Kizuoibito

Based on mangas by the same author, both jave manly main characters, tons of boob shoots and female nudity and are good examples of the ultraviolent 80-90s OVAs. 

As far as unintentional comedy goes, these two are the kings (no pun intented) of the genre, if you are the type of person who enjoys watching bad anime and shredding them apart for all their noticeable mistakes then watching any of these two will prove to be a fruitful experience. 

These seinen OVAs from the same time period both feature strong Japanese men in the Amazon, damsels in distress, so much nudity it could almost be considered hentai, and absurd plots that have to be seen to be believed.  

Both OVAs are about douchebags that violently have sexual relationships with every girl around, with girls that are airheads, with only one soundtrack for the whole OST and that feel like those idiotic soft core porn B-movies. 

Stories are similiar, but Crying Freeman is much more violent and well animated compared to Kizuibito.