Intimacy: Today, after months of a very healthy sex life with my boyfriend,...

By Anonymous - 23/02/2013 18:27 - Denmark - Copenhagen

Today, after months of a very healthy sex life with my boyfriend, he asked me to let him try anal. I'm dead-set against it, so I tried to let him down easy by jokingly saying that I would, but only if he let me try it on him first. He said, "Sure." Fuck. FML

I agree, your life sucks 29 308

You deserved it 48 636

Halloween: Terror and Laughter
Discover stories that combine fright and humor for an unforgettably funny Halloween. More…

Previous FML Next FML

Same thing different taste

By Anonymous - 19/04/2010 20:36 - United States

Today, my boyfriend told me he loved me for the first time. He followed it with, "Want to try anal?" FML

I agree, your life sucks 41 677

You deserved it 9 735

By Anonymous - 20/09/2018 03:00

Today, after years of telling my boyfriend I don't do anal, I agreed to try it once just to get him to stop whining about it. He was so gung-ho that he tried to force it in without doing enough "relaxing preparation" and he split the muscle around my ring. Now I need surgery. FML

I agree, your life sucks 6 193

You deserved it 936

The best method!

By Anonymous - 04/01/2020 18:00

Today, while discussing having sex for the first time with my boyfriend, I asked what method of birth control we should use. He replied, "Anal." FML

I agree, your life sucks 2 978

You deserved it 951

Nice try, chief

By Anonymous - 04/04/2011 01:46 - United States

Today, while discussing having sex for the first time with my boyfriend, I asked what method of birth control we should use. He replied, "Anal." FML

I agree, your life sucks 52 975

You deserved it 15 185

By Picaresque - 26/02/2009 17:57 - United States

Today, my boyfriend and I decided to try anal sex. When he was done, I turned around to see him holding a strap-on with a smile on his face and said 'Now, do me'. FML

I agree, your life sucks 285 923

You deserved it 68 184

Preparation

By Anonymous - 18/08/2022 12:00

Today, I agreed to anal with my boyfriend, but when I told him anal takes prep, like stretching and lubing, and you can’t just jam a knob up there like in a porno, he lost all interest, asked for a blowjob, and when I said no, he started sulking. I struggle to remember why I’m with him. FML

I agree, your life sucks 1 480

You deserved it 441

Secret unlocked

By Anonymous - 25/01/2010 08:47 - United States

Today, my boyfriend kept trying to convince me to do anal with him. After denying him several times, he told me, "Why? It feels good, trust me." I asked him how would he know. There was a long awkward silence, then he then replied, "I'm not gay, I swear." FML

I agree, your life sucks 38 085

You deserved it 5 223

By sucks at sucking - 15/12/2012 00:27 - United Kingdom - Bournemouth

Today, I went down on my boyfriend for the first time. I went slowly to build up the excitement, and I thought it was working really well, until he sighed, "For fuck's sake, it's a dick, not a shotgun." and told me to stop embarrassing him. FML

I agree, your life sucks 39 881

You deserved it 9 236

What what?

By Anonymous - 12/04/2022 16:00

Today, my boyfriend stuck his finger in my butt and I liked it, but I can’t ever tell him that or he’ll get that smug look on his face like, “I told you so, let’s have anal now.” FML

I agree, your life sucks 501

You deserved it 1 452

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 37 509

You deserved it 11 368

Smeelover27 15

Sunday 24 February 2013 3:33

I was going to make a joke, butt **** it.

amanda_smith54 4

Sunday 24 February 2013 3:22

You should have just been honest and told him you didn't want to Haha

Comments

HopeInBama 5

Tuesday 15 October 2013 21:34

Anal is actually rather good if you have the right partner.

moneyoverall 3

Monday 11 November 2013 1:44

gayyyyyyyyy

Sniper_Chick4110 20

Sunday 8 December 2013 16:37

They have professionals you can pay for services like this, you don't have to go through with it, and you can still show you are a supportive partner by offering to pay.