The Most Notorious Ladies' Men Ever On 'Real World'

Tony isn't the first heartbreaker to roll in town -- and we're betting he won't be the last, either.

Besides their charming demeanor and obvious good looks, Tony from "Real World: Skeletons" and James Bond share one thing in common: The Louisianian and the British Secret Service agent have a very tough time resisting multiple gals.

But unlike the iconic spy, the "RW" cast member is currently juggling TWO ex-girlfriend "skeletons" plus his hook-up buddy Madison. One simple word to sum up what's happened thus far with this Chicago love square: DRAMA.

However, the Southerner is hardly the first to earn the "ladies' man" distinction during the hit MTV series' 30-season run. Take a look back at some other smooth talkers and heartbreakers from the program's storied history, and be sure to watch more juicy action unfold on Tuesday at 10/9c -- plus T will be live-tweeting the episode, so follow along with him @RealWorldMTV!

  1. Syrus from "Real World: Boston"

    The SoCal native declared that he "felt like he was in prison" after his roommates admitted their discomfort with him bringing women back to the firehouse at 3 a.m. Despite his salty reaction, he ended up controversially dating a young mother from the after-school program where the Beantown crew worked.

  2. David from "Real World: Seattle"

    During the early days at Pier 70, the Boston boy flirted with zany Lindsay and sweet-natured Rebecca. After he showed his Johnson (aka the "eighth roommate") to L and Janet, he ended up revealing he was in a relationship with Kira -- a casting director who was responsible for putting him on the show. Who could forget the lovers' quarrel in the car -- I LOVE YOU KIRA, IT KILLS ME! YOU DON'T EVEN KNOWWWWW!

  3. David from "Real World: New Orleans"

    Before he notoriously crooned "C'Mon Be My Baby Tonight," the then-22-year-old aspiring singer was bringing a handful of ladies back to the Belfort Brothel Mansion. Or, as his highly entertaining roommate Melissa hysterically put it, the super-buff dude was "servicing the hoes."

  4. Alton from "Real World: Las Vegas"

    Shortly after ending things with his hometown GF Melissa, the handsome Californian began to have romantic feelings towards his fellow castie Irulan. Before the Sin City roommates made it official -- after she broke things off with her longtime beau Gabe -- Alton had a bit of fun during his Palms stint. Like his steamy jacuzzi sesh and the teacher he met at I's birthday bash. Tsk tsk!

  5. Wes and Nehemiah from "Real World: Austin"

    Two words to summarize the Texas guys' mission: GROUPIE DRAWER.

  6. Alex from "Real World: Denver"

    Simply put: The hunky swimmer hooked up with two roommates -- vivacious sorority gal Colie and sultry cheerleader Jenn -- in the SAME night.

  7. The party promoter was trying to stay faithful to his NYC lady Jenna, but his plan clearly backfired after he smooched another girl in da club. While the blond bombshell ultimately got over her beau's indiscretions, the duo are very much "exes" these days -- and are competing together on this season of "The Challenge."