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Best of August

🍏 sourapplegummies

27 audios · 14h 54m · 6 favorites

With Your Best Friend’s Younger Brother After a Girls’ Night

AugustInTheWinter · 95.1K plays · Sept 30, 2025
You’re the only one still awake after a night out with friends when your best friend’s younger brother walks into the living room. He’s wanted you since high school—and now he’ll do everything he can to finally have you the way he’s always dreamed.
Tags: [M4F], [Soft MDom], [Quiet/Cheeky Guy], [Banter], [Oral], [If I Make You Cum, I Get to Fuck You], [Rough], [Doggy], [Penetration], [Hold the Moan], [Spanking], [Hair Pulling], [Wanted You For So Long], [Finish Inside]
Duration: 28m

Flirty Stranger at the Pool

AugustInTheWinter · 28.7K plays · Sept 30, 2025
On a trip with friends at a boutique hotel, you slip out to the pool while they nap. Alone—except for a guest you noticed earlier—you catch him watching. You glance back, wondering what harm there is in starting a flirty chat with a cute stranger.
Tags: [M4F], [Slutty MDom], [Strangers to Lovers], [Vacation], [Sunscreen], [Making Out], [Titplay], [Fingering], [Oral], [Hold the Moan], [Semi-Public], [Praise], [Degradation], [Slut Encouragement], [Muscles], [Blowjob], [Missionary], [Hips Up]
Duration: 38m

More Than Cuddling With Your Friend at the Drive-In

AugustInTheWinter · 67.7K plays · Sept 30, 2025
You’ve grown so close to your best guy friend it feels like you’re dating—sharing secrets, time, and even cuddles. At a drive-in movie, with him always kind and respectful, you realize it’s time to admit you want more than friendship.
Tags: [M4F], [MSub to Soft MDom], [Friends to Lovers], [Car Sex], [Cozy], [Cuddling], [Grinding], [Handjob], [Making Out], [Thigh Riding], [Cowgirl], [69], [Face Riding], [Multiple Orgasms], [Spooning], [Confession]
Duration: 43m

Sneaking Into an Outdoor Concert

AugustInTheWinter · 51.6K plays · Sept 30, 2025
You and your friend can’t get tickets to your favorite pop girlie’s show, but since it’s nearby you head over to catch what you can. He’s hesitant, but you talk him into taking a chance and sneaking in with you.
Tags: [M4F], [Fun MDom], [Friends to Lovers], [Dancing], [Grinding], [Feeling Slutty], [Groping], [Making Out], [Fingering], [Under Skirt], [Neck Holding], [Degradation], [Teasing], [Edging], [Clit Spanks], [Oral], [Blowjob], [Penetration], [Doggy]
Duration: 30m

Cheating With Your Favorite Student

AugustInTheWinter · 65.2K plays · Oct 3, 2025
You're a young university professor with a husband who tends to take you for granted. When he forgets your anniversary, you call your favorite student into your office. It's tempting. But you shouldn't. Should you?
Tags: [M4F], [Professor x Student], [University], [Infidelity], [MSub to MDom], [Rough], [Mild Degradation], [Praise], [Multiple Orgasms], [Ass Eating], [Reverse Cowgirl], [Desk Sex], [Breeding Tease], [SFX]
Duration: 29m

Booked and Busy

AugustInTheWinter · 74.7K plays · Oct 7, 2025
Your close friend who lives in a different city has come to visit you, but thanks to some recent sexual frustration, you've been too busy getting yourself off to plan for his visit.
Tags: [M4F], [Condescending MDom], [Friends to Lovers], [Arguing], [Shaming], [Degradation], [Light Humiliation], [Mutual Masturbation], [Handjob], [Face-Fucking], [Fingering], [Edging], [Clit Spanks], [Reverse Cowgirl], [Overstim], [Possessive], [Makeup Sex]
Duration: 34m

The DILF Next Door

AugustInTheWinter · 85.9K plays · Oct 14, 2025
Your hot water is out AGAIN! While you wait for your landlord to get back to you, you pay a visit to your friendly next door neighbor, a young single dad suffering from springtime stress. He offers you a hot shower, but you want much, much more from him.
Tags: [M4F], [MSub], [Young Single Dad], [Teasing], [Seduction], [Inexperienced Sub], [Begging], [Desperate], [Pent-Up], [Use Me], ["Miss"], [Finger Sucking], [Handjob], [Thigh Riding], [Grinding], [Cowgirl], [Face Riding], [Ass Eating], [Coming in Mouth], [Creampie]
Duration: 38m

Hiking With Your Friend

AugustInTheWinter · 50K plays · Oct 24, 2025
You have a grumpy, quiet kind of unadventurous friend who you've convinced to go hiking with you, despite him hating the outdoors. You're getting sick of his complaining so you decide to show him how fun hiking can really be...
Tags: [M4F], [Passionate MDom], [Friends to Lovers], [Grumpy M], [Flirty F], [Outdoors], ["Motivation"], [Flashing], [Voyeurism/Exhibitionism], [Blowjob], [Scent], [Fingering], [Spanking], [Confession], [Begging], [Riding], [Possessive], [Standing Carry]
Duration: 30m

Showing Off In the Window

AugustInTheWinter · 54.7K plays · Oct 31, 2025
It's Halloween night and you're home from a party. The guy you've started seeing is hanging out in your bedroom while you get ready, when you get a call from an unknown number...
Tags: [MM4F], [Strangers to Lovers], [Exhibitionism/Voyeurism], [Rough MDom], [Dark/Creepy Vibe], [Mean M + Sweet M], [Phone Sex], [Voice FX], [On the Phone During Sex], [Mystery Caller], [Degradation], [Trick or Treat], [Scary Movies], [Masturbation], [In Costume], [Blowjob], [Cockslaps], [Cowgirl]
Duration: 24m

The Stranger Arrangement

AugustInTheWinter · 60.9K plays · Nov 7, 2025
You want to be a mom and you're ready to do it on your own, so you take matters into your own hands. Rather than go to a fertility clinic, you decide to do things the old-fashioned way.
Tags: [M4F], [Soft MDom], [Strangers to Lovers], [Breeding], [Professional to Passionate], [Lights Off], [Nervousness], [Check Ins], [Hold the Moan], [Mutual Masturbation], [Prone], [Blowjob], [Fingering], [Mating Press], [Multiple Orgasms], [Coming Twice Inside], [Daddy], [Size Mentions]
Duration: 33m

Tap Out

AugustInTheWinter · 111K plays · Nov 11, 2025
You've been taking Brazilian jiu-jitsu classes lately and after you fall asleep in your best friend's bed, he asks you to show him some of your moves. You're ready to tap him out and make him beg for mercy, but it turns out he has some moves of his own...
Tags: [M4F], [MSwitch], [Friends to Lovers], [Play Wrestling], [Morning Sex], [Rough], [Grinding], [Teasing], [Coming in Pants], [Light Humiliation], [Brat Taming], [Begging], [Cumplay], [Blowjob], [Thighlock], [Over the Knee Spanking], [Fingering], [Degradation], [Edging], [Finger Sucking], [Prone], [Sideways]
Duration: 32m

Voicemail from Your Ex-FWB

AugustInTheWinter · 37.5K plays · Nov 14, 2025
You've been dating around, hooking up with one guy and going on cute dates with another. Now one's your boyfriend and the other one has some questions. Does he know what a slut you were for me?
Tags: [M4F], [Phone Sex], [Rough MDom], [You Have a New BF], [JOI], [Dirty Talk], [A Little Cucky], [Mutual Masturbation], [Reminiscing], [Photos/Videos], [Begging], [Desperate], [Cheating Talk], [Rough Sex], [Breeding], [Degradation], [One Last Time?], [Fucktoy], [Good Girl], [Daddy]
Duration: 22m

Rainy Day With Your House Guest

AugustInTheWinter · 69.7K plays · Nov 18, 2025
Your roommate's friend is going through a tough time and staying at your place for a while. He accidentally wakes you up from an afternoon nap on a rainy day off, and after finding out he hasn't been getting much sleep, you invite him to join you.
Tags: [M4F], [Soft MDom], [Acquaintances to Lovers], [Chatting], [Slowish Burn], [Reserved M x Sweet F], [Nap With You], [Head on Lap], [Relax Me], [Free Use], [Titplay], [Oral Through Underwear], [Blowjob], [Teasing], [Fingering], [Grinding], [Neck Kisses], [Praise], [Reverse Cowgirl], [Bounce You On It]
Duration: 41m

Spank Therapy

AugustInTheWinter · 76.3K plays · Nov 21, 2025
You're stressed out, and your best friend asks what he can do to help you relax. One thing that always works for you is getting spanked, even in a non-sexual, therapeutic way.
Tags: [M4F], [Soft MDom], [Friends to Lovers], [Destressing], [Comfort], ["Platonic" Spanking], ["Non-Sexual"], [Teaching Me], [Banter], [Fingering], [Bent Over My Lap], [Praise], [Good Girl], [Doggy Style], [Ass Play], [Creampie], [Kissing], [Affectionate]
Duration: 39m

Guessing Games With the Twins

AugustInTheWinter · 36.3K plays · Nov 25, 2025
You're a teacher's assistant at a university, and one of your nicest, sweetest students, Simon, has an identical twin, August.
Tags: [M4F], [Msub to Rough Mdom], [TA x Student], [Mystery], [Identity Play], [Plausible Deniability], [Phone Call], [Teasing], [Flirting], [Can You Tell the Difference?], [Shy Twin / Cocky Twin], [Which One Do You Want], [Making Out], [Blowjob], [Handjob], [CFNM], [Begging], [Fingering], [Titplay], [Pussy Eating], [Spanking]
Duration: 36m

Teaching Your Friend Some Respect

AugustInTheWinter · 49.2K plays · Nov 28, 2025
Your formerly shy friend has been blossoming into a bit of a player, and when you're over at his place, he humble brags a little too hard and you decide his ego needs a little managing...
Tags: [M4F], [MSub to MDom], [Rough FDom], [Bratty MSub Taming], [Teasing], [Jealousy], [Stripping], [Grinding], [Slapping Him], [Face Sitting], [Oral Through Underwear], [Whining], [Begging], [Size], [Blowjob], [Topping From the Bottom], [Missionary], [Doggy], [Ass Eating], [Use Me]
Duration: 39m

The Only One Who Can Touch You

AugustInTheWinter · 64.5K plays · Dec 9, 2025
Being one of the most powerful superheroes in the world comes with its downsides. Like the fact that anyone you touch instantly collapses in agony, and sometimes, even death.
Tags: [M4F], [Enemies to Lovers], [MSwitch], [Superpowers], [Poison Touch], [Banter], [Hate Sex], [Touch Starved], [Handjob], [Riding], [Fingering], [Pussy Eating], [Multiple Orgasms], [Slapping Him], [Exhibitionism], [Hand Kink], [Spitting], [Size], [Overstim]
Duration: 36m

Wedding Night With the Enemy Prince

AugustInTheWinter · 85.1K plays · Dec 19, 2025
The war is over. You, the heir to the throne, and your father, the King, have defeated the neighbouring rebel kingdom in battle. As a part of the peace bargain, you have been married to the enemy prince.
Tags: [M4F], [Rough MDom], [Medieval Fantasy], [Arranged Marriage], [Enemies to Lovers], [Hate Sex], [Ends Sweet], [Breeding], [Choking], [Spanking], [Degradation], [Court Politics], [Coercion/Dubcon]
Duration: 24m

Stop Calling Me Daddy

AugustInTheWinter · 174K plays · Dec 9, 2025
You're telling your roommate about a botched date, when it comes out that he HATES the word Daddy and thinks it's disgusting.
Tags: [M4F], [Rough MDom], [Roommates to Lovers], [Secret MDom], [Shutting You Up], [Bratty Listener], [Degradation], [Choking], [Spitting], [Spanking], [Facefucking], [Thigh Riding], [Prone], [Teasing Turned Breeding], [Praise], [Corrupting Me], [SFX]
Duration: 23m

Friendship Breakup During a Thunderstorm

AugustInTheWinter · 86.4K plays · Jan 23
You haven't fully accepted it, but you've been drifting apart from a close friend for a while now. You're trying new things, making new friends and you don't seem to have that much in common anymore.
Tags: [M4F], [MSub to MDom], [Friends to Lovers], [Cabin Trip], [Friendship Drama], [Making Out], [Titplay], [Fingering], [Pussy Spanks], [Riding], [Slapping Him], [Hair Pulling], [Take It Out on Me], [Begging], [Possessive], [Missionary], [Passionate], [Aftercare]
Duration: 25m

Wedding Reception With the Bride's Brother

AugustInTheWinter · 81.7K plays · Jan 20
One of your close, longtime friends is getting married and you've been tasked with making sure her brother doesn't have too much fun at the reception and embarrass himself.
Tags: [M4F], [Slutty MSwitch], [Uptight F x Annoying M], [Prior History], [Wearing Him Out], [Car Sex], [Handjob], [Finger-Sucking], [Teasing], [Denial], [Titplay], [Fingering], [Face Riding], [69], [Ass Eating], [Competitive], [No Refractory], [Cumplay], [Sloppy], [Messy], [Condom], [Doggy], [Licking It Up], [Hair Pulling]
Duration: 40m

Wanting More Than Gifts

AugustInTheWinter · 69.8K plays · Jan 6
You've gotten to know this guy who's pretty wealthy, and you have an obvious connection. You get along, share interests, talk and flirt easily. You can tell he's attracted to you, and you're not quite sure how you feel about him.
Tags: [M4F], [Switchy MDom], ["Sugar" Arrangement], [Wealthy Speaker], [Spoiled Listener], [Multiple Scenes], [Restaurant], [Change Room], [Drama], [Light Angst], [Teasing], [Jealousy], [Arguing], [Lingerie], [Possessive], [Angry to Sweet], [Making Out], [Pussy Eating], [Fingering], [Edging], [Countdown], [On Table], [Comfort]
Duration: 48m

Staff Officer's Confession to His Commander

AugustInTheWinter · 35.6K plays · Feb 24
You're a tough, heroic squadron commander fighting a long war against oppression and tyranny all over the galaxy. You're good at what you do, which means you're always being asked to do more and more by command.
Tags: [M4F], [Soft MDom], [Sci-Fi], [Light Angst], [Kissing], [Titplay], [Pussy Eating], [CMNF], [Hold the Moan], [Pet Names], [Reassurance], [Slapping Him], [Opening Up], [Missionary], [Legwrap], [Edging], [Multiple Orgasms], [Praise], [Service Dom], [Creampie]
Duration: 33m

Making Out With Your Sister's Friend

AugustInTheWinter · 51.3K plays · Feb 13
You occasionally go out with your sister and her friends, and you've ended more than one bored and lonely night with a quick make out session with one of her guy friends.
Tags: [M4F], [Teasing MDom], [Brat Taming], [Kissing Focus], [Banter], [Flirting], [Not Touching You], [Not Even if You Beg], [Masturbation], [JOI], [Spitting], [Sloppy], [Denial], [Begging], [Neck Holding], [Degradation], [Clit Kisses]
Duration: 25m

Making a Movie at the Criminal's Club

AugustInTheWinter · 76.5K plays · Jan 30
You're an adventurous journalist on a trip overseas, embedded with an organized crime ring for a documentary you're working on.
Tags: [M4F], [Journalist x Criminal], [Rough MDom], [Danger], [Searching You], [Villain], [Stripping], [Lingerie], [Making Out], [Handjob], [Blowjob], [Face-Fucking], [Pussy Eating], [Ass Eating], [Fingering], [Spanking], [Cowgirl], [Hold the Moan], [Missionary], [Take Off the Condom], [Sex Tape], [Degradation], [Praise]
Duration: 37m

Study Session With Your Tutor

AugustInTheWinter · 56.1K plays · Jan 16
Your tutor wants you to focus on Henry VIII and his wives for your English History midterm, but you keep getting distracted. So he comes up with a new way to keep you on task.
Tags: [M4F], [Soft MDom], [Library], [Hold the Moan], [Whispering], [Nerdy Guy], [Fingering You While You Study], [Frustration], [Blowjob], [Facefuck], [College], [Mild Degradation], [Hysterical History]
Duration: 26m

Baking a Cake With Your Family Friend

AugustInTheWinter · 55.1K plays · Apr 28
Your family has been close with his for a long time, taking regular trips to the seaside vacation home where you spent so many cherished summers.
Tags: [M4F], [Soft MDom], [Singing], [Banter], [Teasing], [Nostalgia], [Flashback], [To First Time], [Birthday Sex], [Outdoors], [Making Out], [Titplay], [Fingering], [Handjob], [Lying Down Cowgirl], [Missionary], [Sweet], [Praise], [Whisper], [Multiple Scenes], [Cute Awkward], [Coming on Body], [Check Ins]
Duration: 43m