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FindMistress

Introductions discussion

Greetings everyone! I'm tara. A young TG who's been kept in chastity since September of 2012 under the care of my wonderful Goddess. The Holytrainer is her…

member_978a514d9c 1 Sept 2026 #1

Greetings everyone! I’m tara. A young TG who’s been kept in chastity since September of 2012 under the care of my wonderful Goddess. The Holytrainer is her pick, and I adore it!

We’ve been together for almost three years now, and She seems increasingly drawn to a D/s dynamic.

She has made it clear that she isn’t fully satisfied sexually by me; Her preference leans heavily toward oral service or having fingers used on Her. Back when we did ‘standard’ sex, giving her an orgasm was rare (my sissystick measures barely 5 inches).

I’ve been working to plant the seed in Her mind that She truly NEEDS a real man for better satisfaction. However, She worries I might go chasing after other partners while she’s around (as if I could possibly satisfy a woman! lol).

What strategies can help me persuade her to seek out well-endowed lovers without worrying that my loyalty will waver?

member_cad73457ae 2 Sept 2026 #2

If it's not really what She desires, let be. It isn't your call to make.

member_e55fab181a 7 Sept 2026 #3

Trust and open communication are the keys for you two. Avoid trying too hard to "convince" her into needing something specific. I held off on finding a man to meet my needs for years... There was one encounter with a play partner that proved enjoyable in those early days, but it took until recently—within the last year—for me to find my 21-year-old fucktoy/lover. Cuckslut and I started our chastity journey about five or six years back... this sort of thing doesn't always happen overnight.;) Best wishes and patience.