Jizz

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

funny

My new Girlfriend is coming over for the first time, this is what I spent most of the time doing.

pics

I just got home from seeing my dad for the first time in 11 years. Check out what he had for me this whole time.

pokemon

I just got home from seeing my dad for the first time in 11 years. Check out what he had for me this whole time.

gaming

A ginger has a naturally good hair day for the first time... and the last time. Eww, gingers.

redheads, ginger

I just got home from seeing my dad for the first time in 11 years. Check out what he had for me this whole time. (i.imgur.com)

raptram

Got some alone time for the first time in a long time, what do you think?

GoneWildCD

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

gonewild

I made two wishes come true: I visited Paris for the first time and went to Black Bird Tattoo Paris, where left handed Alyx endowed me with my first, second and third tattoo. Here the result:

tattoos

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

[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

My gf is cuckolding me for the first time tonight, with a mystery bull! The reason she gave for why she'll only show me this one cam pic: "Because every part of him will intimidate you, and I need this too much for you to chicken out"

Cuckold

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

[Selling][US][18] Virgin selling for the first time -- be the first man in my panties.

ThePantyDrawer

[Selling] Got a NEW VIBRATOR! Dying to cum creamy so many times for the first time for you!

usedpanties

[CAM] [KIK] [PIC] [GFE] [VID] For the first time in a long time, I might actually be doing Skype... So come get me while you have the chance!

Sexsells

Just started watching Gurren Lagann for the first time. Had to take a fapping break after the first episode, I think I know who my favorite character is already...

AnimeCumtributes

[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

[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? :)

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

I trimmed for the first time in a very long time. Who's a fan of the deforestation?

penis, ThickDick

Just had my bum used for the first time, any takers for my next few times? ;) xx

GoneWildCD, Sissies

I have a brand new pre-made [vid]! Watch me use my David the Werewolf for the first time in this fantasy/HP themed video! I'm also taking orders for customs and I'm always up for telling you exactly what I think about your cock [rate].

Sexsells, Dombae

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

M/47/5' 9"/203lbs - Time to make some changes. On my way to the gym for the first time in a year...

NakedProgress

28M 6’5 215 After two months of cutting i think I like the way I look for the first time in a long time

normalnudes

I watched the movie and read the books yesterday for the first time! Thought this panel from the last book made for a good wallpaper.

u_Phionex141

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

Went to the gym for the first time in years. It felt good to make a healthy choice for once, but I'm ready for a beer. ?

RealAmateurNSFW

Long time lurker, posting [M]y cock for the first time on the internet.

GoneMild

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

Visited Bruges, Belgium for the first time yesterday. Hit the first chocolate shop we saw to find this...

WTF

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

dykesgonewild

Tried a garter belt for the first time and struggled with the back. Wanna help me next time?

FemBoys, Sissy_humiliation, sph, Sissies, GoneWildCD, blacktraps

Trying plug for the first time, here's the first one.

Gemplugs

Emilia Clarke is nervous about meeting your parents for the first time, so you let her suckle on your cock in the car for a bit before going inside for dinner.

JerkOffToCelebs

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

DegradingHoles

Double penetration video out now on my only fans.? Trying anal for the first time in 7 years, come watch me fuck my tight ass and pussy at the same time?? FREE subscription to my onlyfans, link in bio ???

OnlyfansAmateurs

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

[19/19][MF4MF][Edinburgh] Young couple looking to experiment for the first time, preferably with a couple around our age. In Scotland for the day. Check profile for pics and gifs, DM us if interested ;)

swingersr4r

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

nudesfeed, slutsofsnapchat

Pupping out for the first time in a LONG time, perfect for a chill day.

PupPlay

He wanted to try out bdsm, but made sure to say ‘I’m not gay’ when going over the dets. When he arrived, his body grew red in embarrassment as he undressed for another man for the first time. By the end of the session, he was kissing his ass and sucking d

straightturnedgay, bdsm, GayKink, gayrimming

Tried wearing a girl's blouse thingy for the first time. I liked it! My bf wants to turn me into a passable girl (with crazy makeup techniques) some of the time.

FemBoys

Tried wearing a girl's blouse thingy for the first time. I liked it! My bf wants to turn me into a passable girl (with crazy makeup techniques) some of the time.

Feminization

Tried wearing a girl's blouse thingy for the first time. I liked it! My bf wants to turn me into a passable girl (with crazy makeup techniques) some of the time.

GayKink

Tried wearing a girl's blouse thingy for the first time. I liked it! My bf wants to turn me into a passable girl (with crazy makeup techniques) some of the time.

gayfetish

Tried wearing a girl's blouse thingy for the first time. I liked it! My bf wants to turn me into a passable girl (with crazy makeup techniques) some of the time.

Sissy_humiliation

Tried wearing a girl's blouse thingy for the first time. I liked it! My bf wants to turn me into a passable girl (with crazy makeup techniques) some of the time.

StraightToSissy

You’ll never forget the feeling of bending over for another man for the first time. The mix of lust and confusion driving you to let another man fuck your asshole. It’s a feeling you’ve grown to crave.

straightturnedgay, u_bmore_e, NSFWgayporn, u_auswebch

Girlfriend is away for a week. Just shaved myself and bought my first vibrator. I'm experimenting with anal for the first time

BiCuriousGuysChat

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

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

FuckableSplits

Feeling confident for the first time in a long time. Also unashamedly searching for my mistress, my muse.

NorCalGonewild

Trying chastity for the first time. Time for bed! How did I do?

Sissies, StraightToSissy, Feminization