First Time Bi Curious

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.

He froze. I froze. It seemed like an eternity, then I went back to giving him head. As I sucked, slowly his lips closed around my dick. I moaned. Then I felt his tongue circle the head of my cock.

"Mmmmm, Mike. Oh, wow that feels so good" I said. He kept it up and started adding a little suction. "Mike that's it feels good. Oh wow. Am I doing ok?"

He nodded his head as he kept sucking me. I rolled over and we were on our sides, each sucking and jerking each other off. I never moaned as much during sex in my life. Soon Mike started squirming a lot and slowly thrusting his hips. I stopped sucking for a second and put my finger in my mouth to wet it. I started sucking again and slid my finger toward his asshole. It was staring me right in my face. I started to play with it and the tried to insert it into his little hole.

He jerked back, dropped my dick from his mouth and yelled "No! Not there! No!"

I said "Ok" and I stopped and went back to sucking his dick with a vengeance. A girl fingered my asshole once while blowing me and it drove me out of my mind, so I figured he'd like it. I guess not.

He stopped sucking my cock and was just jerking it. I didn't care. Now I was on a mission. I wanted him to come, and I wanted it in my mouth. I sucked harder and used my hand faster. His hips started bucking and he pulled my head away from his dick! What the hell?

"I'm gonna come and I don't want to come in your mouth." he said, "Unless you want me to?"

Now I had absolutely intended for him to come in my mouth and for me to swallow it. For some reason though, this freaked me out. I suddenly panicked that this stranger was going to think I was weird or even gay, if I let him come in my mouth. Yes, I know that's dumb, we were two guys who sought each other out and were in bed naked making out and sucking each other off, but all of a sudden, the thought that this guy who I just met and would probably never see again might think less of me for swallowing his cum blew my mind.

I started sucking him again. As he got closer to cumming he was moaning more and thrusting his hips toward my mouth. "Aaahhhh" he moaned "Oh my God, I'm going to come!"

I took my mouth off his dick and kept jerking his cock. Soon his cum spurted out of his dick. Some fell on his belly, but most ran down his dick over my hand. When he started to go soft, I let go and laid down next to him. I was thrilled that I had sucked a dick and made a guy cum but was disappointed that I chickened out of letting him cum in my mouth. I regret it to this day.

After he stopped breathing heavily, I turned, got close to him, took his head in my hands and kissed him. I laid back and he put his head on my chest. After waiting a bit for him to make a move and him not showing any intention to, I lightly push his head toward my crotch and my still hard dick. He hesitantly slid down and took my dick in his mouth. He was jerking me with his hand and sucking me with his mouth. That lasted for maybe a minute or two, then he took his mouth off my cock. I could tell the thought of blowing a guy was very uncomfortable to him, so I didn't say anything. He continued to jerk me off until I came all over his hand.

He laid down next to me again. I was thinking of asking him if he would fuck me if I could suck him hard again, but after the "cum in my mouth fiasco" I was once again afraid of what he would think of me if I did.

Then he said, "I think I need to get going." We got up, went into my bathroom and wiped the cum off ourselves with wet washcloths. Then we got dressed, he said "Thanks, that was good". I said "Yeah, me too." And he left. Neither of us called the other again. I had fantasized about some of the things we would do if we ever got together again - I really wanted to see what it would be liked to get fucked, but it never happened.