Troy O’Leary’s Ex-Wife Moonlighting As Escort?

When you think of stereotypical athletes’ mates, a few generalizations spring to mind: gold digger, baby mama, soccer WAG, model…and those are just the nice ones. Sure, there are plenty of women out there romantically linked to pro athletes who are not vapid, money grubbing harpies, but they’re smart and usually stay in the background, living their lives out of the spotlight.

Troy Annette Gray O'Leary

Unfortunately for the genre of athlete wives, the attention whores tend to bask in the limelight, so that has become the stereotype. Notice we said “attention whore,” not the actual derogatory term for a lady of the night, which is not usually what one thinks of when one things pro sports wives. So that made it all the more shocking to learn that ex-MLBer Troy O’Leary’s elementary school principal ex-wife is actually selling her body sex companionship for cash. Hot for teacher, anyone?

(More pics of the former Mrs. O’Leary after the jump.)

(Click on the pics for larger versions.)

Annette Gray OLeary

OK, well, she’s not an elementary school principal anymore. Everyone’s lips are sealed, but perhaps her June resignation had something to do with the near-naked pictures of little Johnny’s principal plastered all over the web’s escort service ads? From AZCENTRAL.COM:

Annette Gray O’Leary, who served as an assistant principal at Kyrene Del Cielo Elementary School until June, is also believed to be Taya Taylor, an escort who advertises her services on her website, according to 12 News’ sources.

Annette Gray OLeary

Taya Taylor’s website advertises $450 per hour for a “girlfriend experience.”

According to court documents, O’Leary is the ex-wife of former Boston Red Sox left fielder Troy O’Leary. The couple has two children, one with special needs. Last year, Annette O’Leary went to court to request additional child support.

Kyrene del Cielo parents question why an educator would turn to the escort business.

Annette Gray OLeary

Well, parents, have you seen the salaries they’re giving educators these days? Unless Kyrene del Cielo (down the road that I must travel) is offering its assistant principals $500 per hour, then the escort biz looks pretty darn ritzy by comparison. That’s right - Ms. O’Leary/Taylor is charging $500 an hour for her services. Her website is down, but her ads are still plastered all over BACKPAGE.COM (NSFW, unless you work from home on your own computer like we do):

Annette Gray OLeary

Any money exchanged is for my time. What happens during our time together are the choices of consenting adults. By contacting me via phone or text or email you agree with these terms.

**upscale and passionate gentlemen ONLY!

600 1HR
1000 2 HR
1500 3 HR
3000 Overnight (10 hours)

Hope to see you soon!

XoXo Taya (480) 229-2108

Annette Gray OLeary

Poster’s age: 30 

Poster’s age: 30? Interesting, that means she graduated from high school at the age of 8, according to her CLASSMATES.COM profile. Donations? Ah, yes, it’s probably all for charity. How selfless of Taylor/O’Leary to give herself up like that. A truly remarkable woman indeed.