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Woman of the Month - June 2010

Alyssa Milano

Alyssa MilanoAlyssa Milano

Previous Women of the Month

Actress Alyssa Milano has been selected as's Woman of the Month for June 2010!

Now I typically do not select mainstream actresses as Woman of the Month here on, but in this case I felt compelled to choose Alyssa Milano because of her recent work on the ABC show, Romantically Challenged ... which unfortunately was just canceled in mid-May - JEEZ.  Romantically Challenged was a very entertaining sitcom based on a midlife mom named Rebecca Thomas (played by Alyssa Milano) who had just divorced after having been married "since Bill Clinton was President". The show's overall theme is, of course, the same backdrop behind the website ... many of the audience is also recently divorced and also wondering WTF to do with themselves with respect to dating.  Unfortunately, I only got to watch one episode before it was canceled - and I really did enjoy it. Shame on ABC for chopping the show without properly publicizing it - had I known about it previously, I would have tuned in to every episode. But such is life on the small screen, I suppose.

Here is a great video clip of Alyssa Milano that alternates between interviews of her, and clips from Romantically Challenged.  You can get a good feel for the strength of the show because it clearly demonstrates the awkwardness of how the main character, Rebecca Thomas, struggles through midlife dating ... because she's never had to date before (since she originally married the first man she slept with). I love this clip because at the very end, her teenage son shows up during one of her dates. I won't spoil the clip - check it out for yourself. Does it perhaps remind you of some of YOUR OWN EXPERIENCES when first getting back into the dating world???

If you enjoy watching videos about midlife dating and the inherent struggles, then you might want to check out Party Girl Plus One... which consists of an expanding collection of videos based on my friend, Jennifer Dawson's own dating experiences. [Jennifer Dawson is also our February 2010 Woman of the Month]

I usually go in depth about our Woman of the Month's background and education - but everyone already knows Alyssa Milano - so I don't feel compelled to overdo it here. If you google her, then you'll find all you need to know. Very briefly, she is 37 years old, and has an impressive media resume that fills several pages. Since you (the reader) are probably a midlife bachelor, you should know that Alyssa Milano is married to CAA agent David Bugliari - RATS!!!  If you are interested in reading more about our June 2010 Woman of the Month, Alyssa Milano, then here is a great page to check out:

Typically at this point, we attempt to analyze our Woman of the Month pick in terms of the 14 Types of Women. Which type or types do you suppose Alyssa might be? Well, she is certainly a Jackpot (see Types of Women - Jackpot) since she is obviously a high income earner. If you know Alyssa personally and/or would to share something about her - please add a COMMENT to the comment section at the bottom of this page!

Click Here to see an Index of All Previous Women of the Month

Nominee for our Next Woman of the Month
Do you have a nomination for Woman of the Month? If so - please email us. We need you to include a good overall description of her, why you are nominating her, and also a URL that points to some information about her. We also need a non-copyrighted tasteful photo of her, or a URL that points to a photo. Serious consideration is given to women of achievement who have something other than their pretty smile to show off. In other words, the ideal Woman of the Month is intelligent, professional, well-dressed, good-looking, well-spoken, and would be considered a JACKPOT in terminology. We prefer nominees who have nationwide exposure. Send your nominations to

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