Jonny81
04-28-2016, 03:26 PM
My single mother caught me playing with myself one night just before my 12th birthday. Embarrassed I had tried to cover myself, and the magazine I had pulled from the neighbors garbage with a sheet. She turned and left without saying a word and for a year after that she had peeked into my room on her way to bed.
She returned a year later one night having heard me jerking off again to another wrinkled playboy taken from the trash next door. This time I wasn't embarrassed and didn't attempt to hide my stiff dick or the magazine in my lap. She smiled and opened her silk bathrobe to show me what a real woman looked like. Even then she had been beautiful at 29 years old, 5’8 and 135 pounds with long blonde hair and perky 34D tits and a shapely round bubble butt from years of pole dancing.
She sat down next to me on the bed and pulled out a tube of lube from her robe and showed me how to put it on and then how to stroke my growing dick. She gave me my first handjob and her hand was so soft as it pumped up and down my rock hard shaft that I squirted between her breasts. She giggled and scooped up my cum with a finger before sucking it off and then I watched as she fingered her pussy before climbing into her own lonely bed.
She repeated this every night, stroking me off until I came over her breasts then letting me watch as she got herself off. Then she would kiss my cheek and go to her own bed to sleep. Sometimes I would wake in the darkness to find her touching herself again while I slept.
On my 14th birthday she climbed into my bed as my alarm clock sounded and showed me how to touch a girl, how to lightly graze my hands over her body as she kissed me. I felt her soft breasts, her slender curves, her firm ass, her wet pussy. She taught me how to finger her until she flooded my hand with a moan. Then she covered my hard 6 inch banana with her mouth until I fed her my cum.
Every morning for a year she would wake me with an amazing blowjob and let me pump my fingers into her moist pussy. And she would return at night before bed and stroke me off while I fingered her again. Then on my 15th birthday she returned to my bed for another lesson.
This time she taught me how to eat a woman before stuffing her with my now seven inch banana dick. How to slide my tongue from thigh to thigh before twirling through her silky smooth and sopping wet pussy lips until she quivered and moaned as her juices flooded my lips and tongue. How to slip a condom over my curved dick before guiding me between her legs and into her moist silky entrance. She showed me how to use my dick to bring her to another screaming orgasm.
She came into my bed 2 or 3 times a week for a year to teach me something new about pleasing a woman or to practice what I had already learned. Then on my 16th birthday she took me to a hotel where an older woman waited. The dark haired 40 something housewife was eager to suck my cock while I ate her pussy before she rode me to heaven and back. Then she slipped Mom something in a handshake and we left the room. In the elevator Mom counted the $400 before tucking half of it into her bra and the other half down my pants, giving my cock a good squeeze as she said, “You’ve earned it.”
Over the next couple of years Mom would take me to meet other women and I’d make them feel young again for anywhere from 3- $600 a night sometimes 3 or 4 times a week and we would split the money. I didn’t know what Mom did with her half but I usually blew mine on teenage stuff or stuffed it into an old sock to spend later.
It never occurred to me that she was pimping me out. I was enjoying the attention and the money. I liked making the women feel good. It also had the side effect of me never having sex with anyone Mom didn’t choose for me. She wasn’t worrying about me getting anyone pregnant or some girl having buyers remorse and calling rape the next day. In a way she was taking care of my needs and the money was just a bonus. The only downside was I hadn’t been alone with Mom since taking my first client.
By my 17th birthday I had a list of prefered customers, my VIPs mom called them. They ranged from 20 somethings to late 40s. Working class women, most of them either single or unsatisfied with their husbands. Each of them wanted something different from me and a few simply needed companionship.
None wanted anything too rough, but there were a few spankings and sometimes toys were involved. They called frequently wanting to schedule a rendezvous and always paid up front. Some even asked Mom to join us and paid double.
Mom picked me up from school the day of my 18th birthday wearing a sexy little black dress that fit like a second skin and showed off her every curve. She was 34 now and 146 pounds but just as beautiful as when she was 29.
She took me to the bank and I signed some papers without really looking at them. I realized later that we were transferring a checking account into my name. Mom pulled out a calculator and we withdrew half of the balance, just over $14,000 before driving across town to a used car lot.
“It’s your money, so pick out something you like,” she told me.
I had always been an impulsive buyer, and I wasn’t interested in big bulky cars that roared, or tiny little compacts that purred. I didn’t want a truck or a van either. No, what drew my eye was a cranberry red 2010 Kawasaki Ninja ZX-14 Sportbike.
I rode off the lot for just over $10,000 and followed Mom towards a cycle shop. While a mechanic inspected the bike we went inside to look at the accessories available. An hour later I was on my way to my first solo appointment in new black riding leathers and a shiny red bluetooth helmet with a new prepaid cell phone in my pocket.
I was nervous as I rode up the elevator to a penthouse suite. I had never performed alone before, not without Mom watching, and this was a brand new client. The elevator opened to an empty hallway and I pulled the passkey from my jacket pocket before swiping it through the magnetic lock. The door cracked open and I walked into an empty suite.
The penthouse was fully furnished in dark leather, cherry wood, brass and glass tables, with granite counter tops and chrome appliances. It was a two bedroom with a large California king in the master suite with a huge jacuzzi shower in the bath. The second bedroom had a set of bunk beds and a walk in closet.
I found a note on the granite wet bar that told me to wait and have a drink. I poured myself a bourbon and took a seat on the soft leather sofa before turning on the television and watching a porno on pay per view.
An hour later there was a knock on the door. I sat down my third drink and answered it. On the other side was a gorgeous blonde with ruby red lips wearing daisy dukes with her ass hanging out the back end and a red flannel shirt unbuttoned and tied underneath her plump ripe breasts. Her peaches and cream skin glowed under the dim lights as I let her in.
Without saying a word my mother dropped to her knees and unbuckled my leather trousers before taking me into her mouth and sucking hungrily.
“How do you like your new apartment?” she asked with my cum dripping down her chin.
She returned a year later one night having heard me jerking off again to another wrinkled playboy taken from the trash next door. This time I wasn't embarrassed and didn't attempt to hide my stiff dick or the magazine in my lap. She smiled and opened her silk bathrobe to show me what a real woman looked like. Even then she had been beautiful at 29 years old, 5’8 and 135 pounds with long blonde hair and perky 34D tits and a shapely round bubble butt from years of pole dancing.
She sat down next to me on the bed and pulled out a tube of lube from her robe and showed me how to put it on and then how to stroke my growing dick. She gave me my first handjob and her hand was so soft as it pumped up and down my rock hard shaft that I squirted between her breasts. She giggled and scooped up my cum with a finger before sucking it off and then I watched as she fingered her pussy before climbing into her own lonely bed.
She repeated this every night, stroking me off until I came over her breasts then letting me watch as she got herself off. Then she would kiss my cheek and go to her own bed to sleep. Sometimes I would wake in the darkness to find her touching herself again while I slept.
On my 14th birthday she climbed into my bed as my alarm clock sounded and showed me how to touch a girl, how to lightly graze my hands over her body as she kissed me. I felt her soft breasts, her slender curves, her firm ass, her wet pussy. She taught me how to finger her until she flooded my hand with a moan. Then she covered my hard 6 inch banana with her mouth until I fed her my cum.
Every morning for a year she would wake me with an amazing blowjob and let me pump my fingers into her moist pussy. And she would return at night before bed and stroke me off while I fingered her again. Then on my 15th birthday she returned to my bed for another lesson.
This time she taught me how to eat a woman before stuffing her with my now seven inch banana dick. How to slide my tongue from thigh to thigh before twirling through her silky smooth and sopping wet pussy lips until she quivered and moaned as her juices flooded my lips and tongue. How to slip a condom over my curved dick before guiding me between her legs and into her moist silky entrance. She showed me how to use my dick to bring her to another screaming orgasm.
She came into my bed 2 or 3 times a week for a year to teach me something new about pleasing a woman or to practice what I had already learned. Then on my 16th birthday she took me to a hotel where an older woman waited. The dark haired 40 something housewife was eager to suck my cock while I ate her pussy before she rode me to heaven and back. Then she slipped Mom something in a handshake and we left the room. In the elevator Mom counted the $400 before tucking half of it into her bra and the other half down my pants, giving my cock a good squeeze as she said, “You’ve earned it.”
Over the next couple of years Mom would take me to meet other women and I’d make them feel young again for anywhere from 3- $600 a night sometimes 3 or 4 times a week and we would split the money. I didn’t know what Mom did with her half but I usually blew mine on teenage stuff or stuffed it into an old sock to spend later.
It never occurred to me that she was pimping me out. I was enjoying the attention and the money. I liked making the women feel good. It also had the side effect of me never having sex with anyone Mom didn’t choose for me. She wasn’t worrying about me getting anyone pregnant or some girl having buyers remorse and calling rape the next day. In a way she was taking care of my needs and the money was just a bonus. The only downside was I hadn’t been alone with Mom since taking my first client.
By my 17th birthday I had a list of prefered customers, my VIPs mom called them. They ranged from 20 somethings to late 40s. Working class women, most of them either single or unsatisfied with their husbands. Each of them wanted something different from me and a few simply needed companionship.
None wanted anything too rough, but there were a few spankings and sometimes toys were involved. They called frequently wanting to schedule a rendezvous and always paid up front. Some even asked Mom to join us and paid double.
Mom picked me up from school the day of my 18th birthday wearing a sexy little black dress that fit like a second skin and showed off her every curve. She was 34 now and 146 pounds but just as beautiful as when she was 29.
She took me to the bank and I signed some papers without really looking at them. I realized later that we were transferring a checking account into my name. Mom pulled out a calculator and we withdrew half of the balance, just over $14,000 before driving across town to a used car lot.
“It’s your money, so pick out something you like,” she told me.
I had always been an impulsive buyer, and I wasn’t interested in big bulky cars that roared, or tiny little compacts that purred. I didn’t want a truck or a van either. No, what drew my eye was a cranberry red 2010 Kawasaki Ninja ZX-14 Sportbike.
I rode off the lot for just over $10,000 and followed Mom towards a cycle shop. While a mechanic inspected the bike we went inside to look at the accessories available. An hour later I was on my way to my first solo appointment in new black riding leathers and a shiny red bluetooth helmet with a new prepaid cell phone in my pocket.
I was nervous as I rode up the elevator to a penthouse suite. I had never performed alone before, not without Mom watching, and this was a brand new client. The elevator opened to an empty hallway and I pulled the passkey from my jacket pocket before swiping it through the magnetic lock. The door cracked open and I walked into an empty suite.
The penthouse was fully furnished in dark leather, cherry wood, brass and glass tables, with granite counter tops and chrome appliances. It was a two bedroom with a large California king in the master suite with a huge jacuzzi shower in the bath. The second bedroom had a set of bunk beds and a walk in closet.
I found a note on the granite wet bar that told me to wait and have a drink. I poured myself a bourbon and took a seat on the soft leather sofa before turning on the television and watching a porno on pay per view.
An hour later there was a knock on the door. I sat down my third drink and answered it. On the other side was a gorgeous blonde with ruby red lips wearing daisy dukes with her ass hanging out the back end and a red flannel shirt unbuttoned and tied underneath her plump ripe breasts. Her peaches and cream skin glowed under the dim lights as I let her in.
Without saying a word my mother dropped to her knees and unbuckled my leather trousers before taking me into her mouth and sucking hungrily.
“How do you like your new apartment?” she asked with my cum dripping down her chin.