A couple weeks ago I got a most interesting proposal.  Over the phone, the guy asked if I could fuck him.  That part is easy.  I told him he came to the right place.  Then he asked if I could also fuck his girlfriend.  When I expressed hesitation, he asked if his girlfriend could just watch.

Their agreement is that he can play, but she has to be involved.  I guess she wants to supervise.  Because, really, I can’t imagine that it’s the fantasy of any women to be fucked by a tranny.  I just don’t see it.  This is one of those compromises a woman makes for her man. 

My official line is that I don’t fuck women because I respect them too much.  

HA!

You know the truth: I don’t fuck women because I’m too much of a pussy!

And so I told the guy I’d think about it.

Well, he calls back again today.  He’s more insistent this time on the phone.  He tells me his girlfriend is Asian and that she’s hot.  She’s also nice.  And that she would really appreciate it if I would consider it.  He’s almost pleading with me.  He’s telling me about his hot Asian girlfriend and how much fun she is, but in his voice I hear him begging:

Please… I really want to get fucked.  I happen to have a girlfriend.  I’ve done all my powers of persuasion and she’s finally agreed.  Only caveat is that she wants to be there when it happens.  Please say yes…  Because I’ve been thinking about this forever and I want it really bad.  Please…

There’s a lot you can tell about someone over a quick phone conversation.  For starters, it’s readily apparent this guy is a self-actualized individual.  In contrast to so many conflicted guys who deny their attraction to Tgirls and/or deny that they enjoy being anally stimulated, this guy accepts himself for what he enjoys.  No judgment calls — on himself or others.  And he has enough faith in his character that he shares this desire with his girlfriend. 

Self-actualized straight guys who are into Tgirls are the most FUN in bed.  They give head like it’s an artform.  They’ll ride you every which way and let you play with their booty to your heart’s content.  They love to kiss.  Damn, just the mere thought of them gets me hard.

In addition, he’s probably also pretty hot.  Edgy.  There must be a reason why his hot Asian girlfriend will make such a sacrifice for him.  And why she won’t let him have sex with someone else unless she’s there.  (Of course, I’ve also seen plenty of Asian girls who date DORKY ass white guys and cling on them as if the guy was Brad Pitt.  But then, I don’t see those needy girls being cool with the Tgirl thing.  My conclusion is that this has to be one pretty hot couple.) 

And so I’m walking around San Francisco today, and every white man/Asian woman couple I see I’m wondering if the white man is the one who wants to get fucked by Cassandra.  There were some pretty HOT guys.  I was definitely curious. 

My favorite pair was shopping for mattresses on Van Ness.  The guy was 6’2”, maybe 6’4”.  Black hair, green eyes.  Gorgeous sculpted face.  Perfectly proportioned body.  Very nice and respectful to the salesperson.  Oh I love good manners.  Shit, I would pay for him.  The Asian woman was just alright.  I’m sorry ladies, but for a man that hot ain’t no woman or tranny good enough. 

You gotta spread the wealth!

Can you imagine that handsome face buried between my legs, making love to my candy.  And you know what I would do?  I would turn him around, bend him over and eat that ass.  Oh I wouldn’t start by just ramming my tongue into that pucker hole.  I’d start by making heartshaped kisses all around his butt cheeks.  And then open up the crack just ever so slightly, and taste the top of the opening, right where there’s that little indentation. 

Breathe, Cassandra, breathe.

In short, I think I’m going to take the date. 

I’ll keep you updated on what happens.

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Tags: 3way, asian girlfriend, followup, self actualized tranny chaser, straight girl Tranny chaser boyfriend, tag team fuck