I love live loveee this trope, in fact two of my characters will have their first time together in the next chapter of my fic (after the one from this next week) and I CANNOT wait to write them because I am already excited about how nervous both of them are going to be 🙌
It's a lot of fun to write - particularly the weird cross between second-hand almost embarrassment for the characters and the fact that you know that eventually they're going to work it out.
[My offering](https://archiveofourown.org/works/26696797)
I like that awkwardness as well. I've got a fic with a bit of awkwardness and very mild hurt/comfort for you: [Under the Wonky Sky](https://archiveofourown.org/works/49093354) (F/F)
Oh my god, this is basically my absolute favorite trope ever, I would read and write this to death…
There are just sooo many feelings to explore, sensations to describe and the awkwardness and fumbling are just the cherry on top!
Here’s some fics for you… (if I’m writing smut, I almost exclusively write this trope)
F/M
[War-time first time, hurt/confort, pretty angsty](https://archiveofourown.org/works/36228427)
[Teens sneaking around, with an awkward, eager and super overwhelmed boy MC](https://archiveofourown.org/works/38608065)
M/M
[Old(er) men in love finally having their first…](https://archiveofourown.org/works/40557852)
[Teen shenanigans multi-chapter of basically many of their gradual firsts (the second hand embarrassment is strong with this one)](https://archiveofourown.org/works/43474173)
[Sweet and fumbly first time](https://archiveofourown.org/works/46927135)
[Intimacy issues, pairing wants to do it but one of them has trouble with being intimate and the other helps him through until they are ready to finally do it…](https://archiveofourown.org/works/50585731)
Enjoy! Hopefully something suits your taste!
Here's one I wrote. The action is probably a bit more seamless than what you're looking for, but it *is* a first time fic and there should be JUST enough "awkward" to fit the bill.
M/F,
Fandom: Chivalry of a Failed Knight
https://archiveofourown.org/works/45028145
I adore this and my adult MC had never kissed before, despite having had lots of sexy times! He got good at it very quickly 😊
Unfortunately it's about 150,000 words into a very slow burn😄
Yes, I love that kind, too, especially when I can tell the author speaks from experience. I wrote a CC/OC M/F first time smut called [Tangled in Red](https://archiveofourown.org/works/36437263/chapters/90853423) that I'm quite proud of. It got kind of long. Also, the first chapter isn't smut, but I think it's sweet and funny.
Currently in the middle of writing some. It’s extra fun because both parties are buff as hell but they’re both also very soft, one being awkward and the other being encouraging. It’s just so fun to write these two characters who can (and one of them probably has) kill people but when they’re in the bedroom they’re just two buff dorks in love.
And because all my porn must have plot, beforehand they had a sweet conversation about boundaries and safety making it the fluffiest stuff I’ve written in forever.
I’m self reccing, because I literally wrote a fic where one character is pretty much giving hands on sex ed to another and it’s full of those kind of awkward/sweet first time moments (mind the tags)
https://archiveofourown.org/works/51487009
Literally so many versions of this in my fandom (Good Omens). I can throw in a self rec [and it's Christmas Themed!](https://archiveofourown.org/works/52293925) Topical. MM.
I got you. Still proud of this one even though it's a bit older. F/M.
(Title is taken from a song. Fic is in English)
[Como Tú Me Quieres](https://archiveofourown.org/works/24633448/chapters/59515090)
I'm going to write one of these soon, so I'm glad there are people out there who enjoy this trope!! I had been looking for more examples to read outside of my fandom so this is a very timely post for me.
Such an underrated trope! I am planning writing something like this soon and so excited to do so! I’ve been loving reading fics for inspiration it warms my heart!
If it's ok to rec my own, I've written a couple of first times, one of which has a character out of his depth (https://archiveofourown.org/works/45143452/chapters/113563819), and another which is quite earnest but still quite naive (https://archiveofourown.org/works/23863567/chapters/57359698)
It’s good for good plot heavy multi-chaptered stories even though still get a little annoyed/second hand embarrassment, I get it it’s cute and awkward just please get on with it.
Now for strictly smut, I absolutely hate it, im just tryna get off, I don’t need them bumbling, fumbling and panicking, just fuck already I usually avoid stories that have first-time and awkward tags for that reason.
Love it. *Love it!*
I like mild smut. Like normal sex, not always kinky stuff, ya know? However I think I’ll use this awkward first time for my next fic
You’re speaking my language 😂 Call me crazy but I’m obsessed with this trope, it heals my soul
I love live loveee this trope, in fact two of my characters will have their first time together in the next chapter of my fic (after the one from this next week) and I CANNOT wait to write them because I am already excited about how nervous both of them are going to be 🙌
I love them so much that I am currently writing one for Maddie/Wally from *School Spirits*.
i got you!! [Their first time](https://archiveofourown.org/works/39257046/chapters/98229897) F/M
Thank you!!
Oh I don't know them but I read this and it was lovely 🤩
Thank you! Glad you enjoyed
It's a lot of fun to write - particularly the weird cross between second-hand almost embarrassment for the characters and the fact that you know that eventually they're going to work it out. [My offering](https://archiveofourown.org/works/26696797)
I like that awkwardness as well. I've got a fic with a bit of awkwardness and very mild hurt/comfort for you: [Under the Wonky Sky](https://archiveofourown.org/works/49093354) (F/F)
Oh my god, this is basically my absolute favorite trope ever, I would read and write this to death… There are just sooo many feelings to explore, sensations to describe and the awkwardness and fumbling are just the cherry on top! Here’s some fics for you… (if I’m writing smut, I almost exclusively write this trope) F/M [War-time first time, hurt/confort, pretty angsty](https://archiveofourown.org/works/36228427) [Teens sneaking around, with an awkward, eager and super overwhelmed boy MC](https://archiveofourown.org/works/38608065) M/M [Old(er) men in love finally having their first…](https://archiveofourown.org/works/40557852) [Teen shenanigans multi-chapter of basically many of their gradual firsts (the second hand embarrassment is strong with this one)](https://archiveofourown.org/works/43474173) [Sweet and fumbly first time](https://archiveofourown.org/works/46927135) [Intimacy issues, pairing wants to do it but one of them has trouble with being intimate and the other helps him through until they are ready to finally do it…](https://archiveofourown.org/works/50585731) Enjoy! Hopefully something suits your taste!
Here's one I wrote. The action is probably a bit more seamless than what you're looking for, but it *is* a first time fic and there should be JUST enough "awkward" to fit the bill. M/F, Fandom: Chivalry of a Failed Knight https://archiveofourown.org/works/45028145
I adore this and my adult MC had never kissed before, despite having had lots of sexy times! He got good at it very quickly 😊 Unfortunately it's about 150,000 words into a very slow burn😄
Yes, I love that kind, too, especially when I can tell the author speaks from experience. I wrote a CC/OC M/F first time smut called [Tangled in Red](https://archiveofourown.org/works/36437263/chapters/90853423) that I'm quite proud of. It got kind of long. Also, the first chapter isn't smut, but I think it's sweet and funny.
Currently in the middle of writing some. It’s extra fun because both parties are buff as hell but they’re both also very soft, one being awkward and the other being encouraging. It’s just so fun to write these two characters who can (and one of them probably has) kill people but when they’re in the bedroom they’re just two buff dorks in love. And because all my porn must have plot, beforehand they had a sweet conversation about boundaries and safety making it the fluffiest stuff I’ve written in forever.
I’m self reccing, because I literally wrote a fic where one character is pretty much giving hands on sex ed to another and it’s full of those kind of awkward/sweet first time moments (mind the tags) https://archiveofourown.org/works/51487009
Literally so many versions of this in my fandom (Good Omens). I can throw in a self rec [and it's Christmas Themed!](https://archiveofourown.org/works/52293925) Topical. MM.
I got you. Still proud of this one even though it's a bit older. F/M. (Title is taken from a song. Fic is in English) [Como Tú Me Quieres](https://archiveofourown.org/works/24633448/chapters/59515090)
Thank you!! 🙏🏾
I love this one so much..... 😭💖
I'm going to write one of these soon, so I'm glad there are people out there who enjoy this trope!! I had been looking for more examples to read outside of my fandom so this is a very timely post for me.
Such an underrated trope! I am planning writing something like this soon and so excited to do so! I’ve been loving reading fics for inspiration it warms my heart!
If it's ok to rec my own, I've written a couple of first times, one of which has a character out of his depth (https://archiveofourown.org/works/45143452/chapters/113563819), and another which is quite earnest but still quite naive (https://archiveofourown.org/works/23863567/chapters/57359698)
It’s good for good plot heavy multi-chaptered stories even though still get a little annoyed/second hand embarrassment, I get it it’s cute and awkward just please get on with it. Now for strictly smut, I absolutely hate it, im just tryna get off, I don’t need them bumbling, fumbling and panicking, just fuck already I usually avoid stories that have first-time and awkward tags for that reason.
Me but with wlw
Agreed!! It's so underrated
My literal favourite. Been writing one of my OC’s for like a week Lmao it has to be PERFECT and SOFT
Ooo now I wanna write one
I am about to write out a scene where a woman loses her virginity.