One Of The Guys

When I was 18, my family moved to Seattle. That was when I decided to become a boy. I had grown up and spent all my life in Ohio. I hadn't had many friends there, but in Seattle, I knew nobody. I was unknown, a blank slate. So, on the first day of my senior year of high school, I gave my first name as Andrew instead of Andrea.

It wasn't hard; I was tall and skinny and my breasts weren't that big. I got a short haircut (that my mom hated), put on a tight sports bra, and wore a sweatshirt and loose-fitting jeans. When I checked myself out in the mirror that first morning, an attractive teenage boy stared back at out at me.

I don't think my mom suspected anything. Sometimes she would say she wished I would wear make-up or dresses once in a while, but I told her that just wasn't my style. And I guess she figured she was lucky: I didn't go out and party, I didn't date, and I always brought home good grades.

I was surprised at how easily I seemed to get away with being 'Andrew'. I had already taken PE in Ohio, so the shower room wasn't a problem. I've always been kind of shy, especially with boys, but after a week or two I was hanging around with some of the nerds, pretty much the crowd I had always been most comfortable with anyway. It was weird being a boy at school. I interacted differently with people. Sometimes I would forget, for days at a time, that I didn't have a dick in my pants. I suddenly found that I was confused in my sexuality. Up till now I had always thought exclusively heterosexual thoughts: that was half the fun of becoming a boy; getting closer to the guys, being able to check them out unobserved and unawares. But now, from the other side, I found myself checking out the girls through a boys' eyes. But that didn't mean I had stopped thinking about boys either.

I had developed a huge crush on my trig teacher, Mr. Williams. He was quiet and patient, and always treated his kids with a lot of respect. I was pretty good at math, and he really seemed to appreciate my effort in class. He was young, too, probably in his twenties, and muscularly well-built, and wore glasses, and had the cutest smile. I know that he figured prominently in many of my masturbation fantasies. I'm sure all the girls in our class had crushes on him: if I'd been a girl that year, I would have giggled about him with my friends. But I wasn't a girl there, so I kept my thoughts to myself.

I was in the school drama club; I got a perverse kick out of playing a fictional character on stage while I played out my own fictional character in school. One day after drama practice, I realized that it was raining again, and that I didn't have the rain jacket I had worn to school that morning. In a flash, I remembered where I had left it: in my sixth period trigonometry class, draped over the back of my chair. If Mr. Williams was still there, maybe I could get it back. I wouldn't mind having a few moments alone with the object of my crush either. It was with these thoughts in mind that I hurried through the empty hallways to room 306.

The lights were off, and I figured Mr. Williams must have already gone home for the day. I was about to try the handle to see if the door was really locked, when some movement inside the room caught my eye.

I could see them, if I pressed my face against the glass. There was James, a boy in my algebra class, on his knees in front of Mr. Williams, whose pants were around his ankles, and whose hands were wrapped in James' curly black hair.

With my ear pressed against the door, I could hear the moans and the slurping noises coming from inside. Even so, I admit it took me a couple seconds to figure out what was going on in there. I was totally shocked. There was James; this cute black guy in my trig class giving my love, my hearts desire, the object of my most pornographic fantasies a monster blowjob. Mr. Williams was fucking his face, and James was loving it, slurping and licking all over Mr. Williams's gear, which, I noticed, was quite ample. James was pretty cute himself. I guess if I had been in girl mode that year, and if our teacher hadn't been so hot, I might have been really interested in him. He was my own age; a nerd, another one of the smart kids, tall, with chocolate skin, mischievous brown eyes, and a shy smile. To tell the truth, though, I hadn't really paid him much attention until that instant.

Now James was holding Mr. Williams's ass cheeks with both hands, and Mr. Williams was moaning so loud I could hear him even without my ear pressed against the door. My heart was pounding. "They've got to be more careful, what if they get caught!" I remember thinking. My cunt was hot and slippery wet. Mr. Williams cried out "Oh fuck Yes!" and thrust hard into James' mouth. I realized that I had a hand down the front of my jeans, inside the boy's boxers that I had taken to wearing, rubbing my clit in time to their lovemaking. As Mr. Williams kissed his own come off of James sweaty face, I had a knee-shaking orgasm. I slumped to the floor, accidentally knocking into the door.

"Quiet, did you hear someone outside?" That was Mr. Williams. I panicked and ran, any thought of retrieving my jacket long forgotten. It was a long walk home in the cold Seattle rain.

That night, I masturbated again to the memory of Mr. Williams fucking James mouth, only in my mind it wasn't James, it was me. Then I cried myself to sleep, remembering that someone else had stolen his heart (and his dick), and that he was gay, he would never even be interested in me.

It was a funny thing, but up until then, I had all but forgotten that I was a girl. Except when I had my period to remind me, I had been completely thinking of myself as a boy. I didn't go shopping for cute outfits; I didn't agonize over who was going to ask me to the prom (as if I would have anyway!); I hung out by the water fountain and laughed at dirty jokes. So I don't know why it took so for me long to realize that Mr. Williams might just be interested in me after all. The idea hit me like a bolt of lightning in trig the next day. I was dejected, staring off into space, when I caught him looking at me. It probably meant nothing; he was probably just wondering why I wasn't working my exercises like everyone else, but I realized that he didn't see me as a girl. He saw me as a boy.

The next day, at the end of the period, I waited until after class, then I told him I was having some trouble with the problems in our section. Could he help me out a little, after school? I made a point of casually touching his wrist. It felt really good, cool and solid. "Sure" he said "Come by after 4:30 and we'll look over them."

My heart was racing with anticipation. I didn't know what I expected. Drama practice seemed to last a lifetime. At 4:30, I met Mr. Williams in his classroom. He seemed distant, almost formal as we went over the day's homework, problems that I had to pretend to have trouble with. My heart sank. I guess I had pictured him grabbing me by the hair and ramming his cock down my throat. It became more and more clear that he had absolutely no intention of doing any such thing. Finally I couldn't stand it any more. Taking a deep breath, I reached out and put my hand on his crotch. "Mr. Williams, I have to tell you." I blurted out "I have a huge crush on you, and I really want to suck your dick. Please let me take you in my mouth."

He stood up and started to back off, starting to protest. "Andrew you can't...", but I already had his trousers open and his briefs down, and his big dick was staring me in the face. Mr. Williams might be having qualms, but his cock wasn't. Already it was standing at attention, rigidly erect.

To tell the truth, I had never seen a penis close up before, except for hurried glances in the boys room. (I got a big kick out of watching the guys pee; but I was always afraid that I'd get caught looking) I hadn't realized that it would be quite so big when it was hard. Well, now was no time to hesitate. I took his cock in my mouth, and proceeded to learn how to give a blowjob.

They called it sucking cock, and I sucked with all my heart. That big, impossibly big dick reacted right away, filling my mouth. I was afraid I wouldn't be able to breath, but I didn't care. I hoped he would come in my mouth the way he did with James. I felt his strong hands on my head, guiding me pleasuring him. I heard his grunts and moans, and my cunt flooded. I was in heaven.

Then I saw stars. Someone had hit me, hard, in the side of the head. I was lying on my back on the floor, and there was James, sobbing and cursing Mr. Williams, who was standing there with his pants down and his dick wilting, looking like he wanted to die. "I'm Sorry Jamie, I'm so sorry" He kept saying, over and over. I slunk out of the room and went home, feeling like shit. I felt like I had just ruined two people's lives, two people who I liked, who totally didn't deserve it.

The next day I faked sick, and stayed home from school. The day after that was the longest day after. When sixth period finally came around, I couldn't look at Mr. Williams, and I couldn't look at James. Class seemed to last for hours.

I left class as quickly as I could; practically running out the door, but James caught me in the hallway. "Andrew" he said "I need to talk to you."

"I'm sorry" I chocked, turning to face him "I can't tell you how sorry I am. It was all my fault. I wish I could take the whole thing back."

"I'm the one who's sorry" he said "I shouldn't have hit you. I've been feeling terrible about it. I thought I was in love with him." Now we were walking down the hall together.

"I was so lonely" he went on "I thought I was the only gay guy in the whole school, and then I went and made you an enemy. And then I realized that Bill and I don't have any future. He's twenty six, you know." He laughed. "Then I had an idea that maybe you and I could, you know, share him?" He ended that last thought with a question mark. I started to realize what he was talking about, and for the first time in two days, my heart rose.

"So I was supposed to meet him at his house tonight, for dinner, to make up and talk things over. I thought you could come too, and we could surprise him. Would you like to?"

Would I like to? "Hell Yes!" The possibilities boggled my mind. My dick—I mean my clit, throbbed under my jeans. We agreed to meet at seven, and James gave me a quick, secretive kiss on the lips as he left. I stood there in the hall, in a daze. I'd never been kissed before; I'd just been kissed for the first time, by a gay boy. I was a virgin, and I'd just been invited to a gay threesome. Well, I'd be damn sure to bring condoms.

I met James at seven, and we walked a few blocks to Mr. Williams's house. ("Call him Bill" insisted James.) As we walked up to the door, my hand found James'. It felt nice to hold hands like that.

Mr. Williams... Bill... was certainly surprised to see the two of us together, but he took it in stride. He greeted us warmly with hugs, and invited us inside. I liked his house. It felt comfortable. He had made dinner already.

"Looks like I need to set an extra place." Mr. Williams said, disappearing into the kitchen. He looked nice, wearing blue jeans that made his ass look delicious, and a tight black t-shirt. He looked good enough to eat. James and I exchanged a look.

Dinner was great, and we talked about all kinds of things, and not at all about trigonometry or after school blowjobs. I was again amazed at how comfortable I felt talking to Mr. Williams. And I was becoming more and more aware of how attracted I was to James.

After dinner, Mr. Williams brought out some beer. We sat on the sofa together. I sipped my beer tentatively. I didn't mind the taste at all.

"I'm a little surprised to see both of you here tonight" Mr. Williams said casually "After the other day, I was afraid I wouldn't be seeing either of you any more, and I felt really bad."

"Well" said James "I thought it over, and I figured that I don't mind sharing..." he looked over at me "If you don't mind sharing too"

Mr. Williams said "I don't mind at all." And then he reached over and gave James the longest most sensual kiss. I was melting already. I reached over and caressed James, and suddenly all three of us were kissing, and I felt hands touching me, exploring my body, and my hands explored on their own.

Mr. Williams skillfully unbuttoned James' pants and his cock sprang out like a jack-in-the-box. It was beautiful, stiff and black, with a purple head, and it was even bigger that Mr. Williams'. "How would I ever get that thing up my cunt", I wondered, even as Mr. Williams and I started to worship James' hard dick. Impulsively, I pulled Mr. Williams shirt off, exposing his muscular, smooth chest. I played with his little nipples, playfully nibbling them, before I joined him in sucking James. While Mr. Williams sucked James' entire length inside, I nuzzled and licked his delicate balls. Then Mr. Williams and I would share James' shaft, licking and sucking and kissing it together. James was groaning and moaning with pleasure. Suddenly, he stiffened, and his balls contracted, and he shot squirt after squirt of come all over Mr. Williams and me. I loved it. I had no idea that guys could shoot off so much. My underwear was drenched with my own juice.

Then James and I attacked Mr. Williams. It was beautiful to see him naked. He was gorgeous. His dick was even more beautiful then I remembered. I sucked his cock in earnest, and James helped me. I loved the sound of Mr. Williams enjoying my mouth. Then James slid behind him and buried his face between Mr. Williams's ass cheeks. I was so turned on. So was Mr. Williams. His groans got louder, his thrusting more urgent. I really wanted him to come in my mouth. Before he came though, his strong hands stopped me.

"Jamie" he said "I'd really like to fuck you tonight. Would that be ok?"

James slid out from behind Mr. Williams. "I'd really like you to do that too, Bill. I'm a virgin." He said to me, almost apologetically. "Do you mind?"

"I'm a virgin too" I said. "And hell, no I don't mind!"

Mr. Williams laughed. "Well then how about helping me get Jamie nice and slippery then!"

I was only too happy to help. Jamie got on all fours on the floor, with his sweet black ass thrust up in the air, and his again-hard dick pointing straight out. I got between his cheeks and started licking. I ran my tongue up and down his crack, tickling the base of his balls, then darting past his asshole up to his tailbone. His little anus winked with desire. When I couldn't stand it anymore, I let my tongue circle his asshole, then finally invade his hot little hole. I pressed my face into his ass, penetrating him as deeply as I could, while James moaned and writhed with pleasure. Then Mr. Williams moved me aside, kissing me deeply. "You can go next" he whispered. His cock was sheathed in a condom, glistening with lube. He pressed it between James' cheeks.

"It's not fair" James said "Andrew should be naked too. I want to suck his cock while you fuck me, Bill."

"That's right" said Mr. Williams "It's not fair. We've been neglecting you Andrew. Why don't you join us?"

It was the moment I had been secretly dreading all night, the moment that I knew was coming, my inevitable downfall. I took a deep breath, and stepped back. Fatalistically, I stripped off my shirt, my sports bra, my jeans, and my boxers. My boobs jiggled a little, and I felt my juices wet on my thighs. I was totally naked, and felt totally exposed. Suddenly the room felt cold.

I love them to this day; they both took it totally in stride. After a pause, Mr. Williams said "Well Jamie, I think you are should lose your virginity twice tonight. How would you like to be fucked, Andrew? In your pussy or in your asshole?"

"In my pussy, please" I replied. My cunt was hungry, ready for this. Mr. Williams helped roll a condom onto James hard cock. I still couldn't believe it was all going to fit inside me. He kissed me and whispered in my ear "I don't care if you are a girl Andrew. I want you." I felt his cock grazing against my pussy lips, bumping into my clit, driving me crazy. I reached back, grabbed his muscular ass, pulling him into me. He wanted to take it slow, but I wanted him hard and fast; I wanted him in me now. It hurt. It hurt a lot at first, as if I was being torn open, but I didn't want him to see because I didn't want him to stop, not ever. The he was all the way inside me, filling my cunt, stretching me wide, and pure pleasure washed the pain away. He thrust into me again and again, and I humped back, fucking his latex-wrapped cock with abandon. Then James stopped. His breathing became really deep and slow. I opened my eyes, and saw Mr. Williams coming at James from behind. James moaned softly into my mouth, and I knew that Mr. Williams was fucking him, stretching out his little asshole, taking his virginity. When Jamie sighed, and pressed hard into me, I knew that Mr. Williams was all the way inside him. Mr. Williams started to fuck him so gently at first that I couldn't even feel it, then harder and harder until he was fucking me with James' body. I was screaming, calling out their names, cursing and kissing as my orgasm slowly built up in my gut. I swear we all came at once, and I lost track of who was who.

It was a long night. Mr. Williams insisted on cleaning out my pussy with his tongue, which felt heavenly, as James shyly sucked my nipples. Later on, we both took turns fucking Mr. Williams: James with his cock, and me with my hand. I loved having all four fingers up inside my math teacher's greedy asshole while James had a mouthful of his cock. It was very late when we finally fell asleep together, bodies entwined, sticky and sweaty sore and satisfied, with big smiles on tired faces.