When I was younger my cock was hard all the time. No matter how much I jerked off it never seemed to get tired. I guess it was pretty normal for a kid my age, but I was obsessed with pussy. I thought about it all day. But it wasn't girls of my age that I lusted after; I wanted older women. And not just older women either; the ones that got my dick really stiff were older white women. I spent night after night thinking about my schoolteachers.
The girls at the school just didn't cut it for me. They seemed boring and immature, always playing head games. I did try my luck with some of the girls in my age group, but they'd never let me fuck them. Sure, they'd let me suck on their tits or maybe give me a hand job. If I was really lucky I might get one to suck my cock, but then she wouldn't let me come in her mouth. It was bullshit like that that bugged me. An older woman wouldn't play such games - at least, I hoped she wouldn't. I was tired of going out on dates and coming home to my hand.
Pussy was what I needed. I didn't mind where it came from; at 18 years of age I was tired of jerking off. It wasn't that I was ugly or anything I was just shy around girls. And when I did hook up with a girl my age I was scared and nervous. I always wished I could be more aggressive. When I did try to get some pussy and the girl said no, I would just stop. I was afraid to push the issue cause I didn't want to make them mad. I would always find out a week or two later they let some other guy fuck them.
I guess my preference for older white women started on the golf course. I used to caddy for them at a country club in Westchester. A new caddie was called a rabbit, which basically meant a rookie. It also meant you didn't have enough golf experience to caddie for the men, so the caddie master would assign you to the women golfers. It was perfect for a horny young black kid like me. I got to spend four and half hours with four older white women. I loved it.
Most of the women were rich, and probably in their early 30's to early 50's, and some of them were sexy too. I used to love watching them bend down to pick up their golf balls and stuff. The funny thing was that most of them didn't even like the game, and played it just 'cause their husbands did. I was always a perfect gentleman when I was out with the ladies. It wasn't just that I wanted bigger tips; I wanted them to like me and to ask for me to caddy for them.
They all thought I was kind of cute, and I found myself adjusting the position of my cock for the entire 18 holes. I couldn't wait to get home and jerk off. I'd be standing on the green, holding the flag, and fucking these women in my mind. I'd fantasize that one of them would take me into the woods and suck my black dick. I'd imagine all four ladies standing on the tee in line for me to fuck them. They were rich, these ladies, with everything money could buy, but I thought I saw loneliness in their eyes.
My mother and I lived alone, my parents having divorced when I was about ten years old. We had a small 2-bedroom apartment in White Plains - not the biggest place in the world, but enough for the two of us. My mother never went out except to go to work, and she came home every day.
It wasn't till I turned 16 that I was allowed to be home by myself. About once a month on a Friday night she would say she was going out, and then she'd return home around 1 am. I was happy to see her go out. She was only 38 years old, and I thought she needed some fun. Plus, it left me home alone. The minute she walked out the door I'd grab one of my porno tapes, drop it in the VCR and spend the evening jerking off.
Her once-a-month nights out soon became once a fortnight. One day she said she'd be going out with her white friend, Abigail, from work. I remembered Abigail from a company picnic, about 4 years earlier, when she'd sat with my mother and me the whole time, but I couldn't recall what she looked like. I remembered hearing about her long commute from New Jersey. When I asked about Abigail's husband my mother said that she'd divorced her husband last year, and now lived with her two kids.
I was home when my mother and Abigail arrived from work Friday night, and came out of my room to say hi. "Will, this is Abigail. Do you remember her from the picnic?" I was speechless. She was beautiful, like one of those ladies at the country club I had a crush on. She was wearing a low-cut blouse that hinted at huge breasts underneath, and a short skirt that flared out at the hips. She didn't have to turn around for me to know she was packing a fat juicy ass.
"Oh my God… look how he's grown!" she said, walking over and giving me a big kiss on the cheek. I said hello and stuff. I could feel my cock staring to stir; it had been a while since we'd had a guest in our apartment, and this hot ass white older woman was awesome. She smiled at my mother and said: "I bet all the girls are after him… he's so handsome." I blushed, embarrassed by the compliment. If she only knew that in my mind I was undressing her... that I had her bent over and was fucking the shit out of her... she wouldn't think I was so fucking cute!
They went into my mom's bedroom to get changed, while I went back in my room, locked the door and jerked off. I thought about Abigail changing her clothes, and visions of her in bra and panties ripped through my balls, making me let loose a thick blast of cum into a toilet tissue. I couldn't believe how quickly I came. I went to the kitchen and got myself a drink. When the women joined me they both look great; even mom had a little extra pop in her step.
My attention, though, was on Abigail. She looked fantastic. She had changed into a one-piece dress that really showed off her voluptuous figure. I said, "Wow! You guys look really good." Abigail seemed a little taken back. I guess she didn't expect that from someone as young as me. But she smiled and said, "D'you really think so, Will? It's been years since I went out." I grew bold and said, "Turn around and let me see." She spun around slowly, giving me my first opportunity to look at that bountiful ass. "WOW!" I exclaimed, and both of them giggled like schoolgirls. Abigail said, "You like what you see, then?" I said: "Hell, yeah! If I were 15 years older I'd ask you out. "You're a sweet boy, Will. Thanks for the compliment."
"You're welcome… and, by the way, you look great too, mom." If Abigail only knew that I had a man sized cock between my legs, she wouldn't be so quick to call me boy.
My mother usually got back about 1 am from her nights out. It was a stretch for her, as she normally found it hard to stay up late. Most nights she was in bed by 9:30, and out like a light by 9:45. At 1:15 am I started worrying, wondering where in hell she was. About 5 minutes later I heard the door burst open, and when I came out of my room I found my mother and Abigail in the doorway, drunk off their asses, laughing and giggling. I'd never seen my mother in such a state before, though Abigail seemed the drunker of the two from the way my mother was holding her up. "I guess you ladies had a good time." I said, smirking. Still laughing, they were having some difficulty getting through the door together. Mom said, "I'm sorry Will, I guess we had a little too much fun. But why are you still up?" I said, "You're usually back before 1, and when you weren't I got worried. That was a lie. I'd actually been surfing the web, looking for porn. Abigail said, "See? I told you he was a good boy. How cute he looks standing there, worrying about his mom."
Though her speech was slurred, to me she seemed even sexier drunk than when sober. My mother said that Abigail had had 'way too much to drink, and would be staying the night. I said, "That's a good idea. I'll get some blankets and a sheet, and make up the couch. Again Abigail told my mom what a sweet boy I was. She didn't recognize the pervert inside. My mother looked exhausted. I knew she couldn't wait to get to her bed.
I made up the couch like a good little boy. Abigail and my mother came in a few minutes later. I went to make a sandwich in the kitchen, just a few feet from the living room, and heard them talking; people speak louder than usual when they're drunk. I heard Abigail say, "My husband used to get me drunk and wait till I fell asleep. Then he'd fuck me in my sleep. I never used to feel a thing." I almost choked on my sandwich when I heard that.
How could a woman get fucked in her sleep and not know about it. Then I heard her say, "What a selfish prick he was. I'm glad I divorced his ass." I heard them laughing again. My mom said she was beat and was going to bed. I came out of the kitchen and turned on the TV, handing the remote to Abigail, who was sitting on the couch in one of my mother's long T-shirts. The first thing I noticed was her creamy white thighs. They looked so soft and fleshy. Her hair was all over the place and she looked kind of funny. I said, "Here's the remote if you want to watch TV." She looked up at me with drunken eyes and said, "I won't be needing that. I'll be out like a light in 5 minutes."
"Well, keep it just in case. Good night."
When I got back to my room my 8-inch tool was at full stretch, and I lay down on my bed thinking about what Abigail had said to my mother. Two minutes later I heard mom shut her door. I couldn't get Abigail out of my mind. She'd looked so fucking sexy sitting on the couch in that t-shirt. I imagined how she might have looked when she was drunk and being fucked by her husband. The thought of her just lying there while being penetrated excited me. I wondered what her pussy looked like - was it hairy or bald? I was obsessed. The older white woman of my dreams was lying drunk in the next room. There wasn't a chance in hell that I'd sleep tonight.
Lying in my bed, staring into the darkness, was pure torture. My obsession with pussy totally possessed my soul. I wondered if I was weirder than most kids my age. In my mind I fucked Abigail over and over, though I'd never yet actually fucked anybody. The closest I'd ever been to getting pussy was when I fooled around with this white girl from my school. She was Italian and told me she was saving herself for marriage and all that bullshit.
