Cross-Dresser - Awakening Pt. 05

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Strike One And Susie's Out.
1.8k words
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Part 5 of the 10 part series

Updated 06/11/2023
Created 07/18/2022
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Samantha kept her lunch date with Susie, but made sure that she sat well away from where Susie could tempt her. By the time lunch was over Susie was drooling at the new Samantha, but knew that if she tried to seduce Samantha again Penny would soon get to know.

Back in the office Samantha was sent on an errand near Penny's office to see Gina, 'Hmmm Gi' thought Samantha. She soon thought otherwise Gina was defiantly not Penny's type, rather large and too old. Samantha completed her business and was leaving Gina's office when she heard Penny screaming,

'That poor cows' getting it in the neck again' remarked Gina.

'Who's that?' inquired Samantha.

'Her PA, don't know her proper name everyone calls her Ginger'

Samantha caught a glimpse of Ginger as she sat at her desk, 'That's her, that's Penny's Gi'. Ginger was very beautiful, slender, with natural red hair. She looked uncomfortable in the satin dress she was being forced to wear and kept tugging at the hem to cover her legs. Penny barked an order and Ginger tottered into the main office wearing heels that were clearly too high for her. Samantha tried to see more, she could see Ginger bent over the desk with Penny slowly running her hands over the helpless girls thighs. Then the door was closed.

Samantha went back to her own work place, both Gerry and Susie watched her every move until it was home time. Penny was outside waiting, she looked towards Susie who shook her head, Penny smiled obviously her slut had behaved today. They didn't drive home but instead Penny brought Samantha to one of their favorite restaurants, the doorman did a double take when Samantha went by, her heels clicking on the floor. During the meal Penny leaned towards Samantha and kissed her tenderly,

On the way out Penny whispered 'Wait until I get you home' and kissed her again. Samantha adored her Mistress when she touched her so tenderly and once home Penny instructed Samantha to go upstairs and put on what ever she found.

On her bed Samantha found a box containing the most beautiful ivory coloured silk negligee which was split to her hips, hold up stockings and high heeled sandals, when Samantha had put them on she felt more feminine then ever before. Penny came in wearing silk cami-knickers and dimmed the light. She guided Samantha onto the bed and curled up behind her, Samantha could feel something long and hard pressing against her. Penny stroked Samantha's inner thigh and kissed her neck. Samantha melted to the touch, she moaned softly as Penny's finger sought out her pussy, one.... then two fingers pressed inside, slowly moving in circles while a totally relaxed Samantha pushed on them wanting a deeper penetration.

Penny whispered 'You want more do you?'

'Oh yes Mistress as many as you can fit'

Penny kept fingering her until she saw a drop of precum at the end of Samantha's clitty. Removing her digits she took the juice and slowly rubbed it around the entrance to Samantha's pussy, Samantha purred with contentment then felt the tip of a cock easing forward.. Penny gently thrust her hips and the huge strap-on split Samantha's pussy, a gasp as Samantha felt the tip sliding in then out as Penny worked it. 'This is what my slut needs' It was Samantha's first time being pegged, the butt plug she could control but she was now entirely at Penny's mercy.

Deeper, deeper thrust Penny, Samantha started to push back, she just wanted to have the whole dildo inside her. 'Your an eager slut' as Penny felt the strap-on being pushed on, 'Best you take it then' as she put her hand over Samantha's mouth and slammed into Samantha's pussy, a muffled yelp and Penny pegged her slut without mercy. Samantha was loving the feeling,, she disparately held on so she didn't cum too soon. There was a scream, Penny had made herself cum, the strap on leather fasteners had rubbed against her pussy and the more she fucked the more out of control she became. Samantha was also unable to hold back and her pussy gripped the black dildo to give her the best climax she had ever had.

Penny held her close as they orgasm together, their legs entwined, Penny reaching for Samantha's clitty pulling back her foreskin and pressing her fingertip into the clitty hole. Samantha cried out in pain but wanted more, she bucked wildly, a second pussy climax and............ her clitty pumped wildly, cum covering Penny's fingers which she sucked one at a time and, having removed her dildo, put Samantha on her back pressing her cum stained lips on to Samantha's mouth and probed with her tongue until Samantha's resistance was gone, their tongues joined and Penny passed cum to her slave.

Their embrace lasted many hours, Penny explored every part of Samantha and Samantha in return kissed, stroked and licked her Mistress until, spent, they fell asleep in each others arms.

Penny had her sex slave, she knew that after being pegged in such a manner all her other slaves became hers. 'Now your my sex slave' Penny whispered when they woke the following morning.

Samantha opened her eyes and thought 'Am I?'.

Penny got up and showered, 'You'll have to drive yourself to work, I have business out of town for a couple of weeks'

'Yes Mistress' Samantha smiled and thought 'Time to get together with Susie'

All through the day Samantha watched the clock slowly get around to lunch. She smiled at Susie 'Coming honey'. She took Susie by the hand and led her outside. Susie looked stunning as usual, black thigh length, high heel boots, PVC mini skirt and wet look top,

Samantha brushed her palm across Susie's ass, 'Oh baby your feeling naughty again, you know I'll tell Penny'.

Samantha's reply of 'I don't care' excited Susie and she led Samantha down to an old outhouse on the works property.

Samantha now executed her plan, she also had found the outhouse and had been there before. Susie was embraced, a long lingering kiss as Samantha stroked Susie until she moaned to every touch, 'Oh Susie, your not smooth any more, in fact what's this' as her fingertip stretched long strands of cum formed on her panties.

'Oh, no no, no it's you that should be cumming not...... aaaaHHHHHHHhhh' Samantha pressed her finger into Susie's cum hole 'No, don't stop, more, please, I won't tell Penny, I won't tell',

'I know you won't' purred Samantha.

Samantha forced her finger in deeper, Susie squirmed and writhed but she couldn't make her stop. Susie started pumping, 'AH AH AH' not yet cumslut' Susie stared wild eyed, those were Penny's words. Samantha waited until she stopped twitching and moved her finger again, another near climax but again denied. After 30 minutes Susie was totally in Samantha's control.

Samantha unfastened her jeans, sat down and slipped her clitty from her panties, even she was impressed with it's length. She guided Susie so she stood before her, Susie could feel Samantha's hot breath on her clitty. She was desperate to cum but found Samantha's exploration of her pussy delightful, a finger slide inside and true to form Susie bucked. Slowly Samantha forced Susie onto her lap, a squeal as clitty met pussy, the moist tip parting the willing flesh, Susie's wild movements were now bringing Samantha to climax so she slid her hands under Susie's top, found her nipples and squeezed in an attempt to cease her squirming.

'NNNOOOoooooo, please no' Susie cried out but still rode Samantha's long,curved clitty hard.

'Now bitch how long have you been.....Penny's slave'

'No can't tell you I can't, please,,,,,,, AAAAAARRRRGGGHHHHH'

'Talk bitch or do you want more'

Susie's head bowed 'We met at work a few years ago, she seduced me and when we met she took me to some sleazy hotel, she would dress me in white bra and panties, she tormented my clitty and pussy until I couldn't live without her, so I dressed fem all the time and took hormones to grow breasts', Susie lifted her top revealing two small but nicely formed titties, 'I would do anything to please her, but she would never let me cum, not until I became her sex slave, she made me feel so feminine but forced me to be fucked by that gross pig Gerry hoping that he will bend to her will too. She gets her sexual kicks by making us fem whilst humiliating and punishing us when we do wrong MMMMmmmmmm' Susie moaned as Samantha's clitty hit her 'G' spot.

'What's better slut, real clitty or Mistress Penny's dildo?'

'MMMmmmmmmmm real clitty, I can't resist any more, it's touch is sending me crazy' Susie's pussy squeezed onto Samantha's shaft. Samantha moaned but quickly regained control as she slowly worked Susie's clitty, pulling it back hard until the dark tip was fully exposed. Lifting her top Samantha's lips surrounded a firm nipple and the firm hand on Susie's clitty brought her climax so near, 'Yes Yes more.... MORE, I'm yours, please let me cum Mistress Samantha' Samantha smiled at these words and caressing the firm breast with her lips she flicked the firm nipple with her tongue

'As you wish SLAVE'.

Samantha moved her fingers quicker, Susie's head fell back as she pumped and squeezed, she finally had her noisy, clitty climax quickly followed by her pussy climax as Samantha's clitty flooded her.. Samantha let her clitty slip from Susie, who then put her arms around Samantha kissing and thanking her. Samantha reached and grasped her own clitty then holding it next to Susie's mixed their cum as they both pumped dry.

Susie was so spent she could hardly stand, cum flowed from her pussy and dribbled down her long boots. She knelt before her new Mistress, 'Susie your now my slave, you will not contact Penny and you will take some holiday, remain out of town until I contact you keep remembering that long shaft caressing your pussy and if your good it will happen again'

'Yes Mistress Samantha, I am yours'

Samantha looked into Susie's eyes, 'Now who's Ja, Lo & Jo from Penny's slut list?'.

'Ja is Janet from accounts, always wears faux leather, Lo does Penny's hair and make-up at home and but I don't know a Jo'

Samantha kissed her slut, felt under her skirt rubbing and patting her panties 'Nice and smooth' and left a soaked Susie to clean up her pussy.

As Samantha found her shady bench she took out her copy of the list and placed and 'X' next to Susie's name. 'One down, six to go' she looked at the list, 'Al, a nice easy cum slut' and went back to the office to formulate her next plan.

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