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The workman collects what he is owed: Part 2

"Still being punished for my mistakes"

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The next day, I didn’t bother putting on a different outfit in the morning, in the way I had done the previous day, I just dressed in the outfit Gary had told me to wear. After pulling on a pair of fishnet holdup stockings, I slipped the same PVC thigh high boots and then a white lace matching bra and thong set, followed by a tartan pleated skirt that was only 9” long, so barely covered my backside, finishing off with a tight, white blouse. After applying my make up, I tied my wig into two pig tails and checked myself in the mirror. I felt the look would be suitable, so set about my work for the morning. As with the previous day, I went and made myself a drink and whilst waiting to for the tea to brew, I went out on the patio and sat on the sunlounger, hoping Gary would notice me again from the house he was working at. As I went back into collect my tea, my phoned pinged, and it was a message from Gary saying I’d nailed the outfit for the day and he’d be over later to ‘collect his winnings’. I carried on working and around 12:30, there was a knock at the door. Feeling less apprehension than the day before, I opened it to see Gary eyeing me up and down as I curtsied for him. He straight away shoved his hand up my micro skirt and rubbed my girly cock, then kissed me.

‘Come on slut, let’s get you in bed’, he said as he grabbed my hand and led me to my bedroom. Once in there, he completely stripped, apart from his socks again, then he decided to take loads of photos of me in different poses, including one with my skirt lifted and my thong pushed to one side to reveal my hard cock. After his photo shoot, he made me kneel and prepare his cock in the same way I had before, then grabbed the condom and lube that I’d left out and prepared himself and me. He bent me over the bed, pulled my thong to one side and, without any finesse, rammed his cock into me in one thrust, which hurt and pleasured me at the same time. After getting my composure back, I started thrusting against him and met his rhythm. I was building up to an early climax as his cock massaged my prostate, but before I reached the point of no return he pulled out and ordered me to lie on the bed. I did as instructed and lay down for him, he knelt between my legs, lifted my boots onto his shoulders and rammed in and out frantically, occasionally leaning down to French kiss me. Again he pulled out, lay down next to me and told me to ride him ‘like a good girl’. I swung my leg over him, positioned his cock at my willing hole and slid down to take every inch, closing my eyes and biting my lip with pleasure. I rode him with pure lust, watching his eyes glaze over and feeling his hands in my blouse tweaking my nipples. I surprised myself by leaning forwards to kiss him and he shoved his tongue back in my mouth, groaned and pumped his seed into the condom. I felt the pulses of his cock and savoured the moment, I couldn’t believe that this arrangement was turning into fun rather than being a chore. He took the condom off then I swooped down to clean his cock before emptying the contents of the condom into my mouth. As I lay down, he asked my what other clothes I had, so I told him which wardrobe and drawers to look in to see for himself. He noticed I had many leather knee length, mini and micro skirts, leather dresses, short, midi and long dresses, lots of blouses and tops, a myriad of boots and shoes and an endless supply of lingerie and nylons. He was impressed.

‘I think we will go for the secretary look tomorrow, slutty secretary,’ he said.

‘Yes, master’, I replied instinctively

‘Good slut, you know who the boss is’

He told me he was going to have to have a shorter lunch, as he was expecting a delivery of parts for the wardrobes. He dressed and I followed him downstairs, but on reaching the door, he unfastened his trousers, whipped out his cock and told me I could give him a blow job to help him get through the rest of the day. I knelt before him, took hold of his cock and did what was needed, feeling the pleasure of another huge amount of his thick cum sliding down my throat. He kissed me, took a photo of me kneeling and left. I went back to work and later in the afternoon I went to make another drink, so whilst waiting for the tea to brew, I went out on the patio with a dildo and lube. After applying lube, I stuck the dildo on the low garden table and text Gary to tell him to look out of the window, whilst I crouched over it. Once he came to the window, I slid down it for his enjoyment. He called my phone so I answered on loudspeaker to hear him tell me I was a slut and a whore and would be given a good drilling the next day. I carried on riding the dildo and wanked my girly cock until I shot my load on the patio then ended the call and went in to get my tea. That was the first time I’d deliberately been an exhibitionist in my garden. It gave me new excitement and pleasure.

Later that afternoon I received a call from Colin asking if he could come and see me. I told him to be there just after 4pm. I didn’t bother changing out of the school uniform, as I expected he would like it. When he arrived at around 4:15pm, my thoughts we’re confirmed as his eyes widened and he whistled when her saw how I was dressed. He took me in his arms, kissed me and asked,

‘This is a surprise’, he remarked

‘I thought I’d do something nice to surprise you as I haven’t seen you for a few days’, I said untruthfully, not ready to explain how I’d compromised myself that led me to wearing the uniform

Colin wasted no time with his hands lustfully running all over me all over me over my chest, over my ass, between my thighs and under my skirt. He was so masterful. We were still in the hallway, so I broke away to lead him to my bedroom. On reaching my room, I saw the duvet was dishevelled from my time with Gary, so I quickly rearranged it whilst Colin said,

‘Someone was in a hurry this morning!’

‘If only you knew the truth’, I thought to myself

I went and stood in front of Colin and wrapped my arms around his neck and gave him a long, loving kiss. As he put his hands on my waist before letting them stray to my ass.

‘I’m so glad you’re here’, I whispered, ‘I love being held by you’

‘I missed you, I should have come over yesterday’, he replied

‘Well, at least you’re with me now’

I took control and unfastened his shirt and trousers. Whilst he removed the shirt I removed his shoes, socks, trousers and pants. I was knelt in front of my naked Colin feeling safe and familiar. I was sucking himself cock and balls, when I heard the door camera activate and the bell sounded. I ignored it and carried on with what I was doing, but the bell sound again. I stopped indulging myself on Colin’s hard cock and checked the doorbell app to see who was there.

‘Bollocks’, I thought, ‘it’s Gary. I’ll need to get rid of him’

I put my phone down and told Colin it was a neighbour, so I needed to go and answer the door. He smiled and sat on the bed. I raced downstairs as best I could in my thigh high PVC stiletto boots and opened the door, with my finger over my lips.

‘Shhh!’, I whispered to Gary, ‘Colin is here, what are you doing here?’

‘That’s no way to welcome me’, he growled, ‘I have been thinking about my slut all afternoon after your antics with the dildo, so you need to relieve my balls. Get on your knees, you whore’

I was terrified that Colin would hear, so I immediately complied. Gary had already opened his trousers and was stroking his growing shaft, so I got to my knees and frantically wanked and sucked his cock until he exploded his cum in my mouth. His cum stopped pumping, he pulled out and tidied his cock away then left telling me he’d be back tomorrow. I was hoping I’d been gone for a short enough time that Colin wouldn’t notice, when I turned around and saw him sat in his underwear staring at me with a crestfallen look. I was devastated and I ran up the stairs to him telling him I would explain everything. He went back to my room and sat on my bed quietly, whilst I paced up and down my room telling him the chain of events since I’d last seen him. He didn’t seem bothered about my time with Mark and understood my stubbornness about not wanting to admit I wanted to see Mark again. He understandably chastised me for being so reckless in the garden with Mark leading to me being compromised and effectively blackmailed. I apologised and said he’d know everything in future, no matter what it was.

Without saying a word, Colin got off the bed and beckoned me to him, he turned me to face the bed, bent me over, pulled my thong off, grabbed the lube and applied it to his cock after removing his underwear. Then lifting up my skirt, he held me down with one hand and used the other to position himself at my lovehole. Using all his weight, he rammed his whole length into me and pounded me ruthlessly to make a point. I had never felt him so forceful as he unleashed his frustration and disappointment on my pussy. Despite the harshness of Colin’s actions, I smiled to myself thinking that the last time I was punished at school, I was dressed as a boy.

‘He called you a whore, and I think he’s right’, he shouted at me before groaning and filling my cheating hole with his cum. I stayed still as he withdrew and watched him gather his clothes and say ‘I’ll let myself out’

He left the room and I could hear him leave when he was dressed. I stood at the window watching him drive away whilst his gorgeous seed run down my legs and soaked my stockings. I cursed myself for handling things so badly. I would have to put things right.

Thank you for reading,

Joanna xx

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Written by CrossdresserJoanna

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