r/dirtypenpals•
pherring

30M4f A fall from luxury, blackmail, and humiliation

NSFW

Hi there.

You don't know me that well... Yet. But I'll get to all of that in a minute. First I have to tell you why you need to pay attention to this message in it's entirety.

I know you. You are a rather conservative senators eldest daughter. He happens to be running for re election this year and well let's just say it's a close race.. He really needs his family behind him. We will get back to dear old dad in a minute. Scared yet? You should be.

I happen to have in my possession a set of pictures. Your boyfriend took them. I guess he is an ex boyfriend now. These pictures well... they show you in a rather uh compromising position. There is no doubt about it that these pictures are real either. I have other less delicate pictures taken the same night to confirm. It's you.. Are you worried yet? My guess is that you are on edge trying to figure out how bad this is going to get. It's going to be bad for you. You should be more careful about pictures. Especially when you are nude.

Now what am I going to do with these pictures?

I could fax them to your dad at his office. I would also send them to the political editor at the Washington Post. Your dad would probably cut you off. Demand that you return from school immediately. Probably spank you like the petulant child you are. After he cut you off you would have to get a job. Like in a store. With a boss and a schedule. I could send them to your advisor in school. He probably would kick you out of the program faster than anything. They really frown on such loose behavior in your major. I could mail them to you at your mother's house. You know she opens all your mail? She would disown you before you could even get home to begin to explain. I could post them to any of a number of shady websites. Add your phone number and you would have to get a new number. I think they charge for that these days. Of course you would want to move too. I bet you wouldn't like that to much would you?

So I think we could come to a sort of arrangement. I think you will want to work with me rather than against me. Tonight you will be on the move. Tonight at midnight you will ring the desk at the Willard hotel. Ask to be connected to Tom Sledge in room 342. He will tell you where you will need to go to clear this up in no time. Bring all the money you can get your hands on without alerting your parents. Hope that is enough to meet the number in my head.

Remember be late, or tip anyone off that this is occurring and the pictures will be on their way before the sun rises.

Also don't tell anyone what is going on or try anything funny. We wouldn't want those pictures spread all over would we.

Ps. Are you still not sure I have the right person? You really should have worn a thong yesterday to econ 110. People noticed.

(Congrats on making it all the way through this prompt. I am seeking a writer first. I frankly don't care if you are actually a female or not but I wrote this to fit a female part. I see our female character being brought down a few pegs and demeaned rather a lot. Spanking, humiliation, and possibly some piss play. Not all of our posts will be this long but I prefer longer form as well as first person. Hope to hear from you soon)

Posted Feb 22, 2016, 5:12 AM UTC

50
Loading comments…