Although I am not a true Madonna fan, I do have to respect her entrepreneurship she is the ultimate promoter of herself and her “talents”.  Madonna is a singer, an actress, a writer, a producer and so much more.  Born Madonna Louise Ciccone Ritchie on August 16, 1958 in Bay City, Michigan Madonna is the ultimate entertainer and trend setter.  Madonna has been around for well over 20 years and is constantly reinventing herself as she goes.  She has been an icon to many.  Early on she became known for her works that not only explored sexual themes but also religious symbolism as well, which has received criticism from fans, haters and even the Vatican.  When Madonna is present people tend to take notice because she is an artist that is continually pushing the envelope.

As a singer she has 11 albums to her name not including albums that she has appeared on or had several songs on such as the soundtrack to Who’s That Girl where she had 4 out of 9 songs on the album.

• 1983: Madonna

• 1984: Like a Virgin

• 1986: True Blue

• 1989: Like a Prayer

• 1992: Erotica

• 1994: Bedtime Stories

• 1998: Ray of Light

• 2000: Music

• 2003: American Life

• 2005: Confessions on a Dance Floor

• 2008: Hard Candy

So far in her singing career she has had 8 tours

• 1985: The Virgin Tour

• 1987: Who's That Girl World Tour

• 1990: Blond Ambition World Tour

• 1993: The Girlie Show World Tour

• 2001: Drowned World Tour

• 2004: Re-Invention World Tour

• 2006: Confessions Tour

• 2008: Sticky & Sweet Tour

As an actress she has acted in several movies starting with a cameo in Vision Quest (1985) which she sang a song from the soundtrack, Desperately Seeking Susan (1985) where she played Susan a woman wanted by the mob and a housewife who is desperate to be her, Shanghai Surprise (1986) a movie she starred in with her then husband Sean Penn, Who’s That Girl (1987) where she played Nikki Finn an ex con who is trying to prove her innocence, Dick Tracy (1990) where she played Breathless Mahoney and stars with her then lover Warren Beatty, A League of Their Own (1992) where she played a player on the first female professional baseball league, Body of Evidence (1993) a sexual thriller and Evita (1996) where she played the lead role of Eva Peron to name a few.

As an author Madonna has written several books her first was a book titled Sex which was a coffee table picture book with very interesting and sexual pictures and in 2003 Madonna started releasing several children’s books that she had wrote including the series of children’s books called The English Roses and several other children’s books.  

Madonna has numerous songs and albums in her 20+ year career so it is difficult to choose just 5 songs.  But here are the top 5 that I choose and the reason why I chose them. 

CHERISH from the Like A Prayer Album (1989) –

I chose this song because of the lyrics and tune. It’s a very light and cheerful song and I also like the video to this song.  Although it is a simple song it really is uplifting and makes me think about the things that I cherish which always puts a huge smile on my face. 

CRAZY FOR YOU from the VISION QUEST Soundtrack (1985)

I chose this song because its one of those sappy songs that reminds me of someone that I used to love.  Someone that I thought that I was crazy for but really wasn’t.  This song has special meaning for me in that aspect.  It just brings back really good memories from a time years ago that I do not mind reflecting back on.

HOLIDAY from the MADONNA Album (1983)

I chose this song because this was one of the first songs that I heard from Madonna and then shortly after they created a dance mix that was played in clubs.  It was a great dance song really got you up and moving, this song was fun and entertaining and always got me celebrating.

LIVE TO TELL from the TRUE BLUE Album (1986)

I chose this song because it is really a beautiful song.  This is probably my number one Madonna song and it is way above these other four songs.  I enjoyed everything about this song from the lyrics to the music and the video as well.  I thought the look of Madonna in this video was classic. 

TAKE A BOW from the BEDTIME STORIES Album (1994)

I chose this song because not only did I enjoy the song but I also really like the video to this song.  It was very sultry and sensuous, I enjoyed the ambiance of the video and it really captured the song.  This song also reminded me of someone that basically took a bow and so there are special memories attached to this song as well.

It seems that the songs that I chose were mostly slower songs which I happen to think are her better songs. These are only the top 5 and I could probably choose 5 more that I like and there would be faster paced songs included as well. I also chose songs that had special meanings and memories for me which for me really makes the music complete when you can attach a song to the experience.

Madonna has always brought attention to herself in some way from her looks, her personal life to her music and movies; this has helped to sustain her as an artist in every category she has conquered.