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Toy Boy Ch. 03

By: high_heels_lover



Continuing the story of teacher Jenny and her ex-student Michael. Michael gets his first real glimpse of the visual treats Jenny has in store for him.




Chapter 3 – Swimming

I collected my beloved little ruby-red Mini Cooper from the garage in the morning, and drove straight home after the heart-stopping bill had been put onto my credit card. I needed time to get ready for meeting Michael at the local swimming pool. I had dressed relatively plainly in the morning as I certainly wasn't going to give the surly garage mechanics the visual treat that I was planning for my Michael.

I had my choices already picked out. After packing my swimming costume, towel, and other paraphernalia into my trusty tote-bag, I put on my makeup and got dressed. I did my eyes with almost no eye-shadow, as I knew it would be washed off in the pool, just some pale shimmer as a highlight, so instead I compensated by enhancing my eyeliner and mascara. With a waterproof liquid eye liner, I drew a thick line all around my eyes, making an obvious sharp point in the inner corner, then going all around both the top and bottom of my eyes, including the waterline, to go out in a very long narrow cat-flick-point extending out a really long way from the outer corner, almost as far out as the bottom corner of my eyebrows. Then, after three coats of quality waterproof mascara, I chose a deep ruby-red lipstick that really stood out. My finger and toe nails I painted with a matching deep red nail polish.

I left my hair loose around my shoulders, as I knew that way it would be easier to dry after swimming, and I chose a pair of simple small real-gold hoop earrings, only about two inches in diameter, as jewellery. Then on a whim, I quickly added a slim gold chain anklet for my left leg - something to add just the merest touch of the exotic to otherwise quite mundane jewellery choices. I had to be careful not to select anything that might hinder me, or get caught, whilst swimming.

Underwear was simple, a strapless white lace bra and matching white lace thong knickers. Then I chose one of my purchases from my shopping trip the other day - a wonderful simple jersey-knit micro-mini-skirt in bright red that closely matched my lipstick. It was almost short enough to be a belt – only about ten-inches in length. The stretch-material clung to my curves very tightly, emphasising my bottom, and was so short that it had to be worn quite low on my hips to keep me from revealing my underwear in public. To top off the ensemble, I chose an old 80s-style white cotton off-the-shoulder gypsy-blouse with an elasticated top-edge. More prudish girls could wear it on-the-shoulder as a normal blouse, but the elasticated top edge meant that it could also be worn off-the-shoulder, pulled down the arms, exposing strapless shoulders completely. I pulled it down as far as I dare without showing my strapless bra, but leaving as much of the upper curve of my breasts visible as I could. It was short enough that it didn't quite reach the top of my tiny skirt, leaving several inches of exposed flesh between the two. Several times in the past I had thought about getting my belly-button pierced with a delicate gold hoop, but I had always been too chicken. Today I wished I had had the courage to go through with it, as it would have been shown-off wonderfully in the gap between the blouse and the skirt.

The finishing touch was to slip on an old pair of red leather mules with a full five-inch high wood-block stiletto heel and a one-inch wood-block platform. I was ready to see Michael. Or perhaps I should say I was ready for Michael to see me, as I knew I didn't want to disappoint him by wearing anything but skirts, makeup and heels. I wanted to make sure Michael knew I was not the school frump he had usually seen in the past, so I vowed to myself that he would never see me without makeup, or in trousers, or flat shoes. Michael would never see "school-me" any more, only ever "weekend-me". I was physically excited by the prospect.

Michael was waiting outside for me when I arrived at the leisure centre. I parked, and trotted out to meet him, smiling warmly as I got near. Michael smiled back, looking me up and down as I came across the car part towards him, taking in my clothing choices, admiring my legs under the very, very short skirt. I kissed him slowly on the lips as a greeting – still no tongues though. As we pulled apart, he looked deep into my eyes, studying my makeup.

"Hello. All ready?" I asked quickly.

"Hi Jenny! Yes, I'm all ready," and he jiggled a small rucksack slung over one shoulder to indicate his kit "shall we go in? Oh yes, and..." he feebly waved a hand at my ensemble, "let me just say: WOW! You look amazing."

"Why thank you sir." I replied with a smile, and a jokey little curtsey. Then I took his hand in mine as we went inside.

After paying, we separated into our respective changing rooms. This was one place where I knew I had the potential to cause a stir. The more prudish parents might get a shock, but hopefully Michael would appreciate what was to come, as it was all for him. I changed into my swimming costume quickly. It was a small leopard-print bikini. Very small in fact. I had bought it in Spain at the behest of my ex-boyfriend last year whilst on holiday together. It had actually been the beginning of the end for us because, when I had tried it on, he had become very jealous of the looks it attracted from all the other guys in the resort. We had had a big argument about it. He had wanted me to buy it after all, and then he no longer wanted me to wear it. I hadn't had the opportunity to wear it since then, but in deciding to put it on for Michael I felt like I was exorcising old demons. It suddenly felt good. It was very small though, just three tiny triangles of material held together by the thinnest of spaghetti-strings. It went up to tie in a halter behind my neck, with the two bra sections only just big enough to cover my aureoles; and the tiny thong made me thankful that I kept my pubic hair very neatly trimmed in a "Brazilian" - I wasn't brave enough to go for the full "Hollywood". The panties of my bikini had a small triangle as the front, but no back as such, just another spaghetti-string that went up between my butt-cheeks to join the waist-string which then arched high over each hip. It was almost indecent, and even as I changed into it, I could feel the wonderfully disapproving glances from most of the other women in the changing room. A little thrill went through me.

I quickly packed my clothes into the locker, and headed out through the little smelly foot-bath-thing and into the main pool area. Michael had changed more quickly than I had, and was waiting for me. He wore a pair of loose baggy swimming shorts, for which I was thankful. Although he had a body that could probably carry off a pair of "Speedo's", and much as I wanted to have a better look as his "package", I always preferred boxer-style somehow. Plus the shorts gave him some element of modesty, as I could see straight away that my bikini was having the desired effect. I padded towards him smiling, and his smile just got bigger with each step, as did the bulge in his shorts. He tried his best to hide it, but I just knew it made me happy to see the physical reaction I could provoke in him, so I didn't care.

"Wow... Jenny... You look..." he trailed off, lost for words. I just smiled and stretched up to give him a very quick kiss on the lips. It was a surprisingly long way up, and on tip-toe I realised that this was the first time he had seen me without a minimum of four-inch heels on. Barefoot, I was suddenly down to my normal height of 5-foot-4, and Michael was over 6-foot. It felt slightly strange, but I could see he had hardly noticed, his eyes were locked on my body, almost completely exposed by the tiny bikini.

"I'm glad you like it." I said, and did a little twirl for him. "I chose it especially for you – you said you were a very 'visual' person."

"Oh yes." He said breathlessly. "You looked fantastic in the mini-skirt and top before, but this...?! I just never imagined you could look so..." he paused as he wondered if he dare use the word, "...sexy!" There! He had said it, and I was so pleased that he felt he could say it that I almost jumped him there and then. I restrained myself.

"Thank you, Michael." My mother had always taught me to try and accept a compliment gracefully, and I could tell that just saying the word had been a hurdle for Michael to get over. "A girl always likes to hear when she looks good. Please don't stop doing it." And I gave him another quick, but slightly longer kiss on the lips before taking his hand and walking to the steps into the water together.

Once in the water, we did a quite a few lengths each. He was clearly a much better swimmer than I was, outpacing my simple breast-stroke with his powerful and practiced "crawl" stroke. He was doing at least two lengths for every one of mine, and after a while, I stopped and retreated to the side of the pool to catch my breath, and admire his supple body as he dove past me. Plus I was bored with doing lengths, I wanted to watch Michael. No, that wasn't the whole truth. Actually I wanted to stroke his chest, and have him hold me close. As I watched him, I could feel my nipples getting hard, and through my thin and tiny bikini they became very obvious indeed.

I wasn't tired as such, I usually either work out or jog three or four times a week, and so I keep myself pretty fit. I liked to stay around the 8 stone mark if possible – that's 112 pounds for any American's reading this. As I watched Michael swim past me, I couldn't help but admire his body. Firm, slim, and tall - as only an eighteen-year-old can be. I could think of a several ex-boyfriends who would have killed to own a body like his, and the thought of this made me smile. His arms bulged with muscles, not like a weight-lifter or body-builder (ugh!), but more wiry and sinewy. Subtle, yet strong.

After a few more lengths, Michael noticed that I wasn't following him any more, and came up to me, splashing playfully. I joined in, and we laughed together in sheer abandon, oblivious to the stares of the other people around us. I had seen the jealous and disapproving glances of several of the women, and the lascivious looks coming from most of the men, and I absolutely revelled in it. I was enjoying myself too much to pay any real heed as we splashed and played around in the water.

As Michael and I laughed and splashed, I slowly managed to manoeuvre him between me and the side of the pool, and then I took my chance. I pushed him back playfully, and pinned him between me and the poolside. The water came up to his stomach, almost to my chest, and I deliberately pushed him back against the side of the pool so he had no reasonable escape. I reached up to put both my hands behind his neck, and he hesitantly put his arms around my waist – the first time his hands had touched my bare skin other than simple hand-holding. I smiled up into his eyes, and pulled his head down to kiss him. This time I didn't hold back, and I opened my mouth to push my tongue between his lips. He quickly relaxed into the kiss, his tongue playing with mine as we melted into each other. Instinctively he pulled me closer, and now unable to pull his bottom away from me as it was up against the poolside, he had no choice but to press his hard cock into my stomach. I pushed into him in return, moulding myself to him as we kissed. His hands moved slowly down my back to gently fondle my almost completely exposed bottom under the water as I continued to deliberately push myself up against his now rock-hard cock under the water. I could feel it hot and stiff against my abdomen, and I squirmed against it to let him know that I felt it too, and that I liked it.

I wanted so much to grab his cock and feel it in my hands, but this was too public, even for me and the aroused state I was in, and so I let his hands simply wander up and down my back, cradling and fondling my buttocks as my hands played with his hair. From the slow caressing of his hands, I got the impression that he wanted to feel my breasts, and I really did want to feel his hands upon me too, but this was far too public for that – we would get thrown out. We were probably pushing it as it was. Our mouths were pressed hard together, my deep red lipsticked lips slick against his, our tongues twirled and played in each other mouths, back and forth, until we had to come up for air. Breathing hard I looked into his eyes with a big smile, and he smiled back warmly. Then I had to giggle, and it broke the tension. His lips were almost as red as mine with all the lipstick that had transferred in our passionate kissing.

"That will never do." I cradled his cheek with my hand as I rubbed the lipstick from his lips with my thumb. He kissed my thumb as I finished smudging off the transferred lipstick, holding me tight up against him. His cock was still as hard as a rock against my abdomen, and I continued to press against it, enjoying the thrill it gave me.

"Oh, Jenny..." was all he could say as he held me close.

As I pulled my hand away from his face, I noticed that I'd started to "prune" in the water, so I showed him my fingers.

"Time to get out of the water I think." I pulled away and looked pointedly down at his crotch under the water and giggled. "Though, perhaps you ought to wait a few minutes? I'll meet you in the bar in a little while." And with a laugh I gave him another quick kiss on the lips before I made for the steps out. He just stood there, rooted to the spot as he watched me climb out of the water and head back to the changing rooms. My nipples were so hard with desire that they made extremely obvious peaks in my tiny bikini, and I hoped Michael could see how much he had turned me on. I didn't care about the drooling looks I got from the other men, and the judgmental looks I got from the women. I was blissfully happy, and I wanted to show the world.

After showering, and washing, conditioning, drying, and brushing my hair, I moisturised thoroughly to get rid of the "prune-finger" look, and got dressed. Then I inspected my makeup. The swimming pool water had washed most of it off except my waterproof eyeliner and mascara, and all our kissing had worn off most of my lipstick. I had to start almost completely from scratch with foundation, a light dusting of powder, a hint of blush, and touch-up to my eyes before re-applying my lipstick. Once I was fully presentable again, a quick squirt of perfume and I headed out to the leisure centre bar. Michael, being a guy, only had to shower off the chlorine and get dressed, so despite staying longer in the pool he was way ahead of me, and already had an ice-cold diet coke waiting for me, the darling.

I sat down next to him, and greeted him with a quick kiss on the lips as I did so. As we talked, he had clearly relaxed almost fully in my company. I think, I hoped, that he was learning how to be around a woman, as he had so little experience of being intimate. My hopes were confirmed when without prompting he gently laid a hand on my bare knee as we spoke, and I covered his hand with mine and squeezed his fingers in acceptance, holding his hand there. His fingers very lightly caressed my inner thigh, causing my skin to flutter involuntarily and send delightful little tingles of happiness to shoot up my spine. We huddled close, legs touching as we talked quietly for a time.

I hardly noticed at first, but as we talked, his hand slowly moved its way up my bare leg from my knee to the very edge of my micro-mini-skirt. His fingers against my exposed inner thigh were warm and soft, and it felt quite natural that he touch me there. I wasn't concerned, and felt no desire to gently move his hand back down to my knee. He was slowly starting to get bolder, and I liked the change, letting his hand wander as far as he wanted, and dared.

When we got up to walk out to the car park, he took my hand without any hesitation, or prompting from me, and when I squeezed his hand in mine, he gently squeezed back, our fingers entwined so that, glancing down, I could hardly tell where his hand ended and mine began. Only my deep-red painted fingernails gave the game away to which was masculine and which was feminine. We walked very close together, hip to hip, out to the car park and he led me back to my car, my stiletto heels click-clicking on the concrete.

I had been forced to park quite far to the back of the car park as it was a busy time of day, and as we reached my car Michael turned me to face him by gently pulling on my hand. It was a surprisingly deft move, as with my back up against my car, I was effectively pinned between Michael and the car door in a manoeuvre not dissimilar to what I had used in the pool. He gave me plenty of time to stop him if I wanted, but he slowly reached up to cup my face in his right hand as his left hand slipped around my waist. Again moving slowly, giving me time to object or pull away if I wanted, he tipped my head back, and leaned down to press his lips against mine. I almost wept he was being so considerate, but I wanted him to do this. Wanted it badly. Then, for the first time, he actually initiated the kiss, instead of me kissing him. He kissed me softly at first, but with an open mouth, and his tongue darted tentatively into my mouth, warm and moist. I pushed back against him, returning the kiss deeply and throwing my arms up around his neck. His tongue was hot in my mouth, seeking mine, and I returned the compliment eagerly. Our lips press tightly together, tongues playing with each other, my lipstick slick against his warm lips. Hungry for him, I pulled him closer.

I knew that we were almost completely unobserved, and he must have known it too, as his free hand wandered caressingly from my waist, up across my bare stomach, making it flutter slightly under his tickling touch, up over my blouse until he came to my breast. With only a moment's hesitation, his hand carried on its journey, cupping and fondling my breast through the material of my blouse and bra.

"Oh, please..." I said breathlessly between kisses, "Please..."

He stopped abruptly, hardly daring to move.

"Please what?" He asked, his voice suddenly filled with concern. "Please don't?"

"Oh no," I said smiling, our faces just millimetres apart, "please DO!"

"Oh Jenny..." He said, and his lips suddenly crushed down onto mine, his tongue even more eager and thrusting than before. His hand quickly moved back to my breast, fondling and caressing more assuredly, now knowing that I wasn't going to reject his advances, as he had clearly been accustomed to from all previous attempts with other girls. He was massaging desire into me - as if I needed any more. His hand on my breast had lit a fire inside me. My nipples were like little bullets against my bra and Michael felt this, pinching them gently through the material.

I could hold back no longer, and I dropped one hand down between us. I could feel his stiff cock against my abdomen, and I brought my hand down to feel his rod in my fingers. He stiffened slightly, unsure for a second as I touched him down there for the first time, then he quickly relaxed as I wrapped my fingers tight around his rock-hard cock as best I could through the material of his trousers. I could feel he was red hot, very stiff, and even through the layers of cloth I could tell he wasn't a small lad. I so-wanted to unzip his fly and feel the naked flesh of his cock in my hand, but although we were mostly hidden from view by my car, I also knew that was too much for such a public place. I gently rubbed his cock through his trousers, grasping and fondling tightly at it. I wanted to turn him on as much as he was turning me on, with his hand on my breasts, his tongue in my mouth, my tongue in his, his body pressed hard against mine as his other arm around my back pulled me close. We kissed, and kissed, and kissed.


Toy Boy Ch. 03



As we kissed deeply, I let his hands explore almost every part of my body. He stopped short of going up underneath my skirt, and I was actually thankful for his gentlemanly restraint. I was so wet with desire by then that I didn't want to think what state my knickers were in, and if he had touched me there, I might not have been able to restrain myself I was so desperate for him. Eventually our lips came apart for a final time. We were both breathing hard, wrapped tightly in each other arms. He broke the silence first as I kept looking up into his eyes with desire and need.

"I'm so sorry Jenny..."

Huh?! This wasn't what I was expecting!

"...but I can't see you tomorrow. I've got a part-time job for the summer, and I've got to work all day tomorrow, and the day after. But I could see you Friday evening if you would like that though?"

I breathed a huge mental sigh of relief. This was simple logistics. That was something we could work around.

"Actually," he paused, clearly taking a mental deep breath before continuing; I could tell this was a little speech he had prepared and rehearsed, so I let him finish without interruption, "I wondered if you would like to go out to dinner with me?"

"Yes, I would like that very much." I said lookup up at him, he was still holding me in his arms, and it felt great! "What did you have in mind?"

"How about Café Romana, the little Italian restaurant in the High Street?"

It wasn't the most expensive restaurant in town, but I knew he would be working on a budget as he was only a student. And I didn't mind. Café Romana was quiet, very romantically lit, and did wonderful food. It was a good choice. Besides, I was so pleased that Michael now felt he had the confidence to ask me out properly that I didn't really care where he chose.

"That would be lovely." I said, being very formal for a moment. "I hoped you would want to see me again."

He was genuinely shocked at my question.

"Hope to see you again?! Jenny, I don't know how to express what you've come to mean to me these past few days. I admit I always had a crush on you at school, but never in my wildest fantasies did I imagine you would ever want me as well? This past week has, quite literally, been a dream come true!"

Then he blushed a deep red. I calmed him by reaching up and smudging my transferred lipstick from his lips with my thumb. Again, he was probably wearing as much of my lipstick as I was by this stage.

"Of course I want to see you again!" I laughed, and he laughed back, realising that our actions in the past hour had put that beyond any doubt whatsoever. His smile spoke volumes as we arranged the time he would pick me up from home the day after tomorrow.





Toy Boy Ch. 03



I leaned down and kissed her again, deeply, and then started to work my way down her body with my kisses. Lots of little kisses. I crossed her breasts, and as I moved over her stomach, her skin fluttering under my lips, I reached down and deliberately moved her hand away from her pussy. I pulled it up and took her sodden fingers into my mouth, sucking off every last drop of her juices, savouring the salty taste.

Then, kneeling over her, I dropped my hand down to guide the head of the latex phallus to the entrance of her pussy. I used my fingers to open her slightly, nestling the very tip into her just a very few millimetres. I tested with my fingers, she was as sopping wet as I was, and as I pushed against her opening slightly, I felt the huge dildo push back up inside me. I nudged my hips, pushing maybe half an inch inside her, just the tip of the head, and nowhere near the full girth. As I nudged forward, again I felt the corresponding nudge inside me back again. Newton's Third Law ran through my mind for a brief second – "For every action, there is an equal and opposite reaction". God, I hoped so, as I was looking forward to what was about to happen so much.

With the tip of the head of the dildo now resting comfortably just inside her entrance, I again felt with my fingers as I looked into Lisa's eyes. I could feel the love coming back at me, begging me to continue, and so I thrust down, hard, with all my might in one huge push! Lisa gasped loudly as she was stretched wide and deep very suddenly, and I gasped too. It was slightly painful as the dildo pushed hard up inside me even further than ever, but it also felt sooooo good. I continued to push down hard, ramming the massive phallus into her as hard and as fast as I could make it. As I reached her limit I felt I could go no further, and Lisa screamed my name loudly.

"Oh Jenny, Jenny..." It was all she could manage to say, as I slowly pulled the dildo almost completely out of her until just the tip of the head was again nestling against her entrance. Then, before she could catch her breath, I thrust hard, fast and deep once more, right to the limit of both of us. There was less than an inch separating my pussy from hers now, and I wanted to feel her against me.

I withdrew again, and again I thrust forward hard and fast. And again, and again, and again. Each thrust brought my pussy an extra few millimetres closer to what I wanted, and each thrust brought Lisa closer and closer to climax. She was writhing beneath me now, her hands on my hips, pulling me in, helping with each thrust. I was revelling in seeing the huge dildo as it plunged into her, watching the long length of latex as it pushed up inside her past her stretched labia lips.

And then we were there! I felt her labia touch mine, and I ground down hard to keep the contact going. Lisa's climax came just a few seconds before mine as our stretched pussy's met and kissed at each other, each wrapped tight around the huge dildo. Lisa moaned and writhed as the waves of pleasure went through her body, and I shook with the effort as my whole body convulsed. The feeling of her pussy-lips touching mine, and yet both completely filled with the huge rubber phallus filled me with ecstasy and love. It was intimate and massively sexual at the same time, and my orgasm seemed to last forever.

As I eventually calmed down, I undid the straps, and slowly raised myself up and slid myself off the dildo, holding it in place so it did not slip out of Lisa's beautiful pussy. Then I turned and crouching on all fours over her, stomach to stomach in a sixty-nine position, I bent low and lapped at her erect little bud of a clitoris. The dildo was still deep inside her, and I marvelled at how her pussy stretched to fit around it as I licked at her sensitive bud. Lisa started moaning against immediately, and so as I continued to lick I very slowly moved the rubber phallus back and forth, up and down inside her with no more than an inch of movement. I could see her pussy entrance being stimulated by the vein-like ribs on its surface.

As I licked Lisa's clit, she writhed beneath me, pinned down by my arms and legs, I suddenly felt her tongue licking my stretched-open pussy from underneath me. I kept up my rhythm on her clit with my tongue along with the slow in and out motions of the monster dildo inside her, and as I did so I felt her tongue probe deep into my pussy, sucking and licking at my juices. I gently increased the rhythm of the dildo, pushing deeper and faster now, and Lisa responded with more moans of pleasure that was music to my ears. Her licking and sucking of my pussy from underneath me got more urgent, and she changed targets, moving from my clit and pussy to my bottom. Her tongue flicked at my ass entrance, probing gently I relaxed slightly to let her inside, and with my fingers I pushed underneath to her own little rosebud opening. She gasped as she realised what I was doing, and I felt her stop licking my ass in surprise.

"Please don't stop, that was lovely." I said, and after a moment, she carried on. With each little lick and probe of her tongue, I pushed harder with my finger against her opening. I could see she was hesitating to relax enough, but each time I felt her opening yield a fraction I pushed a little harder. Slowly she relaxed and let my probing finger into her warm depths, and so I started a rhythmic thrusting, in and out of both her pussy and anus simultaneously with the dildo and my finger as I licked at her clitoris.

I could feel Lisa was very close to another climax now, and her licking at my pussy and anus was getting me close too. She was almost incoherent with moaning, and as I speeded up my thrusting, she speeded up her licking, working back and forth between my clit, my pussy and my ass with her tongue.

Lisa screamed aloud as she climaxed beneath me again, and I let myself relax into my own gentle climax too, shuddering and sweating as I collapsed on top of her. As I came down, I reached out and very slowly pulled the huge dildo from her. As it came out, I could see her juices glistening all over it, her pussy lay wide open before me from the stretching it had been given. Turning round on the bed so Lisa could see what I was doing, I licked her juices from the dildo hungrily before going down to very gently lick her pussy deeply as it slowly relaxed back. Then I climbed back up the bed to fold myself into her arms as she wrapped them around me.

"Oh, wow! Jenny, sweetheart! I can hardly remember when I've seen you so turned on." Lisa murmured lovingly in my ear as we lay snuggled close together on her bed, our bodies covered in sweat. My only reply was to kiss her gently on the lips.



Toy Boy Ch. 04



Continuing the story of teacher Jenny and her ex-student Michael. Things really heat up as Jenny finally gets what she wants from her ex-student.





Chapter 4 – Dinner and "Coffee"

I had used the two days wisely, I hoped. I had been to the hairdressers in the morning of the day Michael was supposed to take me to dinner. My usually long, straight, mousey-brown hair had been extensively highlighted, and of course I kept it long, but I had had it styled into a gorgeous "Farrah Flick". If I say so myself, I thought it looked fantastic, although if we ever went swimming again it would be ruined. I had also had a professional Brazilian bikini wax. Ouch! But the end result was worth it.

I knew wanted to look my absolute sexy best for when Michael arrived. I'd found out at the beginning of the week (was it only that long, it seemed like we'd been seeing each other for much longer?), that Michael was a very visual person. So tonight I hoped to give him a real visual treat.

I bathed, cleansed, and moisturised very carefully, and then dabbed my favourite and most expensive perfume in several strategic places. My neck, wrists, under my breasts, between my breasts, and a dab in the small of my back. That done, I put my favourite girly CD in the player, and with the music playing softly in the background I sat at my dressing table to start putting on my makeup. This had to be spectacular, and I had watched several YouTube videos for inspiration beforehand. I loved to experiment with makeup, trying different looks and styles. To me, anybody who wore the same makeup and hair style day-in and day-out showed a distinct lack of imagination. I considered it as one of the great pleasures of being female - the ability to be a complete chameleon with some simple changes in clothing, hair, or makeup. I had never understood why anybody would want to look exactly the same every day, day-after-day, when it was so easy to "ring the changes" as the saying goes? It was like playing "dress-up" every day - a game I had played constantly as a child; raiding my mother's wardrobe, and clumping around in far-too-big high-heeled shoes. I just loved being female in that respect, and in a way I felt sorry for men generally, as they don't seem to have nearly the same amount of flexibility for changing their appearance as any woman with an imagination does. With some simple makeup, a plain girl could be transformed into an attractive one; and an attractive girl into a real stunner! I flattered myself into hoping I was in the latter category.

After some concealer, foundation and powder, so much lighter and easier to use these days than they used to be, I started with my eyes. I wanted an extremely dramatic smoky look, but with some colour. I went for purples, mauves and dark blues. My lids I did a very deep, almost black, purple that I extended out in a very wide flick to the side. Then along the crease-line I blended the purple into just a flash of navy blue. Then between this and my brows I put a pale mauve colour that extended out to meet and blend smokily with the wide flick of purple to the sides of my eyes. To add some excitement, I put the same blue I had used before in a thick line under my eyes to really make them stand out.

My eyeliner was a deep black kohl that I applied all around my eyes, a thick line on top blending softly into the purple on the top, but kept as a sharp distinct line just on the lash-line on the underside of my eyes inside the blue. Of course I went onto the waterline with my black kohl eyeliner to give that extra depth to the colours, and to make my eyes the focal point. At the inner corner of my eyes I extended the liner into a sharp point, and smudged the outside corner into the purple eye shadow to really give the strong and dramatic smoky effect that I was looking for. I finished it all off with a set of naturally shaped, but quite long, false lashes. These I blended into my own lashes carefully by adding several coats of mascara, allowing each coat to dry before adding the next, being extra-careful to avoid any ugly clumping.

My lips I lined carefully in a very dark purple that was almost black, then filled in with a deep metallic purple colour lipstick that was a nearly exact match for my eye shadow. Going almost, but not completely over the top of the liner gave my lips a distinct sharp edge that I was proud of, but also softened the otherwise harsh colour of the lip-liner. This was topped with a protective lip-gloss that I let dry very carefully so that hopefully my lipstick would stay put and not wear off too much during the meal. I made sure I had spare lipstick, lip liner, and gloss in my handbag - just-in-case. The final touches were a very subtle mauve blusher under my cheek bones, and a matching deep metallic purple nail polish on my fingers and toes. I was done, my makeup was very dark and very dramatic indeed, and I hoped Michael liked it. I wanted to take his breath away.

My jewellery I kept elegant and simple. Earrings were very long gold single chains, perhaps twelve full inches long, that dangled well past my jaw to rest down my bare shoulders half-way to my breasts. As a touch of the exotic, I slipped a gold-coloured slave-bangle up my right arm to fit tight around my bicep, and a slim black-velvet choker went around my neck, secured by a short gold chain and clasp at the back.

My makeup had taken me longer than I had expected, and suddenly I found I needed to hurry as time was getting on. I scurried off to quickly get dressed. I had my dress chosen already - I had previously sworn that Michael would never, ever see me in trousers - it was one of the several purchases I had made in London the other day. Underwear was to be my favourite black lace basque, strapless, and boned very tightly to bring my waist in as much as possible. I then hooked a pair of very sheer black lace-top stockings to the four slim suspenders that were dangled from the basque. I finished with tiny black lace g-string knickers that just covered my freshly trimmed pubic hair, making sure to wear them over, not under the suspenders of course, and my underwear was done. I went and got my brand new dress out of the wardrobe. It was a very soft, supple, matt-black leather strapless dress, that when I did up the back-zipper it hugged my body like a second skin. It was very tight-fitting indeed, with an extremely slim pencil-skirt, almost a hobble-skirt it hugged me so closely. It stopped just above the knee, so not exactly a mini-dress, but instead it had a zipper that ran up the skirt over the front of my right thigh. The zipper ran from the bottom edge of the skirt all the way up to almost hip-height, and allowed me to slide it as high or low on my leg as I wanted. It gave a little freedom of movement in the otherwise almost hobble-skirt, and I could then decide just how much leg to flash through the zipper-slit with each step.

I experimented walking towards the mirror a few times, and decided to open the skirt slit just high enough so that there was the very tiniest glimpse of lace stocking-top with each step. Then with the sound of Michael's car pulling up outside, I barely had time to put my new shoes on before I could hear him walking up the path to my front door. My shoes were also a London purchase, and were immediately my favourites. Simple black leather court shoes, or "pumps" as the American's like to call them, they had a slim ankle-strap and a full six-inch high needle-thin stiletto heel, with no trace of a platform. Taller than any heel I had ever worn before, they felt absolutely fantastic on. It gave me a thrill just sliding my feet into them and doing up the tiny buckle. I had never felt so utterly sexy as I threw a very sheer black tulle wrap around my shoulders, grabbed my little black leather clutch handbag and tottered down the stairs to the front door as Michael rang the bell. I had had to practice walking in these new shoes a little yesterday, but I had quickly got the hang of it, and they gave my hips and bottom a wonderfully sexy wiggle that I loved the feel of, and that I knew would look good too. I knew I would be wearing these shoes a lot in the future, I loved them so much.

I opened the front door to Michael with a warm smile. He was clearly freshly shaved and showered, and he was even wearing a suit and tie, the darling. In his left hand he held a large bouquet of flowers that rested in the crook of his arm. He looked very handsome, but I had obviously caught him by surprise with my appearance, as he almost immediately lost all coherence for a few seconds.

"Hi Jenny..." he started, and then trailed off. I could see him having to stop himself gaping as he looked me up and down slowly. Eventually he managed to pull himself together. "Oh wow, Jenny! You look amazing! I had no idea you could be so... glamorous. You're just beautiful. Your makeup, your hair, your dress, those shoes... I... I... Oh, Wow!" Clearly completely lost for words, he gestured meekly up and down my body with an expression of awe and admiration. I took this as a compliment, and did a little twirl for him to allow his gaze to see the full effect. He didn't seem to know what to say next, so I let him off the hook.

"Thank you." I said simply, and leaned forward towards him. He needed no additional encouragement, and we kissed deeply, tongues twirling around each other's. His free hand went to my waist and pulled me close before dropping to caress my bottom. I could feel my suspender clips standing out proudly under the skin-tight leather of the skirt, and his hand found them easily. I was glad they showed – what's the point of wearing stockings and suspenders if people don't realise? His kiss intensified as I felt his fingers feel the clips and along the suspender straps. I pushed myself into him, my arms around his neck. In the very high heeled shoes, our height difference was much less than in the pool yesterday, and it made it much easier for me to reach without craning my neck. After a couple of minutes we pulled apart panting slightly, the scent of his aftershave in my nostrils.

"Are those for me?" He had clearly already forgotten that he was carrying the flowers in his other hand.

"What? Oh, yes? These are for you." He was still flustered, so I took the flowers from him and gave him a good view of my rear as I trotted off to the kitchen on my new skyscraper-high-heels to quickly get a vase and put the flowers in water. I left them on my kitchen table for now as Michael was still waiting in my hallway.

As I walked back to the front door, I quickly glanced at my reflection in the hall mirror. My lipstick seemed to have survived our kiss, and I flicked at my new hair for a second. I saw him watching my legs and how the skirt moved and exposed the merest hint of lace stocking-top as I walked towards him.

"Shall we go?" I asked. He nodded, and automatically took my hand as he led me out to his car.

"I know I've said it before already, but you do look wonderful tonight. Beyond my wildest dreams." Michael was gushing, and I let him. "Those shoes are especially sexy! And your hair... and your makeup... just fantastic..." Again he trailed off.

"Thank you again." I said, squeezing Michael's hand as he opened the car door. My skirt rode slightly higher up my legs as I sat down in the passenger seat and swung my legs in, revealing almost all of the lace stocking-top through the slit in the skirt. "I hoped you would like this, I chose everything especially for you my darling." It was the first time I used an endearment on him, and I waited to see what his reaction was. He didn't let me down, as he leaned low to kiss me briefly on the lips.

""Oh jenny, I am just stunned at how beautiful you look tonight. I feel very, very lucky to be with you." He said, and then closed the car door to dash around and get in the driver's side. It was a bit over-the-top I thought, but he clearly meant it, so I wasn't going to puncture his composure. As he sat down, I gently laid a hand on his thigh, and he looked at me with such longing it was all I could do to not jump him there and then. I smiled at him and leaned over to give him a quick-ish kiss, my tongue darting out for a second or two, my hand behind his neck.

It was only a few minutes drive to the restaurant, but parking was bad. We ended up having to park more than two blocks away and walk the remaining distance. It was the farthest I had walked in such very high heels, despite my small practices at home the day before. I instantly could feel how the shoes made my hips and bottom wiggle and sway – "imagine you have a string pulling you up from the top of your head" was what my mother had taught me when I first started wearing heels as a teenager, and it had stood me well as very good advice; it helped both my posture and gait, making walking in heels much easier. Walking so high on the balls of my feet wasn't the most comfortable thing in the world, but I was quite used to wearing high heels frequently, so the difference wasn't that much, and after a little while I got accustomed to the extra height and found my walking getting easier. "Practice makes perfect" was another saying that blundered through my mind, and it applied to so many aspects of life!

Michael had taken my hand again and I snuggled close, our hips bumping as we walked, my heels click-clicking on the concrete. I was feeling extremely sexy, tingling with excitement as I walked along in my new shoes, hidden lingerie, and skin-tight, figure-hugging dress. With one hand entwined with his, my other hand went naturally across to clasp his arm as we walked so that I was almost clinging to him. He was clearly going out of his way to try and be the perfect gentleman. When we got to the restaurant, he opened the door for me, in fact for a moment I thought he might even bow, but thankfully he didn't, and the maître-d led us to our table. The table was small and intimate, with only room for one person per side. A candle burned in a little brass ornamental nest in the centre, and the restaurant lights were romantically dim.

I sat down as close to Michael as I could, across a corner from him so our knees touched under the draped tablecloth. I made sure that Michael was to my right so the slit in the skirt was next to him – I wanted him to have as unobstructed a view of my legs as was possible. The table cloth came down to just touch our thighs, and as I sat, the skirt rode a little higher, again exposing almost all of the black lace stocking top through the slit in the skirt. I took Michael's left hand in mine and gently placed it on my knee under the table. He needed no more encouragement, and as we looked through the menu I could feel his fingers slowly caressing my thigh, feeling the texture of my sheer black stockings up to the lace-top and then slowly down again. My skin tingled under his touch, I wanted his hand to wander much higher up my thigh, but I left him to his own devices for now.

We ordered wine, I let Michael choose, and I suspect that he did the only sensible thing you can do when you're not a wine connoisseur - I guessed that he looked down the left side of the menu where the prices were and stopped when they got too expensive. It's a simple method that's always worked for me in the past. It appeared to have worked for Michael as well. Delicious, and it gave me something to do with my hands, as I was having difficulty from stopping myself caressing his crotch under the table I so wanted to feel his erection in my hands again.

Knowing he had to drive, Michael very sensibly took it very easy on the wine, sipping it slowly, and after the waiter had poured both our glasses, he took our orders. Michael was much more relaxed in my company now, and we talked easily. He even joked, and I laughed at his jokes.

Between courses, his hand now dropped almost automatically to my thigh, where he would continue his slow, gentle caressing – I could feel myself slowly getting quite damp, and I encouraged him by letting my hand fall on his leg also. I casually let my fingers wander up and down almost aimlessly, just brushing his crotch for a split second with my deep-purple fingernails before moving down again. Even with that brief touch I could tell he was rock-hard inside his trousers, and a quick glance confirmed what I had felt, the bulge was quite noticeable, even though he was sitting down.

As each course progressed, I stealthily reached down when Michael wasn't looking and millimetre by millimetre pulled the zip that dictated the length of the slit in my skirt very slowly higher and higher by increments. By the time we had finished our starters, the very top of my stocking-tops and the merest glimpse of bare thigh above was available to his fingers. After the main course, my suspenders were fully exposed, and by the time dessert arrived I had slid the zip on the slit high enough that he was practically touching my knickers with his gently wandering fingers. It was a pleasure to feel his hands upon me, feeling his way across my stocking-tops, across the bare skin of my inner thigh and up my lacy suspender straps. I tingled with every caressing touch from him.

After dessert was over I couldn't wait any longer to let him know how I felt, what I wanted, and so I excused myself to go to the bathroom. Knowing this would give him the opportunity to pay the bill politely whilst I was away from the table, I also knew I probably needed to touch up my makeup after the meal. As I walked across the restaurant I was suddenly acutely aware of how high the zipped-slit on my skirt now went, flashing my right stocking-top, suspender, and some bare thigh openly, brazenly even, with each step. I revelled in the glances of the other diners – furtive admiring and leering glances from most of the men, open jealously from the women.

In the bathroom I slipped into a cubicle for a couple of minutes, before coming out to examine the damage to my makeup in the mirror. My eyes were still absolutely fine, but my lipstick had almost completely worn off during the meal, as I had thought it probably would. I took out my lipstick and lip-gloss from my clutch and spent a few minutes carefully reapplying both; allowing the lip-gloss to dry to protect my lipstick again. I knew I wanted to do a lot more kissing tonight, so the more I could do to stop my lipstick from wearing off, the better.

I trotted lightly back to the table and sat down next to Michael. My heart was beating fast, and I could feel exhilaration through my whole body. At that moment I was feeling as aroused as I ever had in public, and was relishing the feeling.

"That's better." I said, "I feel naked without lipstick. It is straight?" I knew it was, I had been very careful when applying, but I wanted him to look. As he did so, I slipped my hand into my clutch bag, and surreptitiously retrieved my knickers from it. I had removed them whilst in the bathroom, and now the lining of my skirt was rubbing erotically against the bare skin of my behind. I leaned over, and gave Michael a gentle kiss on the lips. At the same time, I took his hand in mine, and pressed my black lace g-string into his palm.

"Let's have coffee at my place" I said, blushing slightly at the obvious cliché. Michael looked down, his eyes widening slightly as he realised what he was now holding - and what it signified! He closed his hand again, clutching them tightly, and looked up questioningly into my eyes. I could see straight away that he was speechless, not knowing how to reply, so I answered for him. Looking straight back into his eyes with a small smile, I said just one word "Yes."

Strange how such a simple word can be so powerful – in the right situation.

His hand came up to my cheek and his fingers caressed my skin so gently they barely touched me. I leaned into his hand and softly kissed his palm once; twice. Then he took my hand and led me from the restaurant. Suddenly I felt very slightly giddy, perhaps it was the wine I told myself, but I knew I hadn't drunk that much, and I held Michael's hand tightly as we wove our way through the tables and out into the cool evening air.




Toy Boy Ch. 04



The second we were around the corner from the restaurant and out of sight, Michael stopped and turned to face me.

"Jenny, I..."

"Just shut up and kiss me you fool, " I interrupted, gently but firmly. I knew it was a cliché, but he didn't seem to notice and immediately his arms went around my shoulders, crushing my tulle wrap against me. I put my arms around his waist, and he leaned down slightly. He didn't need to lean far. In my six-inch high stiletto heels, I was now only a couple of inches shorter than he was, and he kissed me hungrily. His tongue slowly worked into my mouth, his lips warm and soft. I returned the kiss just as hungrily. I wasn't going to hold back any more, and I pushed myself into the solid bugle in his crotch as hard as I could. My hands went down from his waist to his bottom, and I squeezed his butt-cheeks, pulling his crotch into my abdomen even further.

Our lips broke apart as he laughed, and I laughed with him at the sheer joy of the feelings that were running through me. Through us – I hoped. Still smiling and half-laughing we kissed again, and his hands dropped down to also squeeze my bottom too, pulling me up onto my tip-toes as he almost lifted me off my feet he was holding me so tight. I could feel his fingers feeling for my rear suspenders, and I squirmed my bottom into his hands trying to encourage him to explore further.

Our tongues were darting back and forth between each other's mouths, hungry to taste each other, my lipsticked lips slick against his. Eventually we parted lips, breathing heavily. He put his arm around my shoulders, and I slipped my arm around his waist, dropping my hand into his back pocket on his bottom and squeezing slightly. We walked back to the car touching and laughing with joy all the way.





Toy Boy Ch. 04



Then he seemed to leap in confidence. His hand came up to gently pull the little covering hood back and expose my clitoris to the cool air, I gasped loudly as he did this, and almost screamed as his tongue started to lick, and flick, and then he started to suck lightly at it.

I was gasping for air now, and moaning his name between breaths as he continued to work at my clitoris with his mouth and tongue, holding the hood back with one hand. I felt his other hand brushing my thighs, over my sheer stockings, and without breaking his rhythm, he slipped a finger back inside me to massage the walls of my vagina. One finger slipped easily in, and slid back and forth. Two fingers, oh yes! Three fingers! I could feel myself being stretched slightly as he probed as deeply as he could reach, all the while continuing the licking and sucking of my exposed clit.

I could feel that I was getting very close to the edge now, and I gasped out.

"Don't stop darling. Oooh, don't stop..." It was all I could manage.

Then it hit me like a freight-train. My whole body seemed to spasm, and I felt the orgasm roll up and down my entire length, starting deep inside me it shot up to my head, down to my toes and sent me spinning. Michael didn't stop what he was doing, but kept up the rhythm of his licking as best he could as I writhed and squirmed under him, his weight pinning me down from the waist down.

Slowly I calmed down as the waves stopped crashing, and as my panting eased, he stopped his ministrations and came back up to take me in his arms. I snuggled close and grabbed his face to pull him down and kiss him hard and deep on the lips. What little was left of my lipstick was slick against his lips, and I could taste my own juices on his tongue as I probed deeply. I calmed down, kissing more lightly, and snuggled into his arms, him on his back and me on my side with his arm around me. His other hand came across his chest to lightly caress my breasts through the lacy material of my tight basque.

I was nowhere near finished with him yet though. Although I had one arm sort-of pinned beneath me as I lay on my side cradled in his armpit, my head on his shoulder, I still had one free hand, and so I started unbuttoning his shirt. When I reached the bottom I just continued on to unbuckle his belt and undo his trousers. He saw what I wanted, and so as I sat up slightly to free my other arm and pull at his trousers, he helped, and very quickly he was completely naked.

We both lay back down and as we lightly kissed some more he continued to explore my breasts with his fingers. After just a few minutes his cock started to harden again already, but I felt a little teasing was in order. We snuggled close and I simply let my fingers brush gently too-and-fro along the urethral tube down the back of his penis. Soon it was now lying straight up along his stomach, pointing at his belly-button like at arrow, and I traced up and down the length of his cock with the lightest possible touch of my fingertips; straying down to softly fondle and cup his balls before caressing back up to the swollen head again..

Very quickly, his cock was straining upwards, and I could feel him starting to breathe heavily. I kissed him deeply and passionately, and then I sat up, taking his fully-erect cock in my hand. I bent it upwards so that it was vertical, standing straight up from his body as he lay flat on his back.

"I want you inside me. Now." I said very deliberately, and then I got up onto on my knees and straddled his body, sitting on his stomach just above his now rigid cock, which I still held in my hand, although this was now behind me.

Unable to help himself, and I certainly wasn't going to object, he reached out and pulled the material of the basque-cups down to expose my breasts. The material was tight over them, and the end-result was that the material served to bunch up under my breasts and push them up from beneath over the top of the basque exposing my nipples and about half the curve under them. Michael cupped my now-exposed breasts gently, feeling their shape, their weight, the smoothness of the skin. I let go of his cock, and felt it snap back down against his stomach, the head just brushing my ass-cheeks. I put my hands over his, encouraging him with his exploration of my breasts and my body, before running my hands down his arms to his chest and caressing his nipples and chest. He pulled himself up from the waist, doing a sit-up to kiss my nipples one at a time whilst his fingers gently squeezed the other. He was getting me even more aroused as he licked and kissed all over both my breasts, one hand behind my back pulling me to him. I was starting to pant slightly, and my hands wandered down his chest, across his stomach and back up again as he continued to suck on my nipples, getting bolder all the time.

I was in heaven, as he suckled on my breasts, feeling the heat rising from deep inside me, I pushed myself towards him, trying to encourage him to continue sucking all the harder. I could feel my juices almost running out of me now, making a small wet patch in his pubic hair as I sat astride him, the tip of his cock still pressing lightly against my ass cheeks. "Not yet," I thought to myself, "but some-time soon, I'll let you in there too." But for now I needed him in my pussy. I needed him inside me very, very much.

Slowly. Very slowly as I wanted to savour every single moment, I raised myself up onto my knees and shuffled backwards down the bed slightly so that I was directly above his cock. I reached down between my legs to feel his stiffness and heat in my hand. His cock was starting to twitch slightly as I felt around his balls and gently cupped them, feeling their weight and roundness. Then I raised myself a bit higher holding his cock vertically straight up and, positioning myself over his almost burning-hot and steel-hard penis, I very, very gradually lowered myself down onto him. I knew now that this was what I had been wanting ever since that first day when he had accidentally bumped in to me. I was holding his cock tightly in my hand to keep it vertical as I felt the tip of his glans touch the entrance to my pussy. I was almost dripping with desire for him, but I wanted to enjoy this to the full, so I was extremely slow as I lowered myself down. He had a very wide girth, and as I pushed myself down onto him I could feel every millimetre of him penetrate into me, stretching my vagina walls apart. Deeper and deeper, one inch at a time, I very gradually lowered myself until at last he was completely inside me, filling me utterly, my pubic bone pushed down as hard as I could onto his crotch. I savoured the delicious feeling of taking him deep inside me, filling me up completely, stretching me wide, the head of his cock brushing up against my cervix.

"I want you so much." I said as I looked down at him through my long false eyelashes, relishing the feeling of finally having him deep inside me at last, where I had been aching for him to be all these past few days. Had it only been that long? It felt like I had been wanting this for years.

"I want you too, Jenny." Michael replied as his hands felt over my stocking covered thighs, up over my hips and up to take my breasts in his hands again, caressing and kneading them gently.

As he fondled my breasts, I started to rise up until just the tip of his glans was inside me, before lowering myself back down again, taking his full length as far as I could. I loved the feeling he gave me as I felt him stretch me wide anew. Up and down, up and down, I slowly built up the pace, taking his cock as deep as I could into my pussy with each and every stroke. It didn't take me long as I was still very aroused from his tongue earlier, and soon I felt the tide rising in me again.

He was fondling my breasts, caressing my nipples, and even occasionally pinching them, making me bite my lip to keep from squeaking with pleasure as I got closer and closer to climax. I could feel his cock starting to twitch slightly as Michael too neared the edge. He was going to cum, and I revelled in it. By now I had leant forward slightly to take my weight partly on my arms and was thrusting myself up and down on his cock quickly, like a piston in an engine, feeling him push into me deeply with every stroke, stretching me wide and filling me up.

This time it built-up in me more slowly, and when I came, I kept on cumming. I could hardly keep up the motion of my hips, up and down, as the waves kept on hitting me one after another, back-to-back, like they would never end. Just as I thought I would faint, I felt his cock give a huge spasm and his hips bucked upwards trying to push even deeper into me. There was a flood of warmth deep inside me as he came for the second time that evening. I felt spurt after spurt of hot stickiness filling me up and I ground my hips down into his crotch and kept myself there, impaled on him until he was spent.

As I felt him finally finish, I crashed down exhausted onto his chest. He was still inside me, and I kept my hips very still now, wanting to keep him inside me for as long as I could. My heart was beating fast, both as a result of my climax and also from the emotions that were churning around inside me. I could feel his cock slowly starting to relax and soften, even as it was still inside me, and I clung on to his chest, looking up into his eyes through my long false eyelashes. Eventually, after clinging to him like a lifeboat for several minutes his cock had softened enough that neither of us could help it, and he slipped out of me. I could feel our mingled juices flowing warmly down my thighs onto his abdomen, and I couldn't help myself. I slipped down his side to snuggle into his arms again and pushed two of my fingers deep inside me, then brought them back up to my mouth to lick our lovely, sticky, mixture from them, savouring the taste.

As I lay there, ecstatic and exhausted in his arms, we talked softly for a while. I was just starting to drift off to sleep, and thinking that I ought to take my lingerie and high-heeled shoes off, when I felt Michael stirring. He had been lightly kissing me, on the lips, cheeks, and forehead, as we lay talking quietly. But now his kisses started to get more urgent, he tilted my head back with his hand and his tongue slipped into my mouth, pushing my lips open.

I looked up into his eyes through my eyelashes, and saw he was wide awake. I glanced down, and saw that he really was wide awake indeed. His cock was hard again, and lying like a fat stick of rock up along his abdomen pointing at his belly-button.

I blushed, but felt his need. I was still slightly sticky and wet from our previous lovemaking, but just looking at his erect cock started to get me wet all over again. I pushed my tongue back into his mouth eagerly, surprised at his powers of recuperation. His hands were wandering over my body, as far as he could reach now. Fondling my breasts, pulling and pinching gently at my nipples before caressing their way down my body to my crotch. I opened my thighs and I felt his hand between my legs, feeling my suspenders and lace stocking tops before moving to my pussy. Gently he felt for my opening, and pushed a finger inside releasing my juices to flow once again. I couldn't help it, I needed to feel him inside me again, and so I moved from my side onto my back.

He followed me on the bed, leaning on one elbow as he felt all over my body with his other hand. I let him do whatever he wanted. After a minute or two of looking down at me, drinking me in, clad in the sexiest lingerie and shoes I owned as he felt all over my body, sending little tingles of pleasure through me with each touch. He climbed on top of me, and I opened my legs to accept his hips between them. He was pushing upwards urgently now, and I felt the tip of his cock push against my labia lips.

"Oh yes, my darling." I whispered. "Fuck me." I used the f-word for the first time. "Fuck me hard. I want to feel you inside me again."

"Jenny, Jenny...." Michael was almost completely lost in his own feelings, but I was ecstatic that he now felt able to initiate things. He was doing what he wanted, and as he slowly pushed himself into me, I was loving the feeling of his weight on top of me, pushing me down into the soft mattress as his rock-hard cock pushed up into me, stretching me open and filling me up.

Michael looked down at me beneath him, and I smiled back as he drove his rock-hard cock up into me. I threw my arms around him, hugging him close as he started to thrust back and forth, slowly at first, but building up speed with his hips. With each thrust I was getting wetter and wetter, my juices flowing freely and lubricating his thrusts. I could feel he was already building to a climax, and I started to push my hips back onto his, trying to take him as deep as I could with each pounding thrust of his cock inside me.

"Deeper! Deeper! Fuck me deeper!" I was panting hard now. I was amazed at his endurance. He'd cum twice tonight already, and here he was pounding himself into me over and over and over for what seemed like an age. I was in absolute ecstasy.

I could feel my climax very slowly building as he kept on pushing himself up into me again and again and again. This was exactly what I had fantasised about just a few days ago, imagining my vibrator was his hot cock, his weight on top of me. Now I could hardly believe it was actually happening. I reached up behind his neck as he kept on driving himself into me, pulling his head down to kiss him deeply with my tongue swirling around his as he fucked me. I wanted him so much my head was spinning, my emotions all jangling.

My first climax took me completely by surprise. I was wishing he could almost smother me down into the mattress, pushing himself into me, feeling every inch as he went in and out, over and over, when suddenly I was seeing stars, and was crying out like Meg Ryan in the famous restaurant scene in "When Harry Met Sally".

"Oh yes, yes, yes..." 

And he kept on going! He still hadn't cum yet. This would be his third climax in less than an hour, and I wanted to feel his semen spurting into me again. As he continued to thrust deeply into me a second climax crested through me, sending my head spinning, and still he kept going.

I started to feel like he was tiring as yet a third climax subsided inside me, and so I threw my stocking clad legs up around his back, pulling him into me tighter with every thrust, my high-heeled shoes crossed behind his back. This seemed to encourage him even more, and he increased the pace of his relentless pounding.

"Cum for me darling," I cried, my eyes filled with tears of pleasure, "Cum for me. I want to feel you cum inside me."

Suddenly Michael leaned down and plunged his tongue into my mouth and at that instant he grunted hard behind the deep kiss as his seed burst forth. He broke off, gasping for breath as I felt his cock jetting his hot semen up inside me, once, twice, three hot spurts, before he started to calm down. He almost collapsed on top of me, only held up by his elbows as most of his weight pushed me down into the bed. I kept my legs tight around his back, holding him deep inside me as his cock twitched a last few times before starting to soften slowly.

I held him there for several minutes, holding him close, and we kissed, and kissed, and kissed, our tongues playing with each-others the whole time. Eventually he had softened such that he couldn't help but slip out of my pussy, and I reluctantly released my legs to let him lie next to me. Automatically now, his arms went around me and pulled me close for us to cuddle and caress each other in the afterglow.

Michael was spent. After a few minutes he was asleep.

I lay there next to him, my head on his shoulder listening to him breathing for what was probably at least half an hour before I got up, slipped off my high-heeled shoes and then padded around the house turning off all the lights and the stereo, which had been wafting music up the stairs the whole time. Then I slipped into the bathroom as silently as I could and reluctantly undressed. Now was the part I was most feared. I knew I couldn't sleep with my makeup on as I'd wake up looking dreadful, "panda-eyes", but I also didn't want him to see me without makeup. I wasn't sure what to do come the morning, but perhaps I'd have chance to wake up before him? Regardless, there was nothing for it now. So I removed my makeup and false eye-lashes, quietly cleansed, toned and moisturised my skin, along with brushing my teeth in my usual evening ritual, before slipping back into bed next to my darling Michael.

Michael stirred slightly as I carefully climbed back onto the bed and gently threw the light summer-duvet over the both of us, but I was fairly sure he hadn't woken up. He evidently wasn't a light sleeper, and soon I too fell contentedly asleep, his arm draped over me, memories of our love-making repeating themselves through my mind and into my dreams.



Toy Boy Ch. 05



Continuing the story of teacher Jenny and her ex-student Michael. Jenny is pleasantly surprised when things don't go quite according to her plan.





Chapter 5 – A New Day

I awoke feeling refreshed and warm. Sunlight was streaming through my cream-coloured curtains, and Michael had shifted in the night and was now "spooning" me closely, his arms hugging me close as we lay on our sides, my back to his front. I snuggled in tighter, enjoying the feeling of him next to me. I could feel he had the usual male "morning-erection" as it pressed into the base of my spine, giving me a slight tingly feeling all over as I imagined what I might do to him later to relieve him of his unconscious need. I pressed back against him all the more.

"Good morning beautiful." Came a huskily whispered voice in my ear.

Michael was awake already! My plan from last night to get up early and put on at least the minimum of makeup before he awoke had backfired. Now what was I to do? My mind raced as I cursed and swore at myself in my head at my overconfidence. Now he could hardly help but see me without makeup, something I had promised myself I wouldn't let happen. Suddenly I was very afraid of what this self-admittedly visual man – I no longer thought of him as a boy, last night had put paid to that – would think of me utterly naked. I always felt "naked" and slightly incomplete without any makeup on whatsoever. All my confidence and maturity evaporated in an instant, and suddenly I was a teenager again. I quickly covered my face with my hands and turned to bury my face into the pillow.

"Don't look at me." I squeaked. "I've got no makeup on. I didn't want you to see me without makeup..." I trailed off. Suddenly I felt very foolish and childish, like I had regressed ten or fifteen years. Despite myself I was starting to giggle, and I did my best to suppress it – not very well.

"Jenny, don't be so silly." Michael chastised me gently, trying not to laugh himself. "I'm not so superficial as that! I know I said I thought you looked beautiful with makeup on, but I know you look just as lovely without any as well." He was clearly struggling to get what he meant across. "I mean, yes, I love you in makeup, it adds glamour and sophistication, but you're still beautiful without any...." he trailed off, not sure how to continue.

"But you've never seen me without makeup." I giggled from behind my hands, my head still buried in the pillow.

"Yes I have, at school every day for five years! And I fell in love with you all the way back then, not just now....." He stopped suddenly, realising what he had said, and my heart almost leapt out of my chest.

"Are you going to turn over and let me see you?" he asked again, clearly trying to change the subject.

"I don't want to." I squeaked out between giggles.

"Oh you silly girl..." He said, quite manfully given his age, and suddenly I felt the light duvet pulled back and he bit me on the bum! Not hard, but enough to make me squeal, half with shock, although there was no pain as such, just surprise; and half with pleasure. Instinctively I turned over onto my back to protect my exposed bottom, but my face was still hidden behind my hands.

"Ouch!" I squealed, not very convincingly. 

"Please let me look at you?" He whispered, and I could feel his warm breath on the backs of my hands. Then he gently grasped my wrists and slowly but forcefully pulled my hands apart until he held them down on the bed either side of my head. He looked deep into my eyes, and my stomach did its somersaults again. I melted inside as he looked down at me, holding me down on the bed.

"See, just as beautiful." He said. "Yes, I love you in makeup, I won't deny it – but that's just an added bonus, like icing on a cake? The cake is just as nice, but the icing makes it look even more delicious. You're still you, and that's who I fell in love with." Suddenly he realised what he had said, again, and he blushed a deep crimson. I think I went a bit red too.

Unintentionally I glanced down at his rock-hard cock that was now pressing down into my stomach as he lay on top of me. It broke the moment of embarrassment. He laughed as I continued to stare at the swollen purple head looking up at me like a one-eyed-snake emerging from between our two stomachs pressed together, and I laughed with him.

"Michael sweetheart, just shut up and make use of that thing, or I'll do it for you." I said laughing with him, having almost completely forgotten that I was still not wearing any makeup. Everything seemed so easy and natural with him.

Michael needed no more prompting, and without moving his hands from my wrists he slid down the bed slightly so the head of his cock dropped into the gap between my lags to naturally rub up against the entrance to my pussy. Then, still holding my arms down on the mattress, he slowly slid back up the bed, pushing himself very slowly up into me millimetre by millimetre. I savoured every moment as he slowly pushed me open to take him in, and I guess he too was savouring the feeling as I enveloped him inside me. After a minute of slowly moving back up the bed he was as deep as he could go, and I could feel his hips hard up against mine, his cock buried inside me, filling me up.

"Oh God, Jenny," he murmured, and then started to withdraw to allow him to thrust slowly up again. "My sweet Jenny..."

"Just fuck me darling." Was all I could reply. I was in heaven myself.

Slowly building up speed, he withdrew and thrust up into me, slipping easily on my now free-flowing juices. He still held my wrists, and to my surprise I found myself enjoying the loss of control. Unexpectedly, I found that being gently held down and helpless as he fucked me was turning me on even more.

He was thrusting in a slowly increasing rhythm now, speed building bit-by-bit. I started gently bucking my hips under his weight, thrusting back to meet his thrusts. I was starting to gasp as my climax slowly approached. I could feel him opening me up each time he impaled me on his steel-hard cock, his balls were slapping against my anus, and I felt every inch of him inside me. I squealed softly as my orgasm slowly came over me gently like a warm wave, and I squeezed my kagel muscles around him spasmodically as the waves washed over me one after another.

As I calmed down, he was still rock-hard, and showed no sign of cumming himself yet. His rhythmic thrusting continued, and I gasped as I looked up to see him smiling back down at me with a knowing glint in his eyes. Unexpectedly, this was going to be no quickie! He was going to last a while, and I relaxed into the rhythm, letting myself go with the flow of the ecstatic feelings he was sending up from my centre.

It didn't take long for his unceasing pounding to send me over the edge again, and I clamped my legs up around his back, pulling him deep into me as I came yet again.

"Cum for me baby..." I whispered, not even sure if it was loud enough to be heard. "Cum for me. I want to feel you cum inside me."

Now he was nearing the edge, but so was I again! I don't think I'd cum so many times in such close succession for years, and I was revelling in the feelings Michael was eliciting in my body. Suddenly he grunted, and my vision blurred as my third climax passed through me. At that same moment I felt him absolutely explode inside me. What felt like a river of hot cum completely filled me up very suddenly as he came. Jet after jet of what felt like huge volumes of spunk filled my belly and quickly slipped down the sides of his cock as he spasmed and jerked inside me. I held him deep, pulling him into me with my legs around his back as he came.

Eventually, after what seemed like an age, he stopped spasming, and the floods of wet hotness he had been pumping into me stopped. I kept holding him inside me, my legs wrapped tight around his waist, loving the feeling of his hot cock in my wet pussy. He relaxed and smiled down at me, bending his head down to kiss me some more. I returned his tongue-kisses eagerly. After a few minutes I let go my legs and let him slip out from inside me with reluctance.

"Oh my God Michael," I said, "that was amazing. Where on earth did that come from?"

He didn't answer, but letting go of my wrists, he lay on top of me for a moment and cupped my face in his hands to kiss me so softly and gently that I almost wanted to cry. Then he slipped off me to the side, and turned over onto his back. I followed him, so that I ended up laying almost on top of him, resting my head on his chest, my hands gently playing with his sparse chest-hairs and nipples teasingly. He looked down at me, and I couldn't help myself; I slipped a hand down between my legs to dip two fingers into the sticky liquid that was oozing from my sopping wet vagina. I twisted my fingers to try and scoop up as much of our mingled juices as I could and brought them back up to lick off the lovely stickiness, enjoying the taste of both his spunk and my own juices on my fingers.

Michael watched, fascinated, and so I reached down and dipped my fingers deep inside myself again. This time I brought them up and placed them on Michael's lips for him to taste. Hesitatingly at first, he tried the "cream-pie" concoction with the tip of his tongue, unsure of what it might taste like, but I kept my fingers there and pressed them gently into his mouth. He slowly complied and eventually was sucking our mixture from my fingers as deliciously as he had just seen me do.

"You just said you loved me." I said coyly looking up into his eyes, although my heart was doing somersaults as he held me close. I had now completely forgotten that he was seeing me without makeup for the first time.

"Yes, well..." Michael blushed beetroot-red, but he put his arms around me and hugged me tightly.

"Of course I do." He eventually admitted in a rush. "I have done almost since the first day I saw you at school. I'd always thought it was a simple schoolboy crush, never to be requited. So these past few days have been more amazing than you could know."

"Well you're no schoolboy now!" I giggled and gave his now-soft, and slightly sticky cock, a little fondle to emphasise my point. "And these past few days have been amazing for me too." He reached down and pulled me up the bed so he could kiss me again. I opened my mouth to let his tongue in, and we kissed deeply for what seemed like an age. It felt strange to be kissing him without lipstick, and I suddenly was again acutely aware of still having no makeup on. Only now I wasn't afraid of him seeing me 'naked' as it were any more – I always felt 'naked' without any makeup whatsoever – but I was having the beginnings of an idea.

We lay in each other's arms for a while, kissing occasionally and talking quietly, but generally just enjoying the feeling of post-coital "afterglow". In fact, as we talked quietly Michael mentioned that he had to go to work this afternoon, for his part-time summer job. Plus, from a purely practical point of view, he ought to go home and change as obviously he only had the same clothes had worn last night with him. So eventually of course, we had to get out of bed.

I went into the shower first, and left him in bed. I must admit that I absolutely love showering, and could spend hours under the hot soapy water if allowed, so I must have lost track of time. I had done my hair, and was just luxuriating in the feel of the hot water on my naked body when I became aware of Michael watching me. He was standing naked in the bathroom doorway his eyes glued to me as I lathered myself with moisturising cream one more time.

"Come here." I said softly, breaking his concentration.

"S... S... Sorry." He stammered, ashamed of being caught. "I couldn't help myself. I'll leave you to finish." He turned to leave.

"It's fine." I said reassuringly. "Now come here please?" And I pulled the shower curtain to one side a bit more and reached out my hand to him. He slowly walked forward, unsure of himself, until he was within reach. I took his hand, and gently pulled him forward until he stood in the tub next to me, the water cascading down over both of us now.

I took the soapy puff sponge and started to soap him all over. In response he started to feel my body with his hands, gently exploring every inch he could reach. He lingered over my breasts and nipples, and I couldn't help myself as my body responded in kind. My nipples slowly hardened under his attentions, and I could feel the heat rising from between my legs when his has slipped down there to feel my slippery opening and the little bud of my clitoris.

Adding more moisturising cleanser to the sponge I reached down and started to soap his groin, deep down under his balls and along his cock, which was starting to harden as I kept slowly masturbating him with my hands and the soapy puff-sponge. Pretty soon he was stiff and hard once more, and he pulled me into him to kiss me. Quickly I turned the shower spray head to play the hot water over the tiled bathroom wall behind me so that it wouldn't be cold against my back, and pulled Michael towards me.

He took my intentions in an instant, and quickly pinned me against the wall. We were both grasping at each other urgently now. I needed him, and he wanted me, and I felt him hands grasp my bottom and lift me slightly so I was the right height. Eagerly I opened my legs and stood on tip-toes to let him reach down and push the tip of his hard cock against my sodden and soapy entrance.

He bent his knees to get the right angle and then thrust upwards suddenly. I gasped loudly as I felt him slide up into me, opening me suddenly, but aided by all the soap I had applied to his groin. Slickly he entered my hottest depths and as he stood up straightening his knees he was just tall enough, and I short enough that he actually lifted me completely of the ground, impaled on his wonderful cock! I was pinned against the wall, the hot water cascading down my back, Michael's body hard against me, his cock filling me deeply as he stood there, unsure what to do next now that he was inside me.

I was revelling in the feeling of him inside me, and flung my legs around his back, still pinned in mid-air between Michael and the wall, supported only by his cock deep in my pussy. Using the wall and my legs around his back as leverage I started to lift myself up and down slightly, and once he understood what I was doing, Michael helped me by grasping my bottom with both hands and lifting me up and down on him. I was so turned on I could feel my head starting to spin as he quickly brought me to a small, but lovely and relaxing orgasm. Michael had cum so many times in the past few hours that I was only slightly disappointed that he didn't cum for me, but it was understandable. Besides, I was in heaven as he stood there, holding me aloft, his fingers grasping my bottom-cheeks mere millimetres from my anus, which tingled with desire to have him in there too.

Slowly we came down from the high, and he gently let me down from his still-hard cock, slipping out from me. I was so full of emotion that I was almost crying with joy, but did my best to hide it from him.

"That was wonderful. Unexpected and delicious." I whispered in his ear as he held me close. We kissed for some time under the hot water before I reluctantly left him to finish his own shower and ablutions as I dried myself off and headed back into the bedroom to dry my hair and start my makeup.

I was sitting at my dressing table in front of the mirror wearing my light cream-coloured silk dressing gown, and had just finished my hair, and applied a very lightweight base of concealer, foundation, and powder when Michael reappeared from the bathroom. As he pulled on his clothes, he sat behind me on the bed, watching me as I went through my little rituals.

"What colour would you like me to be today?" I asked suddenly. I'd had an idea on how to include Michael in my life and encourage him to interact with me more. I would let him help me pick some of my fashion choices this morning. I didn't want to confuse him with too many options, so I selected just half-a-dozen different eye shadows, and laid them out for him to choose from.

He looked at me questioningly, but after a little encouragement he eventually pointed out a forest-green eye shadow that I hadn't expected.

"That one?" He still wasn't sure if he was overstepping the line.

"OK." I said. "Lovely colour," and it was, just not one I wore very often, "very summery."

I had to think about what style to apply the eye shadow, but after a few seconds I went with a sort of smoky-look. I used a copper-bronze eye shadow up to the brow-line, and put Michael's chosen green in all around my eyes, on both the upper and lower lids, blending the green into the bronze along the crease-line. Then I liberally added jet-black kohl eye-liner all around my eyes and along the waterline before blending the result together to give the deep smoky look I was looking for. As a bit of fun, I added just a splash of a bright emerald green shimmer colour to the centre of my eyelids so that they flashed every time I blinked before finishing with a couple of thick coats of jet black lengthening mascara to my eyelashes. My eyes stood out brightly from the dark smoky look that resulted.

For my lips, I chose a deep metallic copper-orange colour that toned well with the copper-bronze eye shadow, and complemented the green eye shadow beautifully. Then I painted my finger nails with a metallic forest green colour that was a very close match to the eye shadow Michael had picked out. I would do my toe nails later after he had gone – he didn't need to see me with the hilarious sponges between my toes. In my mirror, I could see Michael watching me intently as I sat at my dressing table going through the mini-ritual of applying my makeup. It took almost thirty minutes, and he was clearly fascinated by each stage. By the end I could see he was very turned on. Even though he was sitting down, there was a noticeable bulge in his trousers.

I turned on my little stool to face him.

"Before you go, I think you may need a little reminder or what you'll be missing whilst you're at work." I said as seductively as I could. He looked back at me quizzically.

"Jenny, I could never forget you..."

I interrupted him with a hand on his thigh. "That's not what I meant. I can still feel you inside me from before, and I want you to feel the same." And before he could say anything I undid the belt to my robe and shrugged it off my shoulders so that I was utterly naked before him. Then I slid off my stool and onto the floor front of him. Kneeling between his legs I deliberately reached up to fondle his hard cock through the material of his trousers.

Looking up into his eyes, I unzipped his fly and reached inside. He was red-hot, and hard as rock again already as my hand touched his flesh. I pulled the material wide and released him from his trousers. His cock stood up right in front of my face, proudly erect, my fingers around his girth holding him upright.

He gasped as his cock was released from the restriction of his shorts, and he looked back into my eyes with admiration. He could now easily guess what I was going to do, and I certainly wasn't going to disappoint him.

With him watching closely, very softly I kissed just the tip of his cock for a second, inhaling his scent and seeing the tiny dribble of pre-cum that was already oozing out slightly. Then I slowly drew his foreskin back as far as it could possibly go, pulling it tight back down his shaft, but not too tight, and then in one long slow motion I took him deeply into my mouth as far as I possibly could. I felt him touch deep at the back of my throat as I took him as deep as I possibly could. Then sucking hard and swirling my tongue around as best I could, he filled my mouth almost completely, I pressed my lips tight around his shaft, deliberately smearing my freshly applied lipstick against his red-hot flesh.




Toy Boy Ch. 05



After a few seconds I pulled back and gasped to catch my breath. He gasped too at the sensations I was giving him, and I smiled up into his eyes. There was a very visible ring of lipstick about two-thirds of the way down the shaft of his cock.

"I want you to see that lipstick ring and be thinking of me all day" I said huskily. He just gasped as I then quickly took him back into my mouth. Taking my time, I started to suck and lick with my tongue, working up and down, carefully and thoroughly. As I sucked, I swirled my tongue all around the swollen head of his cock, and licked vigorously on his frenum, his most sensitive spot just underneath the glans. He seemed to swell between my lips as I worked on him deeply in my mouth. I kept looking up into his eyes the whole time as I took him deep again and again, up and down, trying to get him just that little bit deeper into my throat with each stroke. I wanted to be able to deep-throat him eventually, but knew I needed more practice. So I was practicing.

It didn't take long before his breathing started to come in short gasps, and I knew he was close. I released him from my mouth but held on, stroking him slowly up and down with my fingers for a few seconds as I gasped for air myself

"Cum for me, darling." I whispered, looking up into his eyes. "Cum in my mouth. I want to taste you."

This seemed to take him over the edge, and I was only just barely quick enough in positioning myself. I opened my mouth wide and stuck my tongue out to rest the tip of it just under the head of his cock, making a little spout to direct him cum where I wanted it. I wanted him to watch as his own spunk squirted straight into my mouth, and I was just fast enough. It was only just a second or two later, with me stroking his shaft with my hand, that he exploded. He grunted loudly and his eyes went wide as I held him firmly, stroking his cock hard and fast to jet his cum into my wide open mouth, letting the hot, thick, salty liquid rest there visible on my tongue and resisting the urge to swallow for a few seconds. There were just two or three powerful jets of hot, salty-sweet spunk before he subsided. Then, still looking deep into his eyes, I closed my mouth and swallowed hard, savouring the taste and letting it slip down my throat like an oyster. Then I took him back into my mouth briefly, sucking and licking on his swollen glans for a little while longer, wanting to draw as much of his delicious seed from him as I could, making sure I left him spotlessly clean.

When I was sure he was completely drained of cum, I slowly stood and leant forward to kiss him deeply, I whispered to him. "I'll do that for you absolutely any time you want. You only have to ask. Remember, any time, and I'll reapply that lipstick ring around your cock."

He kissed me back hard, and pulled me to him as he too stood up. I was still barefoot, so he was much taller than me, and I was on tip-toes to reach. I could still taste the last traces of his cum in my mouth as our tongues entwined, and I passed the taste back to him. His hands explored my naked body, my breasts, down to my moist pussy and clit. His fingers rubbed gently and as we kissed by vagina opened like flower petals to let him push a finger inside and massage my clitoris under its little hood. Eventually we had to stop kissing to gasp for air. Sadly, we could delay it no longer. It really was time for him to leave if he was to get home, and change in time to get to work. Reluctantly, I let him go, but not before making sure I could see him again that evening.

"Normally I'd meet some friends down the pub tonight." He said. "It's a regular weekly thing. But I want to see you more, so I could easily phone and say I can't make it if you like?" he hesitated before asking what was clearly a big question for him. "Or we could go to the pub together – I'd like to show you off? If that's the right word?" I knew what he meant, even if it wasn't the most elegant way of saying it, so I let his poor choice of words slide for now. Besides, I was curious to see how his friends would react to me.

"No don't disappoint them." I replied. "I'm happy to meet my new boyfriends' friends if you are?" I used the B-word for the first time deliberately, and he beamed. "Besides, you've yet to meet my friends either. What time shall I expect you to pick me up?" We made the arrangements.



Toy Boy Ch. 06



Continuing the story of teacher Jenny and her ex-student Michael. Michael introduces Jenny to his school friends, and Jenny surprises herself with her own abilities.





Chapter 6 – Meetings and Revelations

As the day had gone on, I couldn't help myself, and I kept thinking about my lovely Michael and how I could hopefully impress both him and his friends this evening. I wanted to show off for him. I wanted him to feel proud to be seen with me. I had kept the same forest-green dramatic smoky eye makeup deliberately for the evening because it was what Michael had chosen for me that morning, just adding some extra coats of mascara. However, finding the right clothes to go with the forest-green smoky look makeup-style had been more difficult. Green wasn't a colour of eye shadow I wore very often, and it had limited my clothing choices considerably. Eventually I had gone with a coppery orangey-red coloured faux-silk cocktail dress. It was probably over-dressing a little for just an evening at a pub, but I'd just figured "what the heck" and gone with it. The orange-red colour was the best I could find in my wardrobe to work with the green and bronze eye makeup, as I didn't have any green clothes that seemed right. So I went with a complementary colour instead, and it was close enough to the copper-bronze highlighting eye shadow that I thought it worked as a complete outfit.

It was a backless halter-neck mini-dress that was cut extremely low at the back, very nearly exposing the top of my bum-crease. There was no way I could wear a bra with it as the front was basically just two wide strips of material that came up from the waistband of the skirt, covered my breasts, barely as it was also slashed almost to the waist at the front too, and exposed a goodly amount of cleavage, before they went around the back of my neck. Actually I was perilously close to needing some toupee-tape to hold it in place and not risk my breasts slipping out unexpectedly, but I didn't want to hinder Michael's access to my breasts if he wanted. The loose skirt was quite short too, coming down to a couple of inches above the middle of my thighs. The extremely low-cut back, little skirt, and plunging front meant that there really was quite a lot of flesh on show. Thankfully it looked likely to be a warm and balmy summer evening.

I had deliberated long and hard about whether to go bare-legged, or whether to wear stockings. In the end I had split the difference, and I had on a pair of fence-net style fishnet hold-up stockings. I was certainly never, ever going to wear ugly and restrictive tights, or pantyhose as Americans like to call them. However, unfortunately the back of my dress was so low that my much-preferred option of a suspender-belt, also called a garter-belt to Americans, would have shown above the scooped out back. Whilst I wouldn't have minded that as such, in fact I kind-of liked the idea of showing off that I was wearing a suspender-belt, however, it wasn't the look I was going for tonight. I wanted something slightly more classy and slightly less slutty tonight. Don't get me wrong, I positively enjoy dressing slutty occasionally, it's great fun and very exciting and I certainly wanted to give Michael a visual treat, but there was a time and place for everything. So for tonight, hold-ups it was. Michael would see me in a super-slutty look another day. I smiled at the idea, already planning ahead and mentally going through my wardrobe and especially my most recent purchases.

The hem of my dress for tonight was just barely long enough to hide the stocking-tops. There was the very merest flash of the dark stocking-top band with each step when I walked, and at least an inch or more of stocking-top showed if I wasn't very, very careful when I sat down. But I was excited as the wide fence-net stockings gave me a great excuse to also wear the black suede five-inch heeled ankle-strap sandals with the small platform that I'd bought that second time Michael and I had met in town. For knickers I had carefully selected one of my more expensive, and tiny, black lace g-string thongs. It had an elegant diamante-jewelled T-clasp at the back where the strings came together. It was the best solution to a slightly awkward practical problem of the very low-cut back of the dress. If I wasn't careful when I sat down, I could easily flash the top of my knickers above my bum; but with these, if I did then at least it was something pretty, feminine, and delicate that got flashed, and not anything ugly or boring.

The halter neck of the dress meant that I couldn't really wear a necklace with it – it would most probably get caught in the straps that went round the back of my neck. So I made do with several gold rings on my fingers, a gold ankle chain round my left ankle, and some huge beaten-copper disc earrings. They were thankfully lighter than they looked, almost four inches in diameter and hung from my ears on standard fish-hooks. They banged against my neck and shoulders seductively with every slightest movement. I left my hair long and loose about my shoulders and down my back, as I had the previous evening.

I had reapplied the same deep-copper metallic lipstick from the morning, and also added a touch of a subtle bronze highlighter to my cheeks too - it was an evening event after all. A quick squirt of perfume, then I grabbed my goes-with-everything black leather handbag with the gold-chain shoulder-strap, and stuffed my usual minimal evening-kit into it. Phone, keys, purse, basic makeup and nail repair-kit, perfume, hairbrush, tissues. I was feeling just a little nervous about meeting his friends for the first time, so I also grabbed my sunglasses, with big "Jackie Kennedy" style oversized lens, and tucked them into my hair on top of my head. I was ready to go.

As I had now come to expect, Michael arrived exactly on time, and so I had to be conscientious to be ready in time. We kissed long and deeply in greeting. I relished the feeling of my lipsticked lips slick against his as our tongues swirled together. I loved this taste. His hands now freely explored my body as we kissed, and I clung to him as if it had been a week since I'd last seen him. With one arm around my back pulling me in to him, his other hand caressed my breasts through the silky material. I had thrown both arms around his neck to help pull me high enough to kiss him, but now I let one hand wander down to feel for his cock through his trousers. When I had grasped him tightly through the material and gotten him suitably hard, I teasingly let him go and we broke apart, panting slightly. Michael took a long lingering look up and down my body, taking in every detail of my makeup, hair, clothes, and shoes.

"You're just beautiful." He murmured. "Oh yes, and I like the shoes." He said knowingly, and gave me a little wink as he nodded towards my feet.

"I should hope so! You helped me choose them after all." I kidded in return, and we laughed at our little private joke. We headed out to his car hand in hand. The wide smile on his face said it all.

As he drove, I swiftly refreshed my copper-coloured lipstick in the sun-visor mirror. Our kissing had done some damage, and I needed to make sure I was looking my best when I met his friends. I admit I was actually a little nervous. I wasn't sure who his friends might be, or how they might react to us being together.





Toy Boy Ch. 06



Slowly it had dawned on me over the course of the evening that that the girls were looking at the two boys slightly strangely. They were covering their feelings very well, but suddenly everything became clear to me. The girls were watching the boys reactions to me. With my comparatively glamorous fashion choices and makeup, high-heels and unintentionally exposed stockings, none of the guys were paying much attention to either of the two girls at all! And they were jealous! It all made sense to me now - the girls fancied the boys, and suddenly they weren't the centre of attention any more - I was - and it was very obviously because I had made more of an effort to look good.

"I think I need to visit the little girls' room?" I announced quietly, and hoped that Melanie and Elaine would take the hint. Luckily they did, and as a giggling gaggle - we were all quite tipsy by now - I tottered off to the loo, closely followed by the two girls.

There, we did our business, and then talked a little as we hung around the basins. We chatted and giggled about the evening, and they talked to almost me like I was one of them as we all spent a couple of minutes in front of the mirror. However, I was the only one who did anything with my makeup. I made a bit of a show of reapplying my copper-coloured lipstick, adding a flick of blusher, and also deliberately and probably unnecessarily touching-up my mascara and eye liner slightly. Then I adjusted my dress a little, lifting the skirt hem to allow me to pull-up on my wide fishnet hold-up stockings. The two girls watched at me as if I was from Mars.

"If you want the guys to notice you girls, then give them something worth noticing!" I giggled, trying to talk as if it were the most natural thing in the world. "Don't try to be subtle. Men are far too dumb to ever notice subtle!" We all laughed at the joke, but I had made my point, and with that I strode out on my high-heels, leaving them to talk amongst themselves.

I returned to Michael and sat down beside him, my leg touching his, and he put his arm around my shoulder automatically. I whispered in his ear that I was getting a little cold now, and he nodded understanding. The girls were several minutes behind me emerging from the toilets, and when they did, it was obvious to me that my words had had an impact. Both had touched up their makeup, Elaine's lip-gloss was fresh and very shiny, and she had let her hair out of its pony-tail to hang loosely about her neck. I guessed that Melanie had borrowed Elaine's lip-gloss, as she too now sported lovely glossy lips, if still uncoloured. Also, both had added a little more eye liner, and they sat down just that fraction closer to Steve and Matt than they had before. I smiled - my work here was done!

After waiting a few minutes to be polite, I gave Michael a nudge with my elbow, and we made our excuses. As we walked back to his car, I could see both the boys watching my bottom and fishnet-enclosed legs as I teetered away on my heels; and I could also see the girls watching how the boys watched my legs, bottom, and bare back exposed by the low-cut backless dress.

I was definitely quite tipsy now, and when we got into the car I couldn't help myself. As soon as he had sat down and closed his door I leaned over and threw my arms around Michael's neck, pulling him to me and sending my tongue plunging into his mouth in a passionate kiss. I didn't know if anybody in the pub could see us, and I didn't care. Michael eagerly returned the kiss, and his hands came up to fondle my breasts through the silky material of my halter top. After a couple of minutes we parted, panting.

"You were great tonight, Jenny."

"Thank you sweetheart." I said. "I was nervous at first, and it was a little awkward at the beginning, but I think everybody relaxed by the end?"

"No, it was terrific. The boys both like you a lot."

"Well I could see that for myself! Their eyes were on stalks at the fact I actually have legs." I joked, and we laughed together.

"Well, you do have great legs, and I absolutely love the fishnets by-the-way, but actually I meant that they think you're fun."

"Good." I replied. Now talking about fun, how's your 'ring of confidence' holding up?" It took him a few seconds to work out what I was referring to, but then it dawned on him, and he suddenly went all shy.

"Umm, I think it's worn off by now." He said quietly, as if he wasn't sure if that was a good thing or bad.

"Oh that will never do!" I said with a huge smile and dropping a hand into his lap. "Get this car going, and then I'll see what I can do to rectify the situation."

Michael needed no further encouragement, and he started the engine, slipped it into gear and made his way out of the car park and onto the road. I just couldn't wait until we got home, I was so hot for him at that moment. Emboldened by one-too-many wines, I knew there was a fairly long straight stretch of dual-carriageway that was perfect for what I had in mind. As we started down the slip-road onto the carriageway, I dropped one hand directly onto his crotch and then leaned over to whispered into Michael's ear.

"Don't drive too fast...."

And before he could answer I bent low and ducked my head under his arm. With my head now just inches from his groin as he drove along, I unzipped him and reach inside to pull out his cock. He wasn't hard, but I could feel the blood rushing under my fingers as I breathed onto his warm flesh.

I didn't care about what might be seen from any passing cars as I slipped my mouth around the head of his cock and sucked deep, swirling my tongue all around his glans. He started to harden rapidly in my mouth, getting hotter as the blood rushed.

Without looking up, I just paused in my desperate sucking for a moment to say: "Drive carefully now my darling..." and then I took him once again into my mouth as we drove along. My tongue swirled and licked as he rapidly became his wonderful rock-hard self. This was what I wanted to give him, and I sped-up my ministrations. Up and down I went, fervently sucking and licking lasciviously. I didn't care what could be seen of my head bobbing up and down in Michael's lap from any passing cars, and I heard more than one go by as Michael drove along carefully in the inside lane. As soon as I felt he was as hard as he could be, I took him as deep as I possibly could and pressed my lipsticked lips against the skin of his cock as far down as I could reach. He was touching the back of my throat as I smushed my lips around his shaft, deliberately trying to transfer as much of my lipstick as possible onto his skin.

At that moment, the car went over a bump in the road, and involuntarily I gasped loudly in surprise. As I gasped, my head went down with the bump, and quite suddenly I found I'd managed it – I was deep-throating Michael! My nose unexpectedly was pressed hard up against the material of his trousers and I could feel him deeply back in my throat far past the point where I'd ever been able to take any guy ever before. It took me completely by surprise, and I suddenly had to concentrate very hard to not automatically pull back gagging. I couldn't breathe, and I wanted to gag, but I tried desperately to stop myself and instead focused on the feelings and sensations of him deep where no man had been before.

Michael was gasping too, suddenly aware of the fact that his own sensations had changed as I unexpectedly took him deep down my throat. I couldn't look up, but he must have been watching what I was doing as best he could whilst also trying to concentrate on driving, because just as I was about to pull back, getting to the edge of holding back my gag reflex, and also starting to feel the need to breathe, he suddenly exploded without warning. He came straight down my throat, and I had no choice but to let him cum, feeling the jets spurt and his cock shudder with each ejaculation. I could hardly move my tongue, it was pinned to the floor of my mouth by the girth of his shaft, so I just let him finish, holding on tight with my lips.

As soon as he had finished spurting, I pulled back until he was just touching my lips and I gasped for air, needing to let my gag reflex relax and subside. Some of his cum dribbled down my chin, and I eagerly scooped it up with my fingers and pushed the warm sticky fluid into my mouth to taste the saltiness.

When I had recovered my composure, I went down on him again, this time to just gently lick and suck all the remaining drops of his cum from his cock, making sure to leave him spotlessly clean – apart from my delicious lipstick ring, now right down at the very base of his cock. I looked at it proudly for a moment before gently tucking his cock back into his trousers as he drove.

We were now fast approaching our turn-off, and Michael had to concentrate more closely on his driving. I knew I had been reckless, but I was as happy as I'd ever been. He looked at me as I sat up, pulling my head from his lap and relaxed back into my seat, still surprised at my own audacity. The thrill of doing it so publically had given me a massive thrill, and I was flying high on the illicit excitement as well as the wine.

"OH, WOW! Jenny, did you just...?"

"Yes I think I did." I replied, giggling, "and honestly it was the first time I've ever managed to do it! It caught me by surprise a bit too," I laughed, "but it felt amazing. Different, but amazing."

"I never imagined it could be like that..." was all he could say, now having to pay closer attention to the roads and other traffic as we approached my little house. Before we arrived, I fished in my bag for my lipstick and, using the sun-visor-mirror, I quickly reapplied before we stopped as most of my lipstick was now deliciously around Michael's cock. Just the thought of that gave me a little tingle inside.

We were both laughing and giggling like schoolchildren as we got out of the car and made our way up the path to my door. I fumbled in my bag for my keys and we tumbled into the house, falling over each other on the doorstep. I barely had the wherewithal to shut the door behind us as, once indoors, we were all over each other, both rabid with sexual hunger.

My hands were a blur as I worked his shirt buttons as fast as I could, pulling it off him before falling hungrily to his belt and fly. As I dragged him from his clothes his hands were all over my breasts, he quickly pulled the halter-straps aside to expose my breasts. He fondled and caressed them eagerly, squeezing and pinching my nipples, and dipping his head to lick and suck at them when I gave him a chance between deep kisses. I was so hungry for him I was surprising even myself.

His hands slipped around my body to feel down my exposed back, sending shivers of delight down my spine, and then he slipped his hands over my skirt, under the hem and up to grasp at my bottom. His fingers quickly found the elastic of my tiny lace knickers and he tugged at them. I let him pull them down and stepped out of them, leaving them on the carpet between my feet. By now, I had his trousers undone, and I yanked them down quickly I was so eager to get as his cock. Michael kicked off his shoes and stepped out of his trousers, which had now fallen down around his ankles. For a second he looked quite comical, standing there in just his boxers and socks before he quickly reached down to pull his socks off and I unceremoniously dragged his shorts down to expose his throbbing cock. It sprang straight out, rigid in front of him, and I grasped it firmly in my hand, like the handle of a vacuum cleaner or something.

We were still standing in the hall, alternately laughing, gasping, and kissing deeply. He was stark naked, and I was almost fully clothed, although my breasts were fully exposed where Michael had pulled them free of my halter top. Boy, was I glad I hadn't used any toupee tape! Ouch! He drew me tight to him, one hand fondling a breast and pinching and caressing my nipple as the other arm went around my waist to pull me tight into his body. I threw one arm around his neck and pulled his head down to kiss him deeply, our tongues swirled and intertwined in each other's mouths, back and forth, playing and teasing, then plunging deep back and forth. My other hand was still grasping his rigid cock firmly. It was throbbing and red-hot in my fingers as I squeezed and stroked it whilst we kissed. This seemed to go on for an age, although it was probably only a few minutes. Gasping and panting for air, our lips reluctantly parted for a few moments.

"Take me, Michael. Take me now!" Was all I could gasp I was so desperate for him at that moment, and he glanced quickly around at our location, then taking me by the hand, he pulled me from the hallway into the nearest room – the kitchen. Instinctively I immediately bent forward over the kitchen table, and his hands pressed down gently but firmly on my back.

Perched on my high heels, my rear was at almost the perfect height for him, and I was slick with juices already I was so eager to have him inside me. He was as stiff as a steel rod again already, despite the blow job in the car. I reached back and flipped up the hem of my skirt onto my back and spread my legs slightly to invite him into my aching and soaking wet passage. He needed no prompting whatsoever, and with one hand holding his cock to guide it in, his other held onto my hip he quickly pushed himself deep inside me from behind in a single powerful thrust.

I gasped as I felt his full thick length impale me deeper than he had ever done before, pushing hard up against my cervix and stretching me wide open. I reached back with both hands, and grasped him by the hips, trying to pull him even deeper into me as I bent down, letting the kitchen table take most of my weight. It was a bit cold on my bare breasts, and my nipples hardened automatically, even more than they were already.

We were so hot for each other I wasn't thinking any more, just feeling. I wanted him so much. He was steel-hard inside me, and not-so-slowly he pulled out until just the tip of his cock was inside my entrance; then he plunged back in as deep as he could. He rested for just a second or two deep inside me before pulling almost completely out again, and once more plunging deep back into my pussy. I tried to suck him into my pussy with each stroke, and he build up speed.

I was gasping, laughing, and moaning all at the same time as Michael thrust himself into me, faster and faster, again and again and again. My head was swimming, both with the physical sensations, my emotions, and the one-too-many wines from the pub as he drove me inexorably towards the brink. His hands were firm on my hips now, pulling me onto his hard cock and pushing as deep as he could with each and every powerful thrust. By now, I was grasping hold of the other side of the table, hanging on for dear life and hoping the table could stand the battering it was taking. I could feel his balls slap up against my clitoris with each pounding stroke, and my head span.

"Oh Michael... Oh Michael... Yes... Yes..." was all I could gasp as he continued to pound into me over and over, his balls slapping at my clit at the end of each stroke as his cock bottomed out inside me. Climaxes started to roll over me, the first sneaking up and hitting me hard, and then quickly being followed by another, and then another. I'd never felt anything like it as Michael continued to thrust himself in and out so fast and so hard that I was afraid the table might collapse under us. But I didn't care. I was almost oblivious, as I just kept cumming, over and over again. I lost count, but it must have been at least a dozen little mini-climaxes that hit me after the initial thunderclap. Then suddenly Michael was cumming too. I felt his hot seed spurt deep into my pussy, thick and hot, and he shuddered and convulsed with each jet. He stopped thrusting and held my hips tightly to keep himself deep inside me as he spurted several more times before his jets subsided.

We were both panting hard, completely out of breath, as we slowly calmed down. I craned my neck to try and turn my head enough to look over my shoulder at Michael standing behind me, and could see he was covered in sweat. He was still holding my hips tightly as I reached a hand underneath me to feel his balls and the base of his cock that was buried deep in my pussy. I gently fondled his balls in their sack. They were soaked with our mutual juices, and I knew that mixture would be delicious. I wanted, no, I needed to taste it.

When he could stay hard no longer, Michael slowly pulled his now softening cock from me, and staying bent over the table so he could watch what I did clearly, I reached down and under my body to dip two fingers into my sopping wet pussy. Dipping deep inside me, I swirled them around, trying to gather up as much of the spunk and girl-juice mixture as I could. Then I took my thickly coated fingers and brought them up to my mouth. Thoroughly and seductively I sucked and licked the delightful concoction from them, savouring the salty taste and looking deep and longingly into Michael's eyes as I did so, then I turned around and stood up to throw my arms around his neck. We kissed hard and long, tongues intertwining, passing the remnants of the salty concoction back and forth, the taste mixing with that of my lipstick.

As we calmed down, I took him by the hand and, leaving my breasts fully exposed out of my dress for him to see and enjoy, I led him into the living room. We snuggled down onto the sofa, curling tight into each-other's arms. There, we talked, kissed, and gently fondled each other late into the evening. Eventually the time came and he had to leave. He had several closely spaced shifts at work over the next few days, and the logistics were such that it was simply rather awkward to see each other for a few days. I felt more disappointed than I expected, but I also knew we had started something special.

As he was starting to get dressed ready to leave, I called him back seductively. I think he thought I was just going to give him a goodbye kiss, but I had other ideas. Deliberately I walked back into the hallway where my handbag was and extracted my lipstick. Then with Michael watching intently, I used the hall mirror to reapply my lipstick thickly, knowing how this was a turn on for my darling in and of itself. He watched me attentively as I then silently dropped to my knees in front of him. Only then did it dawn on him what I was about to do, and he smiled warmly as I looked up into his eyes and slowly drew down the zipper he had only just done up.

I reached inside and fumbled for a second as I drew his soft cock from inside his shorts. He was very slowly hardening, and I kissed and rubbed him slowly, all the while looking up into my darlings' eyes, hungry for him still. When he was semi-hard, and keeping my eyes glued to his the whole time, I took him into my mouth and began sucking hard. He rested one hand gently on my head as I kneeled before him, and I moved my head backwards and forwards slowly, sucking, licking, and playing with my tongue all around the head and especially on the sensitive underside of the glans until he was rock hard in my mouth once more.

Then, taking a deep breath in preparation, I tried to repeat what had happened in the car. I sucked him deep into the back of my mouth, and then deliberately gasped aloud, trying to open my throat in a way I hadn't previously thought I could. It took a few tries, but after a little practice I found I was learning the technique, and I managed to pull myself deep onto his cock, past the normal blockage point, and take him deep into my throat. My eyes started to water involuntarily, but I kept looking up into my darlings eyes as I smushed my lips down around the very base of his cock, my nose just touching the public hair that protruded from his trousers as I deep-throated him for a second time that evening. I wanted my lipstick "ring of confidence" to be as far down his shaft as possible.




Toy Boy Ch. 06



I didn't expect him to cum again, but suddenly he did! I was concentrating so hard on not gagging that it caught me unawares, and although it was only a small load, it shot straight down my throat. At that moment, as he came, he grabbed hard at the back of my head, so even if I had wanted to I couldn't have pulled away. I had no choice but to swallow his spunk. Not that I minded one little bit. It was lovely that he felt confident enough to not let me be in total charge for a change, and I let him hold me there until he was done. Then I slowly pulled back, relaxing my throat to let me breathe again as I withdrew from his shaft. Then I carefully sucked and licked the remnants of his seed from him until he was completely clean – apart from my lovely lipstick ring of course.

Only then did I slowly come up off my knees and stood back up on my suede high-heels to kiss him deeply for a final time before he left. We quickly made arrangements for our next "date" in a few days' time. It was only after he had left that I realised that, as I had stood at my front door waving until he was out of sight round the corner, the halter straps of my dress had been still pulled to the sides, leaving my breasts naked and exposed for any neighbour to see who might have been curtain-twitching! Oops!