude
-J. Brooks

NSFW: yes

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