Awkward Family Story: The Jockey
July 29th, 2009
Before taking my boyfriend on a vacation to meet my family for the first time, I gave him what I thought was ample preparation for how “upfront” they all can be. I was driving around with my older brother and boyfriend, trying to come up with fun activities for the long weekend. I suggested we go horse back riding, but my boyfriend (who is on the extremely short side) said he hated horses. My brother, who only met him mere moments earlier, chimed in, “Why do you hate horses? You’re jockey sized.” Awkward, but not as awkward as when we arrived at my parent’s door, only to have my father shake his hand and ask if those were girls pants he was wearing. They were. Double Awkward.
(submitted by Larissa)

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I think when a straight guy starts the day wearing girls’ pants, awkward is inevitable.
oh god, that’s funny.
Why was he wearing girl pants?
Perhaps this is a UK story, and we’re talkin’ swapped “pants”? Everybody’s got a little something unusual going on underneath….
Um….why was your boyfriend wearing “Girl Pants”? That is really Awkward!!! Hope you didn’t know about it beforehand!
why was your boyfriend wearing girls pants? were they capris?
lori, i think those are called “manpris”…
The onlt thing that would make this story more awkward, is a picture of said boyfriend in girls pants riding a horse!
HaHaHa! I was seeing a mental picture of that!
The most awkward thing about this story was that the boyfriend WAS wearing girls pants.
I call B.S. There’s no way he’d be wearing girls’ pants. I don’t care how short a guy is, that would be insane…especially when meeting the girlfriend’s family. B.S.
Never underestimate a hipster’s love for girl jeans.
OMG, i just have to say that i know soo many guys that wear girls pants for that, tight, punk/hipster look.. thats probably the type of guy he is. i dated a short guy who always used to steal my pants…haha, glad i’ve moved “up” in the world.
I know a guy who wears women’s pants – he’s pretty short and I guess it’s just easier for him to buy women’s? We are pretty merciless when it comes to teasing him about it.
Hand-me-downs from older sisters and the family was really poor? I’m glad I had male cousins because otherwise I probably would have worn my sister’s stuff.
Why do all the stories lately involve boyfriends meeting parents or girlfriends meeting parents?
Is there any moment more awkward than that? I DON’T THINK SO !!!
I didn’t realize that being short required wearing womens clothing.
That’s what I was thinking. They make short lengths in guys pants. Why would he not just buy those? Duh.
Yeah … my ex was an inch taller than me (on a good day — and I’m short), but he bought pants in his size and had them shortened if need-be. He wouldn’t be caught dead wearing my pants.
(Although he did once where a pair of my shorts home when he came to my house for the night and didn’t have anything else and … wait, this story will get way too awkward. The point is *I* had some Reebok BOY shorts, so he felt like that was ok. LOL)
Wait a second here !
WHY do you wear boy’s pants?
Ohhhhh that sucks….I would DIE if my parents did that to me…and my sibling! ohhhh gahhd
haha right on! I think your family knows how to comment on stuff! =D
awkward girls pants indeed!
Maybe he borrowed them from her and that’s how she knew?
If they weren’t hers thats worse!
Poor little guy! I have a friend (very straight guy btw) who used to wear girl jeans bc he liked the flair. I gave him a pair of mine that were too big once so I can see this happening.
This may be one of the greatest comments ever. A “very straight guy” that wears girl jeans because he likes the flair. Classic.
You are “The Spotter”! well done… classic indeed!
That is the best comment…”liked the flair.” Ha ha.
And, I might add, ….. He looked maaavvvvalous!
you think thats awkward because you dont know my dad… this story is nothing… lol
I can’t see any reason why your boyfriend would be wearing girls pants… either we don’t know the whole story or this is contrived.
Um. How did good ole’ Dad acquire the skills to RECOGNIZE girls pants? Hmmm.
From paying for every breath of air his daughter ever has taken.
Well, one time while still dating, my ex and I had to “get our clothes back on real fast” if you get my point….parents came home unexpectantly! We both had black jeans. We got them mixed up and had NO time to switch them. They fit OK…but…YIKES!
Hahaha
I have no sympathy for the awkwardness brought on by wearing girls’ pants. I see guys doing it all the time… for fashion, I guess? Anyway, if you start the day wearing womens’ clothes, you should be prepared to answer more than a few questions about it… especially from anyone in an older generation.
You need a new boyfriend.
I wanted to say that, but wasn’t game.
“Girl pants” refer to the incredibly tight jeans that most “indie” guys are wearing these days. It’s a fashion forward look for the awkward. As for me, I would never want to date a man who could wear his pants that tight…lacking much?
Maybe she should have warned her BF her family was just plain rude
They may be rude, but if you are, in fact, wearing pants made for women and you are not a woman, you can probably expect some discussion.
agreed
Whats rude about it. Its their job to make sure their sister/daughter doesn’t bring home dueschebags (i.e guys who wear girls pants) I personally think the brother is hilarious for that joke. If BF can’t take a joke then thats his fault. Seems like the only reason the bf had to hate horses was because he was short. So he didn’t hate horses, he hated the fact that he looked like a jockey on them. He just has a serious case of short man syndrome
I agree rude, I was raised that you don’t say rude things to someones face- on occasion thoe remarks are made later when that person is gone- but never in front of them. thats a terribla family I hope he ran from them.
Some might interpret that as two faced.
Hey, I was raised the same way! My boyfriend, however, wasn’t. When I met his family, he too warned me that they were very, well….They didn’t hold back. And they don’t! They talk about all sorts of things together and make all kinds of jokes that in my house would get you in big trouble and be really awkward. Like joking about sex, for example, which used to freak me out.
I’ve been with my guy for almost four years now and the awkwardness is gone. I absolutely love his family, crazy or not!
I disagree that’s not rude at all. It’s family they say whatever they want. And I would have said something too if he had on girls pants…
Girl pants?Happy honeymoon!
I like how the term “upfront” was used in place of rude.
Seriously!!!
You say tom-ate-o, she says tom-art-o
Either way, her family doesn’t pull any punches so he’s either a fit or he isn’t.
I don’t like the stories. They’re almost never funny, and half of them sound made up or at least exaggerated. This site should stick to pictures. Otherwise, they should rename it “Awkward Family Photos…and Stupid Mostly Made Up Stories.”
well, i agree with most of your comment, but the liver steak story was funny!
and another one i don’t remember now
bit i HATE they always finish with “Awkward”. Yeah, we get it. AWKWARD is on the name of the site. ur submitting ur story ‘cuz is awkward… we know!
no need to emphasize it anymore by writing as the last word.
please stop doing it people.
please.
I agree
agreed!!
If you don’t like the stories, don’t read the stories.
Bellyaching is not necessary. If you don’t like to read, then move on to the next picture.
Maybe your boyfriend is a Hobbit and was wearing pants that are common in The Shire. Did he also not have any shoes on?
“Dad, this is my boyfriend Bilbo”
Hilarious! Thankyou Mark.
If he had girlpants on, more like Frodo. He’s always been rather emo hipster, even before the terms were coined.
Upfront? Nope. Rude. Yes.
His own damn fault.
Even the gay men I know know better than to wear girls pants.
What about Yellow frocks with white polka dots, ah, Sydney Mardi Gras is such a hoot!
what’s so wrong about men wearing women’s jeans?
riding a horse when you can’t reach the stirrups would be quite painful. On the other hand if he’s wearing girls pants, would it be appropriate to ride side-saddle.
Wow, how old are the people here? I think if you’re not up to date with the current trends then that would explain the negative reaction to guys wearing girls pants. It has become rather trendy within recent years for guys to wear women’s skinny jeans. It’s because it fits in with the punk/emo/hipster guys style. Lots of dudes I know where ‘em. Nothing odd about it unless you’re old, because my parents would act the same way lots of people here are acting. Your generation might not be used to it, but it’s become very common among young guys.
um……..riiiiiiiiight
Uh, there are extra slim fit jeans for men, without the Bongo label at the hips.
Nothing can be justified by stating that emo/hipster guys do it. It looks stupid, I cant stand guys with those super tight legs and the saggy rear end girl jeans. If Dad called him out for wearing them, good for him, the guy deserved a little grief
Oh my god! I love your family!
I second that!
a guy in girls jeans….nothing hotter!
The good thing about your family is they’re transparent. You get to know them pretty well pretty soon!
I weep for the future generations that will never be born because men are damaging their equipment wearing tight girl pants.
It may be a trend, but so were a lot of horrible things.
Look at it this way: would you really want the guys who would wear tight girl pants to reproduce? They’re doing the human race a favor.
Confession: I’m a 30yo married father, and about half my pants are womens pants. Why? Because I’m 5′6″, 125lbs with about a 28″ waist. You have no idea how hard it is to find pants that fit well (the womens pants I wear are sizes 0 — 2, depending on who made them). On weekends I usually wear mens jeans from a teen store, as they’re usually skinnier, but my work pants are usually womens khakis. Nothing tight or girly — just pants that fit! I don’t really see why it would be that big of a deal.
word. I’m about the same size as you, bit taller maybe, and I wear women’s jeans, too.
Although, I do go for the tighter look.
This girl sounds mighty proud of her boyfriend…
Now, this was a funny story. It made me laugh out loud. Girl pants? Really?
I’m hoping for your sake the boyfriend is Lenny Kravitz, otherwise he’s beyond “metro-sexual”
I wonder what made the Dad think there were girls pants from the minute he met him-were they lavender, pink or a shade of yellow?
Were they stirrup pants?
wait, why are people calling BS on ALL these stories? awkward things happen all the time guys, its not that inconceivable in this world for this to happen. get out more and witness the awkwardness of earth…
SO TRUE!!!!!!!
I have awkward moments all the time with my in-laws but I LOVE THEM anyway!
That was awesome!!!!
I laughed so hard I cried!!!
Thanks awkward family photos
There’s nothing wrong with men wearing women’s pants.
If you wish to argue that men should wear only men’s pants, and women should wear only women’s pants, keep in mind that until the 1960s or so, there were no such thing as “women’s pants.” There were pants, for men, and skirts or dresses for women. Women who wore pants were considered deviants, before then.
Kudos to your family for being up-front. That way, you know nobody’s “just saying that to be nice.”
Boys who skateboard wear girls jeans because they are skinny in the legs and have fuller seats, so the pants “droop” a little in the butt.
My ex-husband used to wear my jeans and shorts because I loved low-rise pants before low rise pants were cool. I ended up having to hide my favorite pants from him, and then I had the supremely awkward moment when I realized what I was doing – hiding my clothes so my husband wouldn’t wear them. This is PART of why he’s now my ex husband.