...fuck your roommate's mother?

I'm 23 and she's 50, she has a nice ass, and she keeps joking about how she wants to fuck me. We're both single, and I keep thinking about it. >.>

Why yes! I would have sex with Levi Ackerman in a maids outfit! ^-^

Yes. Definitely.

...enjoy casual sex with the ugliest person you know while being filmed for $50?

No. The ugliest person I know is also the most disgusting slob I know. They smell.

How about....

Walk around in public in a miniskirt with a large dildo and buttplug stuffed inside you (either hole, both holes whatever)?

Wear a collar in public?
I've done that before, though I convinced her to let me hide my leash under my shirt.
Wear a butt plug while shopping?
... >///> same time as the collar...
Suck off a stranger in semi-public place?
Maybe if ordered too, but I'd much rather eat out a stranger, I love cunillingus
Masturbate in public?
Yes, and probably far more regularly than I should. Bathrooms and locked cars mostly
Eat food with your partner's ejaculate?
Never tried it, but I love eating a girl out, so there's potential there
Participate in a gloryhole?
The thought is very exciting, but I doubt I'd be able to work up the nerve to stick my dick somewhere I can't see with a stranger.
Have sex with a realitive?
I can't really say I wouldn't... I wouldn't seek it out, but I'm really submissive so I doubt I'd be able to turn down an advance.
Have sex with a best friend's wife?
Same as the last answer, really. I fold way too easy to a dominant girl.
Watch your roommate have sex?
Well... she wasn't my roommate, but I did watch while we were sharing a hotel room.
Allow myself to be molested by a stranger?
Yes! Oh this is actually a reoccurring fantasy, where I'm helpless and just have to bear it while I'm teased and used... I'm kinda a masochistic sub
Fuck a pregnant girl?
It's not a deal breaker, and a friend of mine loved teasing me too much just to stop because she was pregnant, so probably.
Get an eye ball tattoo?
Ow, no. Just no.
Get an erection from yawning?
After a few days of teasing and denial it'd be easier to list the things that didn't give me an erection lol.
Go on a date with a dildo?
I'm sorry, our relationship is solely physical.
Wear a shock collar in public?
Yes, very yes. I would adore doing that <3
Have sex with your roommates mom?
I don't see any reason I wouldn't ^~
Have sex with the ugliest person I know while being filmed for $50?
No, I wouldn't. It just seems like an all around crappy time for everyone involved

As for my question:
...be willing to give (or receive) a footjob at a public restaurant under the table?

Oops, missed one. Yes, I most certainly would, and probably be dieing from embarrassment from the tent I would be pitching. Though it'd probably be more fun if a girl bent me over with a strap rather than just having a plug or dildo in

Sure would be fun, enjoying a lovely meal of my choice while my girlfriend is rubbing up my cock with her feet!

Yes it's fair to say I've already partook in a gangbang (1 guy 3 girls) it was very interesting to say the least and I would most likely do it again.

...go camping with my brother and his friends and shower naked using the outdoor shower. Already done so.

I’d do it if I were you, if she keeps joking, she might be comfortable with the idea. I like older women too.

...be part of a gangbang

if it was all girls gangbanging me definitely but if it was one girl and me and multiple other guys it depends on how hot she is

...enjoy casual sex with the ugliest person you know while being filmed for $50?

well if its the ugliest girl I know then definitely, I don't see a down side to that

...Participate in a Gloryhole?

that's a tuff one if I knew it was a girl then yes but if I didn't know the gender of the person sucking me off then maybe

...Have sex with a relative?

yes I would if it was one of my hot cousins

... Fuck a pregnant girl?

oh god yes I would, that would be so hot

Well...if the other showers are somehow all broken... ;3

...allow myself to get molested by a stranger?

I'd actually love to get like molested or even raped in a back-alley ^^'

...wear a collar in public?

I'd always wear a collar if someone...special...asks me to ;3

I'd try, but I don't think I could swallow an entire bowl. I would try, though.

Depends for me, really.~

Nope. But the sarcastic conversation I would have with myself would be fascinating.