It is interesting that some dude is masquerading as a single woman with a successful career but a lacklustre love life, please continue.
My view is perfectly simple. Masquerading as someone else online is perfectly viable and, comes at zero cost to yourself in reality even if it makes a folly out of you. If you have chosen an alternative way of expressing yourself, you need a psychiatrist and intervention, period.
Masquerading incessantly, to me, is a delusional and escapist attitude. For those who cannot help but masquerade ~ if you think that posing as a woman makes you "more feminine", you are completely wrong. To me, I can't give two hoots about it, to you, you are either steer or queer.
If you are a real woman, you are responsible for what comes out of your mouth (or in it) . Otherwise, you are no better than those transvestite turning up tricks in a dark alley in certain locations of Singapore such as Deskar, Geylang and Changi.