[MF] First time anal after some freeuse sleep play!

First time posting here! This is a fun story that just happened between me and my girlfriend, who I’ll call Morticia. Writing this so that she can remember it again and again, and maybe some others will find some joy in it too!

Morticia and I have spoken a bunch in the past about exploring freeuse, including when she’s asleep. The asleep part was a long while ago though, and I think she had forgotten that conversation… until now. That was the plan, at least!

Last night, we had some amazing but fairly regular sex. It was rough and fun but that isn’t the focus of today’s story. After the sex she fell asleep – naked and happy – and I cuddled up to her for a little while, until I noticed that she was having a really interesting dream.

It’s about here that I should explain a fun quirk of Morticia. She sleep talks when she’s having really intense dreams, and I find it super cute. Sometimes I don’t even know she’s sleeping because she sounds so awake in these moments, I’ve literally had conversations with her like this. The extremely perverted among you will have realized the fun implications of this…

“Oh, Gomez!” I hear her moan next to me. Hey, that’s me! At least, the name I’ll be adopting here.

“Here, Gomez? We’ll be seen!” – this really perked my curiosity. What could she be dreaming about?

“Oh, Gomez… Yes… Please…” she starts to moan more and more desperately. It’s about here that I start to tease her, trailing my hands along her body and up to cup and squeeze her beautiful big tits. I pinch her nipples and she responds very well, moaning and squirming in place. This was a lot of fun, and possibilities were running through my mind… I was getting so horny, so desperate, I just had to have her. But should I wake her up? I wasn’t sure. This was too fun to ruin.

I decide to push things a bit more, and move one of my hands down between her legs, and she responds by opening her legs and moaning my name even louder. “They’ll catch us”, she giggles. “Please don’t stop”. Well, who was I to refuse? She asked so politely!

I start to rub her clit and then slide a finger into her. She gasped, and started to grind against my hand. I think we just entered the sex part of her dream, and that was fine by me! But, if she’s dreaming of having sex with me, it’d be rude of me to not deliver… right?

I gently push her onto her side and line my cock up to her very wet pussy, and gently push in. I didn’t want to wake her, just yet. I was excited to see how far I could go. I was also a little nervous, we’d spoken about this before and she consented but how would she really react in the moment? Best to be gentle, so that’s what I did.

As soon as I entered her, she started to become desperate. She started to moan like crazy, it wasn’t all intelligible but it mostly consisted of variants of “Oh god yes” and “Fuck me!”. I loved it, it drove me wild.

I needed more, so I started to fuck her harder and harder, and that’s when she dropped an interesting line.

“You feel so good in my ass”. Wait, hang on, did I get the wrong hole? I had to check, nope, I definitely didn’t miss.

“I’ve been waiting for you to fuck my ass for so long”. Oh. Oh! She’s dreaming that I’m fucking her ass. Well, that’s interesting! That just spurred me on even harder. I started to thrust harder, holding onto her body for leverage as I pulled my cock deeper inside of her. Suddenly she gasps and jolts awake, a flicker of confusion crosses her eyes before she saw what was happening and pure lust takes over her.

“Oh my god! Yes! Thank you! I was just dreaming of you… Fuck it feels so good! FUCK!” She was really enjoying this.

“I couldn’t resist you, you looked so sexy” I replied, slowing down the action to talk. “I know you were having a fun dream, I heard… I also know that you wanted me in your ass… so that’s what I’m going to do now” I added with a grin, as I pulled out and went to grab the lube.

I should explain, we hadn’t had anal sex together yet. We both really wanted to, but she was too afraid that I’d be too large for her and it’d hurt. I was making the decision here and now though, and she was too sex crazed to say no. The look of excitement and lust on her face was just perfect…

“Please go slow” she manages to get out, in a very quiet and excited voice.

“Of course, sweetheart” I say, rubbing lube over my cock and teasing her perfect asshole with my finger.

I pushed her onto her belly, line my cock up, and very very carefully enter her. I’d love to say it just worked and it was perfect, but, the reality was that it was my first time having anal sex and I was a little too big for her at first. It took a moment, but we got there. And oh my god… she felt so good. So perfect.

“Oh my god”, I exclaimed. I know, I’m a wordsmith.

“YES!” she screams. We share our linguistic talents.

It felt so damn good, and we fell into our primal roles. I don’t remember all of the dialog, but there was a lot of me calling her a filthy little whore and her telling me how good my cock felt inside of her. She really, really loved it when I told her how amazing her ass feels.

Unfortunately, at some point she got a bit nervous and “ejected” me. I quickly cleaned myself up and asked if she was okay, immediately entering after-care mode (listen, after-care might not be sexy in a story, but it’s important. Never skip after-care). She was okay, apologetic, and still extremely turned on, so we quickly re-entered sexy mode and I decided to take care of our mutual frustrations by fucking her amazing tight cunt instead. Oh my god she felt so good, and it didn’t take long until we both came together.

Afterwards, she told me how incredible it all was. She’s always fantasized about being woken up like that, and she couldn’t believe it was really happening. She felt very embarrassed to bring it up again after our last conversation, but was incredibly grateful that I took the initiative. And the anal sex? She was really nervous to try it with me, but it felt so good and she was so happy that I just made the decision to go ahead with it. Honestly, she wouldn’t stop thanking me, it got a little embarrassing – I should be the one thanking her!

I repeated the whole thing again later that day, which resulting in me filling her ass with cum for the very first time, and her first time having a huge intense orgasm without any stimulation on her pussy. I might write about that separately if there’s interest!

All in all, 10/10 would recommend waking your partner up with sex*!

*after prior communication, a firmly established safe word system, and with lots of shared consent!

Source: reddit.com/r/gonewildstories/comments/rt9p76/mf_first_time_anal_after_some_freeuse_sleep_play

2 comments

  1. Regarding the anal creampie, I suspect there is much interest in hearing the details. I’m certainly interested. You’re a good writer (and evidently a good fucker).

  2. I hope there’s more free use of her sleeping in the future. So sexy and probably my biggest fantasy! The important parts being you had her consent prior, but also that you took it in the moment. 😈 enjoyed your writing!

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