First Time Bi-Curious by bobsch703

First Time Bi-Curious by bobsch703

Discover the electrifying journey of self-exploration in “First Time Bi-Curious” by bobsch703. Dive into a captivating tale that unveils desire, passion, and the thrill of discovering new horizons. Perfect for those seeking an intimate and provocative adventure!

I had never fantasized about being with a guy until I was about 27 years old. I was never homophobic or grossed out by gay sex but it never really interested me. But for some reason the thought of fooling around with another guy started to turn me on. I was living in an apartment, just getting my career going after spending time in graduate school. I had always considered myself straight. I was never what you’d call a “babe magnet” and I was never very good at picking up women, but I wouldn’t say I was sexually deprived either. Through several one-night stands and a few semi-long term girlfriends, I’d say I probably had at least as much sex as the average single male my age.

I had no idea why (still don’t, all these years later) but out of the blue, I started wondering what it would be like to have sex with a guy. I wasn’t attracted to any particular guys, but the idea of gay sex was really starting to turn me on.

So what does any bi-curious guy do that time, place a personal ad in the newspaper (the internet wasn’t that big yet).”Bi-Curious SWM 27 interested in meeting same for talking and maybe more.” The ad came with an “800” phone number for the people to reply to, so I didn’t have to give out my address or phone number.

The day the newspaper came out with my ad, I couldn’t believe what I had done. I said to myself “I can’t do this” and decided not to check my messages. But that night I masturbated fantasizing about sucking a guy’s dick.

So of course, a few days later I just had to call the number, and my hand was shaking as I dialed the phone. There were about 8 messages, the majority of which were from people who sounding kind of creepy – “Oh, yeah man, I wanna suck your dick and if you’re not too big I’ll let you fuck me. Call me, man.” Stuff like that. I didn’t feel comfortable contacting someone who seemed too into this lifestyle, so I ignored most of the messages.

However, there was one message that sounded just like me, kind of nervous and curious. “Hi, my name’s Anthony. I’m 24, 5’10” about 158 pounds. Average build, I guess. Brown hair. I’ve been kind of curious about what it’s like to be with a guy lately too. If you’re interested in talking, call me.” His build was a lot like mine, but I was about 15 pounds heavier. Not muscular but not fat either.

Hmmm, this guy at least didn’t freak me out. So, I called him. He answered! What the hell am I supposed to say? To make a long story short, we were both very awkward in our conversation, but we managed to agree that we were both curious, couldn’t imagine ourselves falling “in love” with a guy or being a couple. We both were interested in oral sex. We decided to meet that Sunday afternoon (it was the only time he could get away from his girlfriend with no questions asked) at a restaurant near my apartment.

When I hung up, my first thought was “I can’t go through with this.” My second thought was “I’ve got to go whack off!” I jerked off thinking about him twice before I fell asleep that night.

Sunday came. I waited in the lobby of the bar/restaurant. He was 20 minutes late and I figured he chickened out. I was sort of glad, actually. Then a guy walked in, came up to me and asked if I was Bob.

I said “Yes, are you Anthony?”

“Yeah, sorry I’m late” he said “I got a little lost.”

“I thought you chickened out,” I said. “I almost did.”

“Well, the thought did cross my mind.”

We both laughed at that and went into the bar and each had a beer. It was obviously not a good place to talk openly so we went back to my apartment. We sat on the couch, I put on the TV, and we started talking – again awkwardly. A little talk about our sexual interests, but we mostly made small talk. After about 15 minutes I couldn’t take it anymore. If this was going to happen, if I wasn’t going to back out, something had to happen soon.

So, I looked at him and said “Anthony, do you want to go into my room and fool around or something?” What a smooth talker I was!

He took a deep breath, paused and said “Sure. By the way, my name is really Mike. I used Anthony so that if my girlfriend heard the message, I could say it was a wrong number.” Smart guy I thought.

We went into my bedroom and then stopped, both looking at each other. I wasn’t sure what to do – should I get undressed, try to undress him or what?

“I’m not really sure how to get started,” I said.

“Me either. Maybe we should just hug each other first.”

So, standing in my bedroom, next to my bed, we put our arms around each other and just hugged. Pretty soon we were rubbing each other’s shoulders and backs. After a minute or two, I put my hands on his ass, feeling it, stroking it, squeezing it. He moaned. It felt kind of weird, but also started turning me on. After a little bit of this, I said, “Why don’t we get on the bed” So we both sat down on the edge of the bed and looked at each other.

Then he leaned over and kissed me. Wow! I had not seen that coming. I had never thought about kissing a guy, just what it would be like to blow or get fucked by one. We hadn’t discussed kissing when we talked. He placed my lips on mine and held them there. I stiffened up for two or three seconds then relaxed and pressed my lips harder to his. Then he started to open his mouth and I felt his tongue touch my lips. Another freak out moment – could I make out with a guy? After a second or two I said, “fuck it” and decided to go for it. I opened my mouth and touch his tongue with mine. Within seconds both of our mouths were open, and our tongues were twirling around each other. Even after I gave in and started kissing him for real, I still felt weird, I felt a little bit uncomfortable, but I was also getting turned on. I couldn’t believe making out with a guy was giving me a hard on.

(35+ years later, when I fantasize about being with a guy, kissing is always included in my fantasy, and yet it still makes me feel uncomfortable – in my own fantasy, go figure)

We had a full on make out session for a few minutes, kissing and stroking each other. Then I decided to go for it and I put my hand on his jeans covered cock. Now it was his turn to freeze. He tensed up for a good fifteen or twenty seconds when I put my hand on his dick. I just left my hand on it – it didn’t feel very hard, maybe the make out session wasn’t turning him on like it was doing to me. So, then I started rubbing his crotch and soon he started getting hard and moaning a little bit.

After a couple of minutes of this, he hadn’t made a move to touch my cock, so I figured I’d better start taking the lead. I broke out kiss and said, “Why don’t we take our clothes off and get on the bed?” He looked away but started taking his shirt off. Pretty soon we were once again standing by my bed, stripped down to out underwear. Then I dropped my boxers, but he made no move to take off his tightie whities. I stepped up to him, kissed his lips and slid his underwear down and said “Let’s get on the bed.”

We laid on the bed together, both naked. I was looking at the ceiling, he had his eyes closed. I reached over and started stroking his arm. He reached over with his other hand and started stoking my arm too. I quickly started feeling his chest and latched onto a nipple and started rolling it in my hands. He moaned and tuned his head towards me, his eyes still closed. I leaned over and kissed him; this time he was slow to react but after a few seconds we were making out again.

I stopped playing with his chest and reached between his legs. I ran the palm of my hand over his dick. He was hard alright! When I touched him there jumped but also moaned. I did too.

After kissing and me stroking his dick very gently I rolled on top of him and we made out some more, grinding our pelvises together lightly.

“Do you want me to go down on you?” I asked him.

He looked me in the eyes and said “Yes!”

I slid down and got a look at his cock for the first time. It was maybe 5 inches long, and thin. I’m about 5.5″ and relatively thick – at least that’s what several girls had told me. I was definitely thicker than him. Thankfully we were both circumcised – I don’t think I could have dealt with a foreskin.

I grabbed it and looked at it. I was on my knees; he was on his back and I bent over him. I kissed the head lightly. Oh my God, I can’t believe I’m doing this. I almost got scared and stopped, so I just closed my eyes and took the whole thing in my mouth. I never expected it to feel so soft and hard at the same time. It was almost spongy.

As soon as I had it in my mouth, Mike moaned. “Ooohhhh.” I stared sucking. I also started sing my hand on him, after all that’s the way I like it. I also started to caress his balls. I looked up and saw he had his eyes closed and his head back, hands clutching the bed.

“Is that ok Mike? Am I doing it right?” I asked.

“Uh huh, yeah” was all he could say.

After a few more sucks I looked up at him again, still caressing his cock with one hand and his balls with the other and said, “Do you like it?” He nodded.

“I can’t believe I’m doing this. It feels so good. Keep going.” He said.

I turned my body so that we were in a 69 position and pushed my cock near his face. “C’mon Mike, try it.”

I felt his hand on my cock. He started slowly jerking it. I looked down at him and he had his eyes closed. I could tell he wasn’t sure if he could take my dick in his mouth. I slid my body closer to his, my dick closer to his mouth. He still didn’t take it.

“Mmmm, your hand on my dick feels good, keep stroking” I said as I stopped sucking his dick and licked his balls. He moaned but still kept just jerking me off. I rolled on top of him, my dick was right over his mouth. I sucked his balls into my mouth and started rolling them with my tongue. He really started moaning now and when he opened his mouth I quickly thrust my dick into his mouth.