Jizz

First atte[m]pt at a prostate massage, first time posting

gonewild

Cadaver prostate exam. (NSFL) (gore) (death)

nsfw_wtf

Prostrate [ok, supine] prostate...

heteroflexible, b00b3d

Grab his prostate and chug his dork!

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First time prostate stimulation

gaymersgonewild

Milking dat prostate

MenWithToys

Here's My Prostate Pounder

DickPics4Freedom

Keep it spread whilst I massage your prostate with the tip of my penis

Rearcock, NSFW_Trans

invasive prostate exam

medfet

[vid][GFE][fet] Did you know that orgasms may help reduce the risk of prostate cancer? Let me help you out there with a custom or premade video...or, let's go in for the long haul with a GFE. :)

Sexsells

teaching him where his prostate is

FemdomMilking

That's one healthy prostate

gifs

The cock ring that's also a prostate stimulator. As a straight man I am loving this!

MenGW

I'm just... uh... giving daddy a prostate exam!

ImGoingToHellForThis

Cages and leaking from prostate play

chastity

[M] Playing with his prostate

Yiffbondage

I want to peg more than anything else. I will never forget what it was like to unleash the power of a prostate orgasm on men, who never imagined they would cum like they did. Absolutely huge jets of cum.

CurvySugarTits

Milking the Prostate illustrated by Georg Emanuel Opitz (c. 1805)

VintageSmut

Pressing my prostate imagining how men on Reddit would gangbang me

GuysFromBehind, u_Tollchrome, GuysFingering

A gravity-sensitive LED cube (SFW) | The moment his prostate gets touched (NSFW)

gaypornornotgayporn

Milking His Prostate [MF] (Rtr)

furryanal

Wet t-shirt & Bad Dragon riding show is up for 24hrs on my [SNP] Mean, lean [DOM]ination machine [KIK] [VID] Orgasm control, Tease & Denial, SPH, CEI, CBT, Cuck, Sissyfication, Ass Worship, Home Wrecking, Forced Bi, Prostate Milking, Savage Cock [

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Mean, lean [DOM]ination machine [KIK] 5'2, 120lbs & exceptionally small black heart [VID] Orgasm control, Tease & Denial, SPH, CEI, CBT, Cuck, Sissyfication, Ass Worship, Home Wrecking, Forced Bi, Prostate Milking, Savage Cock [RATE] and oh so muc

Sexsells, u_ijustwannalift_

Time for your prostate exam

Femdom, pegging_unkinked

First ti(m)e using a prostate massager. So hard and practically leaking precum!

averagepenis, penis, AnalGW

? Oh no it happened again! She's cool, she's hot, she's my friend ? Your girl next door ✨ crush ✨ fantasy ✨worst nightmare ? [DOM] [KIK] Orgasm Control, SPH, CEI, CBT, Humiliation, Cuck, Sissification, Ass Worship, Home Wrecking, Forced Bi, Prostate Milki

Sexsells

Add me on Snapchat Mr.Upinyou. Love exchanging pics and vids. Cumming from anal, prostate play, live play, etc. I have a big cock and bubble butt. I love stretching my limits. Hmu!

Sissies

Apparently, prostate toy in my ass and ties on my balls make me leak immediately

GayKink

Apparently, prostate toy in my ass and ties on my balls make me leak immediately

straightguys

This prostate massager makes me wild and horny

GoneWildCD

Well that's a different way of getting a prostate exam

Men2Men, gaynsfw, gayporndepot

Ordered my first cage and prostate massager...any sissygasm tips?? Cant wait to try to have my first ❤️

sissyhypno

Lots of Dildos, Butt Plugs, Prostate Toys, and Magic Wand Attachments! [US] [Prices/Details in Comments]

usedsextoys

The result of 1 real orgasm in the last month and a big dildo hitting my prostate. My first milking or something, not entirely sure. Wasn’t an “orgasm” by any means.

CumFromAnal

Do you like to massage your prostate?

Men2Men, mangonewild

First prostate milking. By far one of the most intense feelings ever. Had zero penis stimulation. So much cum.

chastity

My BF covered me after I gave him a nice prostate massage/flesh light hand job. I love how warm it is ?

coveredincum

Who else likes to have an prostate dildo in during a session?

fleshlighters

All locked up ? do it for the prostate orgasm

malechastity

are you due for your prostate exam. I'm looking for a partner, follow the instructions on makefastdate.com to contact me!

gstrings

App controlled prostate massager for when Mistress wants to play

chastity

After vaccine she'll give you a prostate exam

futanari

Absolutely gushing from prostate orgasm [gasps][splashing][sound]

songtothedarkness, u_songtothedarkness, CumFromAnal, uphisbutt, u_likingmolos, StrongMaleOrgasm, MenWithToys, handsfree, HD_cumshot_solo, MalesMasturbating

Massage his prostate till he cums

Men2Men

Pleasuring his prostate

Men2Men, mangonewild

Dominant Cougar Loves Prostate Play

DominantWomen

After our daily walk, I'm going to annihilate your prostate. You'll never be the same... ?

Dominatrix

She tied me up, milked my prostate, and made me ?

cumshot