Recommendations wanted for a good first-time anal sex scene

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I've been writing a story and I'm about to write the final sex scene. The story is 1st person, and the narrator is main male character (MMC). In the final sex scene, he fucks the main female character (MFC) as directed by her best friend, and then he fucks the best friend as directed by the MFC. I'm thinking of making the fuck between the MMC and the MFC to be anal. It would be the first time at anal for both of them. The best friend has done anal several times, and she's brought everything to make the first time a good experience for the MFC.

I wrote a first-time anal sex scene a few stories again. I've personally never had anal sex. If I write this sex scene right now, it's going to be just like what I wrote before. Can someone point me to a good anal sex scene I can use to get ideas for this sex scene? I'm looking for scenes that are slow and loving, with the MMC doing all he can to make the MFC's first time at anal an enjoyable experience.
 
To tell the truth, on the internet there are quite a number of people who share their real life experiences with different sexual practices, maybe especially first-time experiences. I've found that if there's something I haven't done (there's lots) it can be useful to read interviews and articles of people talking about what a thing felt like physically and emotionally, and the extent to which they enjoyed it for their own sake or for the sake of the partner. The emotional impressions are often the most helpful.

And, oh, then I porn it up quite a bit because that is the sort of story I write. ;) But it's good to have a ground in reality, and if it's not something I know first or second hand I get more out of the real-life stories. If I consult other fiction it may become a little more ersatz.
 
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Maybe it’s time you suffer for your art, I’m sure someone will fuck you up the ass if you ask them nicely ;)
 
Say, those newer sex-heavy Harlequin Romances, do any of the heroines ever do anal? Or are they very very vanilla?
 
To tell the truth, on the internet there are quite a number of people who share their real life experiences with different sexual practices, maybe especially first-time experiences. I've found that if there's something I haven't done (there's lots) it can be useful to read interviews and articles of people talking about what a thing felt like physically and emotionally, and the extent to which they enjoyed it for their own sake or for the sake of the partner. The emotional impressions are often the most helpful.

And, oh, then I porn it up quite a bit because that is the sort of story I write. ;) But it's good to have a ground in reality, and if it's not something I know first or second hand I get more out of the real-life stories. If I consult other fiction it may become a little more ersatz.

I second this. I've consulted a lot of blogs over the years to find out how different acts work and why.
 
I don't think any of my scenes really meet the criteria. Here's couple of potentially useful kickers, though.

Stop at least once early in the scene for more lube. On that same note, even room temperature lube can feel like liquid ice at that mid point. So, you could use that shock as a kicker for the narrative. Or you can take advantage of your experienced third and have her put the lube in a warm water bath in advance.

With two inexperienced participants, you're going to need more stability on Mr. Happy to prevent bending and slipping off target during the initial process of penetration. As soon as it's in, you're going to get the steel trap effect.

I would personally have the experienced third working the MFCs clit, but that depends upon the way you're involving her.
 
More you focus on mechanics, the more likely you are to run afoul of those experienced. People have an easier time disagreeing w/what someone can physically feel than kaleidoscope that can go on inside their heads.

You've (assumingly) written full characters with their own traits, personalities, motivations so leverage those. Excited, nervous, scared, ashamed, aggressive, silly, shy, overly talkative, and the whole spectrum inbetween can fit the act b/c it's a human act.

You've already determined your audience and style, built your characters, and performed all of the symphony but the crushendo. The act is almost secondary to all of that.

Use the flow of all your hard earned momentum you crafted into your story.
 
I think RejectReality is being a bit modest. While his anal story scenarios aren't exactly like yours, I'd recommend reading his story Rim Fire. Having read some of your stories, I think you'd find that story helpful. It deals with some of the specific mechanics of anal stories -- lube, toys, etc. -- in a way that's erotic, not clumsy. It intersperses narrative and dialogue nicely. It deals at some length (within the confines of a reasonably short Lit story -- 3 pages) with the sensations peculiar to anal. I think you could translate, in your own way, some of the elements of that story to a first-time anal story. Plus, the relationship between the two characters could be tweaked into a brother-sister story, which is your specialty.

And it has a score of 4.75 with over 248,000 views since it was published in Nov. 2019. That's amazing for a non-incest story. RR did something right, for sure.
 
Always good to push boundaries. Good advice you have gotten, so no need to try to rephrase. My only, ah, entry into this category A is for Anal has a bit of back and forth about beginnings, first tries, etc. and might be useful.

Any first times are best if not rushed, and exploring and teasing out characters' feelings in this arena is not only appropriate but necessary. Good luck.
 
More you focus on mechanics, the more likely you are to run afoul of those experienced. People have an easier time disagreeing w/what someone can physically feel than kaleidoscope that can go on inside their heads.

You've (assumingly) written full characters with their own traits, personalities, motivations so leverage those. Excited, nervous, scared, ashamed, aggressive, silly, shy, overly talkative, and the whole spectrum inbetween can fit the act b/c it's a human act.

Seconded.
 
I agree on the mechanics comment. But you might find some good descriptive elements about the experience in my story "Goldicocks Part III". Some of what you are talking about are addressed in there.

I'm looking forward to reading your story. :)
 
Avoiding granular details about the mechanics is key (as others have said above). From a writing perspective, I’d argue that it’s important to focus on what differentiates anal sex from vaginal or oral sex, within your style.
 
I've written quite a few sex scenes. I frequently get comments on how hot my sex scenes are. And my "brand" is to write long, very detailed sex scenes. I've never had a problem with people saying that I've gotten the mechanics wrong. One reason is that a do a lot of research before I write sex scene that has something that I'm unfamiliar with. So I'm going to put every detail I can into this anal sex scene.

When I created the OP, I wasn't sure what activities I'd have in the scene. I was looking for stories that would give me ideas as to the range of possible activities. In other words, what was on the menu. I think I've settled on what activities will be in the scene. Now, it's getting all the little details right.
 
I've written quite a few sex scenes. I frequently get comments on how hot my sex scenes are. And my "brand" is to write long, very detailed sex scenes. I've never had a problem with people saying that I've gotten the mechanics wrong. One reason is that a do a lot of research before I write sex scene that has something that I'm unfamiliar with. So I'm going to put every detail I can into this anal sex scene.

When I created the OP, I wasn't sure what activities I'd have in the scene. I was looking for stories that would give me ideas as to the range of possible activities. In other words, what was on the menu. I think I've settled on what activities will be in the scene. Now, it's getting all the little details right.

My perception, from somewhere close to 20 years of reading stories at Literotica and reading comments on them, is that readers like long, detailed sex scenes. I've written some stories where I got remarks that the readers felt the sex scene was rushed. There's an art to making a sex scene long but not tedious, and it's an art worth spending some time to master. I believe that delving into the mechanics of the sex is just fine AS LONG AS you mix it up with other things, like describing how the characters feel and having them talk to one another, so the dialogue breaks up the narrative.
 
I personally get a kick out of the mechanics. The whole genesis of my Fey Folk and Ancient Peoples series' is about making human and inhuman bits work. The same applies to real world stories, where I'm working out the choreography — or the Twister mat.

Then you weave in the emotion and sensation, and you've got yourself a scene.

Sex is just like anything else. You don't have to know something intimately to write it. You just need to research it, and know the limits of what you can pull off with your current level of knowledge. I have no idea what it feels like to have semen blow out of my nose, but I know what it feels like to have Coke blow out of my nose. Combine that with memories of having a bad cold and gagging on snot, and you can write something pretty darn convincing.
 
I personally get a kick out of the mechanics.
I think the mechanics really makes this sex scene. This is the first time for him and her, so there's a sense of wonder for the narrator that wasn't in the earlier in-the-pussy sex scene. And also a sense of anxiousness because he's totally unsure of what he's doing.
 
I think the mechanics really makes this sex scene. This is the first time for him and her, so there's a sense of wonder for the narrator that wasn't in the earlier in-the-pussy sex scene. And also a sense of anxiousness because he's totally unsure of what he's doing.

Maybe we have divergent definitions but the "mechanics" tend to be opposite of the thoughts and internal feelings/emotions (wonder, anxiousness) you are describing.

Either approach is fine (a wholistic approach is better imo) but some of what you say feels incongruent.
 
Maybe we have divergent definitions but the "mechanics" tend to be opposite of the thoughts and internal feelings/emotions (wonder, anxiousness) you are describing.

Either approach is fine (a wholistic approach is better imo) but some of what you say feels incongruent.
Here's part of the scene:
As I massaged Z, Katharine pulled out some things from the floor. “Lube,” she said as she held up a pump bottle of lube. “You’re going to use lots and lots of it. Way better to use too much lube than not enough.” She held up something plastic, maybe four inches long. “Dildo.” It looked like an small, thin, erect cock rising up from a pair of balls. The head seemed extra big. The balls were truncated to provide a flat base. “This is what you’re going to start with.” Katharine said to Z, “Feeling relaxed?”

“Yes.”

“Good. If you feel any pain or discomfort, speak out. Try to keep your backside relaxed.”

“Okay.”

Katharine handed me the dildo and the lube. “Coat the bad boy.”

I pressed down on the pump head and put a bead of lube along the length of the dildo. I then smeared the lube all over, thoroughly coating the dildo. The lube was warm like the oil. I guessed the next step and started to bring the head of the dildo to Z’s anus.

Katharine said, “Put some lube on her anus first, and then some more lube on the head of the dildo.” Katharine stroked Z’s back while watching me closely. She said to Z, “Just relax. Just relax.”
So I alternate "mechanics" - the actions with the lube and dildo - with dialog. This section doesn't have much in the ways of expression of feelings, but the rest of the scene does.
 
... There's an art to making a sex scene long but not tedious, and it's an art worth spending some time to master. I believe that delving into the mechanics of the sex is just fine AS LONG AS you mix it up with other things, like describing how the characters feel and having them talk to one another, so the dialogue breaks up the narrative.

Amen!
 
Here's part of the scene:

So I alternate "mechanics" - the actions with the lube and dildo - with dialog. This section doesn't have much in the ways of expression of feelings, but the rest of the scene does.

You don't have to verbalize feelings for them to be present.
And your dialog is already telling quite the story (about experiece, motivations for each partner, interest levels, etc.)

Weave. Think holistically. Focusing on nailing the "mechanics" is very much like staring down a tree when learning to ride a bike. You are 10x more likely to hit the tree.

Take in the whole horizon.
 
Here's part of the scene:

Katharine handed me the dildo and the lube. “Coat the bad boy.”

I pressed down on the pump head and put a bead of lube along the length of the dildo. I then smeared the lube all over, thoroughly coating the dildo. The lube was warm like the oil. I guessed the next step and started to bring the head of the dildo to Z’s anus.

Katharine said, “Put some lube on her anus first, and then some more lube on the head of the dildo.” Katharine stroked Z’s back while watching me closely. She said to Z, “Just relax. Just relax.”

Also, consider your word repetition. Admittedly maybe it's a personal nitpick but "Lube" appears 6 times over 102 words. So near 5% of the time.

Setup the noun. Let the reader infer from prior knowledge or noun related actions. It better empowers the reader which keeps them nibbling on the hook.
 
Here's part of the scene:

So I alternate "mechanics" - the actions with the lube and dildo - with dialog. This section doesn't have much in the ways of expression of feelings, but the rest of the scene does.

A few thoughts on that passage and your comment:

1. Z says she's relaxed, but if this is the first time wouldn't Z be nervous? It might help to have the narrator say something that indicates Z is less relaxed than she says she is.

2. If this is the narrator's first time doing something like this, then having the narrator describe his feelings about what he's doing would be good. Anytime somebody does something sexual for the first time, it's a big deal, and you'll arouse the readers by artfully describing the narrator's feelings about what a big deal it is.

3. First-time anal, to me, screams "Describe how they feel about it."

4. I agree with Euphony that you should find some ways of using synonyms to say "lube" so you don't repeat that word quite so much.
 
I believe that delving into the mechanics of the sex is just fine AS LONG AS you mix it up with other things, like describing how the characters feel and having them talk to one another, so the dialogue breaks up the narrative.

A fascinating discussion starter.

I myself have fallen into a bit of a no man's land in this regard but in the opposite sense.

My alt gets punished for my stylistic choices which are far more natural to me.
(non-sexual talk, "checking in on your partner" if you will)
Protection for those newish to sex (pregnancy fear mongering from poor sex ed in US)
Non-suave moments or actions. Kinda figuring it out together/couples dynamics.
I'm not heavy handed w/any of it but it IS (or similar) present when it feels like it naturally would be.

My gut feeling is people's escapism "focus" is a little more fragile than I assumed.

I'd be able to meet them half way (as I simply can't write completely differently in this sense) but compromise never seems to be on the menu.

So I trudge along doing my thing not out of rebellion but b/c I've yet to find the middle path agreeable to a wider audience.
 
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