Anal’s a big deal. It’s a planned thing, I’d say 80% of the time. Spontaneous anal is doable, but you need to be prepared. Btw, I’m the friend people come to for advice. I’ve been called ‘the nude consultant’ which is hilarious.

My friend Anna is the type on the surface shy, however, amongst her best friends, the loudest. The stories you hear about, then to be like, “fuck, really? Her?”

Okay, so Anna went through a drought. I’ve been there – we all have. It sucks. It leaves you left alone at night with a vibrator and a craving for cock (or in many of your cases – a skilled mouth and a wet pussy).

We were drinking wine with another friend in a restaurant. The other friend went to the bathroom, giving us an opportunity to chat. Out of nowhere, she hit me with, “I know you’ve done anal. Please help.”

Her new boyfriend wanted to try it and she’d been dismissive. The curiosity and cravings had kicked in. I said that we could see each other the next day, head into town, and look at toys.

We went into a sex store, and I headed straight for the toys. The sales assistant (they’re always so open) asked on our reasoning. I just pretended it was all for me. Shortly after, we left with a butt plug, a 7” dildo and booty-relaxing lube (very important).

She invited me round, and I thought we wouldn’t be doing much other than chilling. Anna confessed she was wanting to try things. I’d seen her naked several times, I’d given my opinion on her nudes before she’d sent them to a guy, and vice versa. All women’s group chats are like that, trust me.

Anyway, she comes back from the bathroom, “it’s in. I’m wearing it now.”

Whaaat?

“Can I show you?” she asked.

I was like, sure, why not.

She literally pulled her jeans down and I could see this sparkly pink butt plug through her thong. I playfully spanked her ass, then she bent over a little and the tiny fabric didn’t hide it.

I told her he’d fucking love it, especially as it’s unexpected.

She’s all like, “I’m taking it out, brb.”

I’m just chilling, scrolling on my phone, and she calls me upstairs.

“Door’s unlocked. Wait outside.” She said, with, “I’m trying it. Couldn’t wait.”

What the hell do you mean? I laughed and said I was coming in.

She laughed back, saying no, don’t. I opened the door and then closed it in a second.

The dildo was suckered to the edge of the bath, and I just saw her sitting on it.

She laughed and freaked out, saying she wanted to send it to him, but quickly run it by me after she’d taken the video.

Anna didn’t want her face in it as she hoped he wouldn’t show anybody. I was talking to her through the door. After two minutes or so, I said, “fuck it, let me come in, and we’ll do it.”

A few rounds of, “are we really doing this?!” later, and I was in.

We joked not to make eye contact. I said to just do a 20s clip and I tried to get a good angle. I couldn’t help but notice she took the FULL 7”.

I grabbed a clip, didn’t make eye contact and closed the door. Playing it back on my phone, I realised we should’ve used her phone.

30 minutes later, her boyfriend receives the video and goes crazy. So caught up, he doesn’t ask who filmed it.

He plans to come round, I leave, and the next morning, I wake up to multiple voice notes. She literally fulfilled his fantasy and they both came several times. I felt proud, and although I didn’t ask her to record me, it kind of re-ignited my love for anal too. I playfully said she inspired me to buy some new toys.

When the poor guy knew it was me, his first comment was along the lines of, “you saw her take it up the ass before me, damn.”

I still have the video and she jokes I get off to it. Honestly, I don’t, but it’s undeniably hot.