Intimacy: Bad start

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

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Same thing different taste

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 36 759

You deserved it 5 998

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

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 49 431

You deserved it 26 500

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 43 056

You deserved it 6 090

By JoshuasGirl - 23/12/2013 19:13 - United States - Grand Rapids

Today, I had sex with my boyfriend for the first time. After he'd repeatedly told me not to worry about bleeding, and reassuring me that he'd take care of me, he passed out halfway through. FML

I agree, your life sucks 54 107

You deserved it 6 457

By angelisa - 21/11/2015 14:54 - United States - Yuba City

Today, I finally felt ready to lose my virginity with my boyfriend. Unfortunately he was too embarrassed to go and buy some condoms, and suggested in all seriousness that we use a sandwich bag instead. FML

I agree, your life sucks 30 746

You deserved it 3 935

Running gag

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 2 373

You deserved it 336

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 48 804

You deserved it 6 664

Choking hazard

By notsexy - 09/05/2009 15:51 - United States

Today, I tried for the first time putting a condom on my boyfriend using my mouth. I freaked out, swallowed, and started choking on the condom. FML

I agree, your life sucks 34 098

You deserved it 83 416

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 6 349

SuperPizzaMan_fml 11

Friday 2 August 2013 23:39

More like FHL. Poor penis.. :(

littlexlune 16

Friday 2 August 2013 23:38

Better luck next time!

Comments

Destro109 20

Sunday 19 January 2014 19:15

wow

miranda19234 6

Wednesday 26 March 2014 18:27

Time to cut and smooth your nails.

kittykat1501 31

Saturday 6 June 2015 17:59

Poor guy.

kittykat1501 31

Saturday 13 June 2015 21:40

Have HIM put it on

iHyperModz 22

Saturday 8 August 2015 11:31

That's why u pullout instead

dantedevil 12

Saturday 12 March 2016 19:46

As a guy, this made me cringe

KrazyKatz3 26

Friday 4 August 2017 20:28

FHL!! The poor poor guy.

J15237 25

Thursday 19 December 2019 1:53

Things happen, but you should have been able to make him feel better in some way. I mean take the condom off, clean off the lube and start sucking or something.