Jizz

First day of (at least) a weekend of chastity.

chastity

First day of summer!

ladybonersgw

First day of classes and I could already use a relaxing massage!! Any takers? [NSFW]

chesthairporn

First day ever, how does it look?

chastity

First day back at the gym :) not even flexing :D

ladybonersgw

First day in my new cage is done xox

chastity

First day of vacation.

MassiveCock

First day in chastity

chastity

First day at Comic-Con 2015. Now with orange hair.

RebeccaCrow

First day on Reddit... Might have to stay (22, 8" x 6.5")

MassiveCock, penis, cock

First day on the island.

Fretton

First day of working out, should I post progress pics?

ladybonersgw, TotallyStraight, GaybrosGoneWild

First day locked in Holy Trainer v2

chastity

First day of school

SeeThruAsians

First day of spring but still loving my winter look (f)

gonewild

First day in Seoul; need someone to plough me before my second...

GaybrosGoneWild

First day of classes under my belt, let's celebrate [kik][cam][gfe][rate][pty]

Sexsells

First day back on campus, and people are already complimenting my outfit (f)

gonewild

First Day of School

RealGirls, GonewildPlug, Gonewilds_Secret, randomsexiness, popass, CollegeAmateurs, legs, differentstr0kes

First Day At The New Office

WomenWearingShirts

First day off work in weeks ? (f)

gonewild

First day of vacation and already publicly humiliation

Sissy_humiliation

First day of classes!

DickPics4Freedom

First day single since my bf broke up with me, how do you feel now Jason? [F+m]

gonewild

first day of many being locked up by my new Owner, wish me luck!!

Sissies

First day on Reddit, if only my friends would know???

GoneWildCD

First day back camming, I was so turned on and came so much

bigonewild

First day back in MONTHS, let's go to the gym :)

chastity

First Day Outfit :)

collegesluts

First day back to the gym in nearly 3 weeks, need to get that pump back :(

bigonewild

First Day as a Toilet

FartCaptions

First day locked up at work

chastity

First day at Bang! studio

cumsluts, before_after_cumsluts

First day of work from home quarantine

chastity

First day on the job is always the hardest!

gayofficefun, gayporndepot, Men2Men, MrBlowJob

first day of locktober, gooning to gw, losing my mind

GOONED

First day of work during NoBraNovember

burstingout

First Days of Snow

GirlsInPlaid

First day off in my new apartment!

BBW

First day of the spring semester. She could use a few licks for goodluck

pussy

First day black to college. Would you let me straddle your face till I cum? Just for good luck this semester ???

collegesluts

First day back after the blizzard, I missed you!?❄️[F][OC]

workgonewild, RealGirls

first day in this nylons

nylon

First Day Jitters

GayHouseboys

First day here sweets <3 loving to be here

pussy, u_Kitannah_, Feet_NSFW, FeetInYourFace, feetish, AltFeet

First day cut - I am not sure about tightness, but I think it is quite low?

lowandtight, CircumcisedAndProud, beschnitten, Circumcisedkingdom, circumcisions, circumsexual, Circumsexuality, cutgermans, NoTurtlenecksAllowed