He can be rich or poor, educated or not, vulgar or polite, handsome or not, but what characterizes this guy is his way with words and his garrulousness. More importante, he is notorious for making a pass at almost any woman. Whether or not he succeeds is irrelevant.

I'm not looking for lists. Just the best slang word or phrase for this type of person.

I'm not looking for medical terms.

I'm not looking for old-usage such as "a Don Juan."

chat up (verb) -to talk flirtatiously to (a person), esp with the intention of seducing him or her. http://www.thefreedictionary.com/chat+up

EDIT - (context where I would use it)

  • Jim has been dancing with my sister all evening. Do you think he is a nice guy?
  • Er... perhaps I shouldn't tell you this but when we were in College he was notorious for making passes at almost any girl. As a matter of fact he was a .................
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    Womanizer comes to mind, or possibly player. Though both are not limited to just chatting up women, and do imply actually being successful at it as far as I understand. Smooth talker might work, but is not limited to romance / seduction. – Lukas Graf Oct 16 '14 at 23:27
  • Charmer. Sweet-talker. Desperate. – Mynamite Oct 16 '14 at 23:33
  • Why the close vote ? Is this a duplicate? Off-topic? Am I asking for lists? You should be transparent. – Centaurus Oct 16 '14 at 23:38
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    With that in mind, skirt-chaser might also suit whatever need you're trying to fulfill. – Hellion Oct 17 '14 at 15:37
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    @Hellion "skirt-chaser" sounds like exactly what I'm looking for. If you give it as an answer I'll accept it. – Centaurus Oct 17 '14 at 16:23

There's skirt-chaser, defined at freedictionary.com as

a man who is aggressive in making amorous advances to women.

Some examples:

  • "Robinson was supposed to have been one of the most incorrigible skirt-chasers of his time." (oxforddictionaries.com)
  • "Troy vows to relinquish the life of a skirt-chaser if only he can get Angel in his arms." (oxforddictionaries.com)

  • "Sarah couldn't seem to escape Kenny's gaze, and she thought of him as a skirt chaser." (Urbandictionary.com)

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  • Examples would be welcome. – Centaurus Oct 17 '14 at 16:37
  • If you've seen the Star Trek reboot movie (starring Chris Pine and Zachary Quinto), James Kirk is shown to be quite a skirt-chaser in the opening third or so of the movie, going out of his way to introduce himself to any attractive female within his line of sight. – Hellion Oct 17 '14 at 16:51

Consider hound dog

(slang) A promiscuous man. [Wiktionary]

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A pick up artist is someone who is intentionally and systematically approaching women with the intention of seducing them.

A term for pursues intimate relationships with a lot of women is a womaniser or a casanova.

A man who is good at chatting or flirting with woman, would be a charmer. This term tends to be a compliment, and charmer isn't necesserily sleeping with the women he flirts with. For example a young man might be good at talking to older woman at a cocktail party, and be known as a charmer.

A man who dates several women at once, would be a player. This term has connotations of dishonesty. (ie. if the women he is dating were aware that he is dating other women, it might not be so appropriate).

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The most common slang term for this act (not so much the person, but I've heard it used as a noun) is mack. When someone is hitting on a woman, he is macking. This is far and away the most common and popular way to describe hitting on a woman right now (Where I live in the US anyway, slang is very region specific).

I'm surprised it hasn't been said but playboy would fit depending on the success rate of your friend!

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Quite vulgar from British slang is "fanny rat", with "fanny" being slang for vagina.

Googling the term will show a number of references on forums, etc.

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A not so long ago term which is neither overly derisive not overly admiring, but kind of dismissive, was "playboy." It was a sorta tongue-in-cheek manner of "discussing," but not a length, a person with such proclivities.

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  • "Oh, it's okay, he can't help it. He's just a friendly playboy; no cause for concern." – stevareno Jan 5 '18 at 21:05
  • On the other hand, judging by the question, I fail to see any wantonness as to expressions as lascivious as some suggestions that are offered. – stevareno Jan 5 '18 at 21:10

Charmer, womanizer, hustler, etc.

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