Help Settings

A Mother's Love, Bryony's Desperation - 2014

She'd been told her first time with a male would hurt, especially if he popped that barrier so carelessly. the mouse bit her lip to stifle a pained yell and simply lay back limply to take him. he really was huge for her first male.

Breasts, Bryony, Cock, Female, Ferret, Incest, M/F, MILF, Male, Mole, Mother/Son, Mouse, Pussy, Redwall, Sex, Straight, The_outcast_of_redwall, Togget, Veil

Fates of the Unicorns 6 - Leolyn's New Friend

And trust me, i'm not looking forward to my first time with a male." she then added, "..dragon." with a cough and another blush. "just.. just don't make him mad, dana. maybe you can get a job washing his clothes or counting his gold or something."

Bondage, Dark, Domination/Submission, Dragon, Fantasy, M/F, Oral, Rape, Slavery, Threesome, Unicorn

Red and Blake (14)

Through his muzzle and into mine, i then break from the kiss and lower my muzzle down to his beautiful raging boner, i take it into my muzzle and suck it for all i'm worth, there is a gasp from red's muzzle, so it looks like it is not just his first time with a male

69, Blowjob, Character Development, Doberman, Fox, Gay, M/M, Plot Development, Story Progression, Story Series, guilt

The Pet-sitter - Part 4

She didn't mind if he kept an audio file though, no one could tell the difference with that as she always put on a slightly higher voice when it was the first time with a guy, but still.

Anthro, Aroused, Bestiality, Biting, Blindfold, Blowjob, Boobs, Bound, Breast, Breast Fondling, Breastplay, Clit, Clit Torture, Clitoris, Cock, Constriction, Cum, Deep Throat, Dick, Ejaculation, Erection, Fellatio, Female Ejaculation, Fingering, Inserting, Internal, Interspecies, M/F, M/M/M/F, Multiple Species, Nipples, Non-Consensual, Penetration, Penis, Pet, Pet-sitter, Pussy, Rabbit, Scales, Semi Consensual, Semi NC, Series, Sheath, Snake, Stoat, Stretching, Teeth, Tits, Tongue, Unbirthing, Vagina, Vaginal, Zoophilia

The Dog and The Bunny

He gripped her back and started to lift up her shirt when she grabbed his wrists. ".....please be gentle this is my first time with a boy." "who said i was rough?" he winked at her and kissed her neck and sucked softly on it.

Bad Language, Bunny, Fingering, First Time, Husky, M/F, Oral, Vaginal, Violence (Not In Yiff), Werewolf

Conversation

I thought for a moment and decided on "first time with a male khajiit, yes." as my answer. j'zargo gave me another quick kiss and sat up, licking his semen-covered hand "khajiit we'll have to do it again, yes?" he asked.

Anal, Domination/Submission, Fanfiction, Khajiit, M/M, Magic, Oral, Skyrim

Making the Grade

He'd always been kinda bi, he ever liked guys like mister brass, but he never imagined his first time with a guy would be on his knees in the middle of a dirty old bar as everyone watched.

Age gap, Anal, Bear, Brown bear student, Chub, Chubby, Fat, Oral, Polar Bear, Skunk, Son, Teacher, bar, chunky, daddy

Rainy Night

I was usually a bit rougher, but i didn't want to ruin the bear's first time with a guy in who knows how many years. "this brings back memories," he said. "oh, story time?" he laughed. "when i was young i fooled around a bit with some friends.

69, Age Difference, Anal, Bear, Belly, Body Positivity, Casual Sex, Chubby, Cuddling, Cute, Fat, Feline, Fingering, Gay, Handjob, Jaguar, Kissing, M/M, M/solo, Masturbation, Muscles, Oral, Panther, Rimming

Ruki & Ru

Ru would never go to him for anything like this again, of course, and he hoped his favorite and only student enjoyed his first time with a male.

Adult, Adult Content, Age Difference, Alolan ninetales, Balls, Bareback, Bicurious, Bisexual, Bittersweet, Boy, Butt, Character Development, Consensual, Cum, Cumming, Cute, Deep Penetration, Deep Thrust, Dick, Doggystyle, Domination/Submission, Emotion, Erection, Erotic, Explicit, Extreme, Extreme Content, Eyes, Fanfiction, Feral, First Time, Foreplay, Fucking, Gag, Grin, Grinning, Hindpaw, Humor, Humping, Legs, Lust, Lycanroc, M/M, Male, Male/Male, Mate, Mating, Midday lycanroc, Naughty, Ninetales, Outdoors, Paw, Paws, Penetration, Penis, Pokemon, Pre, Precum, Quadruped, Realistic, Reluctant, Rimjob, Rimming, Semi Consensual, Series, Sex, Shy, Size Difference, Standing Up, Story, Story Series, Sub, Tail, Tailhole, Temptation, Third Person, Tongue, Vanilla, White

Learning Experience

She suddenly realized that this would also be her first time with a male before. that thought alone was nearly enough to send her over the edge again. slowly, she pressed tails cock into her pussy, both of them moaning softly as she did so.

Cub, First Time, Fox, Lynx, M/F, Oral, Sonic The Hedgehog, Vaginal

A Doctor's Visit: Part 3

"this will be the first time with a guy since that giraffe i told you about." ann smiled up at vicki. "well you deserve it." ann leaned up and kissed vicki on the lips. "an i hope you enjoy it too."

F/F, Horse, Lesbian, Masturbation, Oral, Story Series, Threesome, Tiger, Toys

University Story - Chapter 8: Part 1

This was his first time with a guy, and it was hard, but he tried to take more. brock squirmed in place as jet pushed more cock down his throat, the gagging making his throat twitch, which only increased the pleasure for brock.

Anal, Bull, Cheetah, Domination/Submission, Double-Penetration, Drunk, Gorilla, M/M, M/M/M/M, Muscle, Oral, Roommates, Stallion