Camming Down the Rabbit Hole Ch. 01

Cleansed and refreshed, I got dressed and made something to eat. Re-thinking what I'd done the night before, and remembering how much I'd earnt. That was a crazy night, but if I earnt that each day I wouldn't have to worry about being made redundant when the furlough ended, I would need to find some more high rollers like Biggie though. If he stopped watching it would be nowhere near enough so I guess I'd have to pander to his needs for a little longer, not that there was anything bad about them. Afterall his suggestion last night had led to the biggest orgasm of my life. I spent the rest of the day chilling out, and trying to recover, if I was going to put on a show again tonight I'd need as much energy as possible.

As I logged in at my usual time, my regulars dropped in too. A lot of the chat was about last night's performance and whether I would be able to repeat it, or even better it. I was quite apprehensive, and unusually for me, I didn't feel that horny. Biggie still hadn't logged in and it started to make me nervous, what if he was gone, who was going to tip me that much again? I put it out of my mind and tried to start the show.

Five or ten minutes later that familiar username popped up and I breathed a sigh of relief. I said my hello's and carried on stroking myself, the confidence of knowing he was there reinforcing my erection and I was now at full mast. I coyly asked if he had any requests tonight, if there was anything I should look forward to.

I wasn't the only one hanging on his every word, the other people in the chat also wanted to know what he was going to make me do. I don't know why it excited me so much but there was no denying all the things he had asked me to do had led to amazing orgasms and he was paying handsomely for it as a bonus.

His reply wasn't exactly what I wanted to hear, there were no special requests and no special tips. What followed was a more conventional show, I earnt a few tokens and had to find another cam girl to finish to. It wasn't bad, but it didn't come close to how amazing the night before had been. This continued for the rest of the week, Biggie was there but not contributing much and I could see it in the amount of money I was earning.

It was on the Friday of that week that I received a message from my boss, saying that while the furlough scheme was in place they would keep me on, but it was very likely that when it came to an end, so would my employment. I wasn't surprised but it was still a knock, at some point I was going to be out of a job, and with no prospect of finding another one any time soon, I would have to put all my efforts into generating revenue from camming. I wasn't sure if I could, but I had maybe another month or two to find out.

Later that evening I logged on, I was incredibly nervous with the added pressure that I needed to do this potentially as a way of being able to live. I didn't have any close family I could rely on for financial support, so Biggie and the rest of my viewers were going to have to fill that place.

As people joined the chat (including my number one fan), I spoke a little about my situation, and that I might have to do this full time. There was lots of encouragement from everyone, it was a weird community really, but if I could make this work it would be amazing. I would have to play to Biggies desires if I wanted to bump up my tokens, and hope that I could find a few more like him. Tonight I was going to see what he really wanted and after a lengthy pause his first request popped up, and it really took me by surprise.

He asked if any of my ex-girlfriends had left any underwear in my apartment. I stopped stroking myself, and thought. My ex before last had kept a small stash of clothes here, and I couldn't remember if she'd taken it. It was mainly night things for when she hadn't planned to stay. She'd buried it at the back of the wardrobe so that I wouldn't lose it.

I got up and went looking for it and sure enough a few moments later I returned to the computer with the small bag containing her items. Opening the bag I pulled each piece out and showed them the camera for Biggie to make a choice. I wasn't really that keen to put them on, but if he paid enough I would hardly object. He selected a bra and pantie set, nothing too fancy, just a white lace underwired and padded bra with a matching lacey G-string and gingerly I slipped them on, I'd seen girls put on bras enough time to know how to do that, and the small thong like panties fit disappointingly well especially as I'd gone completely soft and my member had shrivelled quite considerably.

My ex was a not too dissimilar size to me it would seem, the cups of the bra were empty which looked kind of odd, but as I gave him a twirl the thong slid up between my cheeks giving a very strange sensation. I sat back down and as his 2000 tokens pinged up on screen along with a few other approving patrons taking my total to almost 2500, my highest to date, I began to feel myself stir. The bra gave a slight pressure to my chest and the feel of the lace stimulated my nipples. The thong now riding high between my cheeks also stimulated a part of me id never explored but I couldn't deny it felt kind of nice. My growing erection pushed against the fabric and as it did the lace of my underwear triggered more sensations. I shifted in the seat and my cock sprang to attention, tenting out at its full length.

It was met with a flurry of tokens including a decent one from Biggie. He asked me if I liked it, and I just pointed to my hard dick, which was already starting to leak. I felt very uncomfortable, why was I getting turned on by wearing these, why did everyone's approval make me feel at ease, in particular Biggie, why did pleasing him mean so much? I know I needed an income soon but this was something else.

A few minutes passed and we chatted as I idly stroked myself and played with my chest, it was odd wearing the bra but the sensations it gave me meant I didn't have to pretend I was enjoying it. It was at this point that Biggie suggested I change my gender tag in the app. He said I would probably attract far more people being in the trans room instead of the guy's room. I sat opened mouthed at the screen, but looking at the preview of my camera in that little window, he had a point, there wasn't much of a man looking back at me.

The person on screen was a short androgenous looking girl, with ruffled un-styled dirty blond hair down to her shoulders and a matching white bra and thong on her hairless smooth body, she wasn't that shapely and her face looked very plain without makeup. But there was hardly any trace of the 23 year old male I would recognise as myself.

Seeing my vacant stare at the computer, one of my other regulars offered to be my admin and take care of it all. A couple of clicks and they'd changed my settings, I was now listed in the trans room which in all fairness fitted the girl on screen. And now I had to start my show.

TBC