Or his latest conquest turns out to be some kind of weird parasite-planting monster which means he ends up "pregnant"..... I am an evil female DM however, and some people minght consider this messing with his character just a bit too much....![]()
Pregnancy is good. Wrecked my swashbuckler's love life....![]()
Or you can follow the Xander option -- make sure every woman who he ends up with is a doppelganger/demon/dragon/etc.
Diseases.
Or his latest conquest turns out to be some kind of weird parasite-planting monster which means he ends up "pregnant".....
I am an evil female DM however, and some people minght consider this messing with his character just a bit too much....![]()
Or he could meet a friendly dagger-toting lass named something like Lorena Hobbit, who turns out to not take being discarded well.
Nothing cures promiscuosity like unintentional incest. If he is a womanizer, I would imagine that the chances of one or both of his parents are better than average. If he finds out that he's banged his half sister (or even long lost whole sister) he might take more time to consider his womanizing ways.

I am running an game where one of the characters is a big time 'player". He is all about the women and getts "hooked" up as often as he can. He also has the charisma to charm most women, he has already bedded down with 2 bar maids, a youge an gullable druisess, a farmers daughter, and the constibles daughter. He's not a bad guy (chaotic good), he just like the ladies. He even treats them with respect. (save for the leaving them part)
The thing is that he antics have caused more trouble for his party members than himself. Therefore, I would like to make a little trouble for him that plays off his flaw. Can some of you out there help me come up with some ideas. I have aleady thought about throwing a succubus at him but I want something more creative.
Any idea will work, not matter how nuts it sounds.
Diseases.

(Dungeons & Dragons)
Rulebook featuring "high magic" options, including a host of new spells.