midsummerman's Blog

[Story] Appointment By Card Only. part six

His landlord was not best pleased when Bruce announced his immediate departure, but was happy to hand him a bill requesting three months rent in lieu of his vacation without notice. He packed his laptop and the few items of decent clothing and sparse possessions into a sports bag and slung it into his car, then drove back to the house, his mind racing; he could not believe what he was doing, his rational thinking telling him to turn away, but the draw of the magnificent controlling woman and a life which consisted of perpetual sexual excitement drew him to her. The plug teased his anus, remi... Continue»
Posted by midsummerman 4 months ago  |  1

[Story] Appointment By Card Only. part five

Madam Clara did not just have Lucy attend her 'classroom' that day; the soft ginger girl was made to stand in the corner facing the walls while other 'pupils' were brought to attend. Such was the wealthy woman's lust for her kink as the domineering schoolmistress, she had also paid for three males to attend her 'class' that day; each deeply submissive male had been propositioned on attending Ruth's house of pleasure on that occasion, and had eagerly volunteered for the positions, the opportunity to indulge in a dominant female client's fantasy while a submissive female employee was also chasti... Continue»
Posted by midsummerman 4 months ago

[Story] Appointment By Card Only. part three

Posted: July 20, 2014 - 09:28:52 am
Bruce panted in a mixture of fear, disbelief, and anticipation, his balls and anus tingling as he was gently tugged by the leash up the stairs; the beautiful mature form of the woman before him keeping his cock rock hard. Wicked smiles from passing madams and clients alike fell on the couple, but Bruce was oblivious to everything else but his superbly dominant captor now. They passed many rooms, walking to a frosted glass door at the far end of a corridor; they went through it and ascended a further set of stairs to a single door at the top. Ruth smiled as ... Continue»
Posted by midsummerman 5 months ago  |  1

[Story] Appointment By Card Only. part four


Ruth took great pleasure in sifting through Bruce's things while he knelt naked in silence with the other male pets in the selection room; she made a note of his address from his driving licence before slipping the amended admission card into his wallet, and her interest in him increased when she found a batch of c.v.'s and cheap business cards in his jacket pockets. She now guessed from his address and the plethora of advertising material that he was not earning a fortune; he would easily be drawn into a life of servitude by her, she could have the pleasure of owning him and have him earn h... Continue»
Posted by midsummerman 5 months ago

[Story] Appointment By Card Only. part two

Madam Ruth was more than pleased with her days work as she descended to the bed and stroked the soft white body of the helpless sissy, Poppy mustering a whimper as the dominant Madam. Cupped the soft pink scrotum and gently worked the dainty cock to an erection; she was scared but the surreal situation along with the gentle warmth of the two females, combined with the Madam's overpowering assertiveness, made her cock stiffen with sexual pleasure as it was stroked. Ruth smiled softly.

'That's it my pretty thing, you shall enjoy your stay with us, and stay you shall.' She d****d her full brea... Continue»
Posted by midsummerman 5 months ago  |  2

[Story] Appointment By Card Only. part one

She had always been so vulnerable, growing up with the other boys it was so obvious she was not like them. Now in their late teens as adulthood announced itself to the others by adorning them with bodily hair and a developing musculature, they laughed at the soft hairless form of the one who was well known to them, but only from an external perspective. The feminine tendencies peaked within her at this time; she found other boys strangely attractive, and something also stirred within the loins of most of those who were acquainted with the soft boy, though none admitted it openly. Now pretty fa... Continue»
Posted by midsummerman 6 months ago  |  6

[Story] Clara Bow's Academy for W-B Ladies Part 4

Greville Hambleton tried hard not to think of the ginger sissy; he was married to a fiercely independent woman who was very much in charge in the bedroom, and who knew all too well of Greville’s weakness for effeminate transgendered she-males. As he was often cuckolded, Tara his wife being partial to sampling cock, she turned a blind eye to his discretions. Like a lot of otherwise heterosexual males who enjoy the assertive control by the superior sex, he had a keen dominant streak which revealed itself with a preference for younger ladies, and even more so for sweet effeminate sissies. His ... Continue»
Posted by midsummerman 1 year ago  |  3

[Story] Clara Bow's Academy For Would-Be Ladies Part

Pepper returned to the room and sat on her new bed as she unpacked her things; Marie helped her stow things in a wardrobe and chest of draws allocated to her. The blonde smirked at the new girl as she blew on the brunettes nails she’d just completed; she would enjoy painting Pepper’s nails. Pepper bounced softly on the large double bed; the plug felt so nice now, and she loved the way it teased her anus.

“Why such big beds? I’ve never had a double before and it feels so comfy.” The three girls glanced at each-other knowingly, and then giggled; Pepper’s jaw dropped as Marie let her fluff... Continue»
Posted by midsummerman 1 year ago  |  3

[Story] Clara Bow's Academy For would-be Ladies Part

The new sissy stood barefoot; naked but for the soft white gown. Though bewildered and a little scared, her little cock poked forward in the gown, partly through fear and partly through excitement as she felt the eyes of the stern woman upon her. Clara Bow rose slowly from the leather chair she sat in, cane in one hand, she wagged a finger summoning Pepper forward. She was accompanied by the buxom Nurse Wykett; her ample buttocks and breast bulging in her white uniform, her black stockings and stilettos a far cry from the usual sensible shoe preferred by most in her profession. Mistress Bow... Continue»
Posted by midsummerman 1 year ago  |  4

[Story] Clara Bow's Academy For Would-Be Ladies: Part

Peter had had no choice in the matter from an early age. As he car drew up to the huge ivy clad castle-like building, having entered through electronic gates in a ten foot wall, he felt doomed yet excited. His cock was erect in the tight panties his Stepmother has chosen for his introduction, his anus tingled and gripped the soft rubber plug she’d also chosen for his first day. His stepmother had allowed his soft ginger hair to grow to shoulder length already, and his dosage of hormones had been already been increased. He had been suitably attired in a gingham dress with pink socks and red... Continue»
Posted by midsummerman 1 year ago  |  6

[Story] The Slave and the Sissy Part Nine

Ayesha was not to be denied; slave was rampant after witnessing the erotic antics of the maids, and was anxious to please Ayesha quickly, so that he may watch over Pepper; she was so soft and vulnerable. Slave’s cock rose quickly as he sniffed at the gloriously rich scent of the dusky beauty’s thong. She smiled with a sense of admiration as he licked and lapped at the savoury gusset without faltering in any way; she watched over him, whip in hand as he lovingly licked at the tangy brown streaks to the rear of the gusset as readily as he had dealt with the yellowy stains to the front, where h... Continue»
Posted by midsummerman 1 year ago  |  1

[Story] The Slave and the Sissy Part Eight

Slave kissed Pepper’s pretty face to reassure her before they were both shackled and then gagged, and sat on a prominent open seat on Ayesha’s carriage, their hands bound in front of them; Ayesha loved to display her power and ownership of slaves, and would always ensure other people were made aware of it, even if the chattels were only hers to borrow. Slaves cock was in an erotic quandary as he felt the closeness of his soft sissy; bound and submissive and thinking only of how she could please him, and there before him cracking a whip above the heads of the horses, sat the impressively domi... Continue»
Posted by midsummerman 2 years ago

[Story] Sandy Part One

Things had always been different; remembrance of those halcyon days of c***dhood was bittersweet, slightly built and ever delicate, the boys teased openly but loved the presence in their makeshift camp hidden in the wastelands. Made to strip from the waist down, the soft body was displayed whilst made to oblige older and larger boys till their balls would spend no more; though humiliated, the figure stood, with tiny white cock erect and excited, wrist aching with the endless task of relieving the stiff members of newly virile adolescents. A day at the beach, round in a secluded cove changed Sa... Continue»
Posted by midsummerman 2 years ago  |  1

[Story] The Developing of Emma Part Seven

Her suitor made a point of using public transport in taking Emma to a very up-market retail district with many boutiques and large fashion stores; he got as much of a thrill as Emma did, in parading her for all to see. Emma tingled all over and the crotch of her panties was wet with excitement as she strutted on her heels through the crowded streets. Some women looked at her as if to say ‘what a slut’; the men and boys just smiled at her seams and tight bottom, Emma looked good enough to eat. The excited sissy stalled at a large store with a display of delicious looking heels and feminine b... Continue»
Posted by midsummerman 2 years ago  |  7

[Story] The Developing of Emma part Six

As the weeks went by, Emma was subjected to many rituals before a crowd of masked leering males. Each day she was kept caged and plugged; her dosage of pills never forgotten. Each day Emma felt more and more feminine; one morning Elaine had her stripped naked except for cage and plug, and led her before a full length mirror. Emma now understood more than ever just why she felt the way she did.

Elaine smiled victoriously as the sissy saw with her own eyes just why she had almost forgotten she was ever a male; her hair had grown rapidly and a just a little make up from the maids, had her l... Continue»
Posted by midsummerman 2 years ago  |  3

[Story] The Developing of Emma Part Five

As Kurt caressed Emma’s sweetly pronounced bottom, she realised she had never felt so feminine before, despite her newly freed cock standing stiff in nervous anticipation. She looked at the powerful male and the leering male audience; the few females there would now witness her being used as a woman. Kurt’s large stiff cock rubbed against her belly as he moved her round to a large and convenient futon, stroking her soft and slender hairless arms as he savoured the sweetness of her. He had her kneel in the middle of the futon, and then pushed her forward, the soft fabric seemed to engulf her,... Continue»
Posted by midsummerman 2 years ago  |  4

[Story] The Slave and the Sissy Part Seven

Honey was viewed like a new toy by her new master’s people as she was led whimpering to the ominous looking padded pole, the males jostled to fondle her soft white bottom and rubbed their erect cocks against her sweet little body at every opportunity; the womenfolk smiled with eager anticipation at the prospect of seeing a whipping; the sissies looked on with blank faces, having tasted the whip before. The males at the front howled with wicked derisory laughter as they viewed Honey’s little cock rising to an erection once more; despite having already spent herself generously twice before toda... Continue»
Posted by midsummerman 2 years ago  |  4

[Story] The Developing of Emma Part Four

Emma awoke in the softness of her silk sheets and wondered what the day would bring; her sissy cock bulged and dribbled sticky pre-cum through the outlet of her cage as she thought of sucking Kurt’s cock; her tight little anus clenched and released at the plug, which acted like a comforter. Elaine was right, Emma was beginning to enjoy the plug and as she tried to rub her confined cock, she imagined the plug to be Kurt’s cock; how she wanted to cum! The blue pill she had been given would keep her little cock hard in the cage and make her yearn to orgasm. This would make her extra obedient a... Continue»
Posted by midsummerman 2 years ago  |  3

[Story] The Developing of Emma part Three

She awoke to the sickly smell of a woman’s perfume; the silky stockings were still there, but Emma was now naked apart from a chiffon negligee, her hands bound behind her back. The voice of the woman broke the silence.

“Hello again ‘Emma’; that’s a very pretty name you’ve chosen for yourself, we shall soon have you worthy of being Emma, and you’ll soon know your place amongst men, and women.” The woman was sat with her legs crossed in a throne-like chair, no store clothes now, she wore a one-piece black leather bodice which accentuated her mature curves exquisitely, and black seamed panti... Continue»
Posted by midsummerman 2 years ago  |  3

[Story] The Developing of Emma Part Two

The lush feel of the silky panties was overwhelming; even after his spent balls were drained for the fourth time there was no sating his urge to return to the store and that woman who had controlled him so easily. The reflection in the mirror was so ‘Emma’; the vision so strikingly effeminate, enhanced by the luxurious lingerie. Tomorrow could not come soon enough.

It was with little trepidation that he entered the store again the following day; there, this time dressed entirely in black, was the buxom matronly woman, oozing dominance. The figure sent a shiver down his spine as she sneer... Continue»
Posted by midsummerman 2 years ago  |  3