Don't really care about anyone else. Ryo's obsession with him is deserved. Dude was in the present for like 2 years and apparently fucked 1000 women. He reached the 50,000 mark in Kyoto before traveling to the future, in a time period when Kyoto's population reached only to about 150,000 (female pop. of 75,000) . He had fucked 2/3 of the women in Kyoto. If you're a girl, between you, your mother, and your grandmother, 2 of you had been penetrated by Benkei. Hell, if you narrow down the demographic by Benkei's strike zone (excluding pre/post-menstruating women), it's conceivable that he had just about fucked every single woman capable of bearing children in the entire capital of Japan. Mind you , condoms didn't really exist back then, so he's likely a male more prolific than Genghis Khan.
When you factor in basic genetic diversification over 1000 years and ascribe to a linear belief of time travel, it's entirely probable that he was fucking his descendants in modern Japan. He's arguably the most successful human being in human history.
How he was able to guard a bridge, defeating 999 swordsmen, while simultaneously having intercourse with an astronomical amount of woman (likely more than 10 a day, given his age), I'll never know...
You gotta acknowledge his badassery. This is a SHOUJO manga. A manga targeted at teenage girls. But yet, the male lead is more masculine and alpha than any shounen (or EVEN SEINEN for that matter) protagonist. Guts (Berserk) has only had sex with 2 women (and one of them was secretly a demon who he was just banging so he could be sure when he kills her), and his most prestigious achievement is being known to be the "100-man slayer". Miyamoto Musashi (Vagabond) is a virgin approaching 30 whose greatest achievement is killing around 70 men.