Intimacy: Today, my boyfriend and I decided to try anal sex. When he was...

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 286 071

You deserved it 68 246

Winter: Snow and Funny News
Snuggle up and laugh with our winter stories, where snow isn't the only thing sliding around! 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 41 689

You deserved it 9 748

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 518

You deserved it 1 498

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 29 325

You deserved it 48 698

Experiment!

By anal-retentive - 23/06/2016 20:00 - United States

Today, in an attempt to spice things up a bit, my boyfriend and I discovered he takes it in the butt better than I do. FML

I agree, your life sucks 15 348

You deserved it 4 338

Instructions

By Anonymous - 31/03/2009 05:40 - United States

Today, my boyfriend and I had sex for the first time. After what seemed like an eternity of waiting, he finally entered me, then paused and asked me, "What do I do now?" FML

I agree, your life sucks 143 632

You deserved it 16 457

By Anonymous - 29/12/2010 11:25 - United States

Today, my boyfriend told me he loved me for the very first time in three years. Apparently, all it took was anal. FML

I agree, your life sucks 37 698

You deserved it 13 305

You're welcome

By Anonymous - 04/06/2025 13:00 - United States - Lincoln

Today, after having sex with my boyfriend, he pulled up his pants and said, "There you go." FML

I agree, your life sucks 328

You deserved it 124

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 53 013

You deserved it 15 202

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 3 013

You deserved it 967

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 1 652

You deserved it 490

jSOPURE 3

Thursday 26 February 2009 23:10

Do unto others...

SweetPotato 0

Thursday 26 February 2009 23:03

Go him! Prostate stimulation is great for guys! Did he like it???

Comments

dontyouknow 0

Monday 16 March 2009 13:05

whats wrong with that i do it. its actually pleasurable and not gay

bigj893 0

Monday 16 March 2009 23:23

Woww that really. sucks.. so wait.. is he like gay i'm guessing...?

Dese_fml 0

Tuesday 17 March 2009 8:06

#28. I am a guy, and I would do it. Wanna talk to me?

myster1ous 0

Tuesday 17 March 2009 21:15

LOL okay.

purple_love 0

Wednesday 18 March 2009 1:05

Awww ewwww. Did you? I'm sorry that just sucks...majorly

lundo 3

Wednesday 18 March 2009 6:59

its not uncomon i think. i know lots of guys that will try and get anul by tellin the girl they can use a strap on on them

Prisoner_24601 0

Wednesday 18 March 2009 18:51

He better be joking.

kdimplez 0

Thursday 19 March 2009 1:19

thats gross.

Ahhem 0

Thursday 19 March 2009 1:35

An eye for an eye. A tooth for a tooth. An Anus for an anus.

fallchild007 0

Thursday 19 March 2009 1:41

That's awesome. What's wrong with it?

FML on Facebook

Keywords

Miscellaneous My ex Stalker Coworkers Love Internet Relatable AITA Pokémon Awkward Work Parenting Kids Annoying Shopping Underwear Jealousy Parents Thief Sex Intimacy Suspicious Family NSFW Birthday Gifts I need your advice Accident Abuse Moving home

The Top

Today, my college economics class had a big test. We all needed a Scantron sheet, but some people forgot some. I had an extra one and this really hot girl offered to buy it for $1.00. I said I'd give it to her for her number. She looked around and asked, "Does anyone else have an extra?" FML

I agree, your life sucks 51 120

You deserved it 30 158

Today, I asked my husband to watch our daughter while I ran a few errands. While he treated himself to a long nap, she decided our fish needed a bubble bath, and squeezed out an entire bottle of dish soap. I came home to bubbles all over the floor, five dead fish, and one sleeping husband. FML

I agree, your life sucks 28 246

You deserved it 3 050

Today, I found out my wife has been sleeping with one of my employees. Now, I can divorce her no problem, but turns out I can’t fire him for personal reasons because he’s in the union. That means I have to work every day with a man who has been inside the woman I shared marriage vows with. FML

I agree, your life sucks 556

You deserved it 120

Today, my 16 year-old son has to sue his great uncle and step aunt for theft and extortion of his father's estate. FML

I agree, your life sucks 1 310

You deserved it 97

Today, I gave up smoking. A few hours later, I caught myself daydreaming about brutally killing a guy that gave me a mean look at the bus. Maybe I should go back to smoking. FML

I agree, your life sucks 26 310

You deserved it 5 730

Today, in the middle of blizzard, I hopped out of my car to rescue a small white cat that darted across the street in front of me. After running in the snow to find it, I realized what I'd seen wasn't a cat at all. It was a plastic bag. FML

I agree, your life sucks 4 592

You deserved it 1 463