Harold_Cockingsworth, Author at NSFW story

The Best Breakup Sex of my Life [MF]

So as not promised, here is a follow up from my last story. I don’t know how to tag reddit posts in other posts so just go to my profile and read it if you want.

Anyway, I had stated that Kelsey was my first rebound after Kendra. Kendra was only the second girl I had ever given the label “girlfriend.” Further, I had to break up with her myself and she made it very difficult for me. More on this in a bit and how it led to one of the best fucks of my life.

I have what I consider to be pretty terrible attachment issues and have always had trouble committing to a partner. Part of my memoirs is to explore why I still have these issues and where they come from. My long and hard journey (pun intended) to lose my virginity is another story I will highlight upon in my memoirs. I am so far from a perfect person, or maybe I’m just too hard on myself, I really don’t know. Even the best of us succumb to temptation, or else this sub would be very dry, boring and full of stories of healthy and happy relationships. For the sake of our spank-banks, I’m so glad people are as dysfunctional as me. Read more »

[M]eeting my Internet [F]riend for the First Time

I have been a lurker on Reddit for years. I have made a few online friends throughout that time, many of whom I talk to almost daily. But no one was quite like Ana.

Ana and I met about 4 years ago when I posted on r4r about wanting help learning Spanish. Ana is Colombian and messaged me right away. I did not realize at the time that this little message would grow into a four year long friendship that would later turn into something else.

Ana was a young professional living in the big city in Colombia. Her parents realized how lucrative someone who is bilingual can be and placed her in an English emergence school around age 9 and she was completely fluent in English. We exchanged messages on Reddit in English and Spanish for weeks. Turns out she was close to my age, had my exact same sense of humor, loved all the fucked up true crime shit I love and matched my same level of talkative. Read more »

Another Blissful Night with Martha and John [MMF]

So in my last post you’ll see what my first bisexual experience was. It was so fucking hot that I was hooked and quickly John, Martha, and I planned our next play date.
This time we splurged and got a nice hotel and went straight there. I walk into the room on the 8th floor and to my job Martha was already sucking off John and wearing red lingerie. John was playing xbox on the leather hotel couch trying to focus as Martha’s head bobbed up and down. I didn’t even hesitate. I went ride up next to Martha, got on my knees, and started to kiss her neck as she sucked. She moaned a little and took out John’s long cock and gave it a lick and looked at me, “you want this?” I eagerly nodded and took as much as I could into my own mouth. John moaned because when his cock was inside I was moving my tongue forward and back on that glorious sensitive underside of his cock. I knew what he needed. I pulled his cock out and Martha looked at me impressed, “you got him to break his focus, that is quick a feat.” “Thank you,” I told her as I leaned in for a kiss. I worked John’s slippery cock in my hand as me and Martha’s tongues danced. She was an amazing kisser and very passionate. I proposed a suggestion, “Hey Martha why dont we drive John crazy and make out with the head of his cock between our lips.”
John gasped as both our tongues worked around his sensitive swollen head. I tasted a little cum as it oozed out. John was a mess. He was gasping for air, gripping the arm of the couch and fighting for dear life. He wouldn’t last long. Sure enough I felt his cock flex and stand at full attention as John let out a long deep moan. He was at the part every man refers to as the point of no return. Knowing that a lot of the pleasure in this moment is felt near the prostate I cupped his balls very gently and wrapped my fingers round the base and applied gentle pressure. This would give the cum some resistance as it comes out and thus prolongs his pleasure and makes his muscles clinch harder to release it. In short, I know John was about to have a very very deep and hard climax. Me and Martha made out as his cum began to shoot across the room, on our faces, and between our mouths as we make out. John was moaning loudly going “oh fuuuuuckkkk.” We licked his cock as it started to go soft and John laid back gasping for air and in shambles. He was spent.
After we cleaned up we decided to try something new. I had presented to John and Martha a clean STI test and thus Martha was already sucking my cock getting it ready to slide inside. Martha had an IUD so my heart was racing knowing that I was about to be able to release my entire load inside her. We had discussed this earlier, the plan was I was going to lay on my back, Martha was going to ride me in reverse and John was going to lick my cock and her clit from the front. It seemed like a great idea, and spoiler alert i was correct.
She slide my cock in slowly, she was so fucking tight and i spread her round little ass appeart to see it slide in. Her pussy felt amazing and I felt a gentle clinch as she let out a little moan. She started to ride me slowly, I reached around to play with her little perky tits and rub them. She had told me gentle rubs near her nipples felt amazing and I was apparently doing a good job cause she was just letting out long soft moans, “Fuck your cock feels so good, babe please lick my pussy.” I felt a warm tongue start at the base of my cock and lick upwards. Martha’s pussy clinched and squeezed my cock and i felt her body shake as John’s tongue licked her clit. Fuck it felt good for me too, a gentle tongue right at the base of my cock, a warm pussy to slide into and Martha, a tight little latina sliding my cock in and out. It was the best. I tried to enjoy it but i was honestly trying not to cum. However, i felt less guilty as Martha’s moaning got louder “oh fuck, John, oh fuck…. Im gonna cum so fucking ….” Martha began to breathe fast and moan loud. At this time I felt that all familiar feeling too deep in my balls. John’s tongue was now licking furiously and Martha and I began to climax at the same time. Rope and rope after rope filled her up as I felt that tongue lick away the cum that was already coming out. I honestly don’t even know how long the orgasm lasted but it was one of my longest. I gave one last squeeze and still felt a rope come out. Martha pulled me out slow and my cum oozed out. It was a good night.
Maybe I’ll share some more. I ended up being with John and Martha for a while.

Finally Getting to Fuck my Work Crush [MF]

After I graduated college I was burnt the fuck out. I hated class and I just wanted to finally have a job and a little money. I had a bachelor’s degree so landing bullshit office jobs became exponentially easier for me. So I moved back home and let me tell you, I landed the perfect bullshit job. For 11 dollars an hour I worked at a reasonably large data-processing center. It was one of those law firms you hear about on TV, “call us right now if you were exposed to asbestos.” My main job was to take the scratchy handwritten letters and documents clients would send us and copy the information into the computer. As simple as that. I was also lucky in that I one of the few employees that A. was a guy and B. had a truck. So they also would have me and and some of the other guys in the office move boxes up the highway to our storage facility. So it goes without saying that we would get high as balls while driving those boxes to the storage. No one was ever in the storage building so we had all the freedom to do whatever we wanted so long as those boxes got there safe and were organized in the *exact* way that my OCD boss wanted. We put up some cheesy calendar with super photoshopped chicks in bikinis, a big mexican bud light ad that was in spanish, my grandpa’s axis deer mount, and even had some old couch that one of the guys had needed to get rid of. Read more »

[M]y A[M]anzing [F]irst Bisexual Experience with Jeff and Martha.

Earlier this year I decided to finally do it. To prove to myself and the world that I am capable of bringing a man to the same level of deep pleasure that I have been able to bring to many of my past female sexual partners. I have known I am bicurious for awhile but took my awhile to build the courage. Further, I have spent a good time exploring my own body and was pretty confident that I knew how to make a man shake with my mouth.

So I posted around looking for a couple and I found “Jeff and Martha” as we will call them. They were around my age (late 20s) and were engaged to be married. Textbook perfect couple, he was tan, fit, short black hair with a fade.

I wanna say Jeff was hispanic maybe mixed with Caucasian but I never asked. He otherwise seemed like the kind of guy most girls would be interested in. Martha was beautiful. She was Blovian and had moved here a few years ago when she met Jeff while he was traveling through the county. She was short, petite, perky round tits, cute firm ass and of course long wavy brown hair with blonde highlights. Read more »