A Whisper Hookup, Pt. 01

(This is a true recitation of a series of interactions with a young woman who -- like me -- had a very high libido. We were not seeking any long term relationship, rather we were both attempting to assuage our sexual urges. Although I have written this in a more fictional style, this is as close to reality as my memory permits.)

After 15 years of marriage, my ex-wife and I split. It was one of those age-old stories wherein she had gotten pregnant, thus time to do the right thing. After we split, I was not in the best headspace, and sought to alleviate heartache through some sexual escapades. Obviously, not always the best course of action, but this time also gave me years of masturbating material, for which I am thankful.

This was in 2018, and I was 50 years old. Somewhere, I had heard of the now-defunct app, Whisper. The premise was anonymity in conversing with others. People would post anything from complaints about their partners to political opinions to sexual thoughts (of course). I participated in all--especially the latter. At the time, one could always find some random person to converse with that would facilitate one's masturbatory activities. Sometimes, folks would meet in person. I did this several times, each being an amazing experience (although I suspect that my experiences were not the norm).

I had been chatting with a 20 year old woman named Ashley. We hadn't done any sexting, but had definitely discussed our sexual proclivities. When we eventually traded photos, I was taken with her petite, Korean-American body, as she was with my older man, bearded, tattooed, runner's body. To be honest, we were both wanting to get laid.

We eventually agreed to meet up at Temple Coffee in Sacramento. I had no expectations, but I had enjoyed our conversations (sexual and non-sexual), and to be honest, I was hoping we would end up back at my place.

When we met in person, I was pleased that she was just as attractive in person, as her photos hinted. She weighed maybe 95 pounds. Breasts were an A cup. gorgeous eyes, short black hair, delicate hands, great smile.

We got our coffees and sat on the wall outside, talking for almost two hours. We talked about our different areas of work, respective family stuff, respective tattoos, and (lowering our voices) our high sex drives.

She kept looking down where she could see I was hard almost constantly. The dress she was wearing would give me opportunities to see her breasts, her nipples. She was not shy in enabling me to see such, hence continuing to keep me hard.

I finally asked her if she wanted to walk a bit, and perhaps stop by my place. Our coffee cups were in the garbage within seconds.

Now, for those who do not know Sacramento, it is full of alleys. Generally, this is how one accesses their garage, but on a warm Thursday evening, they provide pockets of darkness in which to explore illicit activities. On the way to my place, I steered us through some alleys. We would pause and kiss a little -- usually the neck. Hands on each other's ass, grinding, et cetera.

I wanted to taste her. (My high school girlfriend and her best friend were bisexual, and subsequent threesomes gave me a deep appreciation of going down on a woman.) I can still remember the sound of her gasp as I pushed her against a fence, pushed her dress up, panties to the side, lifted one of her legs onto my shoulder and circled her clit with my tongue. One hand on her ass, I kept licking her, tasting her, as i slid a finger inside her.

Her long drawn out "fuuuucccckkkk," as I massaged her gspot is indelibly imprinted in my brain. I gently played with her for a few minutes, her hands in my hair, attempting to pull my mouth closer.

Eventually, I stood up and kissed her. She was on her knees so fast, pulling my cock out. She stroked me slowly, while taking me in her mouth. She actually moaned while sucking my cock.

After a couple minutes, she stood up, kissed me and said "let's go...I need you to fuck me."

It took only a few minutes to get home. We were in my apartment for less than 15 seconds before i had torn off her dress and panties and had her on her back on the dining room table, my mouth firmly on her pussy.

Her pussy was amazing. Waxed, tasted amazing (good hygiene is critical), tight (could barely get two fingers inside her). I was attacking her clit with my tongue and lips, and I was furiously finger fucking her. She lasted maybe two minutes before she orgasmed. She was so wet.

I ripped my clothes off, picked her up in my arms and carried her into my bedroom.

I was feeling insatiable. I dropped her on my bed and just growled "I need you to suck my cock."

She took my cock in both hands, pulled me closer and then took me deep in her mouth. She pulled me closer until her nose was against my lower stomach. She had taken me down her throat. She was playing with her pussy at the same time, and her moans were amazing.

She pulled me out and said "your cock is perfect for deep throating: big enough to get down my throat, but not enough to choke me. I love your cock."

She then turned around, got on her hands and knees, looked back at me and said "fuck me."

I grabbed her hip with my right hand, my cock with my left, and guided myself slowly inside her.

"Don't go too fast. Let me adjust to your size," she said.

She was so damn tight. I was slowly moving in and out, my hands on her hips, seeing the glistening of her pussy juices on my cock.

I was slow fucking her, deeply. She laid her head on the bed, her ass up and pushing back against my thrusts. Every time she or I would get close to cumming, I would stop, causing her to whimper and beg. Her hand was playing against her clit.

Finally, I knew that I could not last much longer, thus I picked up speed. She kept moaning "harder, harder." Feeling her tighten on my cock, I groaned that I was going to cum.

"Fill me. Fill my pussy."

As soon as she started cumming on my cock, I lost it. Long, deep thrusts. I had been craving fucking this woman for weeks, and now I was cumming over and over in her pussy.

...to be continued.