A bit misguided since from your account it seems to be a legit place - unless he's tried it himself and managed to get some extras, hence the cheeeky grin 
So, the things that point to her being less than legit:
- 9pm opening, including Saturday and Sundays
- Request for you to strip naked - underwear is usually fine for most, and they'll keep you covered with a towel, even if it needs to be moved around during the massage. Presumably you were uncovered for the duration of the massage as you didn't mention being covered by her
- Calling you handsome - a legit masseuse would consider this unprofessional and WAY too personal
- Nipples being evident - again a legit masseuse wouldn't want them on show through her top as it would give the wrong impression
- Looking "proper naughty" - not something a legit masseuse would ever want to portray herself as, but subjective and open to interpretation
- Barber's reaction - also subjective, could have been misinterpreted
Things that point to her being legit:
- Professional uniform
- No "accidental" cc strokes
- Proper, good massage (although sometimes less legit masseuses do this too)
So, six points for something else being on offer, three against.
But the first three, maybe four are factual and not open to interpretation.
So pretty much 50/50 for/against.
Whichever it is, the one thing I find odd is that there's virtually no advertising for this place online, which is only noticeable by the pavement sign. Maybe as she's just moved, she wants to use her legit skills and see how business goes, but maybe fall back on extra services if it's quiet.
On the positive side, you evidently need a proper massage, and she's good at that, so it's worth persevering and keep trying.
And it's not going to drain your bank account so fast.
Looking forward to hearing you report back if you get lucky and the situation changes.
