I'm Jimmy, a ninth grader, just starting High School. I used to go to a school in my neighborhood, but there was some new court order that changed everything, and now I was being bused across town to a school that had a lot of black kids. I'm pretty open-minded, and didn't have anything against black kids, but I knew it was a rougher neighborhood, and was worried about getting picked on.

I liked girls, really admiring the many pairs of tits that were emerging at this age, but I really had a weakness for their round asses. The white girls at my old school were really paranoid about staying slim and almost starved themselves to do so.

But the black girls here were okay with being heavier, and I began to really admire their big asses.

It seemed that everywhere I looked was an ass I liked. It was difficult keeping my mind on my school work.

I tried to be discrete, but I must have been noticed, because during my second week there, a Brenda, a friendly black girl approached me and struck up a conversation. One thing led to another and she finally asked, "Have you ever been with a black girl?"

"No," I said, "but I'm sure I'd like it – they have their own special charm."

"So what do you like about us?" Brenda asked.

"I was really at a loss for words, because I didn't want to offend her. Finally she came to my rescue with, "I've seen you staring at our fat asses a lot!"

I blushed and said, "I just love how round and soft they look."

"I think you need to taste brown sugar," she said, "And you'll never be the same."

"I'm sure I won't," I said.

By now I had quite a bulge in my pants, which I tried to conceal, but Brenda spotted it and said, "I can see you really like the idea – why don't you come to my place after school – I'll see that you get home afterward."

Having no idea what I was getting myself into, I quickly agreed.

I was aroused the rest of the day. I wanted to go into the boy's room and jack off, but decided to save my climax for Brenda.

I walked Brenda to her house, getting both nervous and aroused as we went. I had no idea how to even act in this situation. I had dated a few white girls, but never got much past feeling their tits. I had heard that black girls were more open about sex, and hoped that would be true.

When we arrived Brenda introduced me to Ike, her older brother. Ike shook my hand and said to Brenda, "Helping the new kid to feel welcomed, I see."

But he seemed completely cool about it and Brenda took me up to her room and closed the door.

"Now take your clothes off," she said, "I want to see all of you."

I had never taken my clothes off in front of a girl before, but nervously shed my clothes, and soon stood before her, naked and sporting a big red boner!

"I like the way it's so red," she said, taking hold of it and squeezing it firmly, "I think you just might do nearly anything for me."

In my present condition I was sure she was right. Holding my horny cock I was under her control.

"I like your dick," she said, "It's not as big as the black guys, but it's perfect for what I have in mind."

I had no idea what she meant, but my eyes were glued to her as she undressed. Compared to the white girls I'd known, her tits were absolutely huge, with big nipples like I'd never seen before.

Brenda lifted one of her breasts and told me to suck her, and I took one of her nipples in my mouth and sucked. It was big and easy to hold between my lips and I sucked one, and then the other, while reaching around and feeling her generous ass cheeks.

Then Brenda led me to her bed, where she got on all fours and knelt there, with her ass facing me. "Don't you think I have a really kissable ass?" she asked.

"Sure," was all I could say.

"Well then?" she asked, and I knew it was time for me to do something. Words just can't describe how exciting it was looking at her big ass, but now I had to show her I wasn't afraid to do something – but what did she want me to do?

Since she had mentioned her ass being kissable, I took that as a hint, and knelt on the floor next to her bed and kissed her big ass cheeks – first one, then the other.

"You're on the right track, Jimmy," she said, "But keep going."

I continued to kiss one cheek, then the other, and playfully moved to the middle and kissed her ass crack, and she began to moan. My arousal was taking over, and soon I extended my tongue a little between her cheeks.

"Yes, Yes!" she said, "More!"

She reached back and spread her cheeks, exposing her hole. I had never seen an asshole before and just stared at it. Strange to me, yet strangely inviting, I leaned forward and gently kissed it, enjoying the warmth of her big cheeks pressing against my cheeks.

"Don't stop now," she said, "Show me you like me!"

I extended my tongue into her hole and was relieved to find how clean she was. Her moaning urged me on, and soon I was kissing her ass as if it were her mouth.

She told me to finger her pussy, which I did, first wetting my fingers and then massaging her clitty. She was moaning so loudly that I feared that Ike would hear, but I was caught up in the moment and picked up the pace.

Soon Brenda let out a scream as she climaxed, and then fell forward, collapsing onto the bed.

I had always had an interest in a girl's ass before, but now I was really hooked!

Brenda took my cock in her hand and squeezed me as she caught her breath.

"So how did you like your first taste of brown sugar?" she asked.

"I love it!" I said, "And want more!"

"Good," she said, "Because you still have to cum. You've almost earned the right to fuck my fat ass – do you want that?"

"I sure do!" I agreed.

"Then I need you to do one more thing for me," she said.

"Anything!" I quickly agreed.

"I want you to suck Ike," she said.

I was stunned. I had never had an interest in guys before, and sure didn't want to be known as a faggot – especially in this neighborhood.

"I'll do anything else for YOU," I said, "But not that!"

Brenda wet her fingers with her pussy and rubbed her juice over my throbbing cock head – it felt so incredible my knees buckled and I had to catch myself from falling down.

"It IS FOR ME," she said, "Now Jimmy, won't you be a good boy and do it for me? Almost every white boy wants to – and you might just like it."

Continuing to rub my cock head with her juice was driving me mad with desire and I soon agreed.

Brenda called out to Ike and he entered the room – he had been waiting outside her door, so I thought they must have planned this all along – well, no matter – I was past the point of no return.

Brenda had me get on my knees and then knelt before me, continuing to massage my cock. Ike unzipped as he approached and soon the biggest cock I had ever seen was just inches in front of my face.

"You're almost there, Jimmy," Brenda said, "Now just open your mouth."

I opened my mouth and took part of Ike's huge cock into my mouth. It was warm and actually felt rather nice in my mouth. I found that I strangely liked this new sensation, and followed Brenda's instructions, moving my tongue around the head of the cock, especially focusing on the sensitive underside of the head.

Ike took hold of my head and began pumping his cock in and out of my mouth, occasionally pushing deep and making me gag. Brenda urged me on and said I was getting better, and soon Ike came, flooding my mouth with his strong tasting seed. I just wanted to spit it out, but Brenda told me to swallow, and I found myself complying.

"Thanks Jimmy," said Ike, "You did a nice job – I'll leave you to your reward now."

Brenda kissed me and said she was really pleased with me and that I had indeed earned my reward. She lubed my cock up with her juice and knelt on the bed again and said, "Take me!"

I slipped into her tight ass, enabled by her slippery juice and it was a reward well worth all I had done to get it! I had never even been inside a pussy before, but from what I had read, and ass was much better, and I knew I was where I was supposed to be. Soon I came, and thrust into Brenda all the way.

I held her large hips as I emptied into her and caught my breath.

Brenda sent me to the bathroom to clean up and afterward we both got dressed.

My time with Brenda was amazing, although I did feel ashamed about blowing Ike. I wondered if that would haunt me. After we were dressed Brenda kissed me and thanked me for being such a great lover, which certainly fed my ego. Ike said he would take me home.

On the way home he told me he really enjoyed my work, and would welcome more any time I wanted. "Look Ike, I said, "I did it for Brenda, and I'm not like that."

"Okay, it's cool," replied Ike, "But let me know if you change your mind."

"I doubt it," was all I said until I got home, then I thanked him for the ride.

That night as I lay in bed I played with cock and found myself thinking about sucking Ike, and began to stroke. I came as I thought about him cumming in my mouth. It was satisfying, though a little alarming, but soon I drifted off to sleep.

The next morning I kept thinking about sucking Ike, and did my best to put it out of my mind. I was glad to see Brenda however, and was hoping to have a replay of yesterday.

Brenda was glad to see me and gave me a quick kiss on the lips – something that many of the black guys took notice of.

"Last night was wonderful!" she said, "but I promised my friend I'd introduce her to you." She took me by the hand and led me down the hall. Soon a another pretty black girl approached. She also was curvy, though her tits looked smaller than Brenda's but she had a really nice ass! She was more than pretty – she was a real knock-out!

"Jimmy, this is Margo," Brenda said, "She's been anxious to meet you."

I greeted Margo and Brenda said she would leave us to get acquainted, and ran off. Margo seemed nice, but I had no idea what to say. Margo broke the silence with, "Jimmy, I'm really kind of shy, and don't know what to say."

That encouraged me, and I said, "I'm shy too, so let's just talk about what we like."

That got things moving and soon our conversation flowed freely, but we had to get to class. We agreed to have lunch together, and I thought about her all morning. I wondered if she had a brother, and if I'd get a chance to blow him. Realizing what a taboo thing that was I quickly put it out of my mind, and focused on Margo, though sucking Ike kept creeping back into my mind.

At lunch time we got a table by ourselves and continued to get to know each other. I asked if she had any brothers or sisters and she said she was an only child. I was disappointed to know there would be no brother to suck, but forced myself to think about this hot girl I was now with.

Margo invited me to her home after school, and I quickly accepted. We had the house to ourselves, because her mother worked and her father didn't live with them. We sat on the couch kissing and Margo freely let me feel her tits, and soon I was unbuttoning her blouse and freeing her tits from her bra. I sucked on her nipples, which were smaller than Brenda's but Margo really responded well to my sucking.

She squeezed my cock through my pants and then proceeded to unzip and fondle me. "I understand you really like booty," she said, "Mine is yours if you want it."

I never could figure out why blacks called an ass booty, but it did sound a little less vulgar. "That sounds great," I replied, "And I'd like to get to know it better."

"Then you will," Margo said, "But I'm kind of shy, especially about being so fat, so I don't want to take everything off just yet."

"However you like to do it is fine with me," I said.

Margo turned around and knelt on the couch, facing the back. She lifted the back of her skirt up and pulled her panties part way down. "That should be enough," she said.

It seemed odd that she was offering me her ass, but was so modest about it, but I just went along with it. I knelt next to the couch, and this time wasted no time in getting right to it – I spread her cheeks and pushed my tongue as far as I could into her. She sighed and I rejoiced in her freshness, smelling only the faint odor of soap and perfume. I kissed her deeply as she continued to moan. Wanting to make her cum like Brenda did, I reached between her legs to find her clitty, and was shocked to find my hand around a cock!

Margo tensed up as I pulled away. "What the hell is going on here?" I demanded, "Why are you dressed up like a girl, and why are you doing this to me?"

Margo turned around to face me, tears streaming down her cheeks. "I'm so sorry," she said, "I didn't know how to tell you, and things just got out of control. I'm really a girl, born into a boy's body. I'm transgendered."

"That's a little hard to buy," I said, "I feel really betrayed."

"I didn't mean that," Margo said, "I just wanted a boyfriend, and to lead a normal life."

We sat on the couch and talked for awhile, and I did find myself attracted to Margo – she did look pretty and I sure liked her ass – and it was really easy to see her as a real girl.

She put her hand on my cock and soon I began to harden. "I hope you won't hate me, Jimmy – I really hoped you would like me."

I assured her that I didn't hate her and that I did like her, but was having difficulty dealing with it all. My arousal was mounting and I found myself wondering what her cock was like.

"I want to show my appreciation for you, Jimmy, so if you want I'll blow you, or you can fuck me," she said.

"Either would be great," I agreed, "But I really like your booty!"

She started to kneel on the couch again and I said, "But this time, let's skip the modesty stuff." I had her stand up and pulled her skirt down, and she stepped out of it. I could see a distinct bulge in her panties, but before I could pull them down, she turned around and said, "You can just ignore what's in front if you want."

I pulled her panties down to her ankles and she stepped out of them.

Now she knelt on the couch and I got to my knees, as before. Only this time I was staring at a lovely femme ass with a couple of balls hanging down – I just stared for a bit before deciding to go ahead anyway.

Her ass looked so femme and as I felt her warm cheeks pressed to mine as I kissed her deeply I was kissing a girl's ass! I saw a tube of lube on the table next to the couch and put some on my cock – there would be no pussy juice today!

I slipped my cock into her and it felt as good as Brenda – actually even better because Margo was tightening her ass around me! It was an incredible feeling and I wanted it to last forever, but I couldn't hold back and soon pumped my load into her.

I held her big round hips as I finished draining and caught my breath. I went into the bathroom to clean up and upon my return saw that Margo had put her skirt back on, though I saw her panties were still on the floor.

"Thank you for being with me," she said, "and I hope you won't think badly of me."

I walked up to her and pulled her close to me, kissing her mouth very deliberately. "I'm not through with you yet!" I said.

She looked surprised as I backed her to the couch and sat her down. I knelt in front of her and lifted her skirt, exposing her cock. It wasn't the monster cock like Ike's, and actually was a little smaller than mine – I suppose that was about right – Margo wouldn't be very masculine. As I began to lower my head, she said, "You don't have to do this."

I persisted and soon had her in my mouth. She moaned with delight and I sucked her for more than five minutes and wondered if she ever was going to cum. I was actually enjoying it, though I was getting a little fatigued from the sucking.

All the time Margo was holding my head, pulling me close to her and running her fingers through my hair. I could take her entirely into my mouth without gagging and found that I really like sucking her.

Finally she climaxed, shooting a small load into my mouth, which I eagerly swallowed. Her climax was really special for me as well, and I just held her in my mouth, enjoying the shared bliss with her.

She lifted me to her and kissed me, driving her tongue into my mouth. "Thank you so much for sucking my clitty," she said.

Her clitty – yes that seemed right – I was sucking her clitty!

Margo thanked me over and over again as I got up to leave. She didn't have anyone to drive me home, so I walked the two and a half miles to my home. It was a long walk, but it gave me time to think, and I realized what a special situation I had.

The next morning I found Margo talking with Brenda and greeted her. "See you for lunch?" I asked.

"You bet!" she replied, and smiled broadly. I went to my first class, thinking about my new girlfriend!

  To be continued . . .

Feel free to contact me with your comments or requests.
    –Bill Beaumonte (oral_guy_2000@yahoo.com)