Her name was Jenny. I had met her on Tinder about 5 months ago, and through some introductory messages we immediately developed a connection. She was a bit older than me, which is something I've always been in to - yet never explored.

It was always difficult matching with older women on these apps - oftentimes we'd meet up for a drink, and their appearance would be drastically different than their profile. In this case, we had exchanged photos a few times and even face times once. Jenny was the real deal. No deceiving angles, airbrushing or anything of that sort. She was a 46 year old divorcee and she was on the prowl. Years of pent up sexual frustration were about to burst out on the Long Island, NY scene, and I was fortunate enough to have caught her attention. When we agreed on a day to meet up, she continued to build the tension with lingerie photos, fishnets, even a school girl outfit. She wanted to know what I liked on a woman. I loved them all. She just had an incredible body. A body that deserves to be embraced and admired.

We had similar interests as well - me being an old soul, music was the big one. Old school rock, grateful dead, the strokes, you name it - we clicked. We arranged a time to meet up in her town that weekend. She has two kids who live at home, and her ex couldn't afford his own place so he lived in an RV outside the house. A bit strange, but I was okay with their situation. Because of this I agreed to book us a hotel for the night and snagged an early check in.

Jenny ended up meeting me at the hotel. She arrived via Uber, and I gave her the room # and directions through the lobby. When I opened the door I was thrilled to see she was exactly as her pictures - 5'6", slender - medium length black hair with auburn highlights that went just past her shoulders. She was wearing a cute white shirt with blue jean shorts and fashionable white sandals. She was beautiful, but also warm and elegant. Most of all she was friendly and engsging right off the bat. She sat down on the sofa and I prepared some drinks for the both of us, and we got to talking with music gently playing in the background.

Immediately she knew what she wanted and made it quite obvious, smiling as she ran her fingers along the back of my neck, grazing her other hand along my pants near my crotch, feeling my cock already starting to harden. Neither of us had eaten all day so we were itching to grab lunch, but we also couldn't help it. Months of sexual tension had led to this. We began making out on the couch and before long her shirt was off, down on her knees with my large cock in her mouth. She was certainly excited that I was well endowed, admitting she could hold it with both hands. She went right after it, deepthroating it almost all the way and telling me how badly she's needed this. After about 5 minutes this beautiful cougar was swallowing my load, with a big smile on her face. She knew she was in for one hell of a day. We cleaned and freshened up quickly, and got in another Uber headed to town.

Throughout our earlier conversations we learned we both enjoyed smoking weed. It was a beautiful spring day so I brought a couple joints with me. After lunch at a local pizza joint we walked around town, smoking and teasing each other. She would graze my crotch with her hand, I'd give her a lil tap or grab on her ass. I began to wonder if anyone noticed us, but I also didn't care. The age difference didn't bother me, in fact I wanted everyone to know. This beautiful sexual woman was all mine for the day. We spent the rest of the afternoon bouncing from bar to bar, having drinks, smoking outside, and continuing to build up the sexual tension even further Making out in alleyways became the typical in between drink activity for us that afternoon. What was happening, I had never done anything like this! But we couldn't help ourselves. We were two horny beasts giving in to our most primal urges

It was around 9:30 when we were at the last bar for the evening. By this point we became so comfortable with each other, Jenny rubbed my leg seductively and whispered in to my ear "I want you baby. And I want to feel you, no condom - if you're ok with that." I couldn't believe what she had just said. What shocked me even more was my immediate response of "yes, I'm very comfortable with that. But on one condition."

Jenny already knew what it was. "I want you to cum in me". I knew it was risky, but I was living in the moment.

We got back to our room shortly after and it didn't take long until our clothes, underwear and shoes were ripped off and scattered across the room. Luckily for us the hotel was hardly booked that night, and I had the choice of room - I took top floor, all the way at the end. We could make all the noise in the world. I picked her up and threw her on to the bed, and immediately got down to eat her out. I was down there for quite a while - she was incredibly wet and came on my beard multiple times. And she tasted great. Now this woman was practically begging for me to fuck her. After about 15-20 minutes of missionary, cowgirl, and doggy, then back to missionary, she was screaming in ecstasy. I was getting close so I asked her "what do you want baby?"

"I want your cum daddy. I want it!"

"Where do you want it baby? You can have anything you want" I replied.

"In me daddy! I want you to cum in this pussy!!"

That was all I needed, and I exploded in ecstasy. She shook and quivered, her eyes rolled in to the back of her head. Her legs and arms wrapped tightly around me, holding me there while my cock pulsed, shooting rope after rope, filling her pussy up. She told me she could feel it throbbing inside her, and that it was making her even more aroused. We laid there caressing each other, kissing, and talking, with the Strokes station playing in the background. She showered up, and while she was in the bathroom she texted me that she was still very much horny.

As you can imagine the night didn't end there.

Stay tuned for Chapter 2....