TheShyThespian 11 Jun 2020 A Teenage Tale Of Love And Spanking, Part 1 Judy's feelings for Kate get her into more trouble than she anticipated. I was walking across the schoolyard to the cafeteria when I saw them. Two of the older girls who looked like they were fighting. There was a small group of spectators gathering around them. There was clearly something up, so I quickly made my way over to see what was going on - one of my responsibilities as Head Girl was to monitor the behaviour of the other girls during break. As I walked, I could see that they were tuss...
TheShyThespian 11 Jun 2020 The Art of Cuckold Diplomacy – Ch 5, Domination (Part 2) Charlotte's seduction and domination of a willing Samantha Looking at Samantha, I still thought she was too desirable for her own good. All she had left on after Peter had finished with her was a pair of high heels. I walked over to her and kissed her full on the mouth, teasing her just a little with my tongue. ‘I think, maybe, it’s my turn now, Sam…’ Sam looked at me, and swallowed. I grinned wickedly back at her. I was intending to enjoy this, and take full advantage of the sub...
TheShyThespian 8 Jun 2020 The Art of Cuckold Diplomacy - Ch 4, Domination (Part 1) Jason and Samantha's descent into submission and cuckoldry continues. In front of me was, in my opinion, the sexiest, most delectable bottom I’d ever had the pleasure to spank. Not small by any means, but definitely soft and malleable, with buttocks that bounced beautifully as the palm of my hand connected. Voluptuous came to mind… The bottom, which was turning a lovely rosy red colour, belonged to Samantha, a sexy, smart, curvaceous “mature” woman, whose sexual innocence I found exciting a...
TheShyThespian 5 Jun 2020 The Governor's Meeting - Chapter 2 - The Gym Mistress School Governor Sarah makes a questionable decision which can only lead to more punishment. ‘Mrs Dickinson, may I ask you something?’ I asked. ‘Please do, Mrs Lonsdale!’ ‘How else could I get punished at the school?’ Mrs Dickinson smiled at me. ‘I take it you are speaking hypothetically? Your interest in punishments at the school intrigues me, Mrs Lonsdale. Has your opinion altered at all from last night? I could feel myself blushing. ‘Yes, it has, Mrs Dickinson. The things I felt as you were – caning me – have...
TheShyThespian 3 Jun 2020 Lorraine and I My young girlfriend gives me the spanking I always yearned for... We were lying on our sides, head to toe, and Lorraine was gently stroking my cock, whilst I explored between her legs with my hands and mouth. I’d pushed the gusset of her sheer black panties to one side, exposing her gorgeous, hairy pussy, and was enjoying the view as I spread her folds and kissed and played with her. We had been fooling around on my bed for a little while. I was naked, whilst Lorraine, to please me, had...
TheShyThespian 27 May 2020 Cashing In On An IOU An offer made cannot be undone... ‘Bugger!’ I exclaimed. The sound of crockery smashing echoed around the kitchen as I dropped six of Rebecca’s best dinner plates onto the tiled floor. ‘Mark! What happened! What have you done!’ Rebecca – my mother-in-law - was, understandably, very upset and angry. ‘I’m sorry, Rebecca – the plates slipped out of my hands…’ ‘Jesus, Mark – you need to be more careful! What you need is a bloody good hiding!’ she said in exas...
TheShyThespian 26 May 2020 Secret Moments A lover remembers. I come here every day and remember that distant summer. It will forever be ours. We talked, read, ate and drank. We shared, and discovered each other. And we loved. Oh, how we loved! In that idyllic meadow, we joined and found an unimaginable completeness! I couldn’t get enough of you. Nor you of me. Being together was everything. The hunger, the passion, those wild moments when we were as one. Desperate, urgent, breathle...
TheShyThespian 15 May 2020 The Governor's Meeting - Chapter 1 - Awakening School Governor Sarah is caned by the Headmistress. I was running late! I’d been dreaming and tossing and turning well into the night and, as a consequence, had overslept. I didn’t want to be late for this particular meeting – I sensed I was already on the wrong side of Mrs Dickinson, the school Headmistress. My name is Sarah Lonsdale, and I am the newest school Governor. I attended my first meeting last night and it didn’t go according to plan. Well, not my plan anyway. I...
TheShyThespian 24 Apr 2020 The Art of Cuckold Diplomacy - Worship One couple's continued descent into cuckoldry and submission. I gazed at my new friend and co-conspirator, Charlotte. She, unlike the rest of us, was still dressed. Or mostly dressed – I was pretty sure she was no longer wearing any panties! Charlotte was the one who had orchestrated our sexual awakening that evening. My husband, Jason, and I were being guided into new territory by Charlotte, who was pulling the strings, and her well-hung Lothario, Peter, who also happened to be my...
TheShyThespian 17 Apr 2020 The Art Of Cuckold Diplomacy - Submission A couple's continued descent into cuckoldry and submission. I was close to coming! I could feel it building inside as Peter pumped his thick cock into my wet cunt. God, I hadn’t felt like this for a long time – if ever! I felt like a wanton slut. I was naked now, except for my black, strappy heels. I was kneeling face down on the enormous bed with my arse in the air whilst Peter fucked me from behind with that incredible cock! I could feel my tits swinging each time Peter’s stomac...
TheShyThespian 3 Apr 2020 The Art of Cuckold Diplomacy - Foreplay One couple's willing descent into cuckoldry and submission. Peter was fucking my wife. Samantha was kneeling in the middle of the king-size bed and Peter was pumping his thick cock in and out of her like there was no tomorrow. And she was clearly enjoying it. ‘Oh God, Peter…!’ she moaned between gasps. How had we got here, I hear you ask? A very good question. A very good question indeed. It all seemed like a fantasy dream on fast forward. My wife and I had arrived in Rabat, the M...
TheShyThespian 22 Jun 2018 Spanked and Humiliated by my Father-in-Law Mother-in-Law makes Jason's fantasy about being spanked by his Father-in-Law come true. I was sat in the lounge, pretending to read the newspaper, but in actual fact wondering what was going on next door. David, my father-in-law, had returned home an hour ago after dropping my wife at the railway station. He'd said a brief hello to me on his return before he'd been ushered into the kitchen by his wife, Sheila, a faint look of surprise on his face. It was now a week since “That Day” with my mother-in-law, as...
TheShyThespian 14 Jun 2018 Cuckold in the Making Part 2 Second date – awakening and enlightenment. Jason Last night my wife slept with another man for the first time since we were married. It wasn’t really infidelity; I had, over a period of time, encouraged her to do this. On her return, Emma had told me all about it – initially shyly and with guilt in her voice, but then with growing confidence and excitement as she described her experiences to me in detail. Afterwards, a spring in her step, she had left for ‘a nic...
TheShyThespian 12 Jun 2018 Cuckold in the Making First date - persuasion and guilt. Paul had his cock balls deep in my wife. I could see them tighten suddenly and he groaned loudly as he pumped his cum into her pussy, her own answering moan expressing her pleasure as she felt him cum hard inside her. My cock was locked and straining its cage and my buttocks still red and sore from the spanking Paul had given me in front of my amused, encouraging wife. I watched him demonstrate his ownership of her, filli...
TheShyThespian 6 Jun 2018 Mother-in-Law Takes Control Your desire for your Mother in Law gets you into more trouble than you anticipated.. I’d arrived late the previous evening after a long flight and was still suffering jet lag. So I was up early having some breakfast when my Mother-in-Law Sheila came downstairs at about seven o’clock wearing her dressing gown. David and Emma were still on there way back from Yorkshire and wouldn’t be back until the evening. I jokingly commented how sexy she looked and Sheila told me not to be silly – she was an old woman....