1 definition by The Demon Lover
| 1. | ladyboy | ||
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An extremely effeminate gay Southeast Asian male, usually in his 20s, who dresses up like a girl, often has tits (fake or grown with hormones), and typically cums like an ordinary male. They often practice as prostitutes in the tourist ghettos of Thailand and The Philippines, and are known for luring/soliciting unsuspecting Western men, as well as their unique ability to suck cock given their personal familiarity with male anatomy and desires. Most ladyboys prefer to get fucked in the ass, though a few (usually those with larger dicks) are tops. Ladyboys are completely mind blowing to sexually confused Western men who are simultaneously bi-curious and into Asians. Large hands/feet and over-assertiveness are usually a dead giveaway. Last night, one of the most beautiful Asian women I've ever seen in my life tried to grab my cock in Nana Plaza (a red light district in Bangkok). I was impressed. We walked back to my hotel room, where she took off her underwear, revealing an erect, uncircumcised penis. My mind was totally blown, and I had to give in despite not really being into dudes. We had the most amazing gay sex ever, slept until noon, and went shopping together in CentralWorld the following day. It was the total ladyboy experience.
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