Mistress Mary’s Memoirs 3

 

Roy finished his yard work quickly as he was quite worried about someone seeing him naked in the yard.   He hurried toward the house to get his clothes and regain the dignity of being dressed.   He had pondered while he finished cutting the grass what had happened to him.

 

He was suffering from disbelief of how easily Mary had taken advantage of him.  His acquiescence to her commands to undress and his acceptance that he was to be shaved between his legs in order for her to caress his totally helpless cock to ejaculation. 

 

Roy’s thoughts of these events as he carried out his work naked as she had commanded, served to keep his member hard the whole time he was working.   He returned to the pool where his clothes were exactly where he left them.

 

He picked up his briefs and slipped them on, they felt different against his hairless pubis that feel made his male arousal increase and he started to touch himself  to enjoy the feeling more intensely.  Roy was so consumed with the pleasurable feel of his naked pubis against his briefs he had closed his eyes to enjoy the pleasure that he did notice Nora approach.

 

Nora said well I guess you have forgotten your instructions boy.   Roy’s eyes came open as he quickly pulled his hand from his boy thing the elastic band of his briefs making popping sound. Nora said come over here boy.   Roy sheepishly approached Nora; she slapped him, it seems you have forgotten to go up on your toes when you approach me. 

 

Are you a stupid boy or what?  Just as you are required to show respect and go up on your toes were you not also instructed not to wear panties boy.   Roy now standing before her on his toes said yes mam.  Nora picked up a pair of scissors up from a near by table and snipped both sides of his briefs pulled them roughly from between Roy’s legs.

 

Nora said now you will be punished for disobedience.   She sat down and said you will lie across my lap so I may spank you.   Roy awkwardly took his place across her lap Nora immediately reached underneath and clutched his balls tightly.   Nora said remember this if you cry out while I am spanking you the neighbors may peer over the fence and see you being spanked like a little boy.

 

You don’t want them to know you’re a disobedient boy do you as I know you do work for them as well.   Roy said no mam.  Nora began the spanking with each whack tightening her grip on his hairless balls.   Roy after several severe whacks from Nora started letting out low volume whelps.  Holding back screams of pain were becoming harder and harder. 

 

He heard Mistress Mary’s voice say, Nora stop you’re going to hurt your hand punishing this foolish disobedient boy, here use this hair brush.   Roy had not expected that the whacks could get any more intense than they already were but the hair brush added a whole new level of intense pain to his helpless ass.   The low guttural whelps now were out and out screams of pain.

 

Mary said quiet boy the neighbors will know that you are being punished   Roy couldn’t help himself the pain was just so intense.  Finally Nora stopped, still holding onto his balls tightly she rubbed lotion on to his ass at the same time asking, now are you going to be an obedient boy and remember the rules.    Roy answered yes mam.   Nora released his balls and said go to your mistress plead for her forgiveness.

 

 

Roy stepped before Mary not forgetting to be on his toes his hard on leading his way.  He said please mistress forgive me for being disobedient please tears still in his eyes.   Mary took hold of his member giving it a few rubs and Roy spurted his cum out helplessly Nora captured it and put it to his lips Roy obediently licked it into his mouth and swallowed it.

 

Mary said that’s a good boy.   Well since you could not resist putting something over that boy thing I have decided to let you cover your little thing.   Mary pulled a pair of sheer bikini panties from a shopping bag.   Nora took them and knelt down and said lift your foot boy.   Roy obediently lifted his foot one after the other and Nora slid the panties up to his crotch making sure to molest his cock and balls.

 

Mary said your right Roy panties do belong on you. Now put your shorts and shirt on and run along home.   Be here tomorrow at noon for more training; make sure you have those panties on.   If you don’t wish to keep them on in between now and then you must not wear any panties at all. 

 

Oh here his five dollars your part of the fifty that was paid for the yard work.  If you do any work before you come back tomorrow you will bring it all to me and I will give you what you should have.  Do you understand that Roy?  Yes mam Roy replied.

 

Roy trekked home considering his state of being as an owned boy of Mistress Mary when he would pass someone on the way he worried that they could tell he was wearing a girl’s panties underneath his shorts.  The shame he felt would be unbearable for anyone to know that he was wearing girl’s panties and that he was also devoid of hair on his pubis and cock.

 

How could he let a girl take so much control over him?  They were both the same age their 18^th birthday had just been a few days ago.  Roy made it home with out incident.   He immediately went to the shower and bathed his hairless body and now hairless boy cock he inspected his pubis and redden ass in the mirror as painful as the spanking was it made him aroused to think about the event.

 

He took hold of his cock and caressed it and the smoothness of his pubis giving him self a few jerks he came again when he spurted the cum he caught it with his other hand he started to rinse it off but thought what would Mistress Mary require of him.  Roy then licked it from his hand and swallowed it.

 

The act sealed his fate as her property from now on.  He knew that he needed her disciplinary guidance and control to truly be sexually satisfied.  He was hers.

 

Roy was scheduled to cut the grass next door to Mistress Mary’s, the owner there was a rather young widow she always paid him well.  Now he had to decide whether to wear the girl’s panties underneath his shorts or just let it hang loose either way was very embarrassing as he felt his shorts did not adequately hide his situation for either option.

 

Roy flipped a coin to decide heads he wore the panties tails he went with out them.  It was tails.  He never considered disobeying Mistress Mary as his ass was still reminding him of the fruits of disobedience.

 

He arrived at Ms Atkins door she answered in her bikini still wet from the pool.  Roy said I Was just letting you know I’m here to do the lawn Ms Atkins.  Ms Atkins seemed to look him up and down and then answered thank you Roy.   Roy felt the way she looked at him that she knew he was with out underwear on underneath his shorts.

 

He went right work retrieving the mower and cutting the front yard then he went through the gate to the back yard and started there.  Ms Atkins was lounging by the pool sunning in her bikini as his work brought him closer he could not help but stair at her long naked legs and her well endowed chest fighting to break the bonds of the bikini top she wore.

 

Her obvious charms and the looseness of his shorts letting his hairless cock rub against his naked hairless pubis while bouncing as he walked be hind the mower made it stiffen beyond his control.   He stopped to rest so his embarrassing erection would recede.  His stopping and standing facing away from Ms Atkins to hide his erection only got her attention.  Roy is there something wrong are you okay?  He answered yes Ms Atkins.  She said well come over here and rest by the pool.  Roy said oh no I’ll be fine in just a moment.  She said I insist.

 

Much to his dismay she got up and came toward him when she stepped around in front of him his shorts were still well tented from his most embarrassing hard on.   Ms Atkins looked right at his shame and said oh my you seem to have problem with that little boy thing don’t you Roy.  

 

Roy totally shamed that she had discovered his state turned very red to the point she said you will need to come by the pool and cool off Roy before you pass out.  With that she reached down and took hold of his cock through his shorts and led him to the pool. He obediently followed to ashamed to protest.

 

Then it got worse when she sat down leaving him with his hard cock protruding pushing his shorts out in front.  She said I saw you get spanked this morning Roy it must of have been very painful not to mention the embarrassment of being caught disobeying your mistress.   I’m glad to see you obeyed your Mistress this afternoon and did not try to get by wearing boy panties.

 

Roy was mortified that she knew of his punishment and that he had become Mistress Mary’s boy property and that he had been forbidden to wear boy underwear. She said you will get use to wearing girl panties.  No one can tell that you have on girl panties unless your shorts are taken down Roy.

 

I called Mary and she told all about the rules your to follow.  So go head and strip for me Roy I want to see that hairless little boy thing naked and up close.   Roy obeyed and began removing his clothes as she had commanded.  When he was completely naked she said come closer.  Roy approached and as Mistress Mary had taught him he went up on his toes for inspection between his legs.

 

Ms Atkins said excellent Roy you remembered your inspection training.  Roy replied yes mam.  Roy stood obediently as she molested him feeling the absolute smoothness of his cock, ball, and pubis.    After inspection she ordered Roy to lean over the table and not move and not look back at her but stay up on his toes no matter what.

 

He heard her open a chest by her chair and her fumbling with something.   She said now Roy this will help you understand just how much a completely owned boy you are.  He felt her spread his ass cheeks and apply a cool substance to his asshole then it was as if he were being impaled.  Ms Atkins had strapped on a large dildo and was fucking his ass vigorously with it.

 

After the shock of having a large dildo put to his ass the rhythm of her movements turned from pain to a pleasurable sensation.  Making his cock excited with anticipation of cumming.  She said Roy put your hand in front of your cock to ketch your cum like a good boy who knows his place as soon as it all is delivered put it  in your mouth and swallow it.

 

His cum exploded into his hand and he obediently did as he was instructed. Ms Atkins withdrew her large cock from his ass and said as she went into the house you may continue cutting the grass now, of course you are to remain naked.  In fact you will from now on strip as soon as you enter the back yard in the future.  When you’re done come stand by the door naked with your hands behind you and wait.

 

Roy Replied yes mam.  Roy finished the yard and waited naked by the door quite some time until Ms Atkins came out.  When she did Roy raised up on his toes.  She reached between his legs and felt his cock, balls, and pubis saying you are such a sweet boy between those legs.  She then handed him the money for his grass cutting and said from now on Roy I want the grass done at least twice week.  Roy said yes mam.  Ms Atkins said you may run along home now Roy.  Roy went and put on his shorts and shirt put away the mower and headed toward home. 

 

When he got home his mother had already returned as soon as he walked in his mother called out Roy’s name and beckoned him to come to her.  Roy was still in his pantieless shorts.  She was in the kitchen folding laundry as soon as he entered she picked up the pair of panties he had left in the bathroom earlier waving them she said where did these come from Roy.  Have you been messing with some girl in my house.

 

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