Cuckold

It's so hard....no pun intended....to just stand and watch as he fucks my wife....
But as far as he's concerned I'm just the maid....and as much as I enjoy being the maid I so wish I could pull my panties down and make myself come.....
That just isn't what a proper maid does....there will be plenty of cum to deal with but none of it will be mine!!!

Swap

Sure....he had agreed to the body swap.....she had pleaded with him....and he gave in like he always did....his little sister had him wrapped around her little finger!!!!!
But she left with his buddies....and she'd been gone for a while.....and Tony had stayed behind.....
How could she walk around like this.....he felt naked in the tiny bikini.....and one glance at Tony.....he had a huge bulge in his swim trunks.....and her body was reacting to it....if she didn't get home soon.....he might have to lose his little sisters virginity for her....and he really wasn't sure how she'd feel about that....

Delicious

"Yes Sissy....he was delicious....but don't believe me....try it for yourself!!!!"

Sissy Training - Professional

"You've gotten off to a good start girls, but you made the right choice bringing him to me....when I'm finished he'll be the perfect Sissy Slave for you!!!!"
"Feminized Sissy Slave.....that's what we want...."
"Of course....I quite agree.....leave it to me.....go on home now and I'll call you when he's ready for you to pick up...."
"Alright.....I hope to hear from you soon...."
"I don't think it will take too long....but it takes as long as it takes....."
"Alright....bye bye Daddy.....have fun!!!!"
"Yes Daddy....we can't wait to spank your ass raw like you used to do to us!!!!"

Close to the Edge

"Please....please stop.....I'm going to cum!!!!!"
"Oops....that was a close one wasn't it Sweetie.....I think another couple of seconds and you'd be spurting your sissy cream all over yourself.....I'll be more careful next time.....we wouldn't want you to accidentally cum would we?"
"No Ma'am...."
"No Ma'am is right Sissy.....I'll give you a couple of minutes to get control of yourself then we'll start again.....isn't this fun!!!!"
"Oh yes Ma'am.....it's so much fun....."
"I knew you'd love it Sissy!!!"

Privacy

He had the whole house to himself for the whole day!!!!
It was time to let her out to play....his femme side was waiting for an opportunity like this for weeks!!!!!
He wanted to wear that new black lingerie.....it looked so sexy in the store that he had overcame his shyness to buy it for himself....
He was really starting to enjoy himself when he got that text....
"Come closer to the window so I can get better pics Sissy!!!!"
He spun around, looking at the window....and he knew his secret was out....but what was going to happen now....

Happy

"I've been thinking about it all day Sissy....it's so unfair that you never get to cum while I have one lover after another that fill me up with their big cocks...."
"I just want you to be happy Sweetheart...."
"I know you do Sissy....so I was thinking that I'd take out the key and release you from your cage.....and maybe I'd take you in my mouth and swallow all of your sissy cream...."
"Oh my god.....that would be wonderful Sweetheart.....you haven't done that in years!!!!"
"Yes.....and then I could stroke your little clitty until it's hard again and maybe.....just maybe you could stay hard long enough to cum in my pussy....do you think you could do that, Sissy?"
"I would try so hard Sweetheart.....I would try to get inside you before I cum....I would try with all my heart...."
"But then....what if you couldn't....what if you spurted before you even got close to being inside me.....I know you'd be crushed by your failure....your complete failure as a man....your total inability to satisfy me as any other man could....and I'd hate to see you upset like that.....so let's just forget it.....I'll go put the key away.....now doesn't that make you feel better?"
"Feel better.....yes Ma'am...."