Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 12, 2025, 03:40:36 AM »
The rest of the afternoon was uneventful work-wise, but Timothy was in high spirits. As a consequence of his official status as Bobbyâs assistant, he had been suffering from a niggling sense of inferiority, a faint resentment. âIâm as good as âim,â he thought. âWhy assistant? I ainât assistinâ âim. No â Iâm doinâ exackly the same job, anâ just as well!â However, the discovery that his principal was secretly MĂ©lisandeâs little ponyboy had quite restored his confidence. Every now and then he would chuckle, or shake his head in disbelief, much to Bobbyâs irritation, and if he glared at his friend Timothy would simply give him a great big smile in return. He didnât need to say anything for Bobby to know exactly what he was thinking. During one session Bobby instructed him about the use of black polish.
âRemember,make sure to remove every trace of excess, and let it dry for a couple of minutes. Then seal the leather with a spray lacquer, otherwise it can get on the riderâs clothes.â
âYes, sir! Or on a ponyâs coat, if he happens to be a little grey oneâŠâ
âWhat?â
âNothing, sirâŠâ
âAnd stop calling me sir!â
âYes, sir⊠OopsâŠâ
On another occasion, a lady asked
âDo you ride yourselves, boys?â
Quick as a flash Timothy responded, âNo. My partner has someone else to ride him!â
The lady laughed, appreciating the smart answer but not getting the full joke. Bobby did, though, and wasnât amused. But Timothy simply couldnât help himself. It was going to be a while before the novelty wore offâŠ
He was still teasing Bobby that evening after work, as they sat in their living-room sharing a pizza. Bobby, after several hours of ribbing, was in a foul mood and near to breaking-point. In fact he was at the stage of giving his friend a cuff round the ear, when his phone buzzed. He snatched it up with a snort of irritation, but as he read the message and saw the attachment all his frustration evaporated.
âHi Bobby! We had a great time today. [heart] Thank you so much â and specially Timmy!! And for the video. Thought you might like it for your records! [laughing emoji, hearts] xxx Bethanyâ
Bobby forgot about his pizza and sat back in his chair, smiling. He turned off the sound and played the video, sniggering occasionally. Timothy stopped chewing and stared at him.
âWhat you smirkinâ about, ponyboy? Lookinâ forward to Sunday, are you?â
Bobby kept watching the video. âNot right now. This is much more entertainingâŠâ
âWhaâ? Whaâ is it?â
âJust some guy about to pop⊠Ooh, there he goes now! Wow! What a performance!â
He held up his phone for Timothy to see. He saw, swore, and made a grab for it. But Bobby was out of his chair and locked in his bedroom before Timothy could get to him.
âGimme that phone!â he shouted through the door, rattling the handle.
No reply.
âBobby!â
âYou can have it just as soon as Iâve uploaded this to the cloudâŠâ
âYou better not!â
Silence from within.
âToo late! Okay, Iâm coming out.â He opened the door. âShall we watch it together?â
âShuâ up!â
âOkay. But you shut up too. If you go on about you know what any more, I might be inclined to circulate this. I wonder⊠I bet Serena would be very amusedâŠâ
âDonât you dare!â
âPact?â
Timothy frowned. âOkay⊠Pact.â
âGood. Are we good again?â
âGuess soâŠâ
And with a yell, he jumped on Bobby, and the two of them wrestled, laughing, on the floor till they were exhausted.
The thing about Diana Murchison and Eleanor Bowditch was that you rarely saw one without the other. They seemed to do everything in tandem. So much so, that the staff sometimes got their names mixed up, and talked about âDiana Bowditchâ or âEleanor Murchisonâ. There was something in their looks as well, such that they could easily have been mistaken for sisters. Eleanor was a few inches taller than her friend, however, and though they adopted rather similar, simpering expressions, Eleanor, to her credit, lacked Dianaâs sly and calculating glance.
They even shared a house, something which had given rise to quite mistaken notions about their sexuality. True, they both had a keen and prurient eye, but its gaze rested exclusively on the male of the species.
After their meeting with Cynthia, they had taken themselves off for several coffees and worked out their strategy.
âThis is what I think, Eleanor.â
âYes, Diana?â
âWe have two sessions booked. I suggest we use the first to gain their trust, so that our plans for the second will be easier to put into practice.â
âI agree, dear. Those pageboy outfits⊠Adorable! How does she think these things up?â
âSheâs a woman after our own heartsâŠâ
âAbsolutely! Er⊠Did you check the special locker?â
âOh yes. Violet gave me a tour, and lent me the key. Thereâs everything we need. Whips, gags, straps⊠Itâs an Aladdinâs CaveâŠâ
âExcellent! What fun! And we have a double session, tooâŠâ
âThat should give us enough time⊠And we can always book them for a home visit.â
âOh, we must. Yes.â Eleanor paused. âAnd soâŠdo you think they really areâŠ?â
âGay? Ninety percent sure. No girlfriendsâŠâ
âBut theyâre much too busyâŠâ
âNonsense. Theyâd make time if they really wanted to. Close friends for years. Used to go camping together. Shared a tent. Scouts, I believeâŠâ
âTimmy still is, isnât he?â
âNot sure. Anyway, now theyâre living together. In that cosy little pad Violet furnished. Stroke of genius, that. Then thereâs the latexâŠâ
âThat wasnât their choice thoughâŠâ
âMaybe not. But they adapted so easily. They look so comfortable in those costumes.â
âThatâs true, Diana. Comfortable is right⊠And very sweetâŠâ
Diana licked her lips. âVery⊠Violet told me that Bobbyâs really into the pageboy look. Apparently he was hoping to be a pageboy at some wedding next month.â
âReally?â
âYes. When he heard about the outfit he pleaded to be allowed to be pageboy to the bride!â
âWow! Did he know what the outfit looks like?â
âOh yes! Heâs desperate to show it off. He craves attention, you see. Heâs got such a large streak of vanity. But itâs quite innocent. That Burlington girl has him right under her thumb. You know how? Not by punishing him, but by praising him. So Iâve been told. âGood boy, Bobby â youâve done really well today. Hereâs two sugar lumpsâŠâ Really!â
âOh, Diana⊠Thatâs so cute. What a little darling. Well, I think we know what we need to do. If we can make it easier for them to come out, Iâll feel weâll have helped smooth the path of true loveâŠâ
âYes, Eleanor. âYes, Eleanor. And it will add spice to the Christmas party. But letâs not tell the girls yet. Letâs wait and see how things transpireâŠâ
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 11, 2025, 06:44:49 AM »
Bethany and Natasha, having had their fun, decided it was time to go.
âWeâll leave you then, Bobby. Look after Timmy, wonât you. And weâll see you Sunday, yeah?â grinned Natasha.
âSunday? Iâm not sure ifâŠâ
âNo. Youâre free. We checked. Ellie will explain everything,â said Bethany. âSee you guys, thenâŠâ And they gave little cute waves as they left, as if they had just done nothing more than visit for coffee.
Bobby stood staring after them. âThese womenâŠall of themâŠthey really areâŠâ
âBobbyâŠâ groaned Timothy. âCan you âelp me next doorâŠ? Iâm totally knackered, mateâŠâ
âOf course. Quick, before the next customers arrive.â
He helped Timothy to the apartment, and left him lying face down on his bed.
âDonât worry. Iâll handle the next session. Iâll be back lunchtime.â
âFanks, BobbyâŠâ
Bobby returned to the waiting room and cleaned up. He had just finished when Ellie poked her head in.
âNext two on their way. Ready?â
âYeah. Itâs just me. Timâs er, not feeling wellâŠâ
Ellie somehow kept a straight face and feigned ignorance. âReally? Whatâs up?â
âOhâŠnothing much...headache, I think.â
âRight-o. Well itâs only a couple of the part-timers. Rubber boots. You shouldnât have any problems.â
âThanksâŠâ
He had them cleaned and polished within forty minutes, and would have liked them to leave. But the girls, who were around his own age, insisted on hanging around chatting him up, till to get rid of them he had to agree that he and Tim would go out for a drink with them when they had a free evening. He didn't mind, actually. The dark one, by the name of May, was rather cute, he thought... It was nearly twelve by the time he returned to the apartment.
Ellie had got Timothy up, made him have a shower, and washed and dried his pants. He was fully recovered â and hungry.
âCome with me to the canteen,â said Ellie. âI need to update you.â
âCan we change, then?â asked Bobby.
âNo. Miss Poole very clear about that. When youâre working you keep your uniforms on all day. You can slip on a jacket if youâre cold.â
âOkayâŠâ There was no point arguing. So they put on their official Pittâs Wood hoodies and accompanied Ellie up to the buildings. They attracted quite a lot of attention queuing in the canteen, but eventually they got their lunches and got seated.
âSo⊠Bethany and Natasha,â began Ellie. âAny problems?â
Bobby looked at her. How much did she know? He couldnât tell. Timmy blushed and looked down.
âNo, no problems. They got what they wanted. Said theyâd leave us a good review in factâŠâ
âOh, good. Now, this weekend.â
âYes?â
âSaturday you got a couple of specialsâŠâ She looked at her diary. Two oâclock and three oâclock.â
âWho are they?â
âOutsiders. No idea.â
âWhat about tomorrow?â
âTwo specials first thing. Nine to ten-thirty. Committee members. You need to give them particular attention, obviously.â
âCommittee members? Who?â
âYouâll find out.â
âWhy wonât you tell us?â
âYou donât need to know. Just do your work.â
âWeâre not slaves, you knowâŠâ
Ellie smiled. âArenât you?â She paused, cheekily. âSo, as I was saying. Sunday. Miss Poole wants you here at one.â
âOkay. Fine.â That will get me out of being a pony for Charlotte and Amelia, he thought.
âYes. Cynthia wants to do a final fitting for your pageboy outfits. Youâll be wearing them for at least the next two weeks.â
âI seeâŠokayâŠâ
âBut before thatâŠâ
Ellie had a particularly evil smile on her lips.
âYes? What?â
âBefore that⊠The junior arenaâs closed⊠And I understand that two of MĂ©lisandeâs best friends are dying to try out Bobby the PonyâŠâ
âNo!â
ââŠand the arenaâs the perfect place, donât you think?â
âNo! Thatâs not fair! I wonâtâŠâ
âWonât?â
But Timothy had awoken from his reverie.
âWhatâs that about Bobby the Pony? What are you talking about?â
âOh, Timmy! Didnât you know? Bobby hereâŠâ
âShut up, Ellie!â
âBobbyâs also Bobby the Pony!â
Bobby clapped his hand to his forehead. Timothyâs mouth opened as he began to take in the significance of Ellie's words. His forehead puckered.
âBobby...? You tellinâ me...âeâs that pony what that little girl rides? Is that true, mate?â A smile was spreading slowly over his face. âIt is, aint it? Itâs you! I should âave realised, shoulnât I? That explains everyfing! No wonder youâre so nice to âer!â He was convulsed with laughter - he could hardly speak for laughing. âYouâŠanâ âer! What a pair! Oh my god. Perfick! Bleedinâ perfick. âOh, mate, the way she whacks you wiv âer little stick! Priceless!â He took a breath and collected himself.
âSo⊠Ellie⊠Am I gonna get to watch this as well?â
âIf you wantâŠof course. In that case thereâll be you, me, Miss Poole, Cynthia from Fantastex, oh, the girlsâ mothers of course, who you serviced this morning, MĂ©lisandeâs mum, Bobbyâs aunt⊠I think thatâs allâŠâ
âI canât waitâŠI canât bleedinâ wait⊠Oh, mate! Why didnât you tell me? You didnât âave to keep it such a secret, y'know, not from me⊠Now I knowâŠâ
âOkay, you know. Now shut up sniggering. And if you tell anyone, Iâll bloody kill you!â
âNo, you canât tell,â said Ellie, âor youâll be out on your ear.â
âI know, I know. I donât wanna tell anyone. Itâs enough. My best mate Bobby is âer little pony. Bobby, mate, you must tell me all about it â âow it feels being a good little pony, âaving you bum whipped and them little spur fings digginâ in yer ribs⊠Do yer like it when⊠âOw!â
Bobby had given his friend a good hard kick under the table. But it only made him laugh louder, till the whole canteen was staringâŠ
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 11, 2025, 04:49:29 AM »
They heard some brief words between Serena and the waiting guests, and all at once they started to panic.
âWe canât let âem see us like this!â hissed Timothy. âWho is it, anyway?â
âDunno, Tim. Doesnât matter who it is, if they clock the state of us weâre done. Weâll get reported to Miss Poole, and you know what that means!â
ââAve a look! These things ainât gonna disappear any time soon, are they?â
Bobby crept to the door and opened it a couple of inches. Two women, chatting. He couldnât see either of their faces at first. Then suddenly the one farthest away, the dark-haired one, stuck out her head. He nearly fainted. Natasha, Ameliaâs mother! So the other oneâŠ
But Bethany had already turned.
âBobby! Itâs us!â
Before he could shut the door they were on him. With a squeal of fear he retreated to the back corner of the room, by the chairs. He shut his eyes.
âWeâre finished. Iâm finished!â he was saying to himself. âItâs all over. Mellieâs gonna go mad at me when they take her friends away! Oh, god, Ellie⊠Why did you have toâŠâ
âBoys!â cried Bethany. âSurprise! Weâve tracked you to your lair. Miss Poole fitted us in. Isnât that kind? And weâve both put on our best boots. I hope youâre going to give us a good service.â
Bethany had apparently already embraced Timothy, and now she was approaching him. Natasha had her arms around Timothy now, and a strange rather pleased expression on her face. Then Bethany grabbed him and held him close. He felt his hard coc-k being squashed against her tummy, and waited for the shock and repulsion. But it never came. Indeed, she seemed to want to prolong the embrace for as long as possible.
âMy turn, BethâŠcome on.â
Then Natasha took her place. She had his back to the wall, her cheek next to his, and her hands on his bare waist. Then she slid one hand behind him, cupped in over his bottom, and pulled him against her, rocking gently from side to side as if they were dancing, making his slippery coc-k slide from side to side in his pants! If he hadn't been so shocked, he would have c-um on the spot. When he was eventually released, he and Timothy looked at each other in disbelief. Had they not noticed, or�
The ladies took their seats side by side in the chairs. Bobby quickly revised his view of the girlsâ mothers. At the same time it dawned on Timothy that these women were not the straight-laced, family-oriented, virtuous ladies he might, in his innocence of older women, have expected. It was a valuable first lesson for any young man â that heightened sexuality is not the domain of youth alone. Such was their composure that Bobby even wondered whether Serena had forewarned themâŠ
Bethany reclined in her chair and regarded them with approval. âStand there boys. Letâs have a look at you. Come on, hands behind your backs, like soldiers at ease. Thatâs it. Well, you are a fine pair. Those uniforms! So cute. Donât you think, Natasha?â
âAbsolutely, darling. What a pair of sweeties! Letâs have few snaps, shall we? Right. Here we go. Smile, boys! Bigger smiles! Pose â pretend your boxers, or athletes â show us your muscles. And the other ones, Timmy!â [giggles] âI know! Hold hands! Hold both hands! Yes...â
âNow, turn around,â said Bethany. âRight around. Look over your shoulders and smile. Amazing! Thatâll be a good one for the album, Natasha, yeah? Okay, now we want some with us, yes? Timmy, could you take one of us with Bobby? Then weâll have one of us with you.â
They went into the waiting room. Bethany and Natasha stood either side of Bobby, with their hands first on the lower back, but then migrating to his bottom, where they patted and fondled familiarly, making his throbbing coc-k twitch and ooze, till he could feel his juices slippery under his leg-bands. Timothy snapped away till they were satisfied - which took some time. Eventually they released him, and then it was his turn to photograph Timothy in the same situation. It was clear by now that they werenât here to get their boots polished, but simply to lech over them, and collect as many photos as they could, for what purpose he preferred not to speculate. It was twenty to eleven already. But after five minutes or so he got tired of taking photos, and switched to video. This proved a prescient move, in view of what occurred next. He couldnât see what was happening behind Timothyâs back, but Bethany and Natasha were giggling like schoolgirls and he was wriggling and squirming, struggling to escape from their embrace. Back in reception, though, they had a perfect view of the womenâs straying hands. By now Ellie and Miss Poole had joined the little audience, and Evelina at least was shocked that two mothers of young children should be capable of such lubricious behaviour.
âLook what sheâs doing! That blonde one!â
âNaughty girl,â murmured Miss Poole, with a slight smile on one corner of her lips.
âBut Miss PooleâŠâ
âBoys will be boys, grown ladies will sometimes be naughty schoolgirls. Donât worry, Iâm sure the boys can cope. It wonât be the last time, I can tell youâŠâ
From behind, Bethany was sliding two fingers rhythmically back and forth against Timothyâs crotch, whilst her friend alternately fondled, tickled and slapped his bottom. Timothy resisted valiantly, pressing his thighs together as hard as he could, but to no avail. The fact was that, despite all his bravado, his experience of women was extremely limited, whilst his attraction to them was disarmingly intense, leaving him little defence against such a concerted two-pronged assault. A trickle of clear fluid was issuing from the right leg of his trunks, which soon became a drop dancing on a sticky string as he struggled. Then all of a sudden his resistance collapsed. He gave a sort of choking sob.
âOhâŠoh⊠No, please stop⊠Iâm gonnaâŠahhâŠ.!â
With a moan his eyes closed, his head fell onto Bethanyâs shoulder, and he was overtaken by a shuddering climax. The trickle of juice on his thigh was overwhelmed by a sudden efflux of c-um, which burst forth and streamed down his leg and over his red superhero boot. He hung between his tormentors, jerking and gasping helplessly in the intensity of his climax. The ladies, instead of showing concern, exchanged satisfied glances, and wrapped their arms around him in support â which was just as well, for otherwise he would probably have collapsed. Bobby, despite feeling slightly guilty about it, never stopped filming. (Later he was glad he didn't, because it earned them a sizeable tip!) It was only when his spasms finally subsided, leaving him twitching and gasping, that they helped him to a chair and comforted him.
âTimmyâŠwhat happened?â asked Bethany, with feigned innocence, suppressing a giggle.
âGosh, Timmy,â smiled Natasha, â now that was worthy of a superhero! Do you feel better now?â
âWas it that pretty lady in the red boots that got you into such a state? I wouldnât be surprised. And she did warn us you boys were a little, er, tenseâŠâ
âI-Iâm sorryâŠâ said Timothy, weakly. âI didnât mean toâŠâ
âNever mind, Timmy. Forget about our boots â itâs too late for that now. Weâll just book another session. And donât worry - weâre going to leave you guys a big tip â and the best review. In fact Iâd be surprised if Miss Poole didnât give you a bonus!â
And they burst out laughing.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 11, 2025, 04:22:51 AM »
When the idea of her visiting the boot parlour had been mooted by the stable lasses, Serena had known little about either of the boys beyond the fact that they were rumoured to be pathetic little perverts recruited by Miss Poole either as a joke, or for profit, or possibly to satisfy her own weird tastes. She didnât have a high opinion of men, and it would have taken quite an exceptional individual to interest her in anything but a one-night stand, and in any case her idea of good sex always involved her taking complete charge, which no-one she had dated so far had been very keen on; so the idea of humiliating a couple of submissives really appealed. When it later transpired that the boys had apparently been coerced, and that their employment at Pittâs Wood may not be entirely voluntary, it merely added spice to the project. What she hadnât expected, however, was that she should find herself so aroused by the experience.
Each of the boys was stimulating in a different way. Bobby was clearly a fetishist whose deepest sexual feelings were attached to latex, leather, boots and servitude. Timmy was a pretty normal young guy with a vulnerability to pretty women. Thus she found Bobby fascinating as a potential reciprocation for her own desires, and Timmy as an amusing subsidiary project. As they laboured innocently at her feet, she was already making plans for their future employment as her own minions. The concurrence of such thoughts with the sensations produced by the boysâ hands palpating her thighs was making her wish she had put on her dil-do pants after all. But there was nothing she could do now. She was determined to keep her excitement a secret â its discovery would mar her façade of cool disinterest and aloofness. And she was also adamant neither of them would be allowed any sexual release. No, there would be no orgasms today, however steamed up they got. She knew just how to handle them. She would leave them at the end of the session in a state of longing and frustration, thinking about her, dreaming about her, obsessing about her. Over the coming days or weeks she would scatter a few crumbs of attention, till she had them both feeding out of her hand. Only then would she be in a position to take total controlâŠ
Soon the thigh section of her boots had been completed, the moist leather revivified and glowing, and she resumed her seat, spread her legs once again, and instructed them to continue. Bobby carefully unbuckled her spurs and put them to one side. Timothy followed suit. Bobby worked from the toe upwards, saving the most delicious part of his labour, Serenaâs tightly-sheathed calves, for last. He used a little brush to apply cream to the stitching and the heels, and creamed and polished her feet with the greatest care. Applying the thick white cream reminded him of an incident many months ago at his auntâs house, which had initiated his whole career to date. He gulped. As he moved up onto her ankles, and then her calves, his excitement mounted â to the point where the lightest pressure on his erection, now quivering like a tuning-fork, would have produced an explosive climax. He bit his lip and fought off the temptation. His coc-k had never felt so vibrant, and he guessed there must be external physical forces at play. He had noticed the lube Ellie had used that morning didnât have the usual pine scent, but a definite fragrance of roses. He looked sideways at his friend, and noted that his rampant erection was even more impressive than his own, and that his hands were still shaking slightly as he worked. It was probably as well that they were unaware of Serenaâs own state of arousal, or the session may have ended less peacefully than it didâŠ
But all good things come to an end, and they were awaken from their erotic reveries by Serenaâs voice.
âGoodness, look at the time. Are you finished, boys?â
âIâm almost finished,â said Bobby â which was true in every sense â as he rebuckled the last spur, which he had polished till it gleamed.
âIâm leaving a little tip on the side here,â she said, taking some notes out of her purse and slipping them under the protector box. âYouâd better split it equally - you were both equally proficient, and equally cute! But I really donât want to lose touch with you guys before by next appointment. Could one of you let me have a phone numberâŠâ
Timothy leapt to his feet, oblivious of the blunt protuberance straining at the front of his little yellow pants, as if eager to attain the object of its veneration. âOf course, madamâŠmissâŠâ
âOh, thank you, Timmy. Let me call you⊠Put it into my phone, would you⊠So⊠I think I can hear it ringing somewhere. Great. Now we can keep in touch. But I really have to go. I believe I can hear your next visitors in the waiting-room.â
She opened the door a crack and peeped out. âYes. Two pretty ladies. Lucky boys. Come here.â
To their absolute astonishment and delight, she bestowed a little warm kiss, sticky with lipstick, on each boyâs cheek!
âDonât forget me, will you?â
âNo miss!â
âOf course not, Miss Egerton!â
And with a little mischievous wave, she slipped out.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 11, 2025, 04:16:16 AM »
When the boys entered the waiting-room, they really had no idea what to expect. They had both constructed an image of Serena Egerton in their minds, but nothing could prepare them for the actuality. For Evelina, Gabby and Jasmine, watching proceedings in reception on CCTV, their reaction elicited screams of hilarity. On their entry, Serena had risen from the chair in which she had been sitting.
âGood morning, boys. Iâm SerenaâŠâ
Bobby was struck dumb. He stood there, staring, his mouth opening and closing with the desire, but not the will, to respond. Whatever he was expecting, it was not this â a stunningly pretty young woman, clad from â if not head, at least neck â to toe (so he assumed) in a perfectly-fitting catsuit of glossy black latex, wearing the most breathtaking boots he had ever seen, in his favourite soft red leather, with heels, and fetishistically peaked tops hugging her legs with tailored perfection! They were not really riding boots, yet she had chosen to wear a pair of little silver spurs strapped to her ankles, which for Bobby was the coup de grĂące. She had apparently been listening to music â her headphones were now around her neck. He gulped and tried to recover himself.
âIâŠI⊠thatâs to sayâŠh-happy to m-make yourâŠâ
He stammered on helplessly. But Timothy was if anything in a worse state. All his bravado had evaporated in that first second. He was seized with fright, and actually took a pace backwards and laid a hand on the door handle. But he couldnât have escaped had he tried, Ellie having locked the door â just as a precaution. He had rehearsed a variety of patronising chat-up lines, suitable for the sort of girl he stupidly imagined he would be dealing with â one who had dedicated her lives to ponies and horses, and had even less worldly experience than he himself. Even from his brief acquaintance with Pittâs Wood he should have known better, but his egotism had got in the way. Confronted with a patently worldly young woman, with a flirtatious expression and disarming looks, wearing just about the sexiest outfit he had ever seen, he simply deflated like an untied balloon, and actually experienced his first ever panic attack! He started to tremble. The colour first drained from his face, then, under Serenaâs amused gaze, he tuned bright red.
âSo you are BobbyâŠâ continued Serena, pointing a latex-sheathed finger.
âY-yes, m-missâŠâ
âSo this must be TimmyâŠâ
Timothy being unable to reply, Bobby came to his rescue. He licked his dry lips.
âY-yes, M-miss Egerton. Timmy⊠YesâŠâ
âWell youâre both much more handsome than Iâd realised. I only got a glimpse of you at the show, and I was in the back row, so⊠And what sweet outfits! May IâŠ?â
She advanced on the terrified boys and plucked at their latex trunks with professional interest.
âThis is excellent quality! Quite as good as mine â feel.â
She held out an arm. Bobby looked alarmed.
âGo on.â
Now she was closer he could smell the heady scent of warm latex, and the sweetness of boot leather. He touched her arm quickly, his heart missing a beat. He felt dizzy, and he could hardly breathe.
âAre you all right, Bobby? Why donât we go into the parlour?â
âY-yesâŠokayâŠâ
As he moved towards the door, she gave him a little pat on the bottom. Then she took Timothyâs hand, as if he were a child, and led him after Bobby.
âLove your costume, Timmy. Do you like the idea of being a superhero? I have a kid brother, and heâs got a Superman outfit, but itâs not a patch on this. Not from where I stand, anyway. Latex is so cool, donât you agree? I wear latex as much as possible. I love the way it hugs my body. Itâs great for riding, âspecially if itâs raining.â She looked into his face. âDonât be shy, Timmy. I donât bite, you know â not unless you do something you shouldnât,â she added, with a wink.
Timmy looked dazed. Serena got them both inside, closed the door, and seated herself in one of the chairs.
âMmm, this is very comfortable. I wonât want to get up.â
The boys stood awkwardly in front of her, not knowing what to say or do. She looked from one to the other.
âI feel totally spoiled. Two gorgeous guys, in cute little latex outfits, both trained boot boys, and all I have to do is relax in this nice chair while you dedicate the next hour of so of your lives to pampering me.â
The boys looked at each other, desperately trying to work out what they should do next. To make matters worse, they were both conscious of a growing arousal. âShit! Not now, pleaseâŠâ thought Bobby. Serena decided she would have to take the lead.
âSo what I suggest is that you attend to one boot each, and Iâll give a reward to the one I think has done the best job. Bobby, what creams and polishes do you have?â
Bobby roused himself from his inertia.
âOhâŠyes. W-well, we have a range. But to judge from the quality of the leatherâŠâ â he took a deep breath, trying to calm himself â ââŠwhich is, well, amazing⊠I would use the white leather cream.â
âYes, you know your stuff, I see. I use that myself. But I wonât have to any more, will I? Now Iâve got you guys, I mean. Iâll have to arrange for you to visit me at home for some private sessions, yeah?â
Bobby gasped. Timothy shivered. But they both nodded eagerly. Bobby, aware of growing pressure in his pants, quickly put on his knee-pads and dropped to his knees.
âWould you mind lifting your legs a second, Miss Egerton? Thank you.â
He folded up the foot-rest and used the side-lever to adjust the height of the chair, until her heels were comfortably on the ground.
âThere. Timmy, come onâŠknee-padsâŠâ
Timothy, flustered, fumbled with his knee-pads. Serena stole a surreptitious glance at his trunks. Yes, it looked as though Ellie had done her work, all right. This was going to be fun⊠She spread her legs wide, giving the boys plenty of room to work, and disconcerting them even more. She was feeling horny now. They were such cuties, and pretty soon that lube should be taking effect⊠Well, she was happy to wait for developments. She put her headphones back on and leant back in the chair.
Bobby opened a new packet of card leg-protectors, put it down between them, and went to insert one down between the top of Serenaâs right boot and her thigh. His erection was bigger now, and impossible to disguise. He hoped Serena wouldnât look down - but where else would she look? He felt he was now mentally calmer, but his body wasnât obeying his mind. He had to lean right forward to wrap the strip around her thigh â it was barely long enough. Serena lifted her thigh slightly to help him. There was a discreet zip at the back, running from the crook of the knee to the thigh, and he had to unzip the top couple of inches to enable him to get it in. As he zipped it up again, he was able to appreciate the quality of the leather â so fine and supple than it even had a degree of stretch, which allowed it to fit her legs so snugly. Before he had got it fully in place, she lowered her leg and slid her foot forward a few inches between his thighs, so that her shin came into contact with the front of his pants. He gasped and blushed scarlet.
âOops, sorry, Bobby,â she smirked, making no attempt whatever to withdraw her leg.
He could hardly stop what he was doing, so he was forced to complete the difficult operation with his hardening erection pressed firmly against her leg. Out of the corner of his eye he could see Timothy was having the very same problem. His hands were shaking so much he could hardly hold the strip of card, and Serena, apparently intent on making things worse, was tapping her foot in rhythm with the music!
Finally Timothy got it partially in place, and was able to pull back slightly. But Serena had no intention of letting either of them off the hook. She thrust her feet further forward between their thighs.
âHere - why donât you sit on my feet? Itâll help you reach the tops, and then you can work your way down.â But seeing how pathetically nervous they were, she relented somewhat. âI know, why donât I stand then while you attend to my thighs? Then I can sit down again while you do the rest. Okay?â
They nodded, relieved. She stood up and planted her feet wide apart. Back in reception the girls were squirming with delight.
âOff you go, then. Work the cream in thoroughly, wonât you? Nice gentle circular movements.â
âYes, miss,â replied Bobby. We know what to do. Iâve been cleaning my auntâs boots for years.â
âReally? What a good boy. I think maybe I should kidnap you and keep you as my personal boot boy. Would you like that?â She raised an eyebrow, and glanced at his bulging pants. âYou look as though you mightâŠâ
Bobby blushed again, and to avoid further conversation got quickly to work. She smiled down at them fondly, kneeling at her feet in their aroused state, dutifully servicing her boots. She took out her phone and began filming. The feeling of their fingertips on her thighs as they carefully massaged the white cream into the soft leather was highly erotic. She took a deep breath.
âTake your time boys⊠Weâve still got nearly an hour. Thatâs it, Timmy, take care with the zip flap. Thatâs right⊠Good boy.
They did indeed take their time, much to her satisfaction. As they did their work, they both began to relax a little. Bobby used the task as an excuse to get his face close to her thigh, the muscles taut and firm under the fine latex, the scent filling his nostrils and making his coc-k ache with longing. Timothy had decided that his erection bespoke an instinctive empathy between he and Serena, and indicated an inevitable future relationship. He no longer tried so hard to conceal it, but rather hoped she would take it as an indicator of his unusual masculinityâŠ
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 11, 2025, 03:58:51 AM »
Weâll leave the boysâ reaction to the readerâs imagination for a brief moment, to catch up on developments elsewhere.
The previous day, Wednesday, Charlotte and Ameliaâs visit to the tack shop, with their mothers, MĂ©lisande and Clarissa, had realised the first element of their dreams. MĂ©lisande had helped them select boots, breeches, shirts, T-shirts, waistcoats, jackets and helmets. And Clarissa had made their happiness complete with gifts of whips, spurs, and Pony Club ties.
âYou should definitely be enrolled in the Pony Club, girls,â she smiled. âIf you train hard, in a few weeks youâll be able to enter competitions. Itâs great fun. Iâll help you with the applications when we get home.â
âThank you so much, Mrs Burlington!â cried Charlotte.
âYes, thank you. Weâll work really hard â we promise!â said Amelia, assuming a determined expression.
Charlotte turned to MĂ©lisande. âWill we be able to wear these to Pittâs Wood at the weekend?â
âOf course, Charlie. We can all go and Iâll introduce you to the ponies. Theyâre so funny! Especially some of themâŠFreddie for instanceâŠâ
âYes,â interrupted Clarissa, âand weâll get you signed up as official members, which means youâll get a badge and ID and you can go there any time, even if you just want to get a drink in the cafeteria or wander around.â
âItâs gonna be so greatâŠâ sighed Charlotte. âLike a whole new lifeâŠâ
Ameliaâs eyes were sparkling. âMellieâŠ? On Sunday⊠Will we get toâŠyou know?â
âBobby?â She looked at her mother. âMum? Sunday?â
âUnless heâs too exhausted. He must be finding it hard. His first week in a full-time job. Thatâs a point, actually⊠He may even be working part of Saturday. Itâs in his contract. So you might even see him then.â
âI hope he wonât be exhaustedâŠâ murmured Amelia.
That evening, after Bobby had appeared in front of the committee for his fitting, Diana Murchison approached Cynthia and introduced herself and Eleanor.
âYou do an amazing job, Cynthia. These outfits youâve designed â so beautiful, and so imaginative! And always perfectly tailored.â
âWell, I just love coming up with ideas. But itâs my wonderful staff that perfect them and produce the finished product. Iâm glad you like them.â
âNicole tells me that the next ones are virtually readyâŠâ
âYes. The pageboys. I had to make one for Bobby, anyway, as heâs pageboy at a wedding next month. So I thought we might as well test them out here.â
âI was wondering how long the boys will be wearing themâŠâ
âOh, at least two weeks, starting next Monday. There are new concepts in the pipeline but we're nowhere near finalising them. Why do you ask?â
âWell, Eleanor and I have a session booked this Friday, and thereâs been a cancellation on the twenty-fourth which weâre going to book as well, so we were thinkingâŠâ
âOh yes, theyâll be pageboys that week, definitely. I do hope you approve.â
âErâŠwhat are they likeâŠif itâs not being noseyâŠâ
âNot at all. Well, Iâll tell you what I was aiming forâŠâ Her enthusiasm and desire to talk about her creations was obvious. Diana looked sideways at Eleanor and briefly raised her eyebrows. âI thought, ânow what do I want?â Well, first, smartness. So short, nicely-fitting boy shorts in lovely shiny red latex, coupled with plain cream or white spandex shirts with high necks and long sleeves, and a red vinyl baseball cap. Maybe a choker, plain red ribbon. Second⊠Well, you know the boys. Theyâre grown-up now. And grown boys have a habit of being a bit too macho, always swaggering around showing off, right? So maybe for sessions weâll have them made-up with sparkly eye-shadow, white mascara, and pink lipstick, and little round pink circles on their cheeks. Optional extras, pink ball-gags. Ball-gags and wrist cuffs and all sorts of accessories, straps and belts and correctional things, are already available for special customers in the locked cabinet, anyway.â
âOh, that outfit sounds really nice! Donât you think so, Eleanor?â
âAbsolutely!â
âThe shorts come with a pink leather belt, and pink latex frilling at the legs â the combination of red and pink is meant to hint at some sort of sexual ambiguity, you see.â
âHow subtle!â simpered Eleanor.
âTheyâll wear pink latex gloves, frilled at the wrists, and simple white girly socks, knee or ankle length it doesnât much matter â either provides further emasculation â and red or pink patent Mary Janes, to go with their shiny caps.â
âTheyâre going to look stunning!â smiled Diana. âI canât waitâŠâ
âAnd of course, ladies, thereâll be the internal fittings.â
âInternalâŠ?â
âIt comes back to that first principle â smartness. Boys are awkward, unruly â thatâs their nature. So their boy things need discipline just as much as they themselves. Their shorts will be fitted with the usual internal loops. Thatâs to say, one in the crotch and one in the front, welded to the central seam. The lower one will encircle the base, behind the balls. Itâs function will be twofold: to lift and separate, keeping everything nicely symmetrical, and to maintain erection. Once erection is established, the upper loop will prevent any untidy deviation, and keep it nicely vertical. Then we have the butt-plugâŠâ
âTheâŠb-butt-plugâŠ?â
But Cynthia didnât hear. She was expatiating on her favourite topic, using her fingers to illustrate the mechanics. The lecture continued.
âThe butt-plug has three functions. One. To help maintain erection. Two. To correct posture. Three. To remind the wearer of his subordinate status. We have designed a new plug, attached to the back seam of the shorts by a thin flexible rubber stalk, at the end of which is a vibrator about the size and shape of half a sausage, containing a rechargeable cell power source, sheathed in rubber and covered with short, flexible rubber buds. The vibe has no external controller â itâs auto-initiated by two electrodes connected by the bodyâs moisture, and simply pulses, keeping the wearer conscious of its presence. The pulses vary randomly in speed and intensity, to remind him of his lack of control.â
Cynthia took a breath, and looked at her listeners.
âDo you understand?â
âOh, we understand perfectly, Cynthia! Thank you so much for explaining everything so clearly!â said Diana, delightedly. The outfits sound perfect for those two. You really have thought of everything.
âWell, thank you⊠We do our best⊠Ah, Miss Poole. Iâve just been telling your colleagues about the new outfitsâŠâ
âSo impressive,â remarked Eleanor.
âIsnât she,â smiled Miss Poole, archly. âAnd I believe you already have some new ideas, Cynthia?â
âOh, yes. Bobbyâs dressâŠâ
âLetâs talk about that later. Now, the only other people you donât know are Magda and her friend Zeta. Come with me and Iâll introduce you.â
And taking her arm, she led Cynthia away, leaving Diana and Eleanor in an ecstasy of anticipation.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 04, 2025, 06:10:38 PM »
In any big riding centre, where most of the manual work is done by teenage girls, there is a strong âwork hard â play hardâ ethic. After a day struggling with recalcitrant horses, mucking out, running back and forth with tack, and servicing the demands of impatient and sometimes downright rude riders â especially the privileged types, many of whom had never done a serious dayâs labour in their cossetted lives â nothing short of a wild evening is enough to prepare for the next day. Serena Egerton had come from quite a deprived background, and had made her mark by a combination of hard work, persistence, and a natural empathy with horses. With a full-time job on top of her riding and baseball careers she was kept pretty busy. But she still identified with the social life of the stable lass, and whenever she could she kept the company of the stable staff during and after work hours, joking around in the stables, or clubbing in town.
It was at a local bar one evening when Serena was drinking with four of the stable girls, Jasmine, Ellie, Betony and Imelda, and Phoebe from Fleetford, that the conversation turned to Bobby. This was before the big show, when the boot parlour was still in process of construction.
âHave you ever heard such a thing?â Imelda was saying. âWho is this guy? Heâs actually gonna be employed to do nothing but service riding boots? Must be some sort of pervert or something. Do we really want a bloke like that living amongst us?â
Jasmine, Ellie and Phoebe looked at each other. Phoebe knew all about Bobby the Pony, of course, but had been sworn to secrecy. She would quite happily have outed him, but it was much more fun to hold onto the secret and watch him steadily descending into permanent pony bondage. She was sure that soon, escape would be impossible. Then she intended to approach Mélisande and demand, on the basis of her former relationship with him, her share of the riding rights.
âWe know the guy,â she said, blandly. âYes, he is a pervert, but a nice one and quite harmless. Oh, and quite cute, too. I can assure you that if this boot parlour thing comes to fruition, thereâll be some fun to be had.â
âThatâs right,â said Jasmine. âMiss Poole is set on it, so Iâm sure itâs gonna happen. She knows what sheâs doing. It must have potential to make the Centre some money, or she wouldnât be investing in it.â
âTrue, but Iâve always thought old Pooley was a bit of a pervert herself,â grinned Betony. âThere are rumours she once whipped a stable boy for misbehaviour.â
âTheyâre true,â said Serena. âI witnessed it. Maybe she is. It makes it all the more fascinating.â
A few weeks later things became clearer, and then, with Bobby and Timmyâs appearance at the October show, all doubts were dispelled. The girls met up again that very evening. Ellie bought a round of drinks.
âOh my god, you guys are so lucky, you know that?â
âWhy?â
âGuess whoâs been appointed official Supervisor of Boot Boys?â
âOfficial what?â said Imelda, making a face.
âSupervisor of Boot Boys â the person in charge of those two kinky guys! Me, idiot. On Friday. Not only that, butâŠâ
âWe saw that Timmy one whipped by Miss Poole,â added Jasmine, unable to contain the intelligence any longer. âActually, we helped, didnât we, Ellie? We held him down while she gave him twelve strokes of her dressage whip.â
âYouâŠsaw thatâŠ?â
âYes! Itâs true what they say! Anyway, apparently theyâre both under contract, with very strict terms, and they canât get out of it for at least a year!â
There was a brief, disbelieving silence. Then Ellie began to fill in the details. Eventually everybody took it on board.
âSoâŠâ said Betony, thoughtfully, âare those two really into boot slavery, orâŠâ
âBobby definitely,â said Ellie. âHe canât help himself. Not only thatâŠâ
Jasmine gave her a look.
âAh, yes⊠I was going to say, heâs totally into latex, too. A real fetishist. Miss Pooleâs working with a company called Fantastex, who are going to make all their outfits. I can see what sheâs up to now. The main thing isnât to provide a service for the staff and members â though that will be useful â but to attract visitors whoâll be asked to pay through the nose for the service and be expected to give tips â depending on what sort of âentertainmentâ they get. There are so many bored women in this area, desperate for some sort of thrill, and Miss Poole is providing it, by allowing them, for the duration of the session, to become strict mistresses of two cute young guys in sexy outfits, trained to be obedient and submissive, down on their knees like real slave-boys.â
âYes,â said Jasmine, âand the customers donât have to be guilty about it â they can rightfully claim itâs a purely cosmetic service, like getting their hair or their nails done. Meanwhile what actually goes on behind the door of the parlour â well, who can say?â
âAnd it will be good publicity, and some of those who come for the boot parlour may well decide to join and take up horseriding. Itâs brilliant.â
Serena was fascinated. âWow. Bobbyâs the cute blond one, right? I already want to book a slot. You know how much Iâm into leather and latex, Ellie. I need to see these two â especially Bobby. He sounds very interesting.â
âYou should book a session and go wearing one of your latex catsuits,â laughed Imelda. âIf itâs true he into that stuff, it'll drive him wild!â
âHeyâŠyes!â cried Jasmine. âWhy donât you? Heâs really into boots. I think thatâs what gave Pooley the idea in the first place. Wear a pair of your sexy thigh-boots too! Iâd love to see his reaction.â
âDo you want me to book you in, Serena?â said Ellie. âI can ask Miss Poole when I see her Monday. Theyâre booked up weeks ahead, but Iâm sure sheâll let me fit you in.â
âOh, god, yes â can you? Iâm feeling sexy just thinking about it. Iâve got these great new red leather thigh boots I havenât dared to wear yet. A boot fetishistâs dream! If itâs true, thenâŠâ
âLeave it with me, darlingâŠâ Then suddenly her eyes danced. âOh, and Serena - Iâll tell you what else I can do. Itâs rather naughty, butâŠâ
The girls were in early Thursday morning. Serena had two horses in livery at Pittâs Wood, and she got dressed up in her finery at the back of one of the stables, then posed outside for a photoshoot, before being smuggled into the boot parlour waiting room. Ellie, without telling anyone, had decided to spice things up with a squirt of two of pink lube in the front of the boysâ trunks. She wasnât sure how long it would take for their bodies to react, but she didnât want it happening prematurely, so she held them back as long as she could.
âCome on Ellie,â said Timothy, from outside the washroom. âItâs âalf eight. We need to get changed. Serena could be âere any minute.â
âWhatâs the hurry? This is the first time youâve been so eager to start. Thereâs half an hour yet.â
âYeah â but todayâs different. I need to have as long as possible with this woman. Iâve got a lot of stuff to say to âer.â
âOh, really? What, you planning to send her to sleep or something? Donât make me laugh. Iâll bring them in as soon as theyâre ready.â
She held them off till a quarter to eight. Then handed their outfits in at the door.
âOkay. Actually youâd better hurry. It seems sheâs here already.â
âWhat? I told you so, didnât I? Bobby, quick! Sheâs âere!â
They were dressed in five minutes flat, in the corridor pulling on their gloves and hats.
âReady? Okay.â She opened the waiting-room door, and with a smirk, ushered them in.
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 04, 2025, 06:40:12 AM »
Over the next couple of days it was more of the same â half-hour sessions, two girls a session, nearly all stable lasses, varying ages, plus a couple of others, including Gabby from reception, desperate to see Timothy in the flesh. Anyone of seventeen or so or older got the benefit of Timothyâs cheesy chat-up lines, which were always received with good humour â it was impossible to take offence at such a display of innocence from a guy showing off in a two-piece latex superhero costume which he clearly believed made him irresistible to women. Their reactions he interpreted as success, though, as he told Bobby, he was holding back for his main goal, Serena Egerton â whom he referred to familiarly as âSerenaâ, as if they were old friends - or even already lovers.
The boys stayed in their apartment all that week. Indeed, they found they were too tired at the end of the day to do anything else. In any case, it was thrilling to have their own place, where they could relax, drink, play computer games or just watch television. Timothy kept his bedroom tidy and fresh, ready for his first conquest. Bobby was often so tired that first week that a couple of times he crashed out on his bed straight after supper, and woke early in the morning still in his uniform, with the result that Ellie had to rush to get it washed, dried and ready before nine. But on Wednesday night Ellie brought him a message from Miss Poole, to the effect that he was to come to the committee room at eight that evening, to allow Cynthia to check the fitting of his new superhero costume.
When he arrived, he found not only Cynthia and Miss Poole, but a small audience of Nicole, Lavinia, Clarissa, Diana Murchison and Eleanor Bowditch, Magda and Zeta. Cynthia took him into a side room and got him into his uniform, which was a purple two-piece much like Timothyâs, with pink boots. It fitted perfectly, and felt light and comfortable. He looked at himself in the mirror,
âYouâll have a pink cap and pink gloves, but I just wanted to see I had got the measurements correct,â said Cynthia. âIt looks great on you, doesnât it?â
âYes. It feels good, too. Tim will probably accuse me of stealing his thunder, though. He thinks he looks so great in his.â
âLetâs go and show the others. Iâll put your cape on for the time being, but of course youâll work without it.â
She led him back in, to an admiring murmur of approval from the ladies. He stood before them and turned through a full circle like a fashion model. He faced his audience so they could take a few snaps.
âExcellent, Bobby,â said Miss Poole. Wear this for the rest of the week, then next week I think Cynthia has new outfits for both of you, is that right?â
âYes, Miss Poole. Identical pageboys next week, based on the outfit Bobby will wear to the wedding next month.â
âYes. But these two-piece creations will remain in your wardrobe, of course. I like them for their simplicity, and the way they show off your bodies. Youâre both commendably fit.â
âWe both work out, Miss Poole,â said Bobby. âThough we havenât done much this week. Itâs been so busy.â
âYes, I understand of course. But things will get easier as the days go by. Just make sure you keep up your exercise routine. Iâm adding some new pieces of equipment to the gym, but please tell me if thereâs anything else that youâd find useful.â
Zeta grabbed her camera, hopped off her chair, and knelt behind him.
âBobby? Turn and face me. I need to take one good piccy in case we need it for promotional stuff.â
âOkay.â He turned his back on the committee members, and she took one photo. She checked it. âThatâs good. Iâll distribute this by email to everyone.â
âThank you Zeta. Thank you Bobby. Please go and change, and Iâll send your uniform to Ellie so she can get it ready for tomorrow. Youâll have Serena first thing, thenâŠâ - she consulted her diary â âthen itâs Natasha and Bethany? Is that right, Nicole?â
âCorrect, Violet.â
Bobbyâs face fell. âNatasha andâŠâ
âYes, Bobby.â said Nicole. âThey know all about you now, of course, so naturally they deserve a session.â
âOhâŠâ
âOff you go, then.â
Bobby was not so happy when he returned to his rooms.
âWhatâs up?â asked Timothy, concerned. âWhat happened?â
âOh, nothing really. Got my new outfit. Like yours, but purple. But tomorrow, after Serena Egerton, weâve got a special. Two of Mellieâs friendsâ mothers.â
âIs thatâŠbad?â
âOh, not for you. ButâŠyou know. How do you think I feel? The mothers of two of her bratty little friends⊠And I have to kneel down and polish their boots and call them madam and stuff? How would you feel? Suppose they take photos â no, they will definitely take photos â and then go showing them to all their friends, and then theyâll want to book sessions tooâŠâ
âOh, poor little Bobby!â laughed Timothy. âServes you right. You shouldnât âave got so pally wiv that MĂ©lisande girl. I mean, why are you âer friend in the first place? âAs she got some sort of âold over you or what? I never got thatâŠâ
âOh, shut up, Tim. Iâm tired. Iâm going to bed to read. Good night.â
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on August 04, 2025, 06:33:09 AM »
Trixie and Grace were no different from any other teenage girls. If there was the faintest chance they might come into contact with - or even flit through the field of vision of - any eligible boy, their first thought was that they had to be, first, immaculately turned out, and second, if any interest was shown in them, cool, aloof and detached. In this case, however, the second requirement didnât really apply; these particular boys were not âeligibleâ in any way; not prospective admirers, but amusing curiosities capable of yielding infinite degrees of gossip and entertainment. So whilst they had taken pains over their makeup and put on their best breeches and boots, it was not, as Timothy imagined, out of regard for he and Bobby, but as a subterfuge to flatter them, with the aim of gathering information and spicy chatter to pass onto their friends!
Bobby, thoroughly familiar with the riding scene, and with the culture of Pittâs Wood, knew this perfectly well; but he was quite happy for his friend to make a fool of himself â which he did right from the beginning.
Trixie began by dispelling any self-consciousness Timothy may have had.
âTimmy!â she gasped, turning her big innocent eyes on him, âyouâre so tall! I didnât realise when I saw you in the arena. Dâyou know me anâ Grace were next in the queue Saturday? We were so disappointed we just missed you. But this makes up for everything!â
âOhâŠer, yeah⊠Sorry about that. Got called awayâŠMiss Poole, you know⊠âad to attend to some business for âerâŠâ
âGosh, I understand completely. It must be so great to work for her directly. Weâre all a teensy bit scared of her, you know. Sheâs so strict!â
She didnât have to tell Timothy that. He knew only too well.
âStrict but fair,â countered Timothy, as if he and she went way back.
But Trixie was already admiring his uniform.
âYour uniform is amazing! âSpecially now I can see it close up. Did you choose it yourself?â
Timothy was beginning to relax. âNah. We âave our own dresser. Big clothes company. Whatâs it called, Bobby?â
âFantastexâ
âFantastex, yeah. Theyâre gonna make all our outfits. This is just the first one. Next week weâll âave somefink new.â
âItâs soâŠgorgeousâŠâ said Trixie thoughtfully, reaching out familiarly and running her fingers down the side of his yellow pants. âLatex is like, mega expensive, isnât it?â
âMega. If you wanted to buy this stuff, itâd be, like, hundreds of poundsâŠâ
âReally? GoshâŠâ
Grace decided it was time to get in on the act. She could see by the expression on Bobbyâs face he wasnât taken in. So she added her flattery to her friendâs.
âThatâs right. Latex is like, haute couture, innit? Bobbyâs outfit is cool, but itâs not pure latex, like yours. My mum knows about this stuff. Sheâs booked a session but she has to wait for weeks. Sheâs so jealous Iâm getting to see you guys straight away.â
âOhâŠIâm sorryâŠâ
âSânot your fault, Timmy. But maybe we could have some piccies to show her?â
âOhâŠsure. Of course.â
The girls seemed to know exactly what they wanted, as if they had planned it all out in advance. They took him out into the waiting room. First they had him full length, then posing with his foot on a chair, making a peace sign; then looking macho, with his thumbs tucked into his belt; then hands on hips, and after that lying along the row of chairs, head propped on his hand. Then Grace handed her phone to Bobby, and he took photos each of them with their arms around him; then one on each side, holding him tight, his hands on their backs. Then they slid down, kneeling either side and embracing his legs, their heads resting against his flanks. And finally, Grace fetched a cloth from the parlour, and Bobby took videos of Timothy kneeling and polishing their boots while they sat side by side in the waiting room chairs!
âEr, I think we should get on,â said Bobby, checking his watch. âNot that your boots look like they need much workâŠâ
Indeed, the session was fairly perfunctory â a little waxing and polishing, and they were done. But it was fairly obvious to Bobby they hadnât been there for boot-cleaning at all. As they scurried off, giggling and whooping, Timothy agreed. But his take on it wasnât quite the same as his friendâs.
âI told you we would be celebrities, didnât I? Mind you, it was mainly me they came to see, right? Sorry, Bobby, I didnât mean to steal your funder.â
âNo offence taken, Tim.â
âI reckon theyâre all gonna be like that. Next week weâre getting some of the older girl grooms, right? Iâll show you how you âow you chat âem up, okay?â
Bobby sighed. âSure, you go ahead, Tim. Iâm just here to do the job and earn a bit of dosh.â
âYeah, well, you never were into girls that much, was you? Fine. You can leave âem to me.â
The rest of the day wasnât much different. Lotâs of excitement and giggling from the customers, lots of swaggering from Timothy. But at least there was some real work to do, and the girls all left with shinier boots than those in which they had arrived. There were two older girls - members, Bobby thought - expensive boots and leather breeches - who couldn't stop laughing. One of them had very muddy boots, despite the fact it was a dry day. She must have gone out of her way to find a muddy puddle. But he wasn't fazed. He cleaned them up and polished them till they shone. She was definitely impressed, and even gave him a decent tip. Yeah, he was pretty cool...
The boys got through dozens of strips of thin card. To avoid getting polish on the girlsâ breeches, these strips were folded around the legs and slid down into the tops of the boots. Simple but effective. It had been their first day. It had gone well. They were tired and slightly dishevelled, but proud of what they had achieved. After the last customers had departed, they had a visit from Miss Poole.
âWell done, boys! Iâve interviewed most of the girls youâve serviced today, and I can report they all gave you five stars. Thatâs terrific! Iâm sorry you wonât have received any tips as yet, but they will come. You will probably have seen you have two specials this week, Thursday and Friday mornings, as well as staff. Oh, and thereâs a revision to Thursday which isnât in your schedule â first session, nine oâclock to ten, substitute Miss Serena Egerton. Do you know her?â
Bobby had heard the name somewhere, but couldnât place the individual.
âWho is she, exactly?â
âSheâs a member. Local. Rides here regularly. County level dressage and showjumping. Plays baseball too in the southern league. Very fit. You can wipe that smile off your face, Timmy. Sheâs only interested in two things, horses and baseball. Not boys. Always immaculately turned out. Wears some eye-catching outfits in both disciplines. Never know what sheâll turn up in. Tall, willowy. Long blonde hair. Twenty-ish. You may have seen her about.â
âDonât think soâŠâ
âAnyway, sheâs very nice. Give her the celebrity treatment, all right?â
âOf course.â
âAnd Cynthia will give you your other uniform, Bobby. Itâs like Timmyâs, so youâll look more of a team. Okay?â
âYes, Miss Poole. Thank you. Er... Miss Egerton... Will she be by herself, then?â
âYes, all on her ownsome. But I'm sure you'll find her enough of a challenge...â She smiled knowingly. âOkay, then, must rush. And well done again, boys!â
She swept out. Timothyâs face lit up.
âShe sounds cool! Long blonde hair? Twenty-ish? Sounds just my type.â
âForget it. You heard what she said, Tim. Sheâs only into sports, not guys.â
âOkay, Bobby. Weâll see, wonât we? You wait. Watch and learn. Iâll show you âow itâs doneâŠâ
Active Sissy Stories / Re: The Second Floor (#38)
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