Tales of an Assistant with a Dirty Mind
officedominatrix:

Work hours have just ended and your secretary orders you to your knees.

"Who is the boss now, sissy boy?"



Michelle:  I never call Mr. X sissy boy, but I have ordered him to his knees after work and the other assistant has left.  Mr. X would be looking up her skirt.

officedominatrix:

Work hours have just ended and your secretary orders you to your knees.

"Who is the boss now, sissy boy?"

Michelle: I never call Mr. X sissy boy, but I have ordered him to his knees after work and the other assistant has left. Mr. X would be looking up her skirt.
hershumbly:

She promised him a kiss and she wants it right…there.

hershumbly:

She promised him a kiss and she wants it right…there.

officedominatrix:

It didn’t take her long before she had her boss eating out of her ass…



Can’t remember how long it took me.  Maybe a couple of months?

officedominatrix:

It didn’t take her long before she had her boss eating out of her ass…

Can’t remember how long it took me. Maybe a couple of months?
ahumliatedhusband-com:

Even making you lick her asshole bores her

Michelle:
It never bores me ;-)  I may try to look casual as someone is going that but trust me, I’ve never been bored by it!

ahumliatedhusband-com:

Even making you lick her asshole bores her

Michelle:

It never bores me ;-)  I may try to look casual as someone is going that but trust me, I’ve never been bored by it!

This fits me…..  Michelle

This fits me….. Michelle

andd…lol…. I hope this gif works…
for some reason I find it wildly erotic!

Me too!  Especially when this is being done to me….

andd…lol…. I hope this gif works…

for some reason I find it wildly erotic!

Me too! Especially when this is being done to me….
What you should do is combine those options into one. Tell him either you will fuck him with your strap on while YG watches, or he will never again be allowed to so much as sniff your butthole.
Anonymous

Well I have given him his choice. We talked about it again this weekend. I have told him that I was going to do another contest and it was totally within his control as to whether he got to watch it or just heard that I had done it after the fact. It is really tormenting him. On one hand if I fuck him with the strap on it remains private and confidential just between us. On the other hand if YG gets to watch a session another local person knows about “us” and what we do. He asked what the session would involve and i wouldn’t tell him, primarily because I don’t know. He is a little worried that I will have him wearing panties in front of her, and that’s probably a pretty good thing to worry about since there’s a good chance that could happen.

I told him that I was going to set a deadline for a decision but then told him that he could make the decision anytime that he wanted. I wasn’t going to demand or set a deadline………… however until he makes a decision he will only be permitted one orgasm every 10 days. Out of kindness to him I didn’t count the one he had just before we talked about it. I also have scheduled a session for tonight and also one for Wednesday night. He usually cums about 4 times a week either thru sessions or requesting and most often receiving permission to masturbate at night before going to sleep. I plan to increase the number of sessions. So he will have to choose his orgasms wisely but in the meantime I am going to enjoy having my boss wearing my panties while licking my butt hole and pussy and making me cum. There is no reason for me to suffer just because he has trouble making a choice, and if he really doesn’t want to do one or the other he doesn’t have to choose.

You might ask why not restrict his orgasms entirely? Well a couple of reasons, I don’t want him to cheat and he might. I also want him to stay interested in me and our fun and if I cut him off entirely I think that would hurt our relationship. It is also good for him to be reminded just how good it feels to cum….. Oh and before you ask I don’t have a cage and wouldn’t want to spend the money for one. Frankly I like looking at a hard cock and will enjoy seeing him hard and leaking precum and getting frustrated while eating me…….

Do you enjoy having men eat their come for you?
Anonymous

I find it interesting when a man has never done it and doesn’t want to do it but then does it for me. I really enjoyed watching PG do it. It was his first time and he didn’t want to do it, but did so voluntarily in order to please me and earn his reward of getting to lick my pussy. He sort of struggled with it and in a way I found it hot that he had difficulty yet kept going all because he knew it would please me and that he would get a chance to make me cum with his tongue (which he did). I don’t know if I would enjoy it so much if it was something the guy liked doing…..

i-know-it-is:

Are you worthy of a pair?

Yes you are worthy!

i-know-it-is:

Are you worthy of a pair?

Yes you are worthy!