My First Gay Experience

The following are the events that have been mentioned in a few of my prior stories. I told Debbie all about them after her first time having lesbian sex with Cas. I feel I should now share it with all. So here it goes.

I had just turned 18, and at the time I worked at a restaurant aka pizza joint. I had the job since I was 16, and I was part of the kitchen staff along with a couple of other guys. We had an assistant manager who was named Stephan, but for reasons I didn't know at the time, he was nicknamed Stone. Stone, at the time, was 29 years old, stood about six foot tall, weighed about 185 lbs, with dark hair, brown eyes, and rugged features. He was muscular and good-looking.

At the time I was I was still in high school and about to graduate. I was one of those lucky ones with a late spring birthday.

I was an athlete in high school, football in the fall and baseball in the spring. I was fairly fit at the time and had spent time in the weight room at school. I was about 5 foot 11 and 170 lbs with dark hair and brown eyes. I had a fairly good social life being one of the jocks and had several girlfriends through my school years.

At the time, as I look back, somehow I knew I was bisexual; I had fantasized about being with another guy but never so much as acted on it or thought I ever would. I was afraid of the consequences.

We lived in a medium-sized city in Wisconsin, so I had fairly easy access to pornographic material and had purchased a video on the subject I was interested in. I had felt a little embarrassed buying it, and thought due to my age, I wouldn't even be able to purchase it, but the clerk didn't even bat an eye when I checked out. When I had time alone at home, I watched it and I knew I was interested in engaging in this kind of sex. I learned at the time that there were three types of gay men: tops, bottoms, and versatile. I felt I leaned toward being a bottom.

The problem I had was that I did not know anyone who might be bi or gay; Also how would I know if they are a top or a bottom? I was going away to college in the fall, and my hopes where that I would be able to safely explore this side of me then.

While at work, I and the crew always joked and had fun bullshitting. The subject had often been about girls. We would kid around, Stone included. Sometimes the talk would cause me to get semi-erect. That would happen fairly easily at that age, and I am sure that it happened to all of us. Stone would seem to bullshit about sexual things with me. Often more so than the others. I believe now he wanted to see my reactions and If I got aroused.

Not sure how Stone may have known I was of the bisexual nature. But I felt that he was flirting with me, and his sexual jokes seemed to reflect that. At the time I just thought he was one of the guys, even though he was older than us.

So it was a week before my graduation, and I was picking up extra hours at the restaurant. My next shift was Saturday, but I had stopped in on Friday to pick up my paycheck. I went in back to the office, and Stone was there. After he gave me my check, we bullshitted a little as we always do. Then he said, "Hey, I see we are on the same shift tomorrow, and I was wondering if you had any plans after work?"

I respond, "Actually, nothing, I don't have any plans."

He says, "Really, a young stud like you not having any plans?"

I actually did have plans, but when he asked me it made me think he may have something in mind, so I reacted as if I didn't.

I smile, and say, "Yep, it happens sometimes. What did you have in mind?"

"Would you like to hang out at my place?"

I had a mixture of things going through my head at that point. Was he just being friendly, or was this something else? I had noticed him watching me from time to time and thought nothing of it. Is he gay? Is this my opportunity to explore my other side?

I got a little nervous, but I thought I may have an opportunity here, and I wanted to see where it may go. Maybe it is just to hang out as he said.

I say, "Sure, why not."

He says, "Cool, I only live a short distance down from here. When the shifts is over tomorrow, meet me at my car."

"Sounds good, I will see you at work tomorrow."

The rest of my day was filled with what-ifs, like what if I am wrong or what if I am right?

I need to be prepared if it goes that way. I had read up on a few things and decided to make a trip to the drug store in case it went the way I hoped.

That evening I cancelled my plans with my girlfriend for Saturday, telling her I had to do something with my parents. It was some family get-together.

I went to work the next day, and Stone asked, "Are we still on for later?"

I say, "Yes, we are. I have nothing going on."

"Cool."

The rest of the day was filled with anticipation by me and a lot of looks and smiles back and force between us. Before the shift time had ended I had called my parents and told them I would be out with friends and would be getting dropped off later. They had planned to pick me up after work as I did not have the car.

So finally our shift ended, and I had to wait for Stone. I left the restaurant and waited by his car in the back of the building. The crew all had to park there. As I waited, I thought that maybe I was making a mistake. I wasn't gay, I knew that because I had been with several girls and I really loved the sex, but yet I had this desire to explore what I felt was another side of me. The biggest concern I had was the stigma that was going around at the time. I was afraid of being found out. Maybe I was just assuming wrong, and we were just going to hang out? I decide I will wait and see.

I didn't have long to wait because because out the door came Stone. I watched him walk up and I felt kind of aroused. He had switched to jeans and his bulge was really prominent. I liked what I was seeing.

He walks up and says, "Hey, sorry I got held up by the boss, Thanks for waiting. Are you ready to go?"

I say, It's, cool, and yah, I'm ready."

He opens his car door and gets in; He then reaches over to pop the button up on the passenger door. I open it and get in.

We head to his house, which was a short trip. We chatted a bit about work, I was trying not to show I was nervous; if this was something innocent, I didn't want to give the wrong impression. If it was what I was actually hoping it was, I didn't want him to think I may not be interested.

We got to his place. It was a small home as he lived alone and didn't need much. He pulled in his driveway and to the side of the house. He says, "Here we are."

We get out of the car, and I follow him to the side door. I was nervous and looked around to see if anyone was watching.

No one was as we entered.

We went in the side door, which led to the kitchen. I followed him to the living room. The living room was nicely furnished. He asked me to have a seat, which I did on his couch; He then asked me if I wanted a drink. in Wisconsin at the time 18 was the legal drinking age, and he knew I just had my birthday.

I said, "Sure."

Drinking wasn't unkown to me I was a teenager in the 80s, plus I thought that it would definitly help with my nervousness.

He made up a couple of rum and sodas, heavy on the rum; he gave me mine and sat down on the chair next to the couch. He turned the TV on; some show was playing. We talked a little about work and football and other things. We finished our drinks, and he asked If I wanted a refill, which I did. I was already feeling a bit buzzed.

He made two more and again handed me mine, but before he sat down, he said, "There is nothing on TV; would you mind if I put on a movie?"

I said, "Sure, that would be cool."

He went to his cabinet and pulled out a cassette, turning the VCR on. He inserted the tape and on came an adult movie. It wasn't a regular porn movie; it was gay-themed.

He asked, "Are you okay with this?"

Now I know why I am here; he was hitting on me with the invite, and this was his confirmation of whether I am interested or not.

I am definitely interested, and I say, "Yes, I am okay with this."

On the screen, the video starts out with two naked men kissing, both fully erect.

Stone just sat on the chair, looking between me and the movie. He is trying to judge my reaction to what I am viewing.

I was fully erect in my pants in no time, and It was noticable. I felt a little embarrassed by that fact. I knew Stone would have noticed it.

The action on the TV had gone to one of the guys blowing the other. The guy being blown had his hand on the back of the other guys head. The view then switched to a close up and the guy who was blowing the other would take the cock in his mouth, move up and down a few times, then take it out of his mouth and lick around the head of it. Fuck, I wanted to do that.

I took a big swallow of my drink and placed it on the coffee table. I needed the courage because I notice Stone is watching me now.

He asks, "Daniel, can I ask you a question?"

I say, "Sure."

"Have you ever been sexual with another man?"

I look at him and say, "I haven't."

"Have you ever thought about it?"

I appreciated his bluntness, and said, "I actually have; several times I have."

He didn't say anything for a few minutes and moved back to watching the video. I believe he was deciding if he should make a move, probably because of our age difference.

On the screen, the guys were now on a bed, and one was in a doggie-style position, and the second was lubricating his ass and his own cock. He then placed his cock against the guy's asshole and slid it in to moans of pleasure. He then started fucking him.

While I was wondering what Stone was going to say next. I happened to look in his direction and noticed the bulge in his jeans. He was fully erect in there and looked huge! I lingered longer than I intended, and Stone noticed.

While looking back at me, our eyes met, and he asked, "Daniel, would you like to try what they are doing on the video?"

I was nervous as hell; what was I getting myself into? I picked up my drink and I swallow the rest of its contents. I put the glass back down and said, "Yes, I would like to."

The video is now forgotten, I move to the edge of the couch and turn to face him; Stone gets up out of the chair and stands in front of me. His bulge is right in my face.

I look up at his face and he is looking down at me. He then tells me, "Take my dick out of my pants, Daniel,"

This was the moment I have been waiting for. I reach up and start to unbuckle his belt. It took me a few second, and I had it unclasped. I was a bit shaky as I worked the button open on his jeans. I felt his warm skin behind his jeans as I got the button open. That was my first sexual contact with another man. I lowered his zipper, and I could see the outline of his cock behind his underwear. I took the sides of his jeans and pulled them down to his knees. I notice he has hair on his thighs; this is different than I am used to, having only been with woman. I am, however turned on by it. He has a musky smell to him that also arouses me.

I reach up to feel his cock through the fabric of his underwear. He feels huge to me, making me more nervous. I tell myself I want this. I take hold of his underwear on either side of his cock and I lift it away from his body and over his cock which springs free. I now pull down his underwear to the same level of his jeans.

I had seen plenty of nude guys in the locker rooms at school, sometimes stealing a glance at their packages. This, however, is the first erect cock that I have ever seen live, and I am up close; it is in my face. I stared at it's bulbouse head leaking pre-cum, the veiny shaft, and the huge ball sack that hung underneath. He is about the same size and length as me. I thought it looked wonderful. Almost instictively, I reached out and took it in my hand. I started to stroke it and watched as more Pre-cum oozed from the slit in the head. I suddenly felt an incredible desire, and I licked my lips to moisten them and moved my face toward his cock. I placed it my mouth; It had a salty taste to it from the pre-cum, but I liked it. The spongy head felt softer than I thought it would.

I thought about how they were doing it in the video and started to move my head back and forward.

Stone made a mmmmmm sound and said, "That's it now keep that up; it feels good, Daniel."

I got motivated by what he told me, knowing that I was giving him pleasure. Now I was really starting to get into it. I held his shaft and stroked It as I bobbed up and down on his cock. My other hand was caressing his ballsack. I was officially sucking my first dick, and I was really enjoying it.

I glanced sideways at the video and a new scene had started with one guy fucking the other in his ass again doggie style. Then a closeup scene of the action filled the screen. I thought to myself I want Stone to do that to me. I was really aroused at the thought of it. I had done that to two of my girlfriends and they seemed to like it. Would it feel the sameway for me? As I sucked his cock I hoped he would do that to me. I wouldn't refuse him if he wanted to.

After a few minutes, and to my great disappointment, Stone pulled out of my mouth and said, "Sorry, but you were about to make me cum. You are very good for a first-timer. Would you like to go to the bedroom, and we can continue there?"

I say, "Yes, I would really like that."

Stone pulled his underwear and jeans up enough to walk. and as he turned, I got my first look at the top of his butt. I followed him, having some issues myself; my cock was rock hard in my pants.

We enter his bedroom and it is pretty much what I would expect, with the exception of the mirrors on the ceiling above the bed. I thought it was odd for a moment, then it hit me why they were there.

He turned and looked at me and then pulled his shirt off. His chest and abdomen are muscular with some hair. He then dropped his pants and underwear his rock hard-cock was bobbing as he did. He then removed them and was standing there naked. I just watched him mesmerized at his hot body. I then came back to myself and thought, should I strip?

He looked at me smiling and says, "Do you like what you see?"

I did like what I was seeing. I look at him and say, "Yes, Stone, I really do."

I needed to get my clothes off, and I started to undress. I kept my eyes on him as I did, starting with my shirt. He stares as I started to undue my pants.

Stone then asks, "Please turn around when you take them off."

I do as he asks and turn around, lower my pants, then slide them off one leg, then the other. I then take hold of my underwear and slowly lower them, exposing my ass to Stone. I let them hit the floor and I step out of them.

I was really turned on by Stone wanting to see my ass first. I was hoping he was interested in being the top guy. I wasn't sure if I could be a top guy as of yet. Things were going good so far, and I hoped they continued.

He asked me to turn around, and I did. He was staring at my cock now, and I was looking at his face and then down to his cock and then back. He now looked me in the eye and approaches me. He puts his hand on my head and kisses me while pressing our bodies together, His cock against mine.

The kiss caught me a little by suprise. I knew it was coming but was not prepaired for how it felt. I could feel the stubble around his lips. I did, however, instinctively open my mouth to accept his tongue. Once I was over my initial shock that I was kissing another guy, I started to get into it, and our tongues danced in each other's mouths.

While kissing, he reached down with his other hand, and grabbed hold of my cock, and started stroking it. That sent a tingle down my legs. It felt good having a strong hand holding on to my manhood. I then did the same and grabbed hold of his and stroked his also. We kind of moaned into each other mouths.

Before we break our kiss, he moved his hand from my head down to my back and all the way down to my ass. He took a handful of my ass cheek and squeezed it, letting his finger slip between my crack and brushing against my anus. That sent shivers through my body.

We stop kissing, and he asks me, "Daniel, could you lie down on the bed?"

I nod and move to the bed, but then I am not sure what position to get into. Does he want to have sex now? Should I get on all fours? I look back at him and ask, "On my knees?"

He smiles and says, "No, on your back, please."

I lay on my back, and he climbs on and over me. He is above me holding himself up, and he leans in to kiss me. This time there is no hesitation from me. I put my hands on his back and feel his warmth and muscles. It felt good!

He breaks our kiss and he starts moving down my body. He kisses my chest, then abdomen, working his way to my cock. He envelopes my hard-on with his mouth, sending an electric tingle through my body. He was giving me the best oral sex I have had so far in my life. I watched him in the mirror above me. That mirror is awsome.

He had to stop soon because I, being young, would not be able to hold my orgasm. He sensed my impending explosion and stopped in the nick of time.

He then moved up the bed placing his cock in my face, which I hungrily took into my mouth. He then started to basically fuck my mouth. I went along with this new experience, and I grabbed his hand and placed it on the back of my head like I had seen the guy do in the video. He took hold of my head and fed me his cock.

He eventually pulled out of my mouth again, and I watched him in the mirror as he moved his whole body between my legs. He then gently pushed my legs back to view my anus.

This was the first time a man had seen my asshole. I had feelings of exhilaration and fear. I wondered if it would hurt when he put his cock in me, I mostly wondered what he was going to do next.

He then started to lick and suck on my balls, which felt really nice. He then licked the underside of them; he continued to move down, and he reaches my anus. He now starts to lick my butthole, which actually felt amazing. He pushes his tongue in just a bit, which makes me moan.

I was glad I had used that enema this morning before I showered. I was nice and clean back there.

He was holding onto the back of my thighs, but now moves his hands to either side of my butt cheeks by my anus and spreads the area apart and licks my asshole some more. It felt real good as I moaned louder.

I was watching the whole thing in the mirror and getting very aroused by what was happening to me.

Stone then stops, gets up, and goes to his dresser. He takes out a tube of lubricant and some condoms and grabs a box of tissues off the top of dresser.

When he had gotten up, I took a good look at his ass. I liked the view.

He gets back on the bed with the items in hand; he places the condoms and tissues on the side of the bed and is holding the container of lubricant.

I was expecting him to ask me to turn around and get into a doggie-style position like in the video; instead, he asks me to put my legs back again. I do as he asks. I now knowing he is going to take me facing forward, and I was going to see it happen in the mirror.

He now unscrews the cap on the container of lubricant and applies some to his finger, then applies it to my anus. He starts to rub my rosebud, and I feel his finger enter me. That felt nice. I have been experimenting with putting my own fingers inside of myself, but this felt better.

He starts to finger-fuck me with just one finger, then he pulls it out and applies more lube to his first and second fingers; he places them at my anus again. Now he pushes both fingers inside of me, making me moan. The insertion felt nice, but the upward pressure that he applied to my prostate sent me to heaven. Stone was loosening me up, finger-fucking me. I was moaning loudly; I couldn't help myself; It felt so good. My cock responded by releasing a ton of pre-cum. I thought I might cum at any moment.