Sinead O’Connor shows off her tats and freshly shaved head in a Leger dress

You know how the standard argument against tattoos is “you’ll regret it when you’re older?” Sinead O’Connor pretty much illustrates that point. The last we heard of the controversial 90s singer she was trolling for a good lay online. (really, she was.) She also looked much different than we’re used to and was nearly unrecognizable with her hair in a black bob. Sinead blogged a couple of weeks ago that she’d found a boyfriend and was no longer taking applications. “successful applicant has been appointed. No more applications are required. I realise this will be a matter of enormous sorrow to 98% of the men of the world… But hey… Write a song about it… Silence will now ensue as there is much love-making to be done.”

It looks like Sinead’s most recent scruffy lover has done wonders for her. The 44 year-old mother of four showed off her tats and her freshly shorn head at an AmFar gala over the weekend, where she performed.


O’Connor, 44, sported a shaved head, glasses, pink lipstick and a purple dress that showed off her tattoos at the amfAR Inspiration Gala in Los Angeles Thursday night.

The Irish crooner planned to perform her hit song “Nothing Compares 2 U” and another tune, “The Last Day Of Our Acquaintance,” at the event. And the shorn singer told PEOPLE she was most excited about the fact that she “got to dress up” for the gala.

Though her height of fame came in the ’90s, O’Connor — a mother of four children ranging in age from 5 to 25 — said she’s slowly going back to music full-time, touring mostly in Europe. And returning to her roots also means reflecting on her past.

“I regret that I had very low self-esteem,” O’Connor confessed about her early career. “I would go back and I would say, ‘Sinead, you rock!’ I really would. I’d say, ‘Don’t beat the s— out of yourself, woman. You f—– rock!’”

[From People]

All of these Leger dresses need to die in a fire. They don’t compliment even the skinniest bitches, and they’re played out. They don’t flatter women with curves either, they just emphasize them. Sinead looks good with her head shaved again though, and she’s pretty here with makeup and those little glasses.

In 2007, Sinead saidI don’t feel like me unless I have my hair shaved. So even when I’m an old lady, I’m going to have it.” So which came first for Sinead, the shaved head or the new man?

Oh and here’s Debbie Harry! I honestly didn’t know that was her until I read the photo caption. Her hair is a bad wig and she’s done something serious to her face. She looks really cute here with Sinead, like they’re both super happy to see each other.






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37 Responses to “Sinead O’Connor shows off her tats and freshly shaved head in a Leger dress”

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  1. mary simon says:

    she looks better bald! If she could take off some weight, she wouldn’t look too bad.

  2. gee says:

    I don’t like this hot mess.

    Debbie Harry though, A+

  3. NM9005 says:

    Sinead is fiercest when bald. I love her, she’s really smart but so mentally ill. I hope she works out her problems for the sake of her children.

    You’ll always regret things when you’re older. Besides everything becomes “ugly” when you’re older: you deal with menopause, saggy skin, wrinkles, artritis whatever… A couple of pictures on your skin isn’t going to make it better but also not worse.

  4. Elizabeth says:

    Sinead looks very happy and that’s nice to see. As for the weight (@ mary simon), she’s a middle aged mother of four living in the UK where sugar and cream is in everything (yummy!). As long as she’s healthy, I’m fine with it.

  5. Auds says:

    Aged very badly indeed.

  6. Ann says:

    She actually looks much improved. The shaved head really suits her.

  7. Pyewacket says:

    Uh, NO, just no.

  8. says:

    never ever thought I would be seeing Sinead in a Hervé dress. It doesn’t suit her and the fit is not flattering but the color is nice as is the makeup and she is rocking the bald head.

  9. Kevin says:

    Looks like Ashton’s old lady, Demi Snore, in 5 years.

  10. tmbg says:

    Sinead, blah. Debbie Harry, on the other hand, looks simply incredible. That woman’s bone structure is so gorgeous.

  11. whitedaisy says:

    Her weight is fine; it’s her choice of clothing that is a big NO!

  12. Roma says:

    My love for Debbie Harry is so endless I will ignore the fact that she has jacked the hell out of her face.

  13. Linnie says:

    Wow. She was so pretty. Now she is so ugly. What the hell.

  14. Linnie says:

    Sinead and Debbie aren’t glad to see each other. They are just happy to meet another flamed-out star trying to get their relevance back.

  15. theaPie says:

    When did Sinead get so … matronly? She had such an ethereal beauty when she was at a healthy weight.

    I will clarify ‘healthy’ because she is clearly an apple shape and carries her weight in her abdomen. Not healthy for women when they carry too much there.

  16. Rose says:

    Sinead lives in Ireland, not the UK.

  17. KaitX says:

    Thanks @ Rose, I was going I say that!

  18. Stubbylove says:

    She’s still beautiful – always best with a shaved head. I’m just WTF about that Jesus tat in the middle of her chest – I’m pretty sure Jesus is happy with your love and devotion and leading it a good life, the tat’s not really necessary….it’s just, well just awful.

  19. Kloops says:

    Batsh*t crazy. The enormous tat in the middle of her chest and what appears to be random letters on her arms? No. Just no. Still love her though.

  20. Annaloo says:

    Sinead’s face is STILL so young! Makes you wonder what she would have looked like had she began an exercise/sculpting routine when she was younger.

  21. Alejandro says:

    Sinead is bipolar so the meds have done a number on her.

  22. Naya says:

    I love Sinead so much and hope she puts out some great music in the future. Debbie Harry has had some work done but c’mon the woman is 66 years old! She looks good.

  23. GirlyGIrl says:

    Two words – Difficult Brown


  24. Victoria says:

    the only person i’ve been wrong about being gay.

  25. Alexis says:

    Wow, she really does look better bald.

  26. murt says:

    Wow she looks amazing – I think she looks great in that dress! Nice to see her looking so well.

  27. Twez says:

    1. She looks so much better with her head shaved, which is weird.

    2. That tattoo on her chest looks as though it was done very recently… it’s all pink around the edges.

    3. Red ink tattoos gross me out so much. The red ink reads as a wound or cut.

  28. NYC_girl says:

    I think she’s a little unhinged, and I don’t care for Jesus tattoos anywhere on the body. However, she’s an amazing artist. And she has looked beautiful with hair – listen to this:

    I am not familiar with her recent stuff, but “I Do Not Want..” is an awesome album, and I highly recommend it.

  29. Camille says:

    She looks so much better bald, much prettier. Not many women could pull that look off that is for sure.

  30. ol cranky says:

    I seem to recall hearing that she was put on a suicide watch shortly after her hysterical post trying to get laid. I guess she’s stabilized since she’s out and about now

  31. ZenB!tch says:

    The dress is hideous but she has started to lose some weight and the head suits her

  32. Deb says:

    Not the best dress choice, but I think she looks fine otherwise.

  33. Smithy says:

    Team Sinead forever!!

  34. Crystalline says:

    If she is happy with her tats, I don’t see any reason to criticize her for them. Her body, her choice. I think they look fine. Also, I agree that the chest tat looks new or at least she had it touched up recently if not.

  35. Bodhi says:

    People who get big tattoos do so knowing full well what will happen to them in 30 years. We just don’t care. I HATE it when people harsh on others tattoos… except that idiot Trace Cyrus. That kid is lucky that he doesn’t have to get a real job… if he does he is screwed. He obviously doesn’t have a real relationship with his tattooer or if he does his tattooer is an ass. An good, professional tattooer would counsel agaisnt joing the FFL (fucked for life) club so early in life. Ok, ok /rant

    And yeah, the chest tattoo is new.

    And I think she looks fanstatic for a middle aged mother of four. Its the choice of dress that is questionable…

  36. Genevieve says:

    Wrong dress for her…it’s like, “hey, look at my beer belly.”

  37. Misspdx says:

    Amen Bodhi