Alyssa Milano's hair during the fifth and sixth seasons

[TMC]

Originally Posted by biffbronson

Thanks everyone for posting all of the great photos. Alyssa looks so glamorous in those above-the-shoulders, curled styles! -- thanks TMC. Really hot. Here are some other curly hairstyles she has rocked:

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These photos that I linked are said to be from 1989 (circa Season 5).

[MikeLutton]

just found this one

[TMC]

Originally Posted by MikeLutton

i alway's thought sam had nice hair 2 once she got older,

I just remembered that somebody once wrote this on the old TWoP forums:

And I was always soooo jealous of Sam's hair, especially during the fifth and sixth seasons when it was so wonderfully long.

Also...

I have the whole series on DVDs but I never did end up rewatching the later seasons. Once it got to the short, dark-haired Sam years, the show kind of fell apart, IMO. I also hated the ever diminishing masculinity of Tony, he became a whiny caricature at some point.

[TMC]

I think that Alyssa looked really pretty here in this interview with Joan Rivers:


She kind of looks like her Season 5-early Season 6 self on Who's the Boss? except of course, older.

[TMC]

Originally Posted by TMC

Alyssa kind of to me, looks similar to her Season 5-early Season 6 look in this photo from 2015:

Alyssa Milano Says 'Divorce Is Not an Option' For Her and David Bugliari



E! NEWS - VIVA TOWEL LAUNCH - SEPT 2015 - PART II

[TMC]

Originally Posted by Novera

First of all I couldn't agree with you more on everything you said - and that picture of her in Jamaica is how my brain references her at all times. Like even today I like to imagine her that way, because I remember she was seriously the hottest thing that every guy I knew had ever seen at the time.

Also I remember the writers seemed to go out of their way to have Tony reference her darker hair ("you didn't clear that with me" or something to that effect). So I wonder if it's something Milano wanted, like she didn't want to be the sexy girl with long hair anymore. I recall Becky from Roseanne wanted a shorter hair cut but the producers said "no you're from a small town and you're poor, you should have normal long blond hair". So Roseanne grabbed a pair of scissors and cut out a chunk of her hair, forcing them to give her one of those early 90s bob cuts.

Boy George went through a similar thing in the mid 80s when he said he began to feel like a doll, so he cut off his hair with that "chopped up" black hair cut that was featured in their 1986 album cover.

But at the same time it would be totally possible that the network was like "ok she's being too sexy, lets make her more wholesome"... but I can't imagine they'd do that when their market research would've shown she has reached iconic status among teen boys (Italian or otherwise!)

I didn't know that this particular photo of Sam hugging it out with her dad, Tony while in Jamaica existed on until today:

[TMC]

Originally Posted by Novera

First of all I couldn't agree with you more on everything you said - and that picture of her in Jamaica is how my brain references her at all times. Like even today I like to imagine her that way, because I remember she was seriously the hottest thing that every guy I knew had ever seen at the time.

Also I remember the writers seemed to go out of their way to have Tony reference her darker hair ("you didn't clear that with me" or something to that effect). So I wonder if it's something Milano wanted, like she didn't want to be the sexy girl with long hair anymore. I recall Becky from Roseanne wanted a shorter hair cut but the producers said "no you're from a small town and you're poor, you should have normal long blond hair". So Roseanne grabbed a pair of scissors and cut out a chunk of her hair, forcing them to give her one of those early 90s bob cuts.

Boy George went through a similar thing in the mid 80s when he said he began to feel like a doll, so he cut off his hair with that "chopped up" black hair cut that was featured in their 1986 album cover.

But at the same time it would be totally possible that the network was like "ok she's being too sexy, lets make her more wholesome"... but I can't imagine they'd do that when their market research would've shown she has reached iconic status among teen boys (Italian or otherwise!)

I saw that episode again today, and I'm beginning to wonder if that was an inside joke. I would assume that it's typically frowned upon for actors (especially women) to drastically alter their hairstyle when production for a television season is on-going. This is because it really wrecks havoc with the continuity. Alyssa Milano's future Charmed co-star, Shannen Doherty was fired from Beverly Hills, 90210 in part but not just because she cut her hair in the middle of the season.

And with Who's the Boss?, Alyssa first sports her darker hair style in the eighth episode of Season 6, "Supermom Burnout" and yet in the 12th episode of that year, "Gambling Jag", Alyssa's hairstyle is back to the way that it was at the very start of the season. So of course, ABC originally broadcast the two episodes out of order.

[TMC]

Originally Posted by TMC

Some images from the "In Your Dreams" episode from Season 6.

Alyssa Milano's Fourth of July 2023 photos reminded me of the way that her hair looked in the "In Your Dreams" episode.

[TMC]

Originally Posted by Novera

Absolutely! This was the era where my brother painted his bedroom wall with magazine cut outs of her, he was absolutely obsessed. I remember the crop/bob cut being more popular in the early 90s (thanks to Demi in Ghost, Wilson Philips etc.) but it made her look dowdy or matronly... I can't put my finger on it, it just didn't work for her. I think my personal favourite/peak moment was when Al fixes up her hair ("with a DIFFUSAH") and she was peak late 80s/early 90s

Dana Delany circa 1990, also got that layered, butch haircut (see also, Bridget Fonda in Single White Female or Josie Bissett on Melrose Place) on China Beach:

[MikeLutton]

Originally Posted by TMC

I just remembered that somebody once wrote this on the old TWoP forums:


Also...

to Bad Sam's Long beautiful hair didnt get wet somehow on who's the boss ?

[TMC]

Originally Posted by biffbronson

WOW -- that's the longest I've seen her hair. Pretty color.

The actual clip:

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