Intimacy: Today, I was getting ready to have sex with my boyfriend for...

By Anonymous - 27/04/2013 04:11 - United States

Today, I was getting ready to have sex with my boyfriend for the first time. It seems he thought I was a much larger cup size than I really am, because when he saw my actual boobs, he said, "Aaaaaaand they're gone". FML

I agree, your life sucks 68 666

You deserved it 15 431

Valentine's Day: Love and Maladresse
Discover romantic anecdotes with a touch of awkwardness - because nothing expresses love better than a little discomfort! More…

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Same thing different taste

Let down

By Anonymous - 14/05/2014 15:54 - Canada - Sherwood Park

Today, my boyfriend saw my boobs for the first time. His reaction was, "Well that's... disappointing". FML

I agree, your life sucks 59 596

You deserved it 7 389

Small comforts

By Anonymous - 22/03/2020 22:36

Today, while having sex, my boyfriend admitted to having an affair. To comfort me, he said, "But you have bigger boobs, so you have nothing to worry about." FML

I agree, your life sucks 2 717

You deserved it 191

Boobies!

By Anonymous - 13/12/2021 07:59

Today, I found out my boyfriend had bought me sexy lingerie for our anniversary. However, they're for for a bigger bust. When I asked if I could return it for the right size, he asked me to get a boob job to fit the bra instead. FML

I agree, your life sucks 2 006

You deserved it 246

Unwarranted

By Ryan - 20/12/2011 17:57 - United States

Today, my girlfriend and I were getting hot and heavy. She had her shirt off, and commented on the small size of her breasts. Trying to make her feel better, I said I'd dated girls with smaller breasts. She replied by saying she'd dated bigger penises. FML

I agree, your life sucks 19 695

You deserved it 60 156

By Anonymous - 07/12/2010 01:17 - United States

Today, I was depressed because my boobs are really small for a 20 year old woman. To make me feel better my boyfriend said, "As long as they're bigger than mine." They weren't. FML

I agree, your life sucks 38 759

You deserved it 4 810

By notsohappy - 18/02/2009 21:14 - United States

Today, was the first time I had sex with a guy I really like. I took off my shirt and my bra and he said "wow, that's disappointing." FML

I agree, your life sucks 118 928

You deserved it 11 086

The big reveal

By victoriassecret - 03/03/2010 09:24 - United States

Today, I finally felt ready to take my bra off during sex. My breasts had "deflated" somewhat due to weight loss and I was really self-conscious about them, but my boyfriend insisted I was hot no matter what. When the bra came off, the dick got soft. FML

I agree, your life sucks 35 704

You deserved it 4 148

By anonymous - 14/05/2012 10:31 - United States - Havelock

Today, my boyfriend started laughing during sex because my boobs are slightly different. He then broke up with me after I pointed out that his nuts aren't exactly even either. FML

I agree, your life sucks 40 676

You deserved it 6 422

By LosTits - 03/09/2009 17:38 - United States

Today, I saw my boyfriend after not seeing him for 7 months. During this time I have lost a lot of weight and am proud of it. My boyfriend didn't say anything about the lost weight. When we were alone and things started to heat up, he took off my bra and said "I think your tits are smaller." FML

I agree, your life sucks 53 825

You deserved it 5 265

By Anonymous - 08/09/2015 22:33 - United States - Las Vegas

Today, I told my boyfriend about how I'm self-conscious about my B-cup breasts. About 20 minutes later, he pointed to another girl with a small chest and said, "See, you're not the only one with small tits!" FML

I agree, your life sucks 22 893

You deserved it 2 901

doodlecloud 26

Saturday 27 April 2013 12:04

Well, were you wearing a ridiculous push-up bra with a ton of padding? If so, can't really blame him for being surprised. If not and he's just really bad at judging size then that sucks...I'm betting it's more the former though.

vanity113 9

Saturday 27 April 2013 12:06

You should have put your hand down his pants and reciprocated the favour.

Comments

littlelovee 7

Tuesday 22 October 2013 4:59

stop wearing pushups honey

CXN2012 1

Friday 25 October 2013 6:32

That's incredible

crapmaster3000 19

Saturday 28 December 2013 23:01

Pics or it didn't happen

dimple13194 10

Thursday 20 February 2014 3:32

Ydi

Kalspike 22

Thursday 16 April 2015 15:50

Score for the South Park comment, misleading cleavage and bust size tends to come back on you

gigiskye 20

Friday 24 June 2016 11:28

Maybe you were wearing a bra too padded or something. But guys can generally be so stupid. This one guy was talking about how this girl is so hot and she's at least a D cup... 'That girl' was a close friend and she is barely a B cup haha lmao and no she doesn't stuff or wear push up bras