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[–]DorothyGale 27 insightful - 1 fun27 insightful - 0 fun28 insightful - 1 fun -  (0 children)

"On one hand, he seems much happier and more outgoing since beginning to present as a woman. "

Why wouldn't he be, he has the whole lot of you pandering to his sexual fetish and has that power over you to make you repeatedly deny what you can see to be true. Why wouldn't he be happier? He's in charge.

" However, he says really creepy/offensive things which piss me off, and he is so in your face about his transition. He sends me messages saying that medical tests have shown that he is 80% female. He says that since taking oestrogen his thoughts have changed, he is weaker and his bones are smaller. He claims has different ("feminine") hobbies. Basically just transforming himself into a caricature of what he believes is a woman."

It is one things for you to use his pronouns - I understand why you are, no criticism of you here - but you DO NOT have to put up with this shit and pathological lies. Hormones aren't magic they don't make your bones smaller. He's a tit.

"I was then asked me to guess what size he was. He told me he was wearing size 12-13 girls underwear with unicorns on."

Gross - coopting you into his fetish urgh I feel for you.

"He said he wouldn't eat anything like that because real girls have to watch their weight."

Fuck off (him not you) with your offensive stereotypes and buying into the way society polices women. Then he drags you into all this which brings me to:

"I feel like I should just give up on him."

I feel like you should too for your own sanity and so you aren't inadvertently becoming part of his wank fodder - he is already using you and your sister (your poor sister having her name used deliberately - and it WAS deliberate as you know). The bottom line, regardless of what I or any other person here says, is this - Is this person making you feel uncomfortable? Is this person making you feel disgust, or fear or upset? (it seems it is certainly upsetting you) If he is then you are under no obligation whatsoever to maintain contact with him. You don't need permission from us (as you know) but if you feel you need back up, here it is, there is not one woman here who would blame you in the slightest for staying away from this creepy guy and his really creepy behaviour and make no mistake it IS creepy behaviour (and a little worrying if I am honest - you may think it is ok but I'm not sure you would always be safe around this guy). It's time you moved on past him, don't be his prop.