Tilly smiled at me as I opened the door. She was my boss’s assistant, a gorgeous young redhead with a knockout body. I was easily thirty years her senior at fifty-five. She brought me a file from work on my day off. I had been lying out by the pool and I was wearing my swim trunks. They were soaking wet, so the outline of my cock was visible. I noticed Tilly look over my toned body and glance down at my crotch. She glanced up and turned a deep shade of pink.
“You drove an hour and a half just to deliver this file? It’s lunchtime. Why don’t you come in for a sandwich and a drink?” I asked.
“Yes, I would love that. I have my swimsuit in my trunk, and I could also join you by the pool. I need to add some freckles to my complexion. As for that drink, a double shot of Jamison on the rocks.”
When I came out to the pool with Tilly’s sandwich and drink, she was standing with the wind blowing her long red hair. She was only wearing bikini bottoms. Large puffy areolas and tiny dark pink nipples topped her perky tits.
As I moved closer, her big blue eyes focused on the growing cock in my trunks. By the time I placed the sandwich and drink on the table, my cock head was sticking out of the top of my trunks. Tilly downed her drink in two large gulps. “I’m hungry, but not for that sandwich,” she purred.
She knelt in front of me and pulled my trunks down to my ankles. I stepped out of them. “Wow, Mac! Julie (our boss) said you had a big cock, but man, you are huge!” Tilly exclaimed. My hard circumcised cock pointed upward at nine inches. She placed her hand around my girthy shaft and gave it a tight squeeze and a few slow tugs. She placed my cock between her boobs and pushed them around my shaft. She fucked her tits with my cock, and when the head pushed upward, she took it into her mouth.
My cock exploded on her face, dripping from her eyelashes and the tip of her nose. I sucked her puffy areolas into my mouth, going from one to the other. She moaned into my ear. She stood and turned her back on me. Looking over her shoulder, biting her bottom lip, she slowly slid her bikini bottoms off her ass. Her pink starfish came into view, followed by her red fuzzy labia. I was slowly stroking my cock, trying to keep it hard after cumming on her face.
She turned and faced me with one hand pinching her left nipple and the other hand snaking down to her red-trimmed triangular bush and then sinking two of her fingers into her gash. She vigorously fingered herself as I pumped my cock.
Tilly’s eyes rolled up in her head as she brought herself to climax. I watched her fluids pour from her taco.
We walked onto the deck and into my bedroom. On the bed, I positioned myself on my back and she straddled my hard cock. When she pushed my large mushroom head into her entrance, her head fell back, and she moaned. I watched her pussy stretch open as she gingerly squatted down on my shaft.
Tilly was moaning and talking incoherently as my thickness spread her further than ever. Drops of her nectar dribbled down onto my balls. Her nails dug into my chest as she leaned over. I sucked her puffy tits. She closed her eyes and winced as her tight pussy sheathed my girthy cock. She let out a gasp of air as her ass sat on my thighs. My cock was fully inside her.
Her eyes opened, and as her emerald green eyes looked into my crystal blue eyes, she said, “I wanted you since the first day I saw you in the elevator, on the day I interviewed for this job. Your cologne, your aura, just sent chills throughout my body. I had to sit through my interview with soaked panties.”
Tilly slowly raised up so only the mushroom head of my cock was still inside her. My cock glistened with her juices. Her mouth opened wide as she gently, fully encased my cock once again. Loud moans escaped from her mouth. She continued slowly fucking me for a good ten minutes.
Tilly slammed her ass hard down on my thighs. A loud slap of our skin and an animalistic grunt from her rang out. She continuously pounded her pussy onto my cock. The grunts became louder than the slapping noise. She was drooling on my chest, and her head snapped back as she screamed and convulsed. Her massive orgasm lasted a few minutes as she lay fully impaled on my cock. Her pussy walls were spasming around my shaft. Her juices poured from her cunt onto my crotch and bed. She rested her forehead on my chest. Her hard nipples poked into me.
“May I take over now?” I asked. She weakly nodded. I lifted her off me and there was a popping sound when my cock slipped out of her cunt. I stood her up and placed her hands on the deck’s rail. She stood with legs apart, her breasts swaying gently.
I grabbed a handful of flesh on both hips and placed my cock at her dripping entrance. She looked over her shoulder and with desperation said, “Please, fuck me. Please hurry, do it now.”
I pulled her to me and my cock spread her pussy wide open. I went deep, and she grunted. My cock sloshed in and out of her soaked cunt. Her legs were shaking as she stood on her tiptoes. Her hot young pussy felt so good encasing tightly over my sword.
Tilly shuddered just as I spilled my seed deep inside her. Her orgasm was loud and intense, and it lasted a while. Tears ran down her face. My cock went soft and fell out and our juices poured out of her onto the deck. Tilly turned around and jumped into my arms. We kissed passionately as we hugged each other. Her young breasts pressed into me, and she jumped up and wrapped her legs around me.
I continued fucking Tilly and our boss, sometimes together. The company promoted me to vice president, and our boss quit the company and moved across the country. I fired Tilly so there would be no conflict of interest. She moved in with me and I had my first child when I was at the age of fifty-seven. Tilly loves being a corporate housewife. People are always amazed when I show up with her on my arm.
I awake just about every morning to Tilly sucking my cock. We fuck often in my office and everyone knows as they can hear her screams.
I love to watch Tilly frolicking in the pool with our daughter. She wanted me, and she got me. But I got her, too.
