He has ingrained sexist (and racist) attitudes, but when Roger is alone with a woman, he makes her feel like she’s the only one worth his attention. One minute he’s spitting fire at a mistress who won’t do what he wants, and the next he’s falling all over himself calling her a goddess.Even if she’s just one of the two ladies he brought back to the office to cheer up himself and Don (yes, that really happened), Roger minds his manners around whomever he’s courting. It’s inconsistent, but more than that, it’s immature.Roger keeps those people close, and as a result, continually grows as a person.
During the show Jon is asked what makes for the perfect date: 'Well, you start off with some fabulous food and then some fabulous conversation with a fabulous foot massage for an evening of total fabulousity,' he reels off to the host confidently.
'I was actually at that time working as a set dresser for Cinemax soft-core porn movies': The Mad Men star revealed how desperate he was back in 1996 when he appeared on a dating show called The Big Date Indeed John Slattery, who plays hard drinking womaniser Roger Sterling, arguably features in the funniest of all the pictures, in which he wears an old fashioned lady's rain hat and glasses, as well as a trademark smart suit.
He does it not only because it likely helps him sleep at night, but because a solid reputation is worth more than all the nice suits in the world. Being the decent guy will take you anywhere you want.
There’s one thing Don Draper is great at and that’s being a wingman.
Soon Don is crippled by his own unwillingness to be honest.
Just one remark, “You know, these drinks are really not worth a tip.
If you have a facial scar, crack a joke about letting that damn Simba get away. He fought in the Korean War, for the love of God, but he acknowledges it and isn’t hampered by crippling denial.
As a result, women of all age groups are attracted to this silver fox.
She can be pretty, plain, old or young — Don Draper is on the case. But fellas, Don is not the one you want to be imitating, not at all.