Maddy was my fifty-year-old girlfriend of five years. I was a silver-haired man of sixty-two. She played pickleball and swam every day. Her hair had gone gray, but she dyed it the original color of red. She had fought cancer twice and won. She was fun-loving, smart, and sexy.

I had been married twice when I met her. My first wife divorced me as she fell in love with her doctor. My second wife passed away ten years ago from a sudden heart attack.

Maddy was by far the best lover of the three. She was bisexual, and she often invited another woman into our bed. She loved to suck cock and eat pussy. She would fuck me almost every day in every imaginable position. She masturbated while watching me pound her girlfriend with my nine-inch girthy cock. She wasn't shy when it came to licking my asshole or taking my cock up her ass.

My first wife gave me two kids who don't talk to me anymore, as their mother regretted leaving me and was jealous of anyone I dated. So she turned them against me. She was boring in bed anyway and became unpleasant to be around.

My second wife was a gorgeous blonde with 48DD real tits. At 5’10", she was tall for a woman.

Jenny pictured above, was Maddy's only daughter. She was not married and was childless. Jenny was thirty and was a registered nurse. She loved her mother very much, and she adored me. She loved how well I treated her and took care of her mother. Her mother's open sex life embarrassed Jenny, but she didn't hold it against her.

Doctors diagnosed Maddy with cancer a third time. Jenny came to stay with us for two months before Maddy passed away. She saw how much I cared for her mother and how I would clean her up and lovingly bathe and feed her. Jenny and I would often sit on the front porch talking late into the night while Maddy slept.

Jenny said she wanted kids but didn't have the time to date. Jenny was wearing her nursing scrubs. Her top stretched tightly across her large breasts. Her hips were curvy, and they formed into a firm bubble butt. It was late, and Jenny lived an hour away. "Why don't you take a shower and sleep in the spare room? I will wash and dry your scrubs and undies, so you will be nice and fresh for your shift tomorrow. You can sleep in one of my pairs of pajamas, " I suggested.

"That would be nice, Mac. I'll take you up on that," she replied. We walked into the house, and she shed her shoes and scrubs. She was stunning in a sheer purple lace bra and matching panties. She had large, heavy breasts, and through the fabric, I could see puffy small areolas with short nipples. Her sheer panties revealed a dark triangular bush.

I took her scrubs and handed her a towel, a set of my pajamas, and a pair of boxers. I waited, facing away, for her to give me her underwear. She laughed at my chivalrous behavior. As I left the room, I heard the shower start. I caught a glimpse of her toned ass in the mirror as she stepped into the shower.

Jenny looked sexy in my pajamas. She handed me the boxers and joked, "I don't need to wear anything where your boys have dangled." We sat around the kitchen table talking. The V-neck of my large pajamas showcased her cleavage. Jenny was yawning repeatedly, so I rushed her off to bed.

I fell asleep immediately but woke up in the middle of the night with a raging hard-on. It was so hard that it hurt. I pushed my pajama bottoms down to mid-thigh and grasped the base of my throbbing cock. I was still under the covers as I slowly stroked my cock. I kept picturing Jenny in her undies as she stood in front of me.

I increased the speed and was panting loudly. I looked up, and Jenny was standing in the doorway. Her eyes were focused on the tent in the sheets. Jenny slowly unbuttoned the pajama top. She let it fall from her shoulders. Her breasts were full and heavy. The prettiest I've seen in a while.

She slid the bottoms off her hips, and they fell to the floor. I could see her brown bush clearly now, along with her drooping pussy lips. Jenny yanked the sheet off of me, exposing my hand and holding my hard cock. "That is an impressive cock, Mac. No wonder Momma bragged about having sex with you," she exclaimed.

Jenny threw her legs over me and straddled me. She bent down, and we kissed passionately as her warm breasts pressed against my chest. My cock was pressing hard against her taut belly, so she reached down and placed the head at her entrance.

"Is this okay? I'm a little embarrassed, but I have grown fond of you and need you inside me," Jenny whispered.

I replied, "Yes, baby. I love you, and need to be inside you."

Jenny sat up so that her tits fell over my face. I sucked and massaged her perfect globes. Her moans rang out as I slowly thrust up into her warm, wet pussy. Jenny moved her hips so that her clit would rub against my shaft. She sat up straight, and I could see her breasts bouncing as we moved into each other. Our eyes locked as we fucked each other. Her juices ran down my balls. The walls of her pussy squeezed my smooth shaft perfectly. Jenny knew how to fuck well.

She bit her bottom lip and threw her head back. A loud gasp of air emitted from her mouth as a gush of warm fluid poured over me. "I'm sorry that I am so messy," she moaned.

"Shut up and just keep fucking me," I growled. I plunged deep and deposited my seed into her hot cunt. She climaxed again when she felt my warmth spread into her.

We cuddled and slept in each other's arms the rest of the night. In the morning, Jenny sat on my face and leaned over and took my cock in her mouth. She could taste her juices on my shaft, and I could taste my cum in her pussy. My tongue cleaned her entrance for a while, then I nibbled and licked her pea-sized clit. Jenny flooded my face as I pushed her over the edge. My cock erupted deep into her throat just seconds later.

We were both messy, so we jumped into the shower. I pressed her breasts against the glass and took her from behind. It didn't take me long to fill her once again with my seed.

Jenny would visit me once a week. Sometimes we would make soft, passionate love; other times we would bang the hell out of each other. This went on for about a year. She started dating a doctor who was her age. I understood when she broke it off.

I received an invitation to their small wedding. We had not seen each other for months. She looked gorgeous in her wedding dress. Her breasts were extra plump, and her big belly was about to pop. She was so glad to see me. Jenny was having a girl, and she was naming her Maddy after her mom. She let me hear the heartbeat and feel her kick. I was so happy for Jenny, as she had always wanted kids.

Two weeks after her wedding, I became a father again.