Kink 'and Wild Bill' starring shy love (Photo 15)

shy love,Wild Bill in 'Kink' - shy love and Wild Bill (Men In Pain)

What would you do if left alone to clean Mistress Shy Love?s dungeon? Wild bill decided he could sniff and lick Her panties and rub Her high heel boots on his balls. All hell breaks loose when he gets caught by the sexy Mistress who then fucks him, flogs his cock and pounds his ass.

Released : December 1st, 2005
Tags : Athletic, BDSM, Bondage, Boot, Brunet, Brunette, CBT, Corporal Punishment, Dominatrix, Dungeon, Facesitting, Fake boobs, Femdom, Fingering, Humiliation, Male Sub, Mixed, Orgasm Denial, Pegging, PIV, Pussy Eating, Rope Bondage, Shaved, Slave, Straight, Toned, Vaginal Penetration, White

Pictures from shy love,Wild Bill in 'Kink' shy love and Wild Bill

Video from shy love,Wild Bill in 'Kink' shy love and Wild Bill

Scenes from other sites featuring shy love,Wild Bill

Shy Love - Housewife 1 on 1

Shy Love's been reliving her college party days. To keep her husband happy she's going to give it the "ole college try" in the sack! Shy knows the way to her man's heart is thru his cock and she's going to tug, suck and fuck every bit of it!

Milan in 'fucking in the bedroom with her tits'

Milan - fucking in the bedroom with her tits

Milan is the luckiest milf in the world. Her husband Kurt has planned the most special night for them, including champagne, strawberries, a blindfold, and surprise ... her best friend Shy Love. Now that's a party. And yeah ... that Kurt's one lucky guy.

Shy Love in 'fucking in the couch with her tits'

Shy Love - fucking in the couch with her tits

Shy Love thinks Cheyne's wife is crazy, because, if she's not fucking Cheyne, then she must be crazy. Cheyne is hot, and if his wife isn't fucking him, then Shy soon will be. Poor Cheyne ... stuck with the crazy wife when his neighbor is the smokin' hot Shy Love.

Shy Love in 'Wife Shy Love fucking in the bedroom with her piercings'

Shy Love - Wife Shy Love fucking in the bedroom with her piercings

Shy Love in 'Wife Shy Love fucking in the desk with her petite'

Shy Love - Wife Shy Love fucking in the desk with her petite

Shy Love has come to see her husband at the office, he is really hungry and is mad that she didn't bring him anything to eat. Well maybe she can give him desert by fucking him, that sounds pretty good to him.

Shy Love in 'Stranger Shy Love fucking in the couch with her tits'

Shy Love - Stranger Shy Love fucking in the couch with her tits

Matt has built himself quite a reputation with the cleaning service. It's to the point where the only thing getting cleaned anymore is his cock! Aye que buena!

Shy Love in 'fucking in the living room with her big ass'

Shy Love - fucking in the living room with her big ass

Her husband is not taking her out enough and not treating her right, so she decides that letting his friend fuck her will help to ease her sexual tensions.

Valentina Paradis - Club Filly

Milf Shy Love is on the hunt for sexy girls at Club Filly. She spots Kat Arina and Valentina dancing. Shy decides to seduce the girls into passionate threesome sex inside the club. Horny Kat and Valentina pleasure Shy's ass and pussy. Then Shy fucks both girls at the same time, leaving them happy.

Megan Rain - Up Your Game, Bitch

When Megan Rain arrives on set and proceeds to annoy everyone with her unprofessional behavior, it's up to consummate pro and agency head Shy love to come by and straighten the bitch out. After confronting the young starlet, Shy allows Megan to prove her worth with a firm but fair lesbian fuck sesh.

Shy Love in 'A Little Bit O. Hotel Ass!'

Shy Love - A Little Bit O. Hotel Ass!

Scott?s car broke down and he?s crashing at this hotel for the night. He is so bored, he calls hotel room service and tells them he needs some entertainment. Moments later, there's a knock on the door and Scott opens it, he sees Shy, a big butt escort at the door. He flips out as she pushes him on the bed? She gives him an ass show that makes his mouth drop. Then she dominates him and fucks him with her big ass and fulfills his wildest dreams!

Shy Love in 'Dr Shy Love or- How I Learned to Stop Cumming too Fast and Love the Spray'

Shy Love - Dr Shy Love or- How I Learned to Stop Cumming too Fast and Love the Spray

Scott Nails visits Doctor Love hoping to find an answer to his premature ejaculation problem. She introduces him to a very effective spray that numbs his cock. In order to find out if the solution works properly on him they must obviously fuck. Can you think of any other way of testing it out? No? Me neither.

Shy Love - Do You Want Dessert

Shy Love heads off to a local restaurant where she hopes to find a waiter with a big piece of meat. Luckily for her Johnny is serving her tonight and desert is on the house.

Shy Love - Total Knockers

Shy Love is stressed the fuck out! She hasn't had sex in a long long time, she just went through a bad break up and she's been training for her next fight. Let's put her in the ring with Mikey Butders and see what happens. Keep your chin up Mikey cause she sucks like a butterfly and fucks like a whore!

Shy Love - One pie for Shy

Today on our Big Tits Cream Pie adventure I got Shy Love. I bet everyone knows who she is. I asked my guys to meet her cause I was running late. She told them that she wants to fuck some young guy and by the time I got there I already had someone in mind for that, and of course that would be Porcupine. When we were sitting there at some cafeteria talking, some dude came up to us and once we told him what we were shooting for he got so excited I could barely get rid of him. Anyway back to my place, Shy and Porcupine were ready to fuck. She took care of this young man. He fucked her really hard and we all got to see this nice hot dripping cum out of her pussy. Check out this episode.

Shy Love - Sleeping on the Job

Shy Love caught Keiran sleeping on the job again. This time she decided to fire him, but he insisted and decided to tell her why it happens: he's a ladies man that has a stable of women to satisfy every night, which leaves him very little time to sleep. Not convinced in the slightest, she decides to have him prove it to her by fucking her to redeem his pos

Shy Love - A BIG sprain

Shy love is always getting in trouble, this time she injured Alec Knight. But she took him home and took care of him if you know what i mean. His sprained ankle wasn't hurting anymore when .Shy had Alec's huge dick in her mouth. She loves herself a big fucking dick.

Shy Love - Reunion Swapping

Shy Love invited her best friend Shyla Styles and her husband over. They hadn?t seen each other in a long time and had a lot to catch up. But when Shy caught Shyla?s husband looking at her ass and Shyla caught Shy?s husband looking at her breasts, the naughty housewives agreed to have a swap and enjoy the other?s better half. Shy enjoyed getting fucked in the ass while watching her husband fucking Shyla.

Shy Love in 'Teachings from the book of Kamasutra'

Shy Love - Teachings from the book of Kamasutra

This young man Seth is having a great deal of trouble trying to understand and follow the instructions in the Sex Pro book of Kamasutra. He nearly popped his blow up doll trying to reenact the sex positions in the book, so before he made a casualty of a real girl he called on Sex Pro, Miss. Love for aid. She brought out the sex god in Seth and it made for a very hot scene!

Shy Love in 'Climbing the corporate ladder'

Shy Love - Climbing the corporate ladder

It is Shy Love's first day at work and she was really surprised to find out that her manager is someone she had a one night stand with. At first she was embarrassed but then she realized this was a good opportunity to start moving up the corporate ladder so she showed him her real "skills" and made sure he would want to keep her around...

Shy Love - Love teachings

Dr. Love, who is incredibly sexy might i add, today is doing a physical consultation shall we say. The man in to see her today is having issues performing anal sex with his partner and seeks the council of Dr. Love, approriate no? Being an expert on the issue she gives him a really in depth and passionate lesson on anal sex. See Dr. Love at her best in this scene, you might learn a thing or two!

Shy Love - Waste Time

Jack came in to see his office doctor for his flu shot, only to find out that the doctor had left for the afternoon. Shy, the doctor's secretary, was able to get the doctor to come back, but now Jack has to wait an hour. Luckily Shy and Jack found a very convenient way to waste some time...

Harmony in 'Harmony, Tory Lane and Wild Bill'

Harmony - Harmony, Tory Lane and Wild Bill

The stunning Harmony Rose and Tory Lane double team wild bill in this week?s full throttle punishing meninpain. They fuck his ass and mouth until he begs for them to stop but that?s just a warm up. After getting him to ride the sybian with a vibrating attachment in his ass, the Women torment their sub by making him watch as the two pleasure each other while beating him. Finally the two hot Doms take turns fucking his dildo gagged face and the strap-on that is covering his real dick. Once they are satisfied they jerk his cum free and leave him bound and helpless on the dungeon bed. This update starts at 100 mph and goes from there!

Wild Bill - and Penny Flame

Mistress Penny Flame finds a lowly office worker tied in the basement who thinks offering his ass up for a pounding will get him promoted. She spends a week giving him a thorough corporal review, an anal evaluation and finally a milking.

Jezabelle Bond in 'shy love and Jezabelle Bond'

Jezabelle Bond - shy love and Jezabelle Bond

Jezabelle Bond is tall, sexy, has an amazing ass, loves bondage and submission. What more could you ask for? Shy Love dominates her in various positions and makes sure she and her sub have strong orgasms. Smoking fetish included.

shy love - and Deja Daire

Deja Daire is extremely cute and innocent looking. She receives her punishment with obedience and being dominated is a definite turn on for her. Shy does a great job with breaking this new girl in.

Tory Lane - and Wild Bill

Mistress Tory Lane is sexy, unstoppable and so creative in Her domination that it?s hard to keep up with Her! Today She punishes wild bill for not properly cleaning the stalls of Her barn. She kicks his balls with the Her boots, bites his nipples as he squeals in pain and smothers his face with Her lovely breasts. Heavy weights swing from his balls while Tory pounds his tight ass hole and She ends his punishment with a milking from a suction machine. This update is not to be missed!

shy love - Evan Stone and shy love

Shy Love returns for more domination, bondage and blowjobs. This time she goes to the next level and gets tied up immobile and fucked hard by the one and only Evan Stone.UPGRADED VIDEO QAULITYIPod 320x240 @ 762KbpsREAL and WMV 640x480 @ 700Kbps

Christina Carter in 'shy love and Christina Carter'

Christina Carter - shy love and Christina Carter

Christina Carter makes her debut at whippedass with Shy Love as dominatrix. This busty girl can take some real pain and bondage especially when it?s mixed with sexual play. Her submission is breathtaking!

Wild Bill - and Annie Cruz

The creepy maintenance guy gets in over his head when CEO, Annie Cruz, catches him looking up her skirt. After tying him to his ladder and flogging his chest, She pounds his ass and milks his cock until he cums. Then the fun really begins when Annie pleases herself over Her pathetic slave until they both cum at the same time.

Wild Bill in 'Wild Bill, Jasmine Byrne and Mistress Aradia'

Wild Bill - Wild Bill, Jasmine Byrne and Mistress Aradia

Mistress Jasmine visits her new prisoner with a few of her favourite toys - rope, electricity, nipple clamps, a crop and dildo gag. She finishes him off with a double-ended dildo where She fucks his ass while enjoying the dildo herself and then She jerks his cum free.

shy love - and Lacey Lust

A girls first time experience being submissive to another girl is a beautiful thing. Shy Love breaks in her new slave Lacey who is willing to be punished and humiliated. Featuring Ass licking, multiple orgasms, OTK, bootlicking, strap-on and more.

shy love - and Penny Barber

Penny is a very cute natural looking girl who loves pain, multiple orgasms, anal sex, bondage and roleplay. In this scene, she goes to her supervisors office to ask for a raise. Shy Love is her beautiful and sadistic boss who wont give her a raise without sexually humiliating Penny. Featuring spanking, amazing ass licking, foot fucking, anal strap-on and more.

Isis Love in 'Isis Love, Sarah Blake, shy love and Nina'

Isis Love - Isis Love, Sarah Blake, shy love and Nina

Sarah?s the new cute and innocent girl in jail who gets roughed up and made into a little fuck toy by two badass dominatrices, Isis and Shy Love. Featuring double spanking, foot fucking, face sitting, ass licking, multiple orgasms, flogging and strap-on sex.

shy love - and Talon

Shy Love usually dominates men and sexy women but this time she switches to a submissive role and fullfils her secret fantasy. A thorough flogging and weighted nipple clamps in bondage was enough foreplay to make her want to be fucked real bad. With tight rope around her elbows she is made to deep throat which was exciting and new for her. Then, Talon fucks her good with plenty of spanking, chocking and anal sex.

shy love - mini and shy love

When you marry Shy love the wedding vows go something like - ?for better or for worse and when you stumble home drunk I crop your tied up balls, then flog your bare chest before you suck MY cock and I fuck YOUR ass?. Seems reasonable enough - if only in Shy?s dreams and his nightmares. Enjoy this fantasy trip down marriage lane.

shy love - and Dick Richards

Help wanted - must be flexible, able to take direction and willing to work your ass off for the boss. Sometimes you have to read between the lines of the help wanted ads. Too bad dick wasn?t so quick to catch on. Mistress Shy Love gives him the job interview of a lifetime sparing very little of his ego or his flesh. Once the luscious Shy is done fucking the bound applicant she shows no mercy as he crawls around for her pleasure. If the office chair could talk, - oh, the screaming it would do. Enjoy!

shy love in 'shy love, Isis Love and Ed Stone'

shy love - shy love, Isis Love and Ed Stone

Shy and Isis use ed for the fucktoy that he is while tied down to their kinky dungeon bed. Oh, to be held captive by such beauties?but it has its price. These women want a hard cock, they expect it?and the fact that ed?s balls are tied is no excuse for not keeping them happy at all times! Satisfying one Dominatris is a tall order but 2 is even more difficult! Looks as if ed will be receiving some training in being a little bitch!MORE UPDATES?MenInPain now updates 6 times every month!

shy love - and Jasmine Byrne

Jasmine makes her debut at whippedass with the strict Mistress Shy Love, two beautiful and sexy Latinas. This update is chock-full of sexual domination including ass licking, spanking, whipping, footworship and strap-on ass fucking.

shy love - and Frank Stone

Shy Love makes naughty office boy frank pay with his body for hitting on the girls in the office. Sexual harassment is taken to the next level as Shy flogs, fucks and shreds frank?s ass like confidential documents. Does he learn his lesson? Watch and find out?

shy love - shy love

Shy Love is a Hustler star and covergirl of Club magazine?she is also one of the top Dominatrix?s used over at Whippedass. We?re not sure why such a dominant, established star of the adult industry would let us tie her up and dominate her for the first and only time anywhere but we were happy to take the challenge! This ?Mistress? needs to learn what its like to lose control and now we are the teachers. Enjoy!

shy love - Staci Thorn and shy love

Staci Thorn is a sexy young blonde with a hot natural body and a slutty attitude. Shy Love is a real knockout brunette who truely enjoys overpowering submissive women. Together they create a lustful scene of lesbian power play.

Mika Tan - and Wild Bill

Mika?s slave has been going into the Barn 3 times a day to masturbate. Upon finding him he is spanked and made to worship her feet. Seeing as he wants to cum so bad Mika ties him and up and roughly strokes his erect cock while reminding him he is nothing more than a worthless slut that is here to please her. As Bill approaches climax she changes his position and fucks his ass hard the way a good Cowgirl should!

Cole Conners in 'Wild Bill and Cole Conners'

Cole Conners - Wild Bill and Cole Conners

Introducing Warden Cole Conners. A hard assed prison guard who likes to beat and sexually take advantage of her prisoners. She quickly establishes that Bill has no balls?his balls are hers, she owns them and she can do whatever she wants to them before giving him a lesson in deep throating and hard ass fucking.

Mistress Heart - and Wild Bill

Mistress Heart comes to MenInPain with her own sense of style and domination. Partnered with the mischievous Wild Bill she takes her time teaching him not to top from the bottom and adminstering some harsh punishment. As always Bill?s hard on doesn?t disappoint so he is tied to the chair and made to be a puppet with tight ropes around his cock and balls! This is a BONUS update, enjoy!!!

Mika Tan in 'Mika Tan, Ivy and Wild Bill'

Mika Tan - Mika Tan, Ivy and Wild Bill

Mr Walker keeps Mika after class to give her a lesson in male anatomy?little does he realize that when she teams up with Principal Red he stands no chance and will receive some serious punishment. His mouth is washed out with soap and he is stripped. A painful zipper is pulled from his inner thighs before he is fucked in the mouth and ass simultaneously. Finally he is made to jerk of on to himself and then eat his cum from Mika and Ivy?s feet. He is left writing lines on the blackboard.

Wild Bill in 'Princess Kali and Wild Bill'

Wild Bill - Princess Kali and Wild Bill

Princess Kali leaves Bill with the simple instructions of cleaning the gym?when she returns she finds him stroking his cock!! Despite his pleas that he was thinking of her he is given a thorough lesson in discipline. Some fierce face slapping, flogging, electro play, bondage and masturbation all combined with the Princess?s way with words make for a very entertaining scene!