Jizz

Trying to be brave, maybe some encouragement will help! (f)

gonewild, GoneWildPlus

trying to get my b[f] to share me, send in pics and maybe it'll be your lucky day xo!

gonewild, nsfw

Trying to look cool smoking. Maybe I'll impress someone.

ladybonersgw

Trying to stay entertained at work, maybe you can help me out?

ladybonersgw

Trying this out. Maybe more to come.

GaybrosGoneWild

Maybe be a repost, but I think this defines what a confused boner is. I'm still trying to figure out what is going on here.

ConfusedBoners

Trying to do Frank Turner proud (maybe some Brits will know?)

GoneMild

Trying to put my jeans on. Maybe I should skip the office party all-together and take everything off [f]

gonewild

Tried my hand at making my own flavor of lays. (maybe NSFW, maybe?)

funny

Trying to build up the courage to take it all off ... Maybe tomorrow ... [F]

gonewild

Trying my best but I'm still [f]ilthy, maybe you should have a go

GoneWildPlus

Trying [f]or the record. Only got to 15 this time. Maybe next time?

ButtSharpies, AnalGW

Trying to get my wife to upload some more pictures. Maybe if she gets horny enough she'll do it.

wifesharing

Trying to get in better shape this summer, maybe y'all can keep me accountable?

ladybonersgw

Tried on my new speedo. Too small maybe?

ladybonersgw, GaybrosGoneWild

Trying again, maybe it's my better side

ladybonersgw

Tried something different this time (maybe nsfw ? )

stencils

Trying on clothes.. maybe?

slightcellulite

Trying again ;) a little twinkier maybe?

twinks

Trying new things on, maybe too see through [f]

gonewild

Maybe Zatanna's trying to pull a bra out of that hat (japes) [Zatanna]

rule34, rule34pinups, superheroporn

Maybe I do spend a long time on the bathroom at work. Maybe I'm just trying to get some sexy PMs to make my cock hard.

MenGW

Trying to pick out what to wear today - maybe just a smile? ?

GoneWildPlus

Maybe we're just trying to hard when really it's closer than it is too far

Alice_on_thc, pawg, GirlswithGlasses, Sexsells, booty, Thicker

maybe trying on the socks?

ChangingRooms, fapb4momgetshome

Maybe she'll decide after trying them both again.

cuckoldcaptions

Maybe She's Trying To Refill Them..?

boltedontits

Trying to leave marks... maybe you can do a better job? ?

GoneWildPlus

First post, really nervous but I'm trying. Maybe I'll post more if I get a good response

MomsGoneMild, realmoms, gonewild30plus, u_InternalPay3

Trying to make the (f)ront page. Maybe my pussy and ass can help.

gonewild

Trying to feel sexy, maybe showing up is the hard part?

ondww

Trying to make up for bullying you in high school. [bully [ever dreamed about hate-fucking your bully?] [or maybe slowly making her fall in love with you] [comment your fantasies lmao]

xxxcaptions

Trying (or maybe not) to hide those piercings

braless, piercednipples

Trying to convince her to do a MMF threesome! or maybe start with MFMF. Shes only ever been with me. Shes very shy and thinks guys wouldn't be interested... Help me out! Give her some confidence, upvote and comment. She would love to hear what you think!

WouldYouFuckMyWife, wifepictrading

Trying this sub...Maybe some general thoughts & feedback [F/5'7"/140]

normalnudes

Trying out a new hairstyle. Maybe I should also try a different size shirt!

Asiantraps

Maybe too discrete, but this is what happens when I’m trying to do chores and I read a message from someone saying that they like my dick

Bulges

tried on some outfits in the morning~ Is this one a good choice? maybe it's not safe enough.. ?

juicyasians, BigBoobsGW

Trying to figure out why I like this dress so much, maybe it's the polka dots, or maybe cause it's just so cute?

sissydressing, traps

My wife was flirting with the idea of trying her first DP but had her hands (and ass) full handling only the one. I give her credit for trying. Maybe next time...

Swingersgw

Couldn’t spread any further if I tried.. maybe you can help?

spreading

Trying my best to take that cock all the way ??‍♀️ Maybe you could help by pushing my head down?

WhiteAndThick, IWantToSuckCock

trying to be adorable or maybe not trying at all

adorableporn

Trying maybe a different kind of pose? :)

DrawMeNSFW