Would you feel uncomfortable around a 36 year old woman if

No, it would be fine, by the time you're 27 the difference between 27 and 36 isn't huge. As long as theres no power dynamic, aka the 36 year old beig the 27 year olds boss/professor etc

There's really no reason to be uncomfortable unless you're judgemental. 27 and 36 really isn't a bad age gap.

No, I prefer women in their 30s and older. Less insecurity and need to gain validation.

27 ain't that young, old fart.

I'm 26 and I regularly hand out with a 51 year old. It might look a tad odd, but a good dude is a good dude.

With that age gap, it's more about where in life they are. They could easily both have toddlers and that would be the most normal thing in the world. They could both be 2 years into the same career, totally normal. They could be neighbors and both enjoy the same beverage. If one person is an out all night heavy drinker and the other a wake up early and go for a jog kind of person, that's a bigger deal than 9 fucking years.

If anything, I'd think she's really cool.

At 36 I see women younger than that and it doesn’t seem out of place or odd at all to anyone who lives in the real world.

If she acted much older and I felt like I was being judged as immature I would, if we got on I wouldn’t. Basically it depends.