When I was twelve I met a new classmate named Dave, he and I became great friends hanging out, joining clubs and whatever else high school kids do. His family was from the Philippines and he and his sister were the first generation born in this country. His sister Mai is the focus of this story. She is two years younger than Dave. I had a crush on her from the moment I saw her. She was one of those girls that even at a young age people would say how beautiful she was. Long black hair, deep brown eyes and that great skin tone she was just stunning.
But as she was only ten at the time I did nothing about it. Time went on she turned sixteen and had blossomed high tight perfect breasts that ran about a c cup or so. She wore nice tight shirts to make them look even bigger and nice skirts that always stopped just above the knee.
That’s when I told Dave how I felt about his sister and that I was planning on asking her out.
That is when he lost it on me!
Told me that if I ever had any more thoughts about dating Mai should stop them as she was his sister. Said he would never speak to me again if I tried. When I asked him if it was because he did not think I was good enough for his sister he told me that it was the other way around she was not good for me. Weird so I thought maybe they just did not get along. Plus he said she was a total gross freak. I did not read too much into that as most guys find the thought of someone finding their sister attractive would say the same thing. Plus the older brother in her was probably trying to protect her. So I moved on tried to respect my friend’s wishes and threats.
Time went on again I turned twenty and she turned eighteen. I had been at my second year of University and she was just about to start her first year of nursing. It was almost the end of summer break; I heard she had moved into her own apartment near the college here in town. A one bedroom place above a dry cleaner somewhere near the campus. I had no plans on seeing her at all that summer as we ran with different crowds and I suspect her brother was trying to keep me away from her.
But fate intervened.
I happened to stop at a house party thrown for an old friend the party was to celebrate his graduating from university. I was only there to make an appearance until I saw her standing in the corner with a beer in her hand talking to the host. She looked gorgeous as usual, she had had her hair cut into a bob, the black hair had streaks of blue in it and it looked good. You could see her long slender neck which was draped with a sterling silver eye of Ra on a leather cord. She was dressed in a plaid mini skirt with black lace stockings and a pair of red sneakers that complimented her retro Culture Club shirt.
She was wearing some mascara and blue and green eyeliner that set off those almond shaped brown eyes, along with the ruby red lipstick that made her skin look even more exotic. It took all I had just to keep from walking over and shoving my tongue down her throat.
I played it cool for a bit as she made her way over to me to say hi. She leaned in and gave me a hug and said how nice it was to see me. I decided to live dangerous and kissed her on the cheek in a way that could be seen as two friends greeting but I whispered in her ear.
“Mai, you look like a goddess tonight” She smiled and winked at me and took my hand and led me to a quieter place in the house.
At first it was just a catch up chat as she finished her beer. I was driving so I just had coke. But the entire time we spoke we just kept looking into each other’s eyes and smiling I (a good sign right), so I asked if she wanted to get out of there and go get a quiet coffee somewhere. She smiled and said yes. (Score!) She asked me to leave first and pick her up down the block in ten minutes as her brother had friends here and she did not want either of us to have to deal with his bullshit. So I went out, checked my breath and had a mint and circled the block once then as I turned the corner there she was with a short red leather jacket on, completing the retro look.
Her presence filled the car and we were off to a great after hours coffee shop near where she lives and we sat and had a cup and some dessert as she told me about starting school and I talked about going back for my third year.
We made fun of Dave for his crazy schemes to keep us apart and tried to figure out why. Finally I laid it on the line took her hand and told her.
“Mai, I have had the biggest crush on you since I first met you.” I began. I know you were only ten but you have turned me on ever since”
“Really” she blushed.
“Not to be creepy or anything but I often think about you when I masturbate.” I winked.
“That’s not creepy, you want to know something?” She leaned in and whispered. “I think about you when I make myself come.” She took the last bite of her cheese cake and sat back to take a sip of her tea. Then licked her passionate red lips.
I smiled at her and suggested we go back to her place as it was close and stop fantasizing about each other and have hot sex for real. She just smiled the most sultry look I have ever seen and showed me her new tongue ring.
“Does that answer your question?” she asked in a way so sensual it would melt butter. She stood up and took me by the hand and led me out of the shop and down the block about three doors. We were at her place like that. She said she chose that place because it was right next door and we could easily get to her place quickly. She unlocked the door and we entered a hallway at the bottom of a flight of stairs. She wrapped her arms around me and kissed me hard and deep letting me feel the tongue ring press against my tongue. I grabbed her ass with both hands and we stood there kissing for what seemed like forever, two people who had been denied so long finally reaching their goal. Finally breathlessly she led me up the stairs and unlocked her door.
Her place was small there was a living room – kitchen, a bathroom and a bedroom. She pointed at the couch and asked me to sit while she got into something more sexy. I told her it did not matter what she wore it was coming off fast anyway but she just pushed me down in the chair.
“This is a dream coming true for me too, I always pictured our first time a certain way, let me do this” She pulled off her panties which were black lace bikinis and gave them to me. “Here play with these until I return” she turned to walk away then turned back. “Feel free to make yourself comfortable”
I did not hesitate I took off my shirt and pants and socks and shoes, but left my red boxers with the black trim on I wanted her to take those off. I sat on the chair facing the windows the street lights casting yellow and red light into the room and she came out wearing a knee length red silk robe and had changed the silver necklace pendant for a string of pearls that fell between her supple breasts with a knot in the end. She walked over and closed the blinds so only the light of the lamps on either side of the couch and the now red light from the bedroom lit the place.
“Tell me why do you think my brother told you I was a freak?” She asked standing in front of me running fingers over the pearls.
“I don’t know and I don’t care why are we talking about this?”
“I have an extra body part, that’s why he called me a freak” she began to undo her robe.
“Like an extra toe” I already knew where she was going, I knew why he thought she was a freak but I knew she had to show me. She ran a hand down the robe and pulled it open, exposing her perfect tits, and her huge cock with thin trimmed pubes around it and smooth balls.
“I am a lady boy, that’s what he did not want you or anyone to know” she walked over to me where I could reach her and stood looking down at me. “Say something”
That’s when I told her that I already knew what she was.
She looked confused thinking only her parents, brother, a few doctors and three men and one woman she had had sex with knew.
I however have known since she was fourteen and I did not care.
It was confusing for me at first. Coming out of their bathroom one afternoon I saw her bedroom door slightly open and me being horny, peeked through to find her slipping off her panties and seeing her cock for the first time. But not turning away as she put on sweats. It made me question what I was sexually; I had already been having sex with girls. But the one girl I really wanted wasn’t really a girl?
I thought I was a freak for still being attracted, but when I got to university I began experimenting with homosexuality and liked it, but still had girls too, so I worked out I was bi-sexual. I even put an ad in the local paper and met and hooked up with a lady boy near school.
When I told her all this she looked so relieved and she knelt down and pulled my shorts off “then let’s get to it” she purred as she stood back up.
I slid to the front of the seat and took her expanding seven inch cock into my mouth. I slowly deep throated her as she hung her head down to watch. The look of ecstasy on her face as she stood with her hair falling around her face and hands at her side.
“Ooh fuck yes, can feel my balls against your chin” she growled. “You have done this before baby” She put her foot up on the chair and her left hand grabbed my hair as she began to fuck my face.
“God you are going to make me explode if you aren’t careful.” I stopped but kept jerking her off and playing with her balls as I looked up and smiled while licking my lips.
“Feel free to explode I want to swallow your come, I wanna taste how fucking turned on you are”
“Mmm okay then” I spit on her long thin dick and went deep again. I could feel her breathing change and the salty taste of pre come hit my tongue just before I gagged on the huge amount of jizz she expelled. I swallowed a lot of it but half of it ran down my chin. I swallowed then pushed as much of it into my mouth as I could.
“Good boy” she smirked running her hands through my hair. “Now what can I do for you?”
I stood up and she began jerking my eight thick inches. We kissed some I wanted her to taste her own juices.
“Mai I want in you, I want to come deep in your ass” I licked her face.
We went into the bedroom and she tossed me a thing of lube “you better grease up well I have small little butthole” she got onto her hands and knees and shook her ass at me. I poured the lube onto my cock and she happily massaged it in for me as I slathered her little star fish with more sticking two fingers in to get the lube right up and in.
“I’m ready” she winked “just go slow at first only one other man has been in there and he was half your size” I just shook my head in agreement and put her on her back and spread her legs. She had a fantasy about how she wanted me I had one too. I wanted to look her in the eye as I entered her, watch her face as I show her how sexy I think she is. I slid into her tight back door slowly, centimeters at a time until I was all in. Licking her nipples the same time I held her arms over her head and slowly pulled almost all the way out but then slid all the way back to full penetration. Her sweet perfume in my mind as I felt her become hard again. Whispering she told me that she could get hard again in half the time and come faster than that of a normal man. I just told her to relax and enjoy as I quickened my pace. She wrapped her legs around me as I let her hands go and held her legs in the air apart the sound of her moans and groans filled the air as I was now dicking her hard and deep.
“Come, please come, I want to feel your passion fill me!” She begged.
“I knew I was going to go but when she put her hands on my side and used them for leverage to pull me closer to her that was it I came so hard I thought I would never stop. Normally I am good for five maybe six squirts but I had to have shot fourteen times.
I rolled over and snuggled into her, but she was not done, she rolled me onto my side away from her and coated my ass in lube just before turning me on my back and entering me.
I felt her hands in the small of my back pushing down as she fucked me hard, deep and fast. Slapping my ass so hard it left red marks. I could hear the pearls bouncing as she gave me a vigorous fucking.
I pushed my ass into the air leaving my face in the sheets.
She reached down and grabbed my wrists and pulled them back behind me keeping me face down in a wet spot. Shortly I felt her come just as hard as she did the first time filling my ass with her hot white love.
She slowly stopped pumping me and collapsed on her back. I rolled over and put my arm over her tummy as we both lay naked in each other’s arms.
She whispered in my ear as we fell asleep. “The reason David wants us apart is because he wants to have sex with you too. He is totally hot for you and wanted you for himself”
I pulled the blankets up over us and kissed her shoulder. “Well maybe we can work something out for him to get what he wants”
“Mm can I watch?” She said.