I’mnotlookingI’mnotlookingI’mnotlooking
Watch
I think of a watchdog.
Record
A button with a red circle on it.
Fox
Fox news.
Field
I dunno, a big field of grass somewhere.
Blackberry
The doodad which execs use to stay in the office all the time.
Lead
A pencil.
Fire
A campfire.
Fork
The splitting of an open sourced software.
Fly
Fruitfly.
Post
Post cereal.
Watch - verb to look at
Record - to transcribe sounds
Fox - animal
Field - area of grass or crops
Blackberry - my PDA
Lead - soft metal
Fire - conflagration
Fork - tined eating implement
Fly - verb to travel through the air
Post - letter and parcel delivery mechanism
Okay so now that it’s on the second page, are we going to get some context to this? 
Ah ha, and both are different verbs as well, I obviously missed those. That leaves only Fox not referred to in verb form.
Watch - a timekeeping device that is worn on the wrist
Record - A vinyl disk that plays back music or other audio
Fox - a reddish coloured wild animal, about the size of a dog
Field - a paddock
Blackberry - a communication device
Lead - aka a leash, for walking a dog
Fire - flames, heat, burning.
Fork - an eating utensil
Fly - an annoying black insect
Post - a timber support (like a fence post)
Not much more than idle curiosity on my part, I’m afraid. I’ve been picking blackberries a lot lately and have encountered a number of people who had little idea of what I was doing - it started me wondering how many people primarily thought of ‘blackberry’ as meaning a phone now.
Likewise ‘Fox’ as a broadcaster. The rest of the words in the list were picked out of my head as similarly ambiguous terms, for a variety of reasons.
The responses have been quite interesting and I’m going to look at ways of analysing them.
Watch – Timepiece worn on the wrist. The watch that came to mind was of the analog (as opposed to digital) variety.
Record – A 33.33 rpm vinyl disc you play on a stereo.
Fox – I actually thought of an attractive woman as I read the list, but the primary meaning of the word in my mind is “a canine stereotypically red and sly”.
Field – An open area of grass, perhaps one on which baseball is played.
Blackberry – Similar reaction to that accompanying “fox” – I thought immediately of the communications device, but I’d normally envision the food.
Lead – The chemical element that’s in old paint and gasoline. If I had heard the word pronounced “leed”, I’d have thought of the starring role in a play.
Fire – Flames, either cozy ones at a campsite or a conflagration destroying a house.
Fork – An eating utensil with tines.
Fly – An insect that you try (generally futilely) to swat.
Post – To mail something.
Looking at your answers, I see we basically agreed on “watch”, “field”, “lead”, “fork”, and “post”, and (if my secondary reactions are considered) on “fox” and “blackberry” as well.
Before reading other replies, I’ll guess that the greatest variety of answers will accompany “post” – which can also mean a message to a newsgroup, a stick in the ground, a specific job, or (when capitalized) a last name or the title of a newspaper.
Surveillance
Voice
News
Battlefield
Jam
Bullet
In the
In your
On the wall
Fence
Watch- observing something passively
Record- (digitally) filming something with a video camera
Fox- the animal
Field- an empty grassy field one would typically find cows in
Blackberry- the cell phone… thing. Which is sad, because I don’t really know what they look like. And I actually like the fruit a lot.
Lead- the verb, but more the act of instructing and ordering rather than guiding, like one might guide a dog.
Fire- just a small fire
Fork- a four pronged metal fork with a boring stamped filigree on the handle
Fly- a plane in the sky
Post- a stack of letters
That’s it? Argh!
Watch - A timepiece
Record - A vinyl record album,
Fox - The TV Network
Field - A big empty grassy area
Blackberry - The phone
Lead - the metal
Fire – combustion, what happens in a fireplace
Fork - Eating utensil
Fly - the insect
Post - Fence support member
Watch–wrist watch
Record–music media
Fox–“news”
Field–Field goal, although I’m not a sports person and it surprises me that it’s the first thing I thought of
Blackberry–phone
Lead–pencil lead
Fire–fireworks
Fork–untinsil
Fly–insect
Post–in the ground (as in a fence)
It’s the political season, so my default right now on the Internet is with that in mind, largely:
Watch: the wearable device
Record: a person’s record on the issues
Fox: FOX News
Field: political field
Blackberry: the electronic device, with attention to the unfortunate McCain surrogate.
Lead: Pronounced leed, not led, here, and meaning an advantage in a poll.
Fire: to be removed from a position.
Fork: +over, as in to give.
Fly: RTFirefly (given we’re on the SDMB)
Post: a position, as one from which one can be fired.
Which meaning I think of first is probably fairly random and would be different if I did it again but in this particular instance:
Watch - view
Record - save a tv show
Fox - tv network (probably only because it’s capitalized tho)
Field - meadow
Blackberry - plant
Lead - metal
Fire - burn!
Fork - saw “pork” first for some reason, but eating utensil
Fly - tossup between soar and bug
Post - submit an OP
towards the end it was difficult not to think of more than one meaning almost simultaneously
I noticed it was easier to tell which one I thought of first if the two words had different pronunciations
Watch - Verb, to keep an eye on something.
Record - Verb, to record a sound for instance.
Fox - For some reason I thought a verb here as well, as in ‘out-fox’ but I’m not even sure you can use it without the ‘out’ on the front.
Field - Like, a grassy place for playing sports, like a soccer field.
Blackberry - The berries that grow on spiky plants - get caught on your clothes if you walk through them.
Lead - The metal.
Fire - The ‘substance’ - as in ‘some fire’ (as opposed to ‘a fire’, like a bonfire or some other discrete fiery entity).
Fork - The thing I’m eating macaroni with right now.
Fly - A buzzing thing.
Post - A wooden thing that fences are made out of.
If I understand your OP correctly:
Watch - wrist-based timepiece
Record - LP
Fox - red-brown carnivore
Field - meadow
Blackberry - first thought was, depressingly, a phone that sends e-mails, rather than the fruit
Lead - Pb
Fire - flames
Fork - 4-pronged utensil
Fly - insect
Post - mail
How did I do?
ETA: If you’d posted this in The Game Room, Dolores Reborn would have counted the answers for you!
Watch - small clock on wrist
Record - to preserve someone’s voice on tape
Fox - Animal
Field - Grassy open space
Blackberry - Pager
Lead - To be foremost in
Fire - Hot stuff
Fork - Eating utensil
Fly - Buzzing insect
Post - prefix meaning after
And here are the answers from one of the “not-natively-speaking-english” characters on the board
Watch - shows the time
Record - plays music
Fox - an animal
Field - a place full of cows and flowers
Blackberry - belongs in a pie
Lead - something heavy
Fire - something warm
Fork - almost something Star Wars
Fly - did I forget to zip it?
Post - a letter full of stamps
What did I win?
Watch – timepiece
Record – unit of data within a database, equivalent to “row”
Fox – Rupert Murdoch’s network
Field – unit of data within a database containing info, equivalent to “cell”
Blackberry – handheld email and telephony device
Lead – one of the wires in a circuit
Fire – a multi-protocol Chat client for the Mac, competitor to Adium
Fork – euphemistic term on the SDMB, see “is McCain forked yet”, “Fork Hillary” etc
Fly – to soar through the sky like planes and birds and Superman do
Post – what yer readin’ right now
Watch. A verb: to observe.
Record. A verb: to preserve a copy.
Fox. A noun: the animal.
Field. A noun: a meadow.
Blackberry. A news article: the recent flap over John McCain’s aide claiming he invented the Blackberry.
Lead. A noun: the dense gray metal.
Fire. A verb: to terminate an employee (for reading the Straight Dope at work).
Fork. A noun: the eating utensil.
Fly. A verb: to soar, as a superhero.
Post. A noun: a stout stick in the ground holding up a fence.