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sexventurous: bigsmallman35564: themansampler: Milking Why does this look nice? Because it is really, really nice! It feels amazing.

sumtrueslut: my first anal orgasm (prostate massage) it felt soooo greatâ€¦i tried many times before but never had the patience to wait 12 mins to start orgasmingâ€¦but when i didâ€¦it felt amazing i was also trying too hard and rubbing inside too harshâ

kevinkrater: http://gfycat.com/GenuineImportantAmericanmarten

prostatemilking: Nice!

prostateplay: nice submissionâ€¦nothing better than milkingâ€¦

lockedkurt: Cum three times while caged. 1st cum : 19s 2nd cum : 39s 3rd cum : 58s

analaddiction: analorgasm: Cum dispenser: Doggy on my desk while alone at the officeâ€¦ Weâ€™re hiring ;) any girls interested to work next door? Wow!! what a waste

[Sugar Milk] Playing House (Girls forM Vol. 09) pages 15-22 Part 1 http://farheadomega.tumblr.com/post/137000698030/sugar-milk-playing-house-girls-form-vol-09

That’s one way to milk his prostate. I wonder if he does house calls?

dilf-fan:DAD KNEW HOW TO FIND TIMMYâ€™S SPOT

therealheartlessglitch: Annnndd the second two of the set :3.

theoceanroar-blog: Me: Milking my prostate….handsfree cum

Me cumming through my pussy being used! thanks for the video submission, it’s the first one! :) Unsuspectable Crossdresser - Submit your hot pics I need some help running the blog, if you are interested let me know :)

Hi! I'm Susan your cock milker!

Ash Hollywood in “Prostate Milking”, feb. 7, 2016 @ Femdom Empire

rohosub: You see, honey. I will drain you but you won’t enjoy it! It’s just a matter of massaging that little gland of yours while I yank your clitstick a bit. I’m not gonna make you cum. I’ll just relieve your “pressure” a bit before locking

rohosub: More Prostate milking here. wyckedjasmine: Making his cock drip cum while stroking it and massaging his prostate.

I’m going to make you cum the only way a man should ever cum.You’re going to worship my body. Sniff my armpits. Tell me how inferior you are because of that excuse for a clit between your legs.Start with one finger in your ass, then work up to two.

submissivegames: It doesn’t matter what you did to earn your orgasm. It doesn’t matter if that orgasm was ruined or not. It doesn’t matter if it was just a prostate milking. It doesn’t matter if it’s just the dribbling of your pathetic

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locked-in-lv: After 28 days in chastity I’d probably drip cum like that if my wife pegged me or milked my prostate…

locked-in-lv: After 28 days in chastity I’d probably drip cum like that if my wife pegged me or milked my prostate…

milkinghim: analorgasm: I think I need help cleaning this mess… anyone? Damn that’s a lot of cum to be milked out… TOYS I USE FOR PROSTATE PLAY(XPANDER X4 IS AWESOME!) - CLICK HERE HUGE ANAL TOYS I USE FOR PROSTATE MILKING (LOVE THE SITC!)

Prostate Milking and Orgasm

cum-clinic: This client was very shy but he hadn’t had a release in two weeks so I figured he was just eager and patiently waiting to be milked. The vibration and rotation of the Sybian head really stimulated his prostate which produce a considerable

cum-clinic: This client had some experience with prostate stim but admitted to me that he recently jerked off to a few photos of me. He enjoyed this session a lot and was able to have a very intense orgasm while the Sybian milked his prostate. See more

Please just let me cum

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new-chastity-male: P-Milk…Shooting, Squirting, Dripping Prostate Milk while locked. It just keeps cumming and cumming and cumming….

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Drippy cummies are the best cummies! ^_^

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dahga: thegooddessandmuseerato: prostate-milking: Cruel busty babe with cock milking machine for sissy You said you wanted to cum. A little flogging isn’t going to get in the way is it? wow

cockkink518: Collecting my cum in a glass during an intense prostate milking session. It’s amazing how much cum this technique can produce before the actual orgasm.

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So which tastes better? Thick cum from when I gave you that prostate milking? Or the dribbly stuff from my eventual ruin after that endless edging?Or is it the cum form a simple, full orgasm? The kind you used to get before you gave me your key? You

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