Intimacy: Today, I was getting intimate with my boyfriend for the first...

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By Anonymous - 06/08/2011 01:47 - United States

Today, I was getting intimate with my boyfriend for the first time. He was so nervous, he broke down in tears after failing to unclasp my bra after multiple fumbling attempts. Mood? Ruined. FML

I agree, your life sucks 36 765

You deserved it 6 001

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Same thing different taste

Fond memories

By -_- - 13/08/2011 00:05 - United States

Today, I was getting intimate with my boyfriend for the first time. I went down on him, only for him to burst into tears halfway through. Apparently, I do it just like his long-lost teen sweetheart did. I swear I could feel him go completely limp in my mouth. FML

I agree, your life sucks 45 857

You deserved it 4 642

ADHD brain

By Unknown - 18/10/2011 04:50 - United States

Today, my boyfriend and I were going to have sex for the first time. He didn't know how to take off my bra and insisted that he'd figure it out on his own. He gave up a couple of seconds later and played video games instead. FML

I agree, your life sucks 42 949

You deserved it 6 408

Absolute beginners

By Anonymous - 13/07/2014 20:00 - Spain - Ripollet

Today, my boyfriend and I were about to make love for the first time. The moment my bra came off, he started hyperventilating to the point of blacking out. So much for that. FML

I agree, your life sucks 55 934

You deserved it 5 972

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 118 943

You deserved it 11 090

Defeated

By Anonymous - 01/07/2012 23:08

Today, my boyfriend and I were in bed making out. He then tried to unhook my bra. After a full minute of trying unsuccessfully, he shouted "Fuck you, bra!" before hiding his face in the pillows. FML

I agree, your life sucks 39 174

You deserved it 5 457

Nope

By Anonymous - 15/01/2013 17:45 - United States

Today, I finally felt ready to have sex for the first time, with my boyfriend of nearly 8 months. When I told him, things became intimate and pants came off. He then looked at me and said, "Yeah, I can't do this." The rest of the night was spent in awkward silence. FML

I agree, your life sucks 48 849

You deserved it 6 672

Sensitive snowflake

By onepussytwopussy - 07/03/2014 19:47 - United Kingdom - Birmingham

Today, my boyfriend and I had sex for the first time, and I tried to be sexy by raking my nails down his back. I guess I did it a little too hard, because he shrieked in pain, leapt off me, and limped around the room cursing and whimpering. Mood ruined. FML

I agree, your life sucks 49 434

You deserved it 26 509

Bad start

By fuck but no fuck - 02/08/2013 19:44 - South Africa - Pretoria

Today, I finally felt ready to make love to my boyfriend for the first time. It all went great, until I tried putting the condom on him. In the process, I managed to nick his penis not once, but three times with my nails. His eyes brimmed with tears and he completely lost his erection. FML

I agree, your life sucks 52 145

You deserved it 28 462

Valid reason

By stephhh055 - 21/10/2019 16:00 - United States - Portland

Today, after having sex with my boyfriend for the first time, he told me he wanted to break up. He told me my orgasm face wasn't something he could put up with. FML

I agree, your life sucks 2 519

You deserved it 274

First time?

By Anonymous - 29/11/2013 11:56 - United States - Westminster

Today, I had sex with my boyfriend for the first time. It was also the first time he'd ever had sex. How could I tell? He cried all the way through, and called his parents right after. FML

I agree, your life sucks 63 303

You deserved it 6 905

lajaynay 15

Saturday 6 August 2011 4:55

Take it off for him! Guys LOVE strip teases before the sex. ;)

missyj0 12

Saturday 6 August 2011 4:55

I gotta say, that's pretty freakin' cute. Give the guy a break ; I think this is more of a FHL.

Comments

richardcard82 5

Saturday 6 August 2011 5:24

Tell to him to get off his rag

TN9R 1

Saturday 6 August 2011 5:26

why does he have to take it off? ydi for making him look stupid on his first time.

Simpson143 2

Saturday 6 August 2011 5:28

I think this is sorta cute... FHL.

peacelovepugs 7

Saturday 6 August 2011 6:29

OMG I LOVE CODY SIMPSON!!!!!!! 143!!!!!!!!

hannahtaskey 9

Saturday 6 August 2011 8:35

Wtf.... ^

perdix 29

Saturday 6 August 2011 5:29

That's when you whip out the strap-on, dominate him and anally rape him. Then, you clamp his head between your thighs and let him know, in no uncertain terms, that his chance at survival depends on his ability to please you. Then, kick the whiny, little bitch to the curb and go find a real man -- one who, after failing to undo your bra clasp with one try or two, simply rips it off you with lustful savagery.

Tristyxxx 24

Saturday 6 August 2011 5:31

Someone's aggressive

perdix 29

Saturday 6 August 2011 6:32

Yeah, sorry about that, but this story really pisses me off. I can remember the wonderful times when I had my chances to pop those puppies out -- beautiful mammaries, er, I mean, memories. Sometimes, I was lucky enough to get the clasp undone myself (I'm not very dextrous with my fingers), but when I couldn't do it, the little ritual that ensued -- either she opening it herself or guiding me to get it -- just added to the sexual excitement. I just really hate the wimpy boyfriend who ruined what should have been a really great time for both of them. So frustrating!