Although my account is still pretty new, this actually isn't my first go-around on Reddit, or even the kinkier side of Reddit. My old Reddit account wasn't like this, though- rather than true stories or pics, it was mostly a roleplay account for r/dirtypenpals. It had been a bit under a year since the world shut down, and while I love dick, I love not being an orphan more so I had no option but to #StaytheFuckHome. The result was that I was slowly going mad from isolation, in more ways than one- I think my vibrator's batteries died, like, 5 times. With my education on pause and the world shut down, it was also hard to find honest work- I was living off of my tuition refund from the previous semester and sending Indeed application after Indeed application to no avail. I already had a "normal" SFW Reddit account, but I'd seen the NSFW subreddits, and one night I was wasted at home by myself and decided to make an account to play out my fantasies. Little did I know that in my impulsive drunk action, I'd found a solution to two problems at once ;)

Of course I get bombarded with "ay bby wan sum fuk" chat requests, and this was the case then too- especially since the RPs I posted tended to revolve around homewrecking/cuckcaking, trying to relive the two homes I'd manage to wreck (well, "homes" might be a stretch as these were 18-20 year old college students, but) in the Before Times. Specifically my RPs took the angle of a young black seductress- either naïve or intentional- seducing or being seduced by an older married white man- a fantasy that I had yet to fulfill (at the time ;)) but nonetheless found fascinating. In the sea of "hey sexy" chat requests, I found one. A teaser of the scenario he was offering to play- a sexy but naïve college student and her secret deviant of a professor. It was so well written that I had to respond.

The man I'd responded to was actually a white guy in his 40s, with a flair for words- even though, if I saw him out on the street, I'd think he was a trucker type. He was on the board of an editing/publishing company, a living embodiment of "don't judge a book by its cover". Over the course of a weekend, we discussed limits and all that and set up the roleplay. Rather than the detached way of collaboratively writing a story, we had a chat going as our characters and another as our OOC selves. It was great for immersion, but because of that, it wasn't long before the lines of fantasy and reality started to blur.

When he talked about how much hotter I was in his wife, how it had been months since he'd even had sex, how he couldn't help but fantasize about my perkier tits and tighter pussy, I was still of the mind that it was part of the roleplay, but then I started to realize that this wasn't his character talking, but himself. Of course he was actually married- who else would respond to an ad from a homewrecking whore? Then he started to leave audio messages for me, both in character and out. He started asking to see me, insisting that we play together on cam. I wasn't sure about that- not only was I in quarantine with my dad who was only gone on nights when he worked, I wanted to make an honest living at some point and was notably worried about videos of me as a cam slut blasted all over the Internet forever. But then I thought about it. In quarantine, I'd heard a lot of girls- including a few I knew- were resorting to camming. Some were even making decent money off of it. The only reason I hadn't was, again, my dad and my hypothetical future career. But this way- if I had an arrangement with just one or a few people, there was a lot less risk, right? And I knew this guy had money, so... what if I made him pay to get off to me on cam?

Of course, turning a non-paying relationship into a paying one is never easy- damn near impossible most of the time. I first brought up the subject in character- "he" wanted "me" to wear a specific set of lingerie, and "I" said that if he bought it for me I'd wear it every time that we had """office hours""". The in-story roleplay turned him on so much that he wanted to see the actual lingerie- a neon yellow-green ensemble, the perfect contrast to my milk chocolate skin- on my body. I said in OOC chat that if he was willing to actually buy it for me, he'd be the only one that ever saw it (so unfortunately, I can't show the pics here and break the original agreement :(). Soon pics and audio weren't enough for him anymore- he wanted to see me on video, see me model the items he'd bought, see me pleasure myself to his body and words. I had a delicate tightrope to walk- once you bring up money, guys will often think you were a scammer all along, and this really hadn't been my original plan as I was and am a storyteller first and foremost. But I underestimated how easy it is to talk men into things once you've already gotten them worked up.

$250 for an hour-long cam session. These were more spur-of-the-moment rather than standing appointments, since we had to find times where both his wife and my dad were out for a long enough period of time. I got off on the sneaking around almost more than I did the cam sessions themselves. But of course, it felt so strange, so new, so deliciously naughty to be playing like this. I'd watch him stroke his BWC with my fingers or a dildo up my wet, needy pussy- he'd even bought me a dildo that I could pretend was him. Sometimes we still roleplayed as professor and student having an affair. Most of the time we were just ourselves. We learned each others' real names, real bodies, the real sounds we made when we came.

The money was really just a bonus, which added on to the sneakiness of the entire thing. This started around the same time that I got an actual job (the campaign job I had with the scumbag, before I left to work for the young hot candidate that ended up breaking my pandemic dick drought), so me suddenly having money wasn't as suspicious as it would have otherwise been. But my dad did question why I suddenly had so many packages coming. I hid the sexy items in my nightstand, which even I forget has a drawer sometimes, and he was never the wiser- honestly, I think he was just relieved that I'd stopped asking him for money.

This went on for a couple of months, actually through my previously posted story and a few I haven't told yet- he really got a kick out of me telling him in detail how my married boss had fucked me with our coworkers and his family just downstairs. Then one day his Reddit account was suddenly deleted. I reached out to him through the other chat sites we were using, and for 3 days was left wondering what the fuck, before I finally received a message from him- his wife had found his Reddit account. By some miracle, this has been the only time I've been "caught", although I don't usually count it when asked if I've ever been caught because technically he was caught, not me. I have no idea if she ever saw anything more than my words because all the pics, messages and live chats were off of Reddit, but hell, if I were her the words would have been more than enough. Still, I missed our fun and his coins, and even when I went back to just standard roleplaying, never again did I find anyone on here who was as fun as him...

unless...?