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Diane Callaway

Looking For A Sissy To Play With

Diane Callaway
Looking For A Sissy To Play With












I am often asked what I am into as a person. Yes I do spend a lot of time on the internet hanging out with you guys. I enjoy this and have a great time with it. I also enjoy all kinds of other things too. First off I am a country girl and have been my whole life. I hunt and fish. I am very capable of taking care of myself. I can catch a fish, clean it and cook up a nice meal. Same goes for any other type of game. I enjoy shooting and own a number of my own. I am the type of girl that will stay up all night tending to a sick animal and then go out hunting. I have a great level of compassion for every living creature. I do not like to camp though critters tend to like to eat on me and that is not pleasant at all. I read a lot either off the internet, kindle or good ole fashion books. I am highly educated still take all kinds of classes. I get bored so I have to have something new I am learning. My whole adult life I have been around cars of some kind from racing to classic. I can work on them to the degree of most men. I would not have the confidence to blue print a motor but I know how to. I adore the old stuff and if it is unique or was not the popular thing then you can bet I am all about it. I have a couple of projects always going if you like hot rods, gassers or anything with speed make sure you follow them. I am not your average lady I can very much hold my own with rednecks or in a more sophisticated environment. I have a number of degree from political science, philosophy of law, chemistry, history, and philosophy. There are a lot of people who just want to have a conversation with someone that can keep up and I assure you I can. I do not have to agree with you for us to have a wonderful talk about a broad spectrum of different subject. I enjoy writing especially about fetishes you can find a number of articles I have written on my blogs. I like to talk to people. I do not like being in a public setting but on here I have a wonderful time. I work from my house generally from a bedroom but sometimes I venture outside I have a lot of acreage or the porch. If I am sitting outside you will often hear my geese, duck or chickens in the background. I do enjoy what I do here and while I enjoy the life style it has given me it is not just about money to me. I want to get to know you I have people that I have talked with since 2007. For me this is important we might not live in the same area but in some ways I can know more about you then what those that see you every morning know. I will always keep a secret unless your secret is you want to be exposed. I will only talk about things that I am comfortable with so some subjects are just off limits to me. I do not care about the site rules (though most the times these line up with my rules) if I do not want to talk about it I will not do it. This is not just my job that I do every day this is my life. I am real and open with who I am I do not play a character. What you see is what you get. I enjoy playing dress up doing my hair and my makeup. I adore looking all girly, slutty, gothy, or dominant. That is one the things I truly enjoy about being online is dressing up in ways I would not be able to anywhere else. I like sex and sexual things I am not a nympho I just like to have a great time and have wonderful orgasms. So stop in say hi tell me about yourself and lets start a long wonderful relationship. Welcome to my page here on Niteflirt. I am a mature woman who knows what she enjoys. I have been playing since I was first on my own but started on the internet a few years ago. Some of you may know my girlfriend Chilly Hicks. We have been together over ten years. We have a lot of fun on here and in real life too. My sexual interests may be a little different than a lot of girls on this site. While I do enjoy a good orgasm, who doesn't want that! I also enjoy exploring some of the less talked about parts of sexuality. I am an experienced woman in cuckolding. There is something wonderful about making a man do things that he wouldn't do except for wanting to make me happy. I have an extensive collection of cock cages and enjoy using them. I like to talk about real fantasies and things that you would never tell anyone else. I follow the rules life is more fun when we are not in trouble. I am an all American Girl born in the South and that is where my heart stays. I am well educated, well read, and have traveled all over this country. I like to have a great time and have a warped sense of humor. I laugh at things I probably shouldn't but life is too short not too.









I do skype shows ask me for my user name or watch your emails I give it away all the time.  My skype shows are $1.50 per minute. Please feel free to call my cam show lines and have some fun with me today.







Email is the best way to contact me if you have a question about something. I have my email up all the time so I get it immediately. While I adore twitter and I am active on there it is not the best means of communication. Things tend to get lost in the clutter. So shoot me an email and I will answer you.



Now lets talk about some rules all play session has rules mine are actually really simple
Do not be rude manners take us a long ways in this world you have them please use them.
If the site says no then no it is there is nothing I can do about that and I will respect what they want.
No means no please do not beg it will not change my mind. The more you beg the less you get unless I tell you to beg ;)






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Hey Guys this is Diane and I wanted to take a moment to introduce myself. I am in my forty's and have been exploring my sexuality since I first started out on my own. I have been bisexual my whole life and have almost always had a girl in my life as well as my husband. I have been married since I was 18. We enjoy all kinds of sexual exploration together. In my mid 20's we started to play with cuckolding. This has to be one of my favorite things to do. I like to make a man do things for me that he would not do on his own.  I have played with transgenders and sissies. If you have ever spoken with Chilly Hicks that is my real life girlfriend of well over 10 years. I am not a professional dominatrix that is just something that does not interest me. I enjoy the things that I do but there are parts of my life that you can peek at but not experience one on one. I have a lot of movies and enjoy making more.

I need a sissy to play with someone that is into pretty panties, girly bras, silky hose, sexy shoes and all the other girly things that go with it. Maybe you just like to dress up and feel the fabric against your skin. I have a pretty pink and silver collar to accessories you with when we go out for some exercise. That silver lead fits wonderfully around my wrist and humiliation is the name of the game here. I will always when that game. Maybe you always dreamed of someone making you go out and get a mani and a pedi. Are you the type of girly boy that thinks of sucking cock but would never do it on your own? What ever your sissy fantasy is let's explore it together. I have played hear and in the 'real' world. I know what makes a sissy like you click and I will push you in all the ways you just dream about.

Have you ever thought of forced feminization being made to throw away all your boy things? Having me take you out shopping telling the sales lady that everything we buy is for you? Let's talk about all those things I will make you buy and wear in your new girlishness.

A good cock sucker knows his place and realizes that for his Goddess he will do anything. If I so chose you will be gay for pay and use that pretty face of your's for some face fucking . Every penny my gay boy makes is to better my world. My sissy will be the best one giving blow jobs at any party we attend because you always want to make and keep me happy. Be ready to have all your holes wore out. A good slut knows that he is required to be a male cum swallower. When it comes to my toys I have one toy that I enjoy more than any of the others. That toy is my purple 8 inch strap-on while dildos, and anal plugs are nice nothing is better than booty buster. Yes, sometimes I do use it on the girls but male strap-on play is always a fun thing to do. I will get my toy out and just have some fun with your hinny.

Call Me NOW! Give In To Your Pink Side!


























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