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| vote | avg | votes | Caption | submitted by |
| [x] | 10.0 | 1 | I've always admired women of her caliber! | Hatorade64 |
| [x] | 10.0 | 1 | Janie's got a gun!!....or 2 or 3 or 4 | Dynamik |
| [x] | 8.5 | 10 | You can’t help but look at Karen’s rack. | diangelo1973 |
| [x] | 7.3 | 7 | Monica was a polygamist who favored shotgun weddings. | jcoax |
| [x] | 7.3 | 8 | What do you mean you don't go south? | cooperanimation |
| [x] | 7.0 | 3 | After our break-up, I really should have thought twice when she invited me over for "goodbye sex." | Gunpowder Treason |
| [x] | 6.6 | 5 | I never should have started dating Charlton Heston's grand daughter. | KeebleKahn |
| [x] | 6.5 | 4 | Dirty Harriet | adam_bomb |
| [x] | 6.4 | 5 | You better perform... | gillkonam |
| [x] | 6.0 | 3 | Martha Stewart aint got shit on me. | Metalformorgan |
| [x] | 5.8 | 6 | This is the last time I meet a woman from Craiglist. | admin |
| [x] | 5.5 | 2 | Get ready to shoot honey. I cummin... Now RELOAD! | kewanda |
| [x] | 4.7 | 3 | Alabama's Lowest Priced Abortion Clinic! | Vagabond |
| [x] | 0.0 | 0 | Mom's all set for when the kids start dating... | Theo |
| [x] | 0.0 | 0 | When I say no, I- mean- NO! | Gomer |
| [x] | 0.0 | 0 | Red flags that you might want to pay attention to before asking her on a second date. | Satania |