Jizz

My wife's ass with her stockings on[F], with your encouragement we could get many moar!

gonewild

I'm bored. How would GW [f]ix that? Requests encouraged.

gonewild

[F]irst time posting to gonewild with encouragement might show more ;)

gonewild

I'm a bit shy, but my boy[f]riend encouraged me to post this here.

GoneWildPlus

Hey LBGW, looked like you needed a little more ethnicity here.. First time posting What do you think of the dreads? Feedback and requests appreciated and encouraged!

ladybonersgw

[f]She won't admit it but the attention turns her on...will you help me have some great sex tonight? With a little encouragement she may entertain some requests :)

milf

My wife is a milf and is thinking of being a cam girl... Encourage her

milf

(f) ok, i'm encouraged! let me know if this one helps.

gonewild

A little more than last time. Hopefully you encourage me to post a picture when hard...

gaymersgonewild

[F]riends of Reddit, I've been working out.. any words of encouragement?

gonewild

It's 5:30 am, I haven't slept yet and it's (f)inals week. A little encouragement from GW would be wonderful :)

gonewild

My man is halfway across the country. I've lost 14 pounds and need some encouragement.

gonewildcurvy

Not ready to bare it all... Perhaps developing a (f)an base could encourage me ;)

GoneWildPlus

(f) I'm nothing special but taking these photos has encouraged me to lose weight! I hope you like it anyway :)

GoneWildPlus

So soft, 1st post here. Help me encourage her.

LabiaGW

For Valentines Day, Hubby got my account set up so I could share with you guys. Starting off mild, will post more if you all enjoy. Comments encouraged!

wifesharing, bestofwives

Despite wearing green, pinching is still encouraged.

gonewildcurvy

I get to wake up to my sexy wife and that amazing ass every day, what do you guys think?. Trying to encourage her to post more

wifesharing, bestofwives

[F]irst post. Really nervous, encouraging PMs are welcome!

GoneMild

(f)Need a bit more encouragement to show them to the world

IndiansGoneWild

Met up with a fellow redditor last night who encouraged me to start posting again:)

PetiteGoneWild, gonewild

Eyes for Encouragement (if You Needed Any)

cumsluts, porn_gifs, all_nsfw_gifs

Was encouraged to post more after my last pic {F}

gonewild

Let's encourage my wife's newfound exhibitionism

wifesharing, bestofwives, PetiteGoneWild, palegirls, Gonewilds_Secret, RealGirls, WouldYouFuckMyWife

I blame all of you for making me look this feminine now :P Far too many compliments and encouragement ;)

traps

(34) Underwear for today. Encourage me to take it off ;)

gonewildcurvy, NakedCurvySluts

Look how tiny my cuckold is! Our first post together, so thrilling to embarrass my cuck publicly like this. We're both kind of nervous so some encouragement would be greatly appreciated!

Cuckold

My girl needs a little encouragement to start posting regularly....anyone want to help out?

WouldYouFuckMyWife

Full balls and an explosion gif in the comments. PMs encouraged;)

MassiveCock

My half black, half white wi[f]e has an insanely big booty. She needs encouragement to show it off more.

booty

[OC] PMs Encouraged. ^-^

TittyDrop, nsfw_rising, NSFW_AwesomePornPics

Average Tuesday night ? Degrading & objectifying PM's encouraged

altgonewild

My wife showing off for you. PMs encouraged.

WeddingRingsShowing, wifesharing, happycuckold, bestofwives, cuckoldcaptions, CheatingCaptions, xxxcaptions

Wife is so close to becoming a hotwife, please encourage her.

wifesharing, bestofwives

It's been almost a year since I've posted here. I've missed the up-votes, the naughty PM's and the tributes ;)...please give me some encouragement if you would like to see more!

40plusGoneWild, gonewild, gonewild30plus, GoneErotic, RealGirls

First post here! Was encouraged to come, a bit nervous.

feet

I need a few encouraging words to keep studying for this exam in the morning. (F)

gonewild, GoneWildSmiles, u_whatilike2019

All the girls are doing it [Slut Encouragement]

ilovesluts, nsfw_vulgar, DegradedWhores

Embrace and Encourage

Singlets

Seduce and fuck your roommate whenever you're horny. It's not your problem he's about to propose to his GF. [Slut Encouragement]

ilovesluts, u_dude_1911, jobuds

Midnight: Encouraging the Youth |

BokuNoEroAcademia

Was that a warning or encouragement? [cosplay] [sex] [impreg]

xxxcaptions

Slut Dare #14: [Slut Encouragement]

xxxcaptions

Slut Dare #32 [Slut Encouragement]

xxxcaptions

[27f] trying to improve. Feedback encouraged

Rateme

Not my typical post... but I noticed my last pic had a very similar stance to one from ~8 months ago. I was really happy to see the progress I've made since then. Thank you everyone for giving me the encouragement to keep at it!

u_TrashPickles

[F] 25/5'4/98lbs. My 1 year journey to overcome my bulimia had its ups and downs. To this day I still don't have 100% confidence about my body, but you guys are truly encouraging, and I appreciate it :)!

normalnudes

Walks in the park are encouraged in AltBoobWorld, for exercise and fresh air. This lady enjoys following that advice.

AltBoobWorld, Mommy_tits, GoBoobs, LanieMorgan, u_lord12_64, u_subjectzer0626

I felt pretty self-conscious about my twat until my husband encouraged me to show it off. What do you think?

hymenaltagsgw

Taylor giving a little encouragement ✊?

StrokeItToCelebs

At times, I'm not sure if my aunt is being insulting or encouraging.

IncestGifs