It seems you've already had some experience with propositioning strangers, so this shouldn't be too hard. You can do this with or without condoms, although with might be a bit tricky.

Convince a random stranger to have anal sex with you. I don't care where you find him, but it doesn't count unless he finishes within 90 minutes of meeting you. Once he finishes, thank him and let him watch you plug your ass. The plug will stay in until you get home. (If you're using a condom, make sure he...

We can play tomorrow.

Four little, innocuous words, meant and well intentioned.

I'm tired, we can play tomorrow.
We want to play wow, we can 'play' tomorrow.
We will watch tv tonight, we can play tomorrow.

etc etc

And in itself it is true. We can play tomorrow, and tomorrow, and tomorrow....

Perhaps the issue is we spend so much time together. I wouldnt say too much, because I still say not enough. But we do spend...

Got an interesting dare from NobodyImportant in the Person Above Diaper dare thread. It's got enough going on I thought I'd make a post about it.

The Dare (I made some small edits to the dare, either for sake of wording or to make it more cohesive).
Choose my favorite diaper hypnosis file and put it on my phone.
Then roll a D6 to determine which day this dare will be completed on:
1. Monday
2. Tuesday
3. Wednesday
4. Thursday
5. Friday...

Hello i am Tiffany. was instructed by my mistress to follow the first three punishment instructions I receive. Some things I have are: panties : Black, black mesh, pink mesh, multi colored pink mesh - bra : Black bra - Dress : poffy black, tight blue, tight yellow - skirt : school girl skirt, super short black - short shorts : yellow and black - other : stockings, pantyhoes, girl socks, collar, cloths pins, sharpie, rope, 2 large vibrators and candle.

PM or Kik me

PM me "PEEKABOO" and I will have to let you see my underwear.
PM me "SPEEDO" and I will have to wear a speedo for a day.
PM me "SLAP" and I will have to give my bulge 10 slaps.
PM me "WET SPOT" and I'll send you a pic of a wet spot on my underwear.
PM me "DENIED" and I'll be denied for a day.
PM me "NIPPLE" and I will have to do 5 twists on each nipple.
PM me "ANAL"...

Toys: I have no sexual toys, though I do have lube.

Likes:
Orgasm Control/Denial (Active) - It makes me feel very submissive knowing someone else controls when I get to cum. Also, it can be fun to do tasks or play games for denial reductions.
Bladder Control - I like the challenge of having to hold my pee.
Rules - Rules can be interesting because they force me to go about my day differently than I normally would. I don't live alone, so nothing that would be obvious...

I don't deserve to cum for many reasons. I don't deserve to cum because I am a disgusting bitch. This is because I have pooped on the floor many times and moved it to the toilet using my hands and my mouth. I also do not deserve to cum because I am disobedient. Many times in the past I have fallen asleep without permission. Since I must ask permission to sleep every night before bed, when I don't ask it makes me a disobedient bitch. Disobedient bitches do not deserve to cum. Another reason I do not deserve...