The bar was mostly empty on a Tuesday night. I found myself seated in the corner of the bar, nursing a drink, while I read from a book. The idle chatter provided the perfect white noise for reading and the drinks weren’t half bad either. However, it didn’t take long for me to be interrupted.

I knew Hayden when she was only little. I babysat her pretty regularly and twenty years later I was surprised she recognised my face. We hugged, we talked about life, and eventually the conversation came to you.

She told me about a friend she had a falling out with. Her friend had gone from unemployed to having enough money to rent her own place in a matter of weeks. Whenever he was asked about his job he’d respond with skittish, avoiding answers about some remote work for a big company. Only she had found out the truth.

Hayden showed me a picture of a Tinder profile. It was of a beautiful, somewhat boyish young woman. The first line of her profile read:

SUGAR BABY LOOKING FOR SUGAR MOMMY/DADDY

Then Hayden showed me a picture of you. The similarities were obvious from the second I laid eyes upon your true face. It was also obvious that you used some filter or program to make yourself look feminine and it was quite convincing. You were catfishing people.

Hayden pressed you about it. After a considerable amount of protesting, you relented. You told her about how you were finding gullible people with too much money and taking whatever they’d give you. You could get pretty far lying to them with cropped pictures and videos you found online to satiate their desires. When they demanded to meet up, you’d bail.

Hayden wanted you to get your comeuppance and I… Really have nothing better to do. I’m a middle-aged divorcee with more money than sense. Why not help out an old friend?

I set up a Tinder profile right before her very eyes. I used a couple pictures showing my curvaceous figure in tight dresses and wrote about how I was looking for a sugar baby to spoil and have some fun with. It didn’t take much swiping to come across your profile. All I had to do was wait for you to do the same.

Underneath the bar, my cock twitched in my panties as I began to wonder just how far I could push you.

~~~

I want to write a story where you’ll play a seemingly heterosexual man who has been catfishing people for money. My idea is that my character (Winter) will clock your feminine persona as trans, allowing you to be more open and honest than you usually are. She’ll then begin to gradually push you and feminise you while padding your bank account.

I want to play this long-term with a slow burn. It might be awhile before the two meet up. There will be plenty of smut in the meantime. I like the idea of Winter sending your character clothes to wear or toys to use. It’ll start out tame but she’ll ask more and more and give more and more money that you character simply can’t refuse.

I’m also willing to play my character as a celebrity. We’ll have to tweak the story somewhat but we can make it work. Check out my DPP profile for a list of celebs I’ll play along with kinks I enjoy.