Girls, My effeminate bestie issue?

[Angiestyle]

My ex gay guy colleague friend, who was my absolute rock during my long term illness a few years back, has asked if Id consider taking our friendship arrangement to the “next level” as he puts it.

In short,

During my illness and treatment he was just wonderful! He popped in nearly everyday and totally looked after me, he’d did absolutely everything, something I shall always be grateful for & never ever forget. Upon my recovery wed have some great evenings in & nights out. Wed talk about everything our men our past etc and id even help him with his occasional cross dressing. Id accommodate his submissive nature by being friendly and he was always happy doing my housework laundry and things dressed in one of his outfits or maid’s dresses. I couldn’t ask for a nicer pal and all my housework laundry done to boot. this arrangement has now been going on for over two years.

Recently he's become more sissy inclined and will often curtesy to me and things, last Sunday he was ironing for me and asked if id consider upping the anti, i had absolutely no idea what he meant. He’s shown me a few FLR websites and articles and whilst I’m ok with being critical of his work occasionally I’m not sure if i could be mean to him. Even if i could what happens if he’d like me to “up the anti” further?

Im absolutely ok with how things are to be honest but also would like to see him happy as i feel i owe him somewhat.

Any advice appreciated x

Updates

1 y

Ok FLR = female led relationship
I asked for women only opinions because that’s what id like x

[PrettyPriya]

First, why is this a girls only question? Do the guys of GaG not have good opinions to share? Second, what are you even asking here? I see one question in the description, linked to a statement about “FLR” websites.

What are those? Make sure you provide information instead of cryptic abbreviations that no one knows so we can actually give a proper opinion. I’d advise updating the question using the update box with a definition of FLR. That way, users don’t have to do research to give you an opinion.

I honestly don’t know how to answer this. You say you just want to see him happy but every indication says he is. What is the next level? That can mean a lot of things. Please elaborate on that point as well.

I will work under the assumption that the “next level” means dating? If so, do you like him? If yes, then why not? The only complication is if it doesn’t work out, you risk ruining the friendship forever.

[PrettyPriya]

Ah! Female led relationship. Okay so that makes more sense. If you are both okay with it, then why not?

Personally, I find an equal relationship the best thing. My fiancé and I both contribute, and I don’t just mean monetarily.

We both have our strong suits and let each other take the lead where appropriate. It is very balanced and we find that works best.

If you and your potential partner find you leading the relationship what works best then great. Go for it.

[dustybiker]

Do what your are comfortable with. Yes, he sounds like he was wonderful to you helping you get well. But that sort of thing is done from the heart. It should require you to feel you owe him. Especially in this way.

[Anonymous]

If you are both happy, then go for it.