Sugardaddy

At 52 years old I’d been thinking a lot about what I want my sex life to look like here on out. I was engaged in my mid 30’s to a gorgeous young lady that had a 1 year old daughter. I looked forward to becoming a family with her before she abruptly called things off without an reason and left town never to be seen or heard from again. I’m not gonna lie, my heart was broken.

At that point I decided that women weren’t worth my dedication and just used and abused them at will. Being an above average looking guy with a very large bank account I never had an empty bed unless by choice. I would fuck random ladies I picked up at a bar, hire high priced call girls, and even get some off of one of those fetish sites when I wanted to get extra wild. This went on for years.

About four years ago I started seeing a woman named Sarah who was into swinging. Sarah was a curvy mid 40’s blonde with huge tits and an insatiable sexual appetite to match mine. Needless to say it was an adventurous time filled with 3somes, voyeurism, exhibitionism, and fetishes galore.

However, at some point I feel like a light bulb went off in my head. I wanted a sugar baby. The thought of a young hot sex toy that was available for me to date, fuck, and even spoil really appealed to me. So I broke things off with Sarah and placed an ad on a sugar daddy website in hopes of securing my prize.

I received a couple dozen responses the first week but was quickly able to weed out some of the more obvious red flags. One woman wanted an immediate $5k per week allowance. One said she was 16 but “won’t tell anyone.” Many seemed like bots and many others like psychos. I did get 2 responses that were intriguing.

Jennifer (I love the classic names) was 19, a student at the local university studying nursing, and asked for a reasonable allowance based on both our wants/needs. That seemed fair to me. She was also quite attractive although her tits are on the small side (I like for curvy girls). Overall a definite consideration.

Hailey was 18, lived at home with her parents, worked at a dentist office, but made it clear that she desires to play the role of trad-wife for an older man. She wants to cook, clean, take care of the home, and of course fuck her sugar daddy as often as he likes. She claims her sex drive is high but her body count was low. “My hope is to be the property of one sexy older man” the final line of her bio read. Hailey has a great body as well. Curvy but in shape, gorgeous green eyes, auburn hair, and probably DD titties.

“If she’s sane I think I’ve found my sugar baby!” I thought to myself about Hailey.

I requested a date with Hailey for the following night to meet at an expensive restaurant with the possibility of a night cap. Told her to take an Uber which I’d pay for so she can leave with me if we click.

I received her response “I look forward to meeting you David. Thank you for the transport. May I request some additional funds so that I can wear something special for you? Maybe say…$500?”

“Done.” I answered and immediately sent her the cash through an app.

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“A bottle of Chateau Lafite and two glasses please.” I told the waiter.

“Right away sir. And I believe your ‘daughter’ has arrived sir.” He said as he stepped behind the chair opposite me and slid it out.

I stood up and looked over my shoulder to see Hailey approaching in an absolutely stunning form fitting black halter dress that accentuated her heavenly body. Her auburn hair was down on her shoulders and her make up was subtle enough to show her natural beauty. Her legs (and sexy ankles) were perched on a sexy pair of black high heels. This young lady was destined to be some guy’s queen.

“Hello beautiful!” I said as I kissed her on the cheek. “You look incredible.” As if my facial expression hadn’t told her my thoughts before this.

“Thank you. I’m glad you like the dress you bought!” She giggled. “You’re very handsome yourself. Rugged. Manly.” She complimented me while feeling my broad shoulders. “You look much younger in person as well.”

After sitting down, Hailey and I talked, drank wine, ate, and talked some more. She is a very mature young lady. We talked about her upbringing, my business success, her brief sex life, my desires in a sugar baby, her specific kinks that she is dying to try, etc. Two and a half hours after meeting I was ready to “sign the deal” as they say. And she seemed fairly enamored as well.

“Would you like to go back to my place? Or a hotel if you prefer?” I offered her. “Or would you like to discuss our arrangement first?”

“Can we talk business tomorrow and just have some fun tonight?” She asked. “Lets see if we’re sexually compatible.”

——————————————-

The entire drive to my house Hailey was rubbing my cock through my pants. I simply lightly scratched her back knowing I was going to get her fully once we got home.

Once home we barely got into the door and we were kissing passionately while undressing one another. Hailey was down to a black lacy thong by the time we reached my bedroom. I asked her to keep it on as I finished undressing.

I laid her back on my bed and spread her legs so I could lay between them and kiss her sweet pussy through her panties. Her fingers weaved into my hair. I squeezed her ass as I lifted her pelvis into my face. I had told her at dinner that I’m a very oral man so I’m sure she expected me to dive right in.

After a while of teasing her honey hole through her panties I peeled them off and dove in tongue first getting a good taste of her wet pussy. Hailey moaned and wiggled as I ate her young barely used cunt.

“Oh that’s so good!” She put pressure on my head to grind herself into my mouth. “I’m going to cum!”

I kept kissing, licking, sucking, and tonguing her sopping wet slit as her body shuddered through her first orgasm.

“You like that baby girl?” I asked her. “You taste great!”

“Yes daddy!” She blurted out. “Um, is that weird? Calling you daddy?” She asked.

“I love it!” I told her as I rolled her over onto her stomach. “And you’re going to love this.” I added as I spread her cheeks and pushed my tongue into her tight pink asshole.

“Oh my!” She shrieked at the tingling she felt in the thousands of nerve endings in her ass sphincter. “That’s so good daddy!”

I ate my sweet young lovers asshole while fingering her pussy to another orgasm. My cock was rock hard and ready to hit spots inside her vagina that has never been touched. This little vixen had other plans.

“I want to suck your dick daddy!” She told me as she spun around on all fours. “Let me taste that big cock!”

I stood up next to the bed and Hailey bent her head down to closely examine my pulsating cock. At 7.5″ long and over 6″ in diameter she was awestruck by my size. She grabbed my cock at the base and placed the head into her mouth.

I wrapped her hair around my hand and said “I’ll train you to take it all eventually babygirl.”

Hailey stroked my shaft with one hand while bobbing her head on the top half of my cock. She was drooling and moaning while sucking me which added to the feeling.

After five minutes or so I said, “Daddy’s ready to touch the depths of that pussy baby. Turn around.”

“Yes daddy!” She responded by quickly spinning around and wiggling her ass in front of me. “Oohhhh!” She shrieked when my hand smacked her ass.

“Fuck that pussy is tight!” I told my young fuck toy as I tried to penetrate her nearly virgin cunt. “This might hurt babygirl.” I warned her.

“Lemme help.” She said as she reached behind her and pulled her ass cheeks wide which allowed her honey hole to slightly gape.

I pushed forward and my thick cock head popped past her opening and into her velvety wet insides. Hailey’s body shuttered and I was only half way in.

“Daddy wants to hear you talk baby.” I told her. “You like that big cock?”

“Oh daddy that dick is so big. You’re stretching my pussy so wide.” She whimpered. “Make this pussy yours. Take possession of it!” She begged.

I pushed in further almost burying my cock to the hilt. I gyrated my hips allowing my prick to touch the virgin spots inside her. I pulled my dick back until it almost fell out of her then pushed back in until my balls slapped her pussy.

“Oh fuck!” She screamed. “Your dick is so big!”

“Who owns this pussy now babygirl?” I asked her while continuing to long stroke in and out of her gash.

“You own this pussy daddy! You fuck me so good!” Hailey screamed. “I’m going to cum again! Ooooooohhhh!”

“I’m going to fill this 18 year old pussy up babygirl. You want daddy’s cum?” I asked even though I had no intentions of pulling out regardless.

“Fill me up daddy. Mark my young pussy!” Hailey shouted. “I want your seed!”

My cock began to twitch as a copious amount of semen sprayed from my cock into my young lover’s womb. “I’m cumming so much baby. I’ll filling you up!”

After a few minutes of allowing my balls to fully empty inside Hailey, I backed my slick cock out of her. She quickly turned over and laid on her back. “I want your baby inside me daddy!”

Crazy thing is that I actually hoped that I impregnated her (spoiler alert: I didn’t). I wanted this young lady to be my sugar baby for sure.

After showering together Hailey and I laid in bed discussing what our relationship might look like moving forward. She told me just wants to be my trad wife (either legally or not) and do all the wifely duties around my house, including keeping my balls empty. She wants to wear dresses, a ribbon in her hair, and bake goodies in between her tasks. She would only need money for clothes and a car to drive for grocery shopping.

I told her I want all that but also a sexy young lady that I can take out and show off. I want her to have traditional dresses for at home but sexy ones for going out. I also told her she can drive my Range Rover anytime she wants. Seems we came to an amicable agreement.

———————————————

The next morning I woke up around 8:30am. I could immediately smell something delicious cooking. I walked into the kitchen and saw Hailey standing at the stove wearing only her thong cooking eggs and sausage.

“I cut up some fruit too.” She sweetly sung out. “Please sit and let me serve you.”

I sat on a stool at the island and my beautiful lover served her man breakfast. She sat next to me rubbing my right shoulder as I began to eat.

“Aren’t you eating?” I asked her.

“I ate some fruit and veggies already.” She answered. “But on second thought maybe I’ll have some breakfast sausage.” She said as she reached down and stroked my cock to get me hard.

I slid my stool back and Hailey took her place on her knees in front of me. She sucked my cock as I ate my meal. When I finished I slid back farther and watched my young fuck toy work me over. Somehow, after cumming 3 times the previous night I was filling her mouth with hot spunk a few minutes later.

“I have to go to a job site for a few minutes sweetie. Do you want to stay here? Or you can take the Rover if you need to go home and get some clothes.” I told her. “I won’t be long though. And I’d like you to move in as soon as you can.”

“If it’s okay I’ll stay here and clean up while you’re gone. Maybe you can take me shopping when you return?” She fluttered her lashes and wipes my cum from the corners of her mouth. “Pick out some clothes you want to see me in.”

“Sure thing doll.”

——————————————–

When I returned from the site I came in the house yelling, “Hailey baby, daddy’s home.”

“David! Can you come into your office?” She called.

“What’s up babygirl?” I asked when I entered my office. Hailey was still in her thong.

“Who’s this?” She asked pointing to a picture on one of my bookshelves of myself and a baby.

“That’s me and my ex-fiancé’s daughter. That was a long time ago.” I told her.

“David.” Hailey’s voice got serious. “That’s me. Were you engaged to Hannah Kaufman?”

My jaw dropped as I kept going back and forth from the picture to my young sugar baby. “Hannah is your mother?” I asked.

“Isn’t that funny! You turned out to be my daddy after all!” Hailey said.

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