John's Mother treats him like a girl including his sexual education
My name’s John Delaney, I’m twenty-five years old. I work for a Wall Street investment banking concern, I’ve been here a year as a trainee. I was recruited on campus; I’m a graduate of Columbia University. I have my Batchelor’s Degree and am taking courses toward my MBA. My firm pays me a good salary and expects hard work and a lot of hours for it. I’ve saved a large portion of my salary and with the guidance of my senior colleagues I’ve invested well. I can save because I keep my expenses low. My apartment is a modest efficiency, I don’t own a car, I live in the city, I use the subway or a cab to get around or my bicycle when I want the exercise and I don’t date. I’ve never been out with a woman.
And I’m conflicted, I’m a man and I have the urges a man has but I haven’t acted on them; I can’t; you see that isn’t how I was raised.
It’s my first vacation; I haven’t been home in a year. I’m in the air now, flying from New York to Columbus, Ohio to spend time with my mother and Aunt Kitty. Aunt Kitty’s several years older than my mother and she’s not really my aunt. She’s my mother’s partner and the two of them raised me.
I know how it will go when I get home. Aunt Kitty will pick me up at the airport, my mother won’t be with her, she’ll stay home and fix a fancy dinner in my honor. I’ll hug and kiss Aunt Kitty at the airport and she’ll drive us home.
My mother will meet us at the door. I’ll get my hugs and kisses from her them she’ll lead me to the bedroom. I’ll set down my bag. She’ll already be sitting on the bed, she’ll say, “Come to Mommy,” and I’ll walk to her.
“Yes Mommy,” I’ll say and she’ll unbuckle my slacks. She’ll slide them down just a little; just so she can see my underwear then she’ll smile at me and refasten my belt. But she’ll ask, “Do you want me to come tonight?” She’d seen that I was wearing panties, frilly panties.
My voice will be raspy with desire when I reply, “Yes Mommy please come tonight.”
And she will. You see, my mother, always Mommy, is my lover, my only lover; or more aptly stated; I’m hers.
I guess I need to backtrack a long way to explain. Mommy was abused by her boyfriend, my father, she was beaten and she was raped. When she became pregnant with me he abandoned her, Aunt Kitty had taken her in and taken her as her life partner, strangely, Aunt Kitty is the femme yet she’s the one that works outside the home and Mommy handles the household chores. I’ve never known any other parents. I was born after Mommy and Aunt Kitty had met.
Mommy was only nineteen when they met; they’ve shared the past twenty-five years together. They’ve shared one other thing, too, they’re both misandrists, men haters, and I was a boy.
That was no problem when I was an infant and young lad. They simply treated my like a daughter. I was dressed in ribbons and bows and my toys were dolls.
When I began school they did buy me boy’s clothing but, except on days when I had gym class I wore girls panties under my jeans and when I got home they changed my clothing.
They both played with me, rubbing my genitals, they joked that I had the biggest clitoris they’d ever seen when I’d get a little hard on.
Then came the onset of puberty, I was twelve when I discovered self-gratification. Mommy found my stained sheets and she knew so she decided to take me in hand, in the most literal sense.
I slept in a night gown with no panties on, just like Mommy and Kitty. I was asleep but I was having the most vivid dream I’d ever had, it was sexual but undefined, it just felt wonderful but when I awakened, it was no dream.
Mommy had my nightie over my hips and she was sucking me. I started to sit up, asking, “Mommy, what are you doing?” She pushed me back to the mattress saying, “Making you feel good, teaching you about sex.”
Then I felt something cold and slick at my bottom and a finger slipped into me. I remember, I moaned when she did that. She pumped in and out of me several times then did something, I didn’t know what a prostate gland was back then but she did. She milked my prostate. I was pumping my little hips and I came, it just flowed out of me. She sucked me and massaged me until I was soft. Then she asked, “Did that feel good Johnnie, did I make my little girl feel good?”
I was embarrassed but I couldn’t deny the sensations she’d caused, shyly I said, “Yes Mommy it felt real good.”
She came up beside me, she was still in her gown, she kissed me and hugged me to her breasts, I could taste me on her lips. She said, “I love my little girl, I’m going to do something special for her.”
“Johnnie Baby, I’m going to make love to you, teach you what it’s like to be a woman. Do you want to learn Johnnie?”
I couldn’t say no, what she’d done had felt so good, I whispered, “Yes Mommy.”
She lifted her nightie over her head and laid it beside me. I was looking at her breasts, she said, “These fed you when you were a baby, would you like to suck then again,” as she lifted one to my mouth.
While I sucked she cooed, “My sweet, sweet baby, my sweet baby girl.” She was rubbing my back and caressing my bottom while she crooned to me.
Her soft breasts and her soft voice were seductive, I know now that she was arousing me and she did. My little penis grew hard again; she took it in her hand saying, “I think my Baby’s ready,” as she rolled me over on my tummy. She kissed the back of my neck them I felt something cold on my bottom. She rubbed it around then stuck her finger back in. It wasn’t as deep as before, she pressed outward on my ring, stretching me.
I was laying on her nightie, it was under my groin. She straddled my hips and lifted me up on my knees, I tried to look back at her but she pushed my head down saying, “Just relax for Mommy, be a Big Girl.”
She spread my cheeks and I felt something press against me. She asked, “Are you my Big Girl Johnnie, are you my Big Girl?”
I was afraid, what was she doing? I didn’t answer.
She answered for my, she said, “Oh yes, you’re my Big Girl,” as she leaned forward pushing her strap-on through my tight, resisting anus.
I moaned, “Nooo Mommy, nooo.”
She paused for a moment. The phallus wasn’t very big, about like two fingers, she pressed into me. I could feel my sphincter relaxing under her gentle but steady pressure; I could feel her slide up my rectum until she found that spot.
She pumped me slowly until I started rocking back to meet her, matching her calm rhythm. She was touching that spot, I started shaking. She stopped pumping and held me by the hips, only moving back and forth an inch or two, rubbing me inside, enflaming me. She didn’t touch me, my penis, but I spurted, my cum gushed out of me hitting my stomach and her gown. She stayed in me until I couldn’t pump any more then she rolled me to the side, on my back and kissed me again.
“Did you like that Honey, did my Baby like that?”
My head was against her breast, I whispered, “Yes Mommy I liked that.”
Over the next six years, until I left for college she came to my bed two or three nights a week, always my bed, never hers and our routine was unvaried. I’d suck her breasts until we were both aroused then she’d take me.
God, I looked forward to her nocturnal visits. I’d wait every night hoping she’d come.
While I was in school I’d rush home on every break, she’d come for me every night on short visits. During the summer it would be the two or three times a week.
I hungered for her breasts and I craved her faux cock. I still do.
She’ll come tonight. I’ll be in bed wearing a nightie and she’ll come for me, dressed in her gown. I’ll pretend that I’m asleep but I won’t be, I’m too anxious. She’ll lift my gown above my hips. I’ll be shaved, just likes me to be and she’ll take me in her mouth while she milks my prostate. I’ll cum and she’ll suck me dry then she’ll hold me and I’ll suck her breasts. Suck her until we’re both aroused then she’ll roll me to my tummy, lift my hips and take my bottom. I'm wiggling in my seat, I want her so much I can hardly wait
but she won't disappoint me.