March 1 2022

 From SaraSissyGirl Blog

(pictures added -ed)

NSFW

Tuesday, December 18, 2012

Your boss agreed you could dress as a woman at the office under two conditions:

First, you better look prettier than the prettiest woman at the office.

Second, a totally different reward/punishment program applied to you.

Posted by Saragirl at 8:56 AM 2 comments  

Monday, December 17, 2012

24

That's how old I was the first time I bought lingerie for a woman specifically for her to wear for someone else.

 

Posted by Saragirl at 1:03 PM 1 comments  

23

The first time I went out with my ex-wife and she went home with someone else.

 

Posted by Saragirl at 12:55 PM 0 comments  

21

That's how old I was the first time a woman spanked me in a sexual way.

 

Posted by Saragirl at 12:48 PM 0 comments  

38

That's how old I was the first time I painted a woman's toenails. I was late to this wonderful activity.

 

Posted by Saragirl at 12:47 PM 0 comments  

19

That's how old I was the first time a woman told me size DID matter.

 

Posted by Saragirl at 12:47 PM 0 comments  

18

That's how old I was the first time I licked a woman through her pantyhose. I did it for an hour and a half and have done it for hundreds of hours since.

 

Posted by Saragirl at 12:46 PM 0 comments  

35

That's how old I was the first time I was locked in a chastity cage.

 

Posted by Saragirl at 12:44 PM 2 comments  

20

That's how old I was the first time a woman told me I was great at licking pussy but terrible at fucking it.

 

Posted by Saragirl at 12:42 PM 1 comments  

34

That's how old I was the first time I wore a French Maid's uniform for a man.

 

Posted by Saragirl at 10:37 AM 4 comments  

20

That's how old I was the first time I was cuckolded by a black man. I'm not that into the racial aspect of that particular taboo, but that's how old I was.

Why the wedding picture? It was a month after we got married and I later found out she wore the same lingerie she wore for our wedding night (and enjoyed the actual sex so much more.)

 

Posted by Saragirl at 10:35 AM 0 comments  

24

How old I was the first time my ex had an affair with another woman. I was allowed to watch several times, though participation was strictly prohibited by her lover.

 

Posted by Saragirl at 10:26 AM 0 comments  

17

How old I was the first time a woman (a girl, really) cheated on me. Like a good little cuckold, I begged her not to break up with me. I had no idea what a cuckold was, of course, nor that I was one, I just didn't want to lose her and (secretly) was incredibly turned on by thinking of her fucking someone else.

 

Posted by Saragirl at 10:19 AM 2 comments  

23

That's how old I was the first time I watched a woman, my first wife, get dressed to go out on an actual, real date with someone else, like a real date-they went to a show, to dinner, and back to his house.

 

Posted by Saragirl at 10:15 AM 0 comments  

The look most sissies get when they ask a woman if they want to have sex. You know, that 'seriously, you've got to be kidding' look.

 

Posted by Saragirl at 10:14 AM 0 comments