Tie-Me-Up has been such a devoted regular, even though I have yet to fuck him.  [I wrote about him in an earlier post, so if you are not familiar with him you may want to click on the link to get his story.]  His sexual fantasy is to be kidnapped and then raped.  And when I say he wants to be raped, he really expects me to do all the work.  He is tied up, gagged, blindfolded — no help from him at all.  He can’t even give me head.

Sometimes I get really frustrated.  He wants to be tied up in different positions.  He wants me to take pictures.  And then I have to “force” him to have sex with me.  He wants me to pry his mouth open and shove my shecock inside his mouth (seriously, what normal Tgirl in her right mind forces open a guy’s mouth to shove her cock inside?  This is SO NOT my fantasy.  This is WORK!).  And he’s struggling the whole time.  I get so hot because it’s such strenuous work.  This last time all the tips of the wig were soaking wet.  I was dripping sweat everywhere.  It was disgusting.  I was miserable.  And he was still expecting more rape action.

There are times when I am on the verge of screaming, Hey we’re both freaks — I’m a tranny and you’re a tranny-chaser — but can’t you at least be like every other normal Tranny Chaser and just ENJOY it instead of making it such TORTURE?

How did I get into this situation?  People come to Cassandra because Cassandra likes to be worshipped!  Cassandra doesn’t want to have to force her shecock into anyone’s mouth — she wants you to beg for it. 

My candy is never hard enough to actually penetrate him.  My bedroom feels like a sauna by the time we’re done.  But he asks to come back, again and again.  He is unfailingly polite.  Always thanks me profusely and insists that he had a great time (even though I never manage to do the one thing he really wants — fuck him up the ass while he’s tied-up). 

This last time I tied him in a chair.  And then my friend Carrie called me.  I went out to the living room to take the call.  I was stoned and I guess I got carried away with the phone conversation because all of a sudden I said, “Oh Shit!” and I ran back to my bedroom.  I had forgotten all about Tie-Me-Up.

He had already freed himself and was in the process of collecting all his ropes, bandages, blindfolds, pantyhose, duct tape and organizing them in various bags.  I apologized profusely.  As always, he was very gracious and said he had a great time.  He thanked me again so much for playing with him.  I thought that would be the last I’d see of him.  I felt really bad — not because of the money, but because I completely neglected him and he never once got what he came for. 

And Tie-Me-Up emails me today to ask when he can come back and play again.

Sweet Jesus… what am I going to do?

Tags: followup