Intimacy: Today, my boyfriend and I were trying to have sex for the first...

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By Alicia - 21/01/2010 05:02 - United States

Today, my boyfriend and I were trying to have sex for the first time. Not only did he struggle for five minutes to put on a condom (repeatedly snapping himself in the balls), but he then had to ask me "which hole" to put it in. I'm dating a thirty-four year old virgin. FML

I agree, your life sucks 32 395

You deserved it 6 350

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Same thing different taste

Bad sex ed

By Sex ed instructor, fuck me - 18/04/2022 06:00

Today, I was ready to have sex with my new boyfriend. Turns out he's a 30 year-old virgin who doesn't know shit. He couldn't find my vagina and was just humping my crotch, then when he finally got it in it was 5 pumps, a squirt and done. He thinks he did a good job. Now I have to teach him how to do it properly. FML

I agree, your life sucks 2 112

You deserved it 801

By Anonymous - 10/03/2012 07:23 - United States

Today, my boyfriend and I decided it was time to lose our virginity. After our clothes were removed, we spent 30 minutes trying to figure out how to actually have sex, and eventually gave up. FML

I agree, your life sucks 27 073

You deserved it 59 359

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By needsomelove - 20/10/2019 06:00 - France

Today, my boyfriend and I tried to have sex. Foreplay was amazing, but as soon as he started to get it in, he lost his erection because he was too nervous. He's a 30-year-old virgin and this has happened at least 10 times. FML

I agree, your life sucks 2 374

You deserved it 336

By Blueberrypicc - 13/08/2010 01:01 - United States

Today, I was messing with my boyfriend in my basement. We are both virgins and he wanted to perform oral sex on me for the first time. Naked, we finally decided to try to have sex. We discovered the act is much harder than it may seem. We're both still virgins. FML

I agree, your life sucks 33 330

You deserved it 38 096

By Anonymous - 03/11/2012 01:23 - Canada - Bedford

Today, I finally lost my virginity to my boyfriend. It hurt like hell, was over in less than a minute, and he tried to reuse the condom for a second round. FML

I agree, your life sucks 43 057

You deserved it 6 091

By ReallyBro - 21/03/2012 07:27 - United States - Keller

Today, after a year of coaxing, I got my boyfriend of 18 months to agree to have sex with me. He decided his first course of action was to try to shove his flaccid penis into my unlubricated vagina. FML

I agree, your life sucks 37 528

You deserved it 11 381

Absolute beginners

By dancerr2210 - 09/06/2010 04:01 - United States

Today, after making out with my boyfriend for the first time, it took me an hour to convince him he was still a virgin. FML

I agree, your life sucks 53 281

You deserved it 6 971

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 52 144

You deserved it 28 459

Mr Floppy

By rachiej8 - 10/06/2012 04:13 - United States - Fairlee

Today, my boyfriend and I tried to have sex for the first time. Everything was going well, until he tried to put it in. A few minutes later, he said, "It's not hard enough." We tried for another half hour to fix that. We ended up eating ice cream. FML

I agree, your life sucks 37 064

You deserved it 5 534

Quickshot

By anon - 31/08/2014 15:14 - United States

Today, while finally about to make love with my long-term boyfriend, he came from putting a condom on. FML

I agree, your life sucks 53 421

You deserved it 6 035

epoh_fml 0

Thursday 21 January 2010 12:10

aw it sucks but you're doing him a great deed. My brother is a 31 year old virgin (I am 85% sure of this). SOMEONE has to help those poor guys out!

jf7609 0

Thursday 21 January 2010 12:21

which hole? this guy hasn't seen any ****?

Comments

blingblingbling 0

Thursday 21 January 2010 12:05

haha, get rid of him ASAP

marine10_fml 0

Friday 22 January 2010 2:58

ten more years and you have da dada daaaa. 40 year old virgin!

yourefreakindumb 0

Friday 22 January 2010 3:56

10 years would be 44 year old virgin. Dumb ass!

loveconverse 0

Friday 22 January 2010 5:45

rotflmao

Bertha5 0

Saturday 23 January 2010 2:02

aaahhhaa! faiill.

strawberryhtty 0

Saturday 23 January 2010 4:06

haha love the re re's who can't add

austinryansmith 0

Saturday 23 January 2010 14:14

that's what I'm saying

bonnieandclyde44 0

Sunday 31 January 2010 3:52

hahhaha

ydi_ruuc 0

Sunday 2 May 2010 4:05

YDI for not putting it on for him bitch, now make his sammich

fearlesstiger98 0

Tuesday 15 June 2010 12:59

not funny 108.

luis420 0

Tuesday 29 June 2010 16:26

fyl

hunterluv1 20

Saturday 25 September 2010 8:46

why? I think it's good that he has some morals... at least he's not a man ****

hunterluv1 20

Saturday 25 September 2010 8:46

why? I think it's good that he has some morals... at least he's not a man ****

hyefedyee 0

Thursday 21 January 2010 12:06

wow 30 years old n still virgin

goadpercussion 0

Saturday 23 January 2010 10:30

he will get the hang of it.

hyefedyee 0

Thursday 21 January 2010 12:09

sorry I ment 34 n that's worse

saucey12 1

Thursday 21 January 2010 12:10

lmfao

epoh_fml 0

Thursday 21 January 2010 12:10

aw it sucks but you're doing him a great deed. My brother is a 31 year old virgin (I am 85% sure of this). SOMEONE has to help those poor guys out!

fsu69 0

Monday 4 April 2011 8:51

if i was 31 and a virgin id git a hooket

xlostwithoutu 0

Thursday 21 January 2010 12:13

Wow.... just wow.... this is like the funniest FML ever....Fail XD

michelknewt 0

Thursday 25 November 2010 1:00

picture win :D

shibainu519 0

Tuesday 12 April 2011 5:08

go Shane!

_MissBliss_ 0

Thursday 21 January 2010 12:14

Well, stop it.

jf7609 0

Thursday 21 January 2010 12:21

which hole? this guy hasn't seen any ****?

perdix 29

Thursday 21 January 2010 14:29

Apparently, he has. Those **** chicks take it up the ass just as easily as they take it in the pussy. Some of the clips feature more anal. And let's not get started with double penetration! I think the guy is a fine gentleman for offering his girlfriend the option.