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Confessions of a Rake
A combination of my sexual exploits, erotica, and general posts. Stay Tuned!
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Why do most people flake before meeting?
Posted:Jan 2, 2022 7:06 am
Last Updated:Jan 21, 2022 4:54 am

Its a good question, anyone who os experienced on here has had it happen. You invest time and/or money into a meet only have a no show. What do you think is the most common reason?
significant other/cheating
Introvert tendencies
Body insecurities
Safety fears
10 Comments , 89 votes
The Lust Of The Summer Sun
Posted:Aug 3, 2018 5:05 pm
Last Updated:May 28, 2024 8:6 am

I'm blessed to be a Craftsman who works outdoors and I get the chance to build awesome structures with my own two hands. Something happens to me in the heat of the summer, when sweat is dripping down my back and the sun kisses my skin. My sexual appetite becomes ravenous, almost insatiable. I see women in yoga pants and Daisy Duke's, my mouth begins to water, longing for a taste of their most private areas. I want to be in them so badly! But, I am a gentleman, no cat calling or being disrespectful. Always the gentleman, until I enter the bedroom. Damn you summer sun! But alas, I know winter is coming, with it's cold dark nights... Cuddling time. I cannot wait. I love the seasons and all they do to me.
Ashley... in all her natural beauty
Posted:Nov 15, 2017 4:58 pm
Last Updated:May 28, 2024 8:6 am

I was an older at the time of this event, and after having sex with a beautiful girl my own age named Tianna (I think that is such a beautiful name), word got around my neighborhood real fast about the size and straightness of my cock, and how adept of a lover I was.

Of course, girls gossip. One girl from the neighborhood, Cassy, was out late one night with me and a couple of friends. As we were walking down the lime rock road, enveloped in a late Florida summer's night, she put her hand in mine. Soon her hand moved to my back and her hand to my ass. I couldn't believe how forward this nice looking blonde was being! It really turned me on, to be honest.

When we got back to her house, we were all in her room watching a movie, something that we could never had done in her room had her mom been home. She and I were in the spoon position on her bed and my two buddies were sitting on the floor. She kept grinding her curvy ass into my groin, and I was hard as a rock. I whispered into her ear "Can we?" and she replied "yes" without hesitation.

I told John and Joe, my buddies, to go wait in the living room. As soon as they were out of the room, Cassy stripped all of her clothes off, and was on her back, legs spread before I could even get my shirt off.....TBC

.....This story, " all her natural beauty", will be a pretty long story, broken up into many parts. She was the love of my life, a love that I lost, and her story will include multiple characters, but you need to know the circumstances leading up to other events to truly understand her beauty, and the beauty of what we had. She is not perfect, as you will see, but she is an old soul with a loving, if somewhat misguided heart, and an incredible sexual appetite. With that, I leave you with baited breath.
An oral virgins first taste of a Woman Part 3
Posted:Nov 14, 2017 11:06 pm
Last Updated:May 28, 2024 8:6 am

...In my inexperience, I attempted to enter her immediately. I felt her hold me back with her hands. "Lick it first" She told me.

This was all very foreign to me, as the only time I had ever tasted pussy before was on the lips of my fuck buddy Amy after I would cum in her and she would suck me clean after. Charlotte pressed my head down between her firm thighs, spreading the lips of her shaved womanhood, and I started to lick it, almost as if I was eating an ice cream cone. I heard her laugh, and she showed me all the different ways to please a woman orally, truly the art of cunnilingus.

I sucked on her clit, softly and slowly massaging it with my tongue. I slid my finger in and out of her shaved pussy, sliding my tongue into her occasionally. I licked and sucked her labia. I licked her ass. I explored every inch of her with my tongue. Her taste was amazing!

I fucked her for over three hours that night, cumming in her pussy twice. I fucked her roughly, greedily. I fucked her so hard that the next day, there were purple bruises up and down the inside of her thighs, and purple finger prints on her ass. She told me that I have a perfect cock, and that she loved how rough I fucked her. We continued our illicit affair for another eight months, enjoying each others bodies at least a hundred times in that span, never being caught by my buddy or his sister.

I often think about Charlotte, my "Mrs. Robinson", and I am thankful to her for showing me that I loved the taste of a woman, and didn't even know it. To this day, if there is a pussy around, I want a lick.
An oral virgins first taste of a Woman ...part 2
Posted:Nov 14, 2017 7:51 pm
Last Updated:May 28, 2024 8:6 am

... I wanted her so badly. My cock was swollen and aching to be released from my pants. She took my hand and led me down the hall, to her bedroom. Once inside, she stood facing me, and took off her shirt, then her bra, releasing her beautiful D cup breasts. I embraced her, one hand exploring her breasts, the other firmly grasping her ass.

She slid off her jeans, and the sight of her curvy, mature hips and thighs affected me like pouring fuel onto an already blazing fire within. She slid down to her knees slowly, kissing my young ab's and running her tongue along my obliques. As she was unbuttoning my jeans, button by button, I felt myself growing so hard that it hurt. Charlotte slid down my boxer-briefs, my cock popping out at her face, standing at full staff. She took me in her mouth, and attempted to swallow my whole length, gagging after about half way down. Her hands were on my ass, pulling me into her mouth, our eyes locked in a lustful gaze. This went on for awhile, her warm mouth sliding up and down my shaft.

I couldn't take it anymore.... I had to be in her! I pulled her up and pushed her back onto the bed, watching her breasts bounce as she landed softly. She laid back with a smile on her face and spread her legs..... to be continued
An oral virgins first taste of a Woman Part1
Posted:Nov 14, 2017 5:29 am
Last Updated:Nov 15, 2017 7:54 am

I was a young at the time,14 perhaps, and was staying the weekend with my best friend, Josh. Although quite popular with the girls in the neighborhood, I had yet to actually massage a woman's clit with my tongue. I had a good looking blonde 18 year old girl friend who was 10" taller than me. She always put enormous hickies all over my neck when we would make out (My shop teacher famously addressed my girlfriend as "Lady Vampire" on more than one occasion. The scandal that created, combined with our relationship, in a small southern town was enormous), and another 18 year old friend with benefit's who was named Amy, and had gorgeous jet black hair, but I had yet to go down on either of them.

Josh's mom had been split up with her husband for about two month's, and we were all chilling in the living room, Charlotte (his mom), Ashley (his younger sister), and Josh and I. It was around ten p,m., and Ashley and Josh were both starting to doze off on the couch. Charlotte noticed and told them to go to bed. She and I remained in the living room watching television. After the program ended, she asked me if I would like to watch anything. I replied that I was getting tired too, and would soon be heading to bed. She said "I wouldn't just yet if I were you".

To my young and sort-of innocent mind, what she said didn't register fully, then she changed the channel to porn, and everything came together. I felt my heart race at the realization. I had an attraction to middle aged ladies, and I had often fantasized about Josh's mom, often in just such a scenario.

The porno we were watching showed a younger man eating out a very beautiful brunette girl. After about ten minutes of this, Charlotte motioned to me with the "come-hither" motion. As I stood up from the couch, she stood from her chair and unbuttoned her tight jeans. She was around 22 years my senior, but her figure belied her age. I came across the living room, wrapping my arms around her, surprised by her intense heat... to be continued

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