Author's note: I have had several requests for straight up Mom / Son incest stories. This isn't easy for me to truly imagine as a Trans woman but that also made it a bit of a challenge. Still my experience centers on the feminine, so the main character is too. I hope the boys and their Mom's out there enjoy this attempt.
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Introduction
Mom and I didn't really have it easy, but Mom made my childhood wonderful by pampering me. Some might think she goes too far, but what makes a good life? What makes life worth living? For me that is making my Mom happy and for her that is making me happy. Could anyone really argue with that?
Dad was never in the picture. Mom told me later in my life that who my biological father was wasn't entirely clear until I was about five years old and my emerging feminine mannerisms became apparent, and then she knew. You see when I was conceived could have only been one weekend, the weekend of Mom's first threesome. The two guys she was with that weekend were both big jocks, dumb but attractive.
Mom said they were fun but not all that interesting. What was interesting to her at the time was the younger brother of one of the jocks who was shy and sensitive, kind of a Goth kid, dark long hair, pale skin and feminine. She met him as she was sneaking out of the house from the bed of the exhausted jocks. Fatefully, she ended up sleeping with him too that weekend. Dear old dad. She never even got any of their names.
Now some of you may be feeling the need to pass judgement on my Mom for this kind of behavior, but you shouldn't. My Mom is a free spirit and she never felt the need to repress her sexuality. Her pregnancy with me ended up getting her disowned from her own family, and she has had enough judgement in her life.
Mom's beauty has also helped her realize her sexual desires. She's a gorgeous woman with deep curves, large breasts and full hips. Her general style is bit bohemian, though she keeps her body smooth and wears minimal but elegantly applied makeup. Her sensuous face is graced with big olive green eyes, full succulent lips, and all framed by long dark wavy hair. To me she is the feminine ideal of beauty.
So it was just me and her, and I was at 18 years old, her baby boy or her golden boy, though my real name is Treavor. In some ways we were opposite, I was taller than her, thin, pale and some would say under developed. I had long blonde hair and blue eyes, but I did inherit her lips and eyelashes though. I also inherited her sex drive.
Mom would occasionally spend a night out or bring a man and sometimes a woman home for a night. They were always gone by morning, though sometimes I was awake and would hear them, the sounds would get me excited and I would masturbate without really ever understanding why. I didn't have a lot of interaction with other people so my masturbation habits were always a bit of a mystery to me. I couldn't have told you at the time if I was gay or straight, turned out I was a bit of both.
She also spent some time with an older couple, Nancy and Bob. I asked her about this once and she told me that she was their Unicorn. I didn't really understand what this meant, but I knew she had a tattoo of a unicorn on her shoulder so I didn't think too much of it. The truth is neither of us had much of a life outside of each other and our little home. I felt fulfilled though and I hope she does too.
In our cheap little apartment, all Mom could afford on her receptionist salary, we were very open with each other, hugging and snuggling often. We would almost always touch when we spoke to each other to the point where talking at any distance seemed rude. Nudity was also something that wasn't given a second thought in our little home.
"Can't be shy in cramped quarters." She would always say if I walked in on her, or she walked in on me in the nude.
We would often talk to each other while one or the other showered. I always thought my Mom was beautiful and admired her body, but there was never anything sexual about it before the series of events I am about to relate. We were just always very affectionate with each other. As a result of all this, I generally chose to wear as little clothing as possible like ridiculously short shorts and half shirts. My style along with my long hair tends to come off as very feminine or be interpreted as gay. This caused me no end of trouble in school before Mom finally pulled me out.
The Offer
One Sunday morning we went out to a late breakfast at a local diner that we both loved. As we waited for our breakfast we were talking about the people at her work and politics in her office. As always when we had conversations we were both leaning forward, very engaged, our fingers absent-mindedly intermingling across the table. The touching was part of our shared language and we'd often squeeze, press, or caress the other's hand to express thoughts and concepts.
A man came up to our table looking at me in strange way and started talking to my Mom. He was older, probably his late fifties, balding with grey hair and a bit of a belly. He was well dressed in slacks and a shirt and tie like a business man.
"Sorry to interrupt, but I couldn't help but notice your boy here. Has he done any modeling?" he asked my Mom. He was very tall and had an odd accent, vaguely European.
"Well no, he hasn't."
"Well Ma'am, he has a certain look that sells, so if you have an interest give me a call. Could be very lucrative" He said as he handed my Mom his card and gave me a lingering look that was hard to read.
After he left, Mom and I had an exciting conversation, there was lots of hand squeezing as we discussed the offer.
"So, do you want to do it?" Mom asked.
"I don't know Mommy, it sounds kind of fun. Would we make a lot of money?"
"Well Models sometimes make lots and lots, it could change our lives a lot." She replied.
"Well then let's give it a try."
After breakfast Mom and I went home and called the man, it turns out his name was Stanly. Stanly invited us to come down to his office that very afternoon. When we met him for our "consultation" he asked if I had a portfolio.
"We don't" Mom said, "We just have family pictures, nothing done professionally."
"Well you are going to need a portfolio of professionally done head and body shots to get your look out there." Stanly began, "I can set you up with a professional photographer to get you started."
"How much will that cost?" Mom asked.
"About $500 for a good range of shots" Stanly replied.
"Oh" Mom said, her tone said everything for both of us. Five hundred was way beyond our means, we'd have to scrimp and save for months to come up with that much extra money. Mom then explained it to Stanly.
"I see" Stanly said, his expression kindly. Then he looked me up and down in a considering way.
"Look," he began "I don't usually do this, but I think your boy is exceptionally attractive."
I totally blushed at this compliment. I had never really thought of myself that way. I certainly wasn't the manly sort of attractive. I had a sort of feminine beauty, but I wasn't a girl so I didn't see how that did me much good.
"If you are interested in doing some more risqué kind of work, well I could set you up a shoot on spec and have the photographer build you a portfolio as well."
"How risqué are we talking?" Mom asked.
Now Stanly blushed a bit looking me over. Looking at me but answering my Mom he said "It's what I call a 'lollipop' shoot and would involve some nudity, tasteful of course, along with some suggestive poses."
"If you decide to do the shoot," he continued, "I could even cut you a check for a thousand, minus the portfolio costs."
Turning to me and placing a hand on my bare leg my Mom asked "What do you think sweetie, do you think you can handle that?"
Both Stanly and my Mom's eyes were on me now.
"Sure," I replied calmly though my heart was pounding with nervousness "I could do that."
After that Stanly had us sign some paperwork and gave us an address to be at the following evening.
The Shoot
Mom went to work that day. I stayed home and did my online classes for school, which only took me a few hours. I was starting to get nervous, wondering how many people would be there looking at me and taking pictures of me. I wondered what they would have me doing.
I did know I would be taking my clothes off at the very least. I wasn't sure what they wanted in me, I was not exactly a stud. I took a long bath and shaved. I shaved everywhere and have been doing that since puberty, for some reason hair on my body really bothered me. I like to be smooth, so I hoped they didn't mind too much.
Mom got home and she was wearing her sexiest business clothes I noticed because her dark gray suit showed her curves off very well. I made us a light dinner salad because I didn't want to have a full bulging tummy for my pictures. Besides my appetite was gone because I was so nervous. Mom could tell and kept stroking my hair and telling me how great I was going to be. Ugh, that just seemed to put more pressure on.
When the time came I we drove to a suburban neighborhood in the wealthier part of town. The houses were really big and our old Honda Civic seemed really out of place. Eventually we found the place and parked on the street, it didn't feel right to pull right in to the drive way.
Stanley met us at the door and introduced "his crew", which consisted of Matt a kind of angry looking guy with a beard who was the photographer and his wife Marla. Marla had lots of tattoos and crazy make up. She was going to handle my wardrobe and makeup (I had no idea I would be wearing makeup!).
Stanly offered my Mom a drink and a place to sit while Marla took me to the guest bathroom. She told me to strip, which I did, slowly because I was kind of embarrassed. She pretty much ignored me though so I got on with it.
She had me sit in front of a mirror and put some makups on my face. Not like girls make up, just like some powder and stuff. Then she had me put on an outfit like a preppy school boy thing. It was scratchy and uncomfortable, but Marla had a great sense of humor, which put me at ease. I liked her tattoos a lot, they were mostly tribal. She reminded me of the wife on "Married with Children" but nicer.
Then I was posing for pictures, changing outfits and posing some more.
Head shots, look this way, smile, frown, pout...good.
Then the whole body shots, stand this way, look that way, this arm up, this arm down...there...good.
"Ok that should be good for the portfolio stuff." Matt said in a professional tone "you want to start on the money shots?"
"Yes, let's get started." Stanly replied.
Marla took me back into the bathroom and made me jump in the shower. After a quick rinse she dried me off. Then she started rubbing me down with this oil that made my skin very shiny and slippery. This excited me a bit.
"Aww sweetie, I guess you're not all fag." She commented as she rubbed the oil into my skin. I guess because I got a boner from all that rubbing plus I could see down her blouse sometimes.
"No, I guess not." I replied shyly.
