The following posts are tagged with sissy assignments.
by andrea_stjohn on September 14th, 2008
I read recently that the new fall look contains the one shoulder treatment! Many dresses and blouses have one shoulder bare, while the other is gathered into a pretty little strap. For those of you cross dressers who like to wear the latest trends, this may present a bit of a challenge. Many of you […]
by Andrea on May 5th, 2008
Buy yourself some nice pink panties… You’re gonna be wearin’ them all week and washing them with you tongue every night!If you want to discuss any of your sissy assignments in a feminization phone sex call, just clicky clicky on the button below:
by Andrea on May 2nd, 2008
Get a bikini wax. After all, swimsuit season is almost upon us. *wink*If you want to discuss any of your sissy assignments in a feminization phone sex call, just clicky clicky on the button below:
by Andrea on April 29th, 2008
Purchase a toe ring. Wear it under your regular shoes. It will be a daily reminder of how humiliating it was to go into a store and buy a toe ring.If you want to discuss any of your sissy assignments in a feminization phone sex call, just clicky clicky on the button below:
by Andrea on April 23rd, 2008
Pluck your eyebrows! Get rid of those manly straggly hairs. Then ask some of your closest friends if they noticed that you plucked your eyebrows.If you want to discuss any of your sissy assignments in a feminization phone sex call, just clicky clicky on the button below:
by Andrea on April 17th, 2008
Use a pink, flowered, or otherwise feminine looking coin purse for the spare change you usually carry in your pocket.If you want to discuss any of your sissy assignments in a feminization phone sex call, just clicky clicky on the button below:
by Andrea on April 14th, 2008
Go to a cosmetics counter and ask which shade of lipstick will go best with your coloring. Then buy that shade.Happily giggle and twirl your purchase bag as you leave the makeup counter.
If you want to discuss any of your sissy assignments in a feminization phone sex call, just clicky clicky on the button below:
by Andrea on April 11th, 2008
Cum onto your hand and lick your vile filth into your mouth. Do NOT swallow. Hold it into your mouth for five minutes. Swish and swirl it around your mouth. At the end of the five minutes, gargle with your cum, and then swallow it.Do not put anything else into your mouth for at least […]
by Andrea on April 8th, 2008
Wear pink socks cuz you’re tickled pink, all the way down to your twinkle toes!
If you want to discuss any of your sissy assignments in a feminization phone sex call, just clicky clicky on the button below:
by Andrea on April 5th, 2008
Cum on your face today. If you aren’t limber enough to shoot your load in your face, then catch it in your hands and smear it on your face. Wear it for at least 15 minutes. If you have more privacy time, then wear it longer.
Now you’ll know what it feels like at a circle […]
by Andrea on April 2nd, 2008
Paint nail polish on you fingernails and leave it on for at least 48 hours.
If you want to discuss any of your sissy assignments in a feminization phone sex call, just clicky clicky on the button below:
by Andrea on March 21st, 2008
Paint nail polish on you fingernails and leave it on for at least 48 hours.
by Andrea on March 18th, 2008
Complete an errand, such as shopping, with a lubed butt plug up your ass.
by Andrea on March 15th, 2008
Go to the lingerie store buy some sexy panties or thongs, in pink. Tell the clerk, as you purchase them, that wearing panties makes your nipples all tingly.
If she has questions, by all means answer them.
by Andrea on March 12th, 2008
Shaving day. Trim or shave your pubic hair today.
Then shave your underarms and legs.
by Andrea on March 11th, 2008
Cum in your hand at work today. Then put some of that slimey splooge on your upper lip and in some of your nose. Walk back to your work station and leave it there until someone says something about it. I’m sure they’ll just think you have a runny, snotty nose and tell you to […]
by Andrea on March 8th, 2008
Tie a very pretty bow around the base of your cock. Wear it all day. When using the restroom at work, use the urinal.
Don’t try to hide it. I wonder if anyone will notice how you prettied up your cock!
by Andrea on March 5th, 2008
Wear pantyhose or nylon knee highs to work today. If you don’t have those, then wear some pretty pink socks - lol!
I wonder if anyone will see your nylons under your pants. Better sit down very carefully - lololol!
by Andrea on March 2nd, 2008
Shave your forearms today.
I wonder if anyone will notice. Do people even notice you?
by Andrea on February 28th, 2008
I want you to put two slightly melted ice cubes up your ass. Now put a dildo in your butt (or a wooden spoon) and fuck yourself.
Quit crying. Your mascara will run, sissy!
by Andrea on February 25th, 2008
For all correspondence at work, from now on use a glittery pink pen!
by Andrea on February 22nd, 2008
Cum in your hand, then rub your cum all over a dildo. If you don’t have a dildo, then why don’t you!?! At any rate, use a substitute for a dildo, be it a cucumber or whatever. (Geez, you really SHOULD have a dildo!)
Then suck that cum covered stand-in cock til it’s all clean. Doesn’t […]
by Andrea on February 19th, 2008
Take a container yogurt to work some time this week for a snack or lunch. Before you eat it, go into the restroom with it. Go into a stall and stick your dick in it and cum.
Then clean up and take it into your break room and eat that extra creamy yogurt. Gotta get used […]
by Andrea on February 16th, 2008
Fuck yourself in the ass 3 different times today.
by Andrea on February 13th, 2008
Dress up your penis today. Use a waterproof marker and make a little smilie face. Or, if you have a small wee wee, make it a sad face or a mad face. You know it would be alternatingly sad and mad at being so small!
Improvise and put some material on your lil buddy and make […]
by Andrea on February 10th, 2008
Go to a nail salon and get a manicure. Yes, even men get them. Ask for a very shiny clear nail polish, with a hint of pink to be put on after your manicure.
by Andrea on January 30th, 2008
Here’s another sissy assignment: Buy a hand lotion with a feminine scent. Use it daily especially before meetings when you will have to shake hands with people.
by Andrea on January 28th, 2008
Hi, sissies! Here’s another sissy assignment:
Cum in a condom. Then carefully suck out the contents. Swish it around in your mouth and hold it for one minute. You need to get used to this man slime taste, and lots of it!
Bon Appetit!
by Andrea on January 5th, 2008
This is a sissy humiliation assignment: Carry around something like a banana. I want you to put it on your desk at work, or in your locker. Then when it’s break time, I want you to look lovingly at it, no matter who is around.
Sniff it, smell it, kiss it. Say: “I love my banana.” […]
by Andrea on January 3rd, 2008
Hi, sissies! I hope you all had a fab New Year’s! I also hope you’ve made your sissy resolutions!! If any of you want to share them, please do so. You can put them in the comment section on this particular blog entry. This sissy blog is set up for me to approve the comment […]
by Andrea on December 29th, 2007
The next time you go to work, you will wear a pair of control-top pantyhose under your guy clothes. No excuses!
If you don’t have pantyhose, uh…why? You’re a sissy! You should have a nice pair of control top pantyhose! Don’t just sit there, go buy some now!
by Andrea on December 27th, 2007
Hi, girlies! Here’s another sissy assignment:
Wear a lubed butt plug up your arse at work today for at least 2-3 hours. Do you wonder if you walk funny? Do you wonder if people will notice something is different about you? They probably do!
by Andrea on December 20th, 2007
Here’s anonther sissy assignment:
Go to a female dominated work place - like the restaurant Hooters, or a lingerie shop. Ask someone who works there for an application for employment. If you’re too chicken, say it’s for your wife/girlfriend. If you’re really wanting to be humiliated, say you’ve always dreamed of working in a place like that. […]
by Andrea on December 20th, 2007
Here’s anonther sissy assignment:
Go to a female dominated work place - like the restaurant Hooters, or a lingerie shop. Ask someone who works there for an application for employment. If you’re too chicken, say it’s for your wife/girlfriend. If you’re really wanting to be humiliated, say you’ve always dreamed of working in a place like that. […]
by Andrea on December 19th, 2007
Hi, bi-curious sissies. Here’s another daily sissy assignment:
Put a dildo in the freezer for a half hour to an hour. I don’t want it frozen, but I want it cold! You have to get used to being butt fucked by even the most distasteful of cocks. Hahahahaha!
Use a condom; you don’t want frost bite.
by Andrea on December 18th, 2007
Here’s a sissy assignment for you:
Shave your public hair into the shape of a little heart.
Have fun! Maybe it’ll make your little sissy clitty appear bigger. LOL!