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

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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

Heatstreak 0

Thursday 5 March 2009 4:12

hahaha so did u do him :p

blondie_ap 0

Friday 6 March 2009 5:23

to bad my ex did the exact same thing. he was so excited he begged me.

ApolloIce 0

Saturday 7 March 2009 1:02

It's actually healthy to do something the other person is into, even if it might not be your idea of a great lay. Also, if you're female, your boyfriend isn't necessarily into guys just because he likes you with a strap on. He's still into you if he's open about his sexuality.