I don't know about getting into things like emotional/cheap/tow_truck_driver etc., but typographically:

Light, narrow, cursive, small x-height = feminine.
Dark, wide, rigid, large x-height = masculine.

hhp

the letters S,M,N,Q,L: feminine.
the letter G,F,E,X,Z: masculine.
all the others- androgenous.

Itay K,

Not sure I can agree on your letter choices. To my (male) way of thinking, "masculine" letters are more straight and "feminine" letters are more curved.

Q, S , O, J, C, U - Feminine
M, N, F, E, L - Masculine

Finally, the truth about why curved letters are more difficult for me to draw: I do not understand women (sorry dear). I'd love to hear the ladies register their thoughts on M vs. F letters. Not sure we are helping the project though.

A game anyone?

For the project:
Masculine is to John Deer
as
Feminine is to ___________.

For the typophiles:
Feminine is to Ligature
as
Masculine is to ___________.

Masculine is to Pilcrow
as
Feminine is to ___________.

What have I done?
Randy

For the British:
Masculine is to Randy
as
Feminine is to ___________.

Not awake enough for a game but... on masculine and feminine letters...

Masculine: R, G, H, D, B, P, N (not so sure about the curve thing)

Femine: M, V, A, Y,

Just a feeling about them, I suppose... also, many Serifs are feminine (Goudy, however, feels like a "boy" to me, tho) ; many Sans are masculine...

What about numbers? As a little girl, I used to have definite feelings about certain numbers' genders and personalities... For instance, 9 is a girl and a bit of a bitch... 5, a very kind girl, 7 an irresponsible boy...

Feminine is to Ligature
as
Masculine is to Puntuation.

Masculine is to Pilcrow
as
Feminine is to Ampersand.

ampersand is probably the most feminine sign.

Trae - what about 0?
i feel that 9 in a bitch too. but 5 lookish boyish to me. maybe its a tomboy. 8 is a complicated women in her 40's. 2 is a girl too, but a teenager. she likes pop music. i think she's japanese. uh, maybe im digging too deep into her character..

i dont know why, but i have a feeling the at sign likes the outdoors more then the indoors.

> ampersand is probably the most feminine sign.

What about Section? Swirls are a known conveyor of the female entity. And it even has a... :-/

> maybe im digging too deep into her character..

No, mostly yours! :-)
But also the primordial relevance of shapes.

Very interesting thread.

hhp

2, 8, 9 female

1, 4, 7 male.

Tracy, I had the same feelings about numbers when I was young...
9's a princess, 1's a little boy, 4's an honest man and 7's the good looking one.

Feminine: Fluidity, Petite
Masculine: Rigidity, Massive

For the project:
Masculine is to John Deer
as
Feminine is to Martha Stewart.

For the typophiles:
Feminine is to Ligature
as
Masculine is to dipthong. Or are dipthongs considered ligatures? Hmmm. In that case I'll also have to say punctuation.

Masculine is to Pilcrow
as
Feminine is to ampersand.

######

I'm not British, and I'm sure my answer isn't correct, but I couldn't resist.

For the British:
Masculine is to Randy
as
Feminine is to Romantic.

Girl, Martha Stewart is about as feminine as sod.

hhp

Well. I have to give you that. But, what she represents on the other hand is all about being a girl. ;^)

I'm so glad I'm not alone with the numbers! See what happens to right-brained types in math class?

0 is a women... an enigmatic and dangerous sort... 3 is a shy and awkward boy... Myself, I always saw 4 as a girl wanting to be like 9...

>What about Section? Swirls are a known conveyor
> of the female entity. And it even has a... :-/

Couldn't you attach a word document..