On a whim I purchased a lotto ticket.
The pot was $345 million so I figured nothing ventured, nothing gained. The evening of the drawing I went to bed with a savings account not worth mentioning. The next day, after taxes, I had $225 million in the bank. I gave my notice at work and suddenly I was retired.
Over the course of a couple of months I hired a lawyer and an accountant and got my financial affairs in order. I used some money set up family members. I had a few friends I took care of and still had over $200 million free and clear.
Life had gotten good and getting better every day. I didn’t need much to be happy, but now had the means to do anything I wanted to do. But I also decided that I wouldn’t advertise my good luck to the world and would keep the story of my winning to myself and the people I helped. I used a tool known as a non disclosure agreement (NDA’s) to help keep my status secret.
Six months passed.
I was at a nice restaurant that featured beautiful younger women who were scantily dressed. They worked here to earn a living and I had no judgment whatsoever on their job decisions. Waiting tables, stripping or selling your body was not mine or anybody’s business. Surviving is surviving.
I got friendly with my waitress, a gorgeous young redhead named Courtney, and we started talking. I learned that she was a single mom working at this job to stay in school and support herself and her young son. She only had two semesters to finish a degree in Business.
Suddenly I had an idea.
“Why don’t you stop working and finish school. I’ll give you $50,000.00 for school for the next year. No strings attached.”
She smiled and said, “Yeah, right.”
We talked and I convinced her I was serious when I left her a five hundred dollar tip and my phone number.
After leaving the restaurant, I called my lawyer and told him that if she called I decided to subsidize a young woman in need of help.
After explaining everything my lawyer replied, “You’re basically going to become a sugar daddy, correct?”
My answer was no. I didn’t expect anything in return and he should draw up a binding NDA and have it ready.
A day later Courtney called me and we talked. She gave me more details about herself and her son.
I was more convinced than ever that I would help her. I told her I would break the money I had promised into a direct payment to her university for tuition, fees, books and whatever miscellaneous costs amounted to. I would give her a stipend for living expenses and, finally, I would pay for daycare for her son.
No strings attached. With the exception she would allow my attorney to monitor the situation to insure she finished school.
She started crying and still couldn’t believe my offer. We arranged to meet at my lawyers office the next day and the documents were signed. From my lawyers office she called her employer and resigned her position without giving details as to why.
After leaving the office with Courtney she wrapped her arms around me and gave me a hug and kiss.
“Thank you so much! I can’t believe this is happening. Then she hugged me tightly again. Inadvertently my cock reacted to this beauty holding on to me and pressed into her.
She looked up and a spark lit up her eyes.
“How can I ever repay you?”
I said, “You don’t have to. Remember? No strings attached.”
We parted with a kiss and as she walked away, looking at her behind my dick refused to subside. I didn’t say or do anything because I meant no strings attached.
But I wanted her.
The weeks passed by and I helped out other women primarily by leaving large tips whenever I was out on the town. I realized I was inspired to help because my mom had raised me and my sister and three of my four brothers alone. I even contemplated buying an apartment complex for only working single moms. No strings attached. Helping people in tough situations was becoming an obsession.
Then one day my phone rang.
“Hi, this is Courtney.” I was pleased to hear her voice.
“Hi, how’s school going and is your son okay?”
“Everything is great. Finished fall semester, one more to go. Can you come over Friday night for dinner? I want to celebrate the end of the semester. And thank you again.”

“That sounds nice. But Courtney, remember? I’m helping you with no strings attached.”
“It’s dinner, okay? I just want to thank you.”
I agreed and dinner was planned.
I arrived at Courtney’s apartment Friday at six p.m. with a nice bottle of wine. When she opened the door she took my breath away. She was dressed in a snug fitting black dress and red stilettos. Her hair was piled on her head in a causal, sexy way. Her face was radiant and her lips glistened with a hint of red lipstick.
We greeted each other with a kiss and a hug and I felt nothing underneath the dress. My cock, in spite of my good intentions, started getting hard.
I entered her apartment and moments later I was busy opening the wine. I poured two glasses and we toasted the success of her schooling, especially that she only needed one more semester.
“Why me? Why are you helping me?”
“No reason, you’re a good person that deserves a chance. I’m just the one giving it to you. Down the road you can do something to help someone else.”
“Are you rich?”
“That’s my business, you don’t need to think about that.”
As we talked Courtney sat me at her couch. She kicked off her shoes and tucked her feet under herself.
“You’re right, I don’t want to know and I don’t care. But I do want to thank you.”
She set her glass of wine aside and straddled me. Her dress rose up and her bare pussy ground into my crotch. Immediately my cock started getting hard against her.
“I want you to fuck me tonight. No strings attached.” Then she leaned down and we were locked in a wet, sloppy kiss.
We made out like teenagers and I felt her round ass and I pinched her nipples through the thin fabric of her dress.
She suddenly stood and took me by the hand and led me to her bedroom.
“I want to undress and then put your face between my legs.” As she spoke her dress fell to the wayside. She stood naked before me, her bare mons and pussy were glistening with the wetness from her slit. Her pussy lips, her labia were swollen with desire.
I undressed in record time and pushed Courtney onto her back. She spread her luscious legs apart and moaned as I kissed her feet, sucking hers toes into my mouth.
“Oh my god, no one’s ever done that before.”
I spent a few minutes worshipping her feet then kissed my way up her legs. They were strong, athletic and perfectly smooth. I licked her inner thighs and as I approached her cunt I lightly brushed her lower lips with my tongue. She had shaved or waxed her pubic hair away, but I knew it would match her redhead hair.
She grasped my head and pulled my face into her crotch. She tasted like perfection, musky, sweet as I pushed my tongue deep into her. Almost immediately I felt a flow of liquid coming from inside her and her body shook from a building orgasm. I wanted to please her and slipped my hand under her ass and pushed my index finger to her puckered anus and rimmed her, the juice flowing from her pussy lubricating my finger.
She bucked and suddenly screamed, “Fuck! Don’t stop! Don’t stop!!!” A tsunami of pleasure hit her body as my finger penetrated her back door and I found her peanut sized clit and suckled it at the same time. Her body bucked as waves of erotic energy racked her body. It felt as if this was the first time she came.
I relaxed my hold on her and decided I had to enter her. I crawled up her body, kissing my way to her tits and sucked each nipple briefly. Courtney grabbed me by my hard cock and positioned me at the entrance of her slick sex.
I wanted to slow down, but couldn’t. In one thrust my cock filled Courtney and we were fucking like animals in heat. She was possessed by the orgasms that hit her body and I erupted into her, filling her with my sperm that mixed with her fluids.
I collapsed on her and we both fought to catch our breath. I lay on Courtney, our bodies slick with sweat and sex, a puddle forming under Courtney as I slipped out of her and she dripped out onto her sheets.
“I didn’t realize how bad I needed that,” she said. “I’ve stayed away from sex since my son was born.”
“I loved it, too. You are the most incredible lover,” I said.
Courtney smiled and said, “We should do this more often. No strings attached.”