Jizz

The girl[f]riend and [m]yself for the first time.

gonewild

Time to (m)an up and post for the first time

gonewild

The first time my uncut semi-hard cock has been on the internet, hope you all like it!

penis

The Elomi Izzy set that got me (f)ucked in the ass for the first time!

GoneWildPlus

The look on her face when it goes in for the first time

NSFW_GIF, nsfwhardcore, anal, porn_gifs, Penetration_gifs, doppelbangher

The first time is the hardest

anal

The first time a comic's made me cry like a bitch (Y: The Last Man #58 Spoilers)

comicbooks

First ti(M)e posting, laid up at home after some surgery, masturbating for the first time in weeks. Cock, a scar, and hints of tattoos.

gonewild, ladybonersgw

The first time fingering myself after the bike accident, it felt amazing. (f)

gonewild

The first time I brought my girlfriend over for the night, I visited mom beforehand for a little fluffing.

IncestGifs

First second post because I fucked up the first time [M]

gonewild

The first time she "cheated" on me, and certainly not the last.

Hotwife

The wife being shared the first time

feet

The first time is always the most memorable.

hentiny

The first time Aya ever fucked my friend, he pounded her to seven noisy orgasms. A redditor friend helped us enhance the video quality from potato to watchable potato. Video link in comments! [13:50]

Hotwife

The clinging strands of grool after the first time I used my new Nora toy ♥

grool

The day he brought her home the first time and the day he carried her coffin out after 18 monthes. Father of a toddler who was killed as a result of shelling in Azerbaijan.

MorbidReality, ImGoingToHellForThis, Jessicamshannon

The first time I've been naked on the internet. Here we go!

ladybonersgw

The first time I let my husband snap a pic while I was in the shower

wifesharing

The first time missing pieces made the puzzle better..

ImGoingToHellForThis

The first time they're filmed, some slavegirls just CAN'T resist staring at the camera and smiling because they're famous now

SFandFslavegirls, BondageGIFS_HighRES

First post, 25 y/o wife trying this out for the first time.

wifesharing, WouldYouFuckMyWife, bestofwives

The anticipation of taking my new 10 inch dildo for the first time just added to the whole experience.

u_DickStrokerMcGee, MenWithToys, BoysAndTheirToys

The feeling when a strangers cock is slinding slowly inside your GF for the first time...

Cuckold, Hotwife, FirstInsertion, Swingersgw

The vodka induced glam look in case you missed the first time

traps

The prospect of being used by multiple Masters for the first time can be frightening to some slavegirls

SFandFslavegirls, SlaveWorld, uncommonposes

First post here.. Worked my asshole good for the first time in awhile

GayKink

The feeling of a huge cock sliding into your boipussy for the first time.

Sissyperfection

The Wife taking the fist for the first time....

Fisting

The surprise at reaching in her panties for the first time

spreadeagle, vulva, beef_flaps, u_whakadoodle, iluvnakedchicks

The first time I let him have the booty

anal, gape, Chearbunny

The first time you wear an open front dress, you can feel a bit shy - but the feeling soon takes over and you'll wonder why you wear anything else!

AltBoobWorld

The first time Sable posed for Playboy it became the biggest-selling issue in the magazine's history. I know I definitely got a lot of use out of that issue.

NostalgiaFapping, iluvnakedchicks, VintageBabes

The boy's body begins to succumb to pleasure for the first time

twinks

The picture I received not so long after the last, the first time my wife fucked someone other than me during our marriage. Her master fucking her while I was in chastity.

Slut

The root-mean-square velocity of a molecule of oxygen at room temperature is over 1000 mph (~1600 km/h). Me, after learning that the first time: ??

foreskin, chesthairporn, mangonewild, mengonewild, penis, cock, cockheadlovers

The reaction on Scarlett Johansson's face when she unzips your pants and feels your rock hard erection for the first time

JerkOffToCelebs

The aftermath of sucking a cock for the first time. I think I liked it.

WetSpotGuys

The game is glitched because i guess the first time i met her i already took the storage key

SummertimeSaga

The curious boy snuck off to the gay bar for the first time. Before he knew it, they had turned him into their submissive bitch and were making sure he loved every second of it.

straightturnedgay, Gaygangbangs, hotguyswithtattoos, submissivemen, collegeboys, GayGroupSex, BiCuriousGuysChat, twinks

The first time is always the hardest

Sissyperfection, u_XyckXyck, sissycaptions, BlackOwnedSissies, lexibellefemmeinspo, u_TwizzleSchtics, u_nimblybimbly436

The straight boy will never forget the waves of lust, humiliation and pleasure he got from being another man’s toy for the first time.

straightturnedgay, MaleCall_LegsUp, GuysFingering, gaynsfw

The young human meets their father for the first time

worldpolitics

The face you make the first time you wet, its strange but feels so good. your diaper fetish has lead up to this moment

diaperhentai, ABDLarts

The weather this weekend was great so I visited my local nude beach for the first time. Full story on my TeamLocked page ?

chastity

The face they make the first time they wet and realize how much they like it

diaperhentai, ABDLarts

The [f]ace I make when you whip it out for the first time!

InnocentlyNaughty

The [f]ace I make when you whip it out for the first time!

GoneWildCanada

The mole on her right one attracted me towards her for the first time

JuliaAnn, u_princedevittbcog