Recommendations for a guy who isn't a fan of beer but is kinda feeling like drinking some anyway?
You're on the right path. Sticking with good beers that have fruit flavors or pair well with fruit is a nice way to start. That's how I got my mom to like beer. Blue Moon with an orange slice.
Keeping on with that, most beer aficionados tend to favor seasonal selections. In the summer, wheat beers and shandies are fantastic. Light, citrus flavors, easy to drink, refreshing. Leine's makes a lot of good drinkable beers, Summer Shandy, Orange Shandy, and Honey Weiss. Blue Moon and Shock Top are pretty decent and easy to find.
In the fall, the Oktoberfest roll in. They are more nutty, malted, and can be a bit sweet. Sometimes you'll see pumpkin beers too. Reminds me of fall and football season. I really like the Sam Adams and Summit Oktobers, and an easy to drink beer in this style is Newcastle, which was my gateway beer.
In the winter, I like brown ales. They have flavors of chocolate, coffee, caramel, vanilla, roasted nuts, etc. Surly Bender is available year round but is this style. Sierra Nevada's Celebration Ale is probably the best seasonal that time of year, IMO.
Then in the spring, turns back to hoppy ales with citrus notes. Very fresh tasting. Hopslam comes out around this time of year.