How I came into money is insignificant. Sure I’d love to tell that story as well but in the interest of what this audience is interested in we’ll just skip that part.
I retired at the age of forty. I lived modestly considering the bankroll I’d managed to amass. I dated many beautiful young women who always turned out to be gold diggers.
By the age of forty five I had given up on dating all together. I still had respect for the opposite sex but I knew I wouldn’t find love.
I decided to give these women what they wanted. I liked women in their early to mid twenties.
They had the energy to keep up with my insatiable sex drive. I had simply learned to be up front and offer to pay them for a weekend of debauchery instead of having a woman pretend to love a man twenty years older than her in lieu of a more comfortable lifestyle.
It was hilarious in the beginning. Every woman I approached with this proposal acted insulted at being basically solicited like a prostitute. After telling them how much I was paying, however. Not a single one ever said no.
I actually got the Idea from the movie. You know the one. Pretty Woman.
The sex was great. The women were gracious.
I was loving life.
I had to amp this up though. I wanted something different. I always went for the long legged supermodel types.
I was craving a shy girl. Someone even younger than I had dared to approach before. Someone short, nerdy and dare I say……untouched.
How do I find what I’m looking for? Where do I find young girls that are just barely legal and willing to be paid to do the things that forty year old women are begging for?
It’s not like I can just stand outside the high school on graduation day with a sign. I would have to be more tactful than that.
I actually turned to the youngest woman I had been paying to spend time with me for answers. She was the most open minded woman I knew. She was bisexual and even though she wasn’t exactly amazing in bed, she had found ways to really milk me for money. Most of the kinky things we had done were her idea. She even paid one of her friends to help her satisfy me out of her own money.
When presented with my latest fantasy, her face lit up and she asked why I only wanted one. “Why don’t we find three or five or even eight to ten of them.” Yes you read that right. She said “we. Why don’t we find”.
“We can plan something big. Something like a two week vacation. Travel to multiple cities together seeing the sights during the day and enjoying their little bodies in the evenings!
No one underage but everyone of them will look like they are.” Her eyes were wide and the wheels in her head were spinning at light speed. “I can use social media to find them. Then I can meet with them in person and interview them. I’ll find all types. I’ll find a shy one, a really smart one, a goofy one and …… oh yea. A slutty one. All different hair colors and body types.” She was going on and on and on. She was more excited than I was. She kept wandering around the living with her finger in the corner of her mouth blurting out ideas. “ one of them should be so tiny she looks fragile. One should be short and curvy with huge tits. Oh my god this is going to be so fun.”
She finally stopped pacing and walked up to me and said very calmly. “I work for you full time now. From now on I will do all the legwork. I’ll plan everything. I’ll go with you on this adventure and make sure everything goes according to plan. I’ll have an itinerary drawn up for you to look at and make any necessary changes to by tomorrow night. Then I’ll get finding the girls who we will take with us.”
In the last 10 minutes she had come up with a plan, hired herself to put this plan in motion and was now stripping my clothes off. Once she had me naked, she pushed me down on the couch and straddled me. She was grinding on my soft cock as she pulled my face into her breasts. One she had me hard , she slid my member into her waiting folds. She was wetter than I had ever felt before. Worked up from planning the adventure ahead of us I guess. She rode me like a madwoman. Rocking all the way up till I almost fell out of her and slamming back down again and again until she came with a veracity that shook the both of us to our very core. Her body relaxed and collapsed on me just as I was about to cum. My cock involuntarily twitching and jumping deep inside her. When she climbed off me, She looked down at my still hard cock. Still jumping involuntarily to the beat of the blood that was pumping from my heart. “Make yourself cum” she said.
“That’s what I pay you for!” I rebutted.
“Not tonight you pervert. Now, stroke it!” She ordered. I’ve never been talked to or treated like this. I started to get upset when I realized. I liked it. I simply said “yes ma’am” and did as I was told. I stroked myself nice and slowl. The way I like it. She sat beside me on the couch. Up on her knees, watching intently. “Faster.” She whispered. I sped up a little. “Faster!” She screamed. I was now stroking myself furiously fast. Almost ready to cum. To give her the show she obviously craving. I let out a loud moan and she smacked my wrist hard. I jerked my hand away from my cock instinctively and just looked at her. My cock throbbing and longing to explode. “Good boy.” She said softly as she lowered her face to my cock. She had stroked me twice with her mouth when I started to cum. She pulled back again, robbing me of the satisfaction of my own orgasm. I jumped up and pulled her off the couch by her feet till her head rested at the front of the cushion. I grabbed her hair with my left hand and my cock with my right and shoved it into her mouth. She gagged as I shoved it too far into her mouth. I didn’t let up. How dare she deny my orgasm! I fucked her face as hard as I had fucked her from behind earlier in the day.
I had never treated her like this before. I always treated her with respect and a gentle touch even though I was paying her. I felt guilty all of a sudden and pulled back and started thrusting slower. She responded by grabbing my ass and pulling me forward until she gagged again. I pulled at her head again and went back to the hard pace I had going a moment ago. I just kept forcing my self down her throat and she just kept taking it. When I stared cumming this time, there was nothing she could do. With my knees now on the couch on either side of her and her head flat against the cushion, I continued fucking her face. I came so hard my toes went numb.
She pushed me off of her, swallowed and started coughing. I handed her glass of wine over. She nodded and sipped.
“I don’t know what came over me. I’m so sorry” I said.
She took another long sip of her while while holding up her index finger.
She held her empty glass out to me and said
“I’m not. That was fucking hot. I can’t wait to see you do that to some inexperienced girl. Maybe even while I hold her head in position.
We showered and went to bed. She was rarely away from me at night after that evening.
HOLY SHIT THAT WAS HOT.
! updateme
!updateme
I hope there’s more to come
post more content now pls
This was hot AF