Jizz

I tried SketchSwap.com for the first time today - This was the first picture I got!

funny

I just got home from seeing my dad for the first time in 12 years. Check out what he had for me this whole time.

pics

1,000,000 Comment karma broken for the first time. Thanks andrewsmith1986 for making me feel better about how much time I waste on Reddit.

funny

Single for the first time in a long time, time to celebrate with [f]ull frontal nudity!

gonewild

Nothing {f}ixes the breakup blues like buying new underthings and feeling sexy for the first time in a long time...

gonewild

So I took some adderall and couldn't sleep. I decided to draw for the first time since high school. I based my drawings of the first 3 CA usernames that popped in my head.

ca_chat

Broke out the real camera for the first time in a long time...

gonewildcurvy

[vid][pty] hey guys! please leave solo video ideas for me in the comments. I will put the ones I like and/or with the most upvotes in consideration to make this week! Also, selling a pair of panties for the first time!

Sexsells

M45 dresses up and ready to go out for the first time in a long time. How do I look? (It's a formal dinner hence the suit!)

ladybonersgw

OMFG!! I just squirted for the first time...and the second and the third time. Hell yeah!! (F)

gonewild, GWCouples, GonewildPorn

I used a strap on for the first time today. She'd have been begging for more if not for the gag.

BDSMGW

I see these all the time on this subreddit, it was kind of neat to come across one in the wild for the first time. [NSFW]

LivestreamFails

So I just stumbled across this board for the first time, which just so happens to the first night I've been able to dress up in girly clothing that I bought with my own money! To commemorate that, here's me trying my darndest to look fierce on a budget

Sissies

I posted some noods to some sexy subreddits for the first time this week. I also got my first creepy PM this week. What are the odds?

creepyPMs

I've been reading Y: The Last Man for the first time this week. Of all the "Y" references that have been in it, this one sucked the most (Huge Spoilers for the end of the series)

comicbooks

[SPOILER] I completed the game on PC for the first time and am a screenshot maniac; I love it when my timing is off.

valkyria

Last night, for the first time ever, I experienced the amazing (f)eeling of having both holes filled at the same time ?

gonewild

[F] Master put my nipple clamps on for the first time before fucking me in the GW video chat last night. Maybe next time you'll join us? :)

dykesgonewild

Going on a date for the first time this year. This is appropriate for a first date right?

GoneErotic, UnderwearGW, BigBoobsGW

Went on a first date for the first time in years. Didn't turn out the way I would have hoped, unfortunately. This dick does not get dipped in crazy.

MenGW

Finally jerked off to Victoria Justice and gave her my cum for the first time ever. Won't be the last time

JerkOffToCelebs

Taking the first big step by going outside while dressed for the first time, so nervous but excited [sissy age 23] ;) x

Sissies

Peridot trying self bondage for the first time (and getting a little over ambitious for a first timer) [BDSM]

StevenUniverseNSFW

When my wife and her ex-boyfriend from high school get back in touch for the first time in over a year and start sexting within the first hour on day one.

ExCaptions, hotwifetexts, CheatingCaptions, slutwife, LatteLala, DirtySnapCaptions, HotwifeXXXCaptions

I think this was the (F)irst time a guy has fucked me for the first time without cumming on my tits. Would you not be tempted? [22]

gonewild, BigBoobsGonewild, BigBoobsGW, gonewildchubby

(40s) freshly showered after playing sportsball for the first time in a long time. My muscles aren’t the only thing that’s stiff.

DadsGoneWild, chesthairporn

If I'm showing my vulva for the first time, you gals should get to be some of the first to see.

dykesgonewild

Have you ever found yourself with the perfect person, feeling complete for the first time... and then you wake up? Yeah, this wasn't one of those times. [wholesome] [waking up together]

xxxcaptions, VanillaCaptions

My wife[53] at 40 while on vacation at Disney with the kids for the first time. We had a great room for pictures (and sex) on that trip, while the kids shared the other bedroom in the condo.

maturemilf, ButtsAndBareFeet, u_cdarwin57

this is from the restroom on my first meet up when I flew on a plane for the first time [oc]

pussy, u_headfinder

On this day, 14 years ago, the very first episode of The Office aired for the first time!

u_KyloRick66

One drink to many for me ? ...having my ass taken for the first time in a longgg time

DegradingHoles

You knelt in front of him, uncertain faced with your first cock. You tasted another man's cum for the first time as you licked the tip with the rope stringing from your tongue to his cock, immediately dissolving any doubt this would be your lastg

sissyhypno, nsfwcelebs, ChurchOfTheBBC, averagepenis, WhiteGirlsGoneBlack, OvalNipples, Tushy_Network, yiffcaptions

Shaved my pussy for the first time ever last night, playing around with this clamp today. It hurt like hell having it on even to take the picture. I might fuck myself dry in the ass in a bit, or hurt my clit, but I need some encouragement esp for the seco

ftmspunished

So just used a butt plug with the GF for the first time, she came 2 times in a row in a couple of minutes. Long story short, we both loved it.

Slut, PetiteNSFW, hotclub, Amateur, gonewild, PornShop, kinky, PetiteGoneWild

Witch boyfriend grabs his ghost boyfriend's orb for the first time. Neither of them expect ghost boyfriend to experience the best orgasm of his afterlife. Do excuse the unfinished quality, I've been having a rough time of it. Hope y'all enjoy :)

yaoi

Tried a split for the first time in a long time, just for this subreddit!

FuckableSplits

Going to the office for the first time in a month. Help me get rid of the morning wood first?

dilf

I went to an adult toy store for the first time tonight & you’re the first to see me in my new fishnets ? ? [F]

gonewild

TODAY ONLY!!! See me using my new Hitachi for the FIRST TIME for only $6.66. Offer available to all who subscribe TODAY! Out of the box, into the wall, on my pussy with a camera rolling, and it's here for your delight

u_SinnamonSativa666, chubby, BBWHardcore, GoneWildPlus, BBWPussys

? Saturday May, 1st ? 10pm (EAST TIME) on OF Free ? 11pm (EAST TIME) on OF VIP ? For the FIRST TIME ? Bea Live on OnlyFans! ?

u_bea_secrets, u_LOVELISTONOSZ_2