A guy who knows he's whipped but doesn't care for different reasons.
"Hey, did you see Tom get dragged around by that chick?" "Yeah, but he's a Tommy Boy. He doesn't care as long as he's sexing.
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Being a tommy boy is being gay without admitting it
Person: Are you gay ?
Gay person: No
Person: Stop being a Tommy Boy
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A straight man who fancies Tommy Robinson. More generally - the homoerotic undertones within the English Far Right ... which can never be openly admitted or explored ...
Lots of Tommy Boys in town last night but they all went home alone again