Lady Soccer Boss 01: Taking Tommy

As I stood on the sidelines of the training session, completely inappropriately dressed in heels that were too high, a skirt that was too tight and a blouse that was too open, I couldn't help but wonder what I was doing owning a soccer team, though I certainly didn't mind watching a group of scantily-clad young men jumping around in front of me.

I knew vaguely that my aunt owned one but never understood why. And I knew that she never made or lost any money from owning it but that it was the love of her life. Then, at the reading of her will, I found she had inexplicably left me the soccer team knowing full well I had zero knowledge or interest in football or sport in general. The only clue was a one-word message: 'Enjoy.'

To start with, standing in the cold in heels that were sinking in the mud, it was hard to see what she meant. But then the trainer, Sam, came to speak to me -- a handsome, dark-haired guy in his 30s wearing one of those old-school-style nylon tracksuits that show all the contours of a meaty penis -- I started to perk up.

'I'm here to look after you, ma'am,' he said, with a smile that appeared in the middle of his dark beard. 'Ma'am'? Well, I am in my mid-sixties, and I am his boss so maybe 'Ma'am' is right. I quite liked the sound of it anyway.

I saw him looking at my open blouse and wondered if it was too much. Then at the tightness of my skirt. Then my shoes.

'I know,' I said. 'I get it. It's my first time.'

'A virgin, huh?' he smiled, still looking me over as he caught me catching him catching me staring at his bulge, which was so clear in the light-blue track pants I could see the ridge of the helmet and each of the balls. He blushed, smiled, looked back to the young men training on the soccer pitch.

'That's our new star,' he said, pointing out a tall blond guy with a beautiful face, maybe about 19, who was clearly eager to please. The nylon soccer strip -- I love that it's called a strip -- did everything to show him off to me, especially as there was a light drizzle making the white nylon shorts stick to his muscular buttocks and the white nylon shirt stick to his chest and obvious abs.

'We just bought him and he was very expensive,' explained Sam.

'Well, he looks like he's worth every penny,' I said, my meaning clearly not lost on Sam.

'Tommy,' he shouted. 'Come over here for a minute.'

The young man left the slalom thing he was dribbling a ball down and jogged over, his penis bouncing promisingly in his shorts.

'This is our new owner, Marianne,' said Sam to the boy, who put out his hand and smiled, a beautiful smile of white teeth.

'Nice to meet you, Ma'am,' he said. 'I guess we're both the new kids on the block today.'

'I guess,' I said, blushing a little at how attractive he was and unable to avoid looking down at the bulge in the front of his wet white shorts. 'We'll have to stick together.'

'Good idea,' he laughed before being waved off by Sam, who I could feel looking at me as I followed the young Tommy jog back to his training, my eyes clearly on that muscular arse.

'So you approve of our new player?' said Sam, with a knowing smile.

'Erm, very much,' I answered, my eyes still on the young man. 'Not that I know anything about football...'

'Well, let's go in and warm up a little and I can introduce you to the team when they finish.'

He led me towards an unprepossessing building, where we walked along a corridor that smelled of disinfectant then through changing rooms, littered with clothes. Just before we got to the door that he was clearly going to lead me through, he stopped and said, 'Can you wait here a minute? I just want to make sure it's tidy...'

I shrugged. I didn't care if it was tidy or not. But I waited. There was a huge mirror, so I checked that I looked alright -- blonde hair a little tousled, lipstick a bit flashy in its redness but not bad for an old timer -- then looked around the room at the bags of soccer balls, the showers over in the far corner and the clothes, mostly hung up carefully on hooks.

I spotted a pair of pale blue briefs on one of the hooks and, underwear being my thing, couldn't resist but go over to look at them, imagining the young man who had worn them, his balls and cock contained in this little pouch, his arse cheeks stretching out the back. I picked them up, looked at them, held them to the light, and then put my face in them to inhale the masculine smell testicles leave in underwear. Gorgeous. I actually thought of my aunt and that word, 'Enjoy'...

Luckily, I had just put them back and walked away when Sam came out of the room and said, 'Well, it's as nice as it's ever going to be. Please be kind. We're not a huge team...'

I smiled and followed him into the room, which was a fairly small office with just a chair, a desk, a bench, some hooks, a locker and a big window... looking out to the changing room.

'What's this?' I asked.

'Oh, it's a two-way mirror, just my way of keeping an eye on the lads,' said Sam, his north English accent so masculine and confident. 'That way if there's any trouble, I know who started it. And they don't know how.'

Then my heart sank. Sam must have seen me pick up the blue briefs and sniff them. What must he think? But he said nothing so maybe he didn't see...

Just at that moment, the doors of the changing room swung open and fifteen or so young men came bowling in, laughing, shouting, play-punching each other... We watched them together through the two-way mirror. Well, I watched them and Sam watched me.

'You're in for a bit of a treat now,' he said as the young men began to take off their tops, smelling them, whipping each other with them. Then they sat to untie their boots, then stood again to take their shorts down. I was overwhelmed at the sight of this many young men either in the little white briefs they wore under their shorts or naked, having taken the briefs down with the shorts before they grabbed a towel and ran to the showers.

From where we were standing, we couldn't see inside the showers but the effect of a room of naked young men was clearly visible on my face and, as I turned back to Sam, he was smiling. 'Yes, your aunt used to like standing right where you are now...' he said, that knowing smile so cute in his bearded face.

'I bet she did,' I thought, looking at the bulge that had definitely thickened in his baby blue sweatpants.

He saw me looking. 'And I always enjoyed watching her enjoy her team,' he added, almost as an explanation of the erection. He moved towards me, looking through the window, and I felt the hard lump in his nylon sweatpants pressed against the back of my hand. By looking away, he was making it my decision whether to act on this move and there was no way I was going to pass on the chance to squeeze the thick penis of a handsome man half my age. I turned my hand and grasped the shaft causing his head to tip back and a groan to come out of him.

'I was hoping you'd be like your aunt,' he said, looking round at me as I squeezed the thick penis and explored his testicles through the nylon. 'Except much younger and more attractive. I think we're going to have some fun with these guys...'

As he said it, the first of the guys started coming back out of the shower. I moved behind Sam to watch the room through the mirror over his shoulder. I moved in close to him as the guys -- some naked, some with towels around them -- started to fill the room. I put my hand back on his still-hard penis as we watched together. Then, pulling the elasticated waistband forward, I slipped my hand inside and felt the penis through the thin fabric of his briefs. He moaned and pressed his bottom into me, both of us watching the 15 young men drying themselves, all of them totally unaware that we were taking in the sight of their bodies. A couple of them even approached the mirror and put on hair product.

'It's a very attractive team,' I said to Sam, my hand still exploring the length of penis that had now breached the waistband of his underwear, giving me the opportunity to dip my finger in the bubble of precum at the tip.

'I'm glad you approve,' he replied, his hand now over mine, pressing it into his hard penis, more precum squeezing out of it. 'Let's wait until they're ready and we can go and start our fun.'

I watched to see who would claim the blue underwear that I had sniffed while waiting for Sam and was excited to see it was a very attractive, shaven-headed young man, who slipped them on and readjusted himself in them. When most of them were more or less dressed, Sam took me by the hand, opened the door from his office and with a redundant, 'Is everybody decent?' led me into the dressing room that smelt half of soap and deodorant, half of musky, sweaty young men.

The noise subsided as all the young men looked in our direction. 'This...' he said, presenting me as if I were a magician's assistant, '... is Marianne. She's our new owner, has a keen interest in the team and you will address her as Miss, Ma'am or Boss. Is that understood?'

There was a murmur of 'yes' and 'of course' and 'got it, Boss'.

'This,' continued Sam, leading me to the brutal-looking but somehow pretty young man with the shaved head whose underwear I had breathed in, 'is Mark, the captain.' The young man put his hand out and I shook it as I looked him up and down, from his whiter-than-white trainers, the baggy grey sweatpants that still showed the head of his penis pressing against the front and a matching grey sweatshirt, that clung to his worked-out body. 'Nice to meet you, Boss,' said Mark, blushing slightly.

'Tommy you already met...' And so it went on as he led me around the young men, each one attractive in his own way, all respectful as they shook my hand, looked me up and down, smiled, blushed... And then Sam clapped his hands and told them to head off but to not be late for training the next day.

'Oh, and Tommy, if you could remain behind...'

The noise of young men resumed, the room started to empty and Tommy, now in jeans and a T-shirt moved towards us.

'As we start training properly tomorrow,' said Sam, 'you need to have your initial medical. And the doctor is here now, so if you haven't got anything you need to do...'

'No,' said Tommy, smiling. 'Let's get it done.'

'Good,' said Sam, walking towards the door, clearly expecting us both to follow him. 'And as this is Marianne's first day, I'm going to ask her to be present, just so that she knows how we operate. Are you OK with that?'

'Whatever you say, Boss,' said Tommy, not realising what Sam had in store for him. And for me.

We walked back down the disinfectant-perfumed corridor to a door at the end, which Sam knocked on. 'Come in,' came a female voice from inside.

'Dr. Carol,' said Sam, opening the door. 'Let me introduce you to Marianne, the new owner. She's the niece of our late owner... And they have very much the same management style,' he said, with a wink, at which she gave me the smallest of smiles.

Dr. Carol, a woman in her 60s with short grey hair, a slightly flabby body and wire spectacles that made her look both intelligent and severe, came from behind her desk to shake my hand. 'Very nice to meet you, Marianne. I'm sure we will do everything we can to make you feel welcome.'

I thanked her, then Sam brought Tommy forward... 'And this is our new star signing, Tommy. I've brought him here for his entry medical as training starts properly tomorrow. Do you have time for us?'

'Of course,' said Dr. Carol, whose eyes were moving up and down the tall, handsome young man. 'I think I can fit him in.'

'And as it's Marianne's first day, I thought we could show her how we look after our young players.'

'Certainly. Why don't you both take a seat here and we'll get started.'

We sat against the wall with a view over the dingy surgery with its desk, a medical table, a screen and a hodgepodge of tatty posters giving various bits of medical advice. She took Tommy first to the scales and asked him to take off his shoes, which he did. She then stood him on the scales, facing us, and brought a measure down to his head.

'Six foot three,' she said, writing it down on a pad she took from her pocket. 'That's tall.'

'Yes, Miss,' said Tommy, smiling, eager to please.

'Now, step down and take your t-shirt off...'

Tommy did as he was told and revealed a body that was smooth and golden with broad shoulders, a chest that stood away from his torso dotted with two small hard nipples. As I took in the sight, I felt Sam look at me and smile. I tried to supress my smile but without much success. I recrossed my legs, which Tommy noticed.

Dr. Carol took the stethoscope from around her neck, plugged it into her ears and started to travel the other end -- clearly cold judging by his reaction - across Tommy's chest, asking him to breathe deeply. The end of the stethoscope went down across his flat stomach, ridged with abs and then she travelled it across his broad shoulders eventually coming back to his chest, stomach and then, going below the waist of his jeans, his groin.

'If you could take the jeans off for me...'

Tommy looked at her then at me and Sam, as if asking if that was OK, but getting no reaction from any of us, undid the top button, unzipped the zip and bent forward to unhook the jeans from his feet. Standing in front of us in white briefs with no fly or seam, it was possible to see his young penis and big testicles in detail. The penis was thick, long and clearly cut, as the ridge of the helmet was visible and there seemed to be a mole on the side of it, which we could both see through the thin fabric. Tommy noticed us examining him and blushed.

The doctor also stood appraising the beautiful young body then returned her stethoscope to Tommy's abdomen, moving it across his belly and lower abdomen, just inside the waistband of the briefs as she asked him questions about his sex life.

'How many sexual partners have you had in the last month?'

'None, Miss.'

'OK, in the last year.'

'Erm, none Miss. In fact, I've never had a sexual partner. I'm a...' But before he could say it, Dr. Carol jumped in.

'Now, if you could take the briefs off for me,' she said in a business-like way, which left no room for Tommy to question it as she looked towards us, her eyebrows raised at the idea of a virgin. Tommy also looked towards us to see our faces poker straight, then leant forward to remove the briefs, which he stepped out of, standing back up in just his white socks.

His penis was a beauty as I knew it would be: long and slightly curved upward near the tip and, with his testicles having shrivelled, probably with his embarrassment, it stuck out over them. The beauty mark on one side was the cherry on the cake. His face burned with embarrassment while Sam and I glanced at each other, resisting the urge to smile at the idea of us enjoying the specimen on display in front of us.

Dr. Carol reached forward and took Tommy's testicles in her hand. He flinched, she tutted, he apologised.

'If you could just relax a little, young man,' she said, almost sternly, 'we can get through this quicker. Your testicles are all shrivelled up so I'm just going to warm them so I can examine them for lumps or irregularities. Is that clear?'

'Yes, Miss. Thank you, Miss.' I almost felt sorry for the boy, blushing, exposed and clearly fighting an erection. Dr. Carol continued to massage Tommy's testicles until the skin of the scrotum relaxed and the two separate balls were visible in it. She weighed them in her hand and felt the surface of them through the skin of Tommy's scrotum, his penis resting on the back of her hand.

'Marianne, if you could just come over, I'd like to teach you how to do this,' said Dr. Carol in my direction without taking her eyes off Tommy's penis. I looked at Sam and couldn't resist a smirk, then walked towards Tommy, who was staring at the wall, clearly trying not to be in this room, naked under the gaze of these two older women and his coach.

'Now, if you just take both testicles in your hand...' said Dr. Carol, taking my hand and placing Tommy's balls in it, 'you can feel the weight. These testicles are actually quite heavy... Can you feel.'

The smooth, shaved scrotum felt silky in my hand and I manipulated the testicles as Tommy's penis began to grow and rise.

'Now, don't worry about that,' said Dr. Carol to the young man whose face was burning with shame. 'It's quite natural. Now, Marianne, feel the entire surface of each testicle and tell me if you feel anything unusual.'

'No, Dr. Carol,' I said, 'That all seems right to me.'

'And to me,' she said. 'One is slightly bigger than the other, which is normal. Why don't you crouch down to see if you can see anything amiss.' I did as I was asked and had my face inches from Tommy's testicles, his penis dangerously close to touching me, no doubt feeling my breath on it. They were beautiful balls. Perfect even.

'Everything looks... perfect,' I said, standing back up.

'Now, I'm going to check the groin to make sure there's nothing there,' she said, now pressing around the base of Tommy's horizontal penis with the forefinger and middle finger of her right hand. 'Now you try...'

I did as Dr. Carol had done, pressing lightly around the base of the thick penis, which now had a vein running along one side, causing it to thicken and rise even more until it was standing diagonally away from Tommy's belly.

'Again, I think that's all quite normal, don't you?' said Dr. Carol, looking at me with a shadow of a smile at what we were doing to this young man. 'It's a shame that he has this pubic hair. Without it we would be able to see if there were any lumps or bumps that shouldn't be there...'

As I continued to feel around the base of this beautiful penis, Dr. Carol walked over to the medical examining table and started to attach some metal bars to it. I stole a glance at Sam, my hands still on Tommy's groin, and saw that he was smiling and trying to conceal the erection in his sweatpants. When I looked back to Dr. Carol, I saw that she had attached stirrups, the kind gynaecologists use to examine women.

'Now, Tommy, if you could just hop up on the bed...'

Tommy looked at the table, fear in his eyes but walked obediently towards it, his beautiful golden penis standing out in front of him, and sat on the side.

'Now, swing your legs up,' said Dr. Carol, at which Tommy twisted his buttocks on the paper and put his legs towards the foot of the bed.

'Now, scootch down a little and put your feet up in these stirrups...'

'But, Miss, why...'

'Please, Tommy, just do as you're told and we can get you written up ready for training.'

Tommy did as he was told, sliding down the paper, putting his feet in the stirrups and lying against the backrest, looking towards Dr. Carol who was now between his legs.

'Marianne, if you could join me... And you Sam.'

Sam got up from his chair, his erection plainly visible to me and probably Tommy and Dr. Carol. We joined the doctor between Tommy's legs and were treated to the sight of the young man's perineum, that beautiful line down the middle of it, and the pink of his anus among just a wisp of blond hair.

'Now, we need to check Tommy's prostate,' said Dr. Carol, almost as if Tommy wasn't there. 'So, let me put a bit of lubrication on your finger, Marianne...'

I held out the forefinger of my right hand and Dr. Carol squelched some lubrication onto it. Even the sound of it was rude.

'Now, first circle the anus, to relax it and get some lubrication on it...'

I looked at Tommy, who had put his head back on the bed and closed his eyes, his face red with blushes. Then I put my finger on his anus, and, as Dr. Carol had instructed, started to circle it. I glanced at Sam, who was smiling, his eyes fixed on my finger and Tommy's hole.

'Yes, that's good,' said Dr. Carol, still managing to sound professional though this was clearly not the right way to be examining a young man's prostate... by letting an untrained woman do it.

'Now, squeeze your finger in. This shouldn't hurt, Tommy, don't worry. You'll just feel a little discomfort.'

I forced my finger into the tight little hole, which resisted at first and then seemed to open for me, allowing my finger to slip in past the knuckle as Tommy let out an involuntary sigh. Sam, Dr. Carol and I looked at each other, smirking at the realisation that this young man was enjoying the experience of having his virgin hole invaded by an old lady, while two others watched on. I looked up at his penis, which was so hard it had lifted up away from his belly, leaving a gossamer trail of precum. His testicles moved mysteriously within his scrotum as I felt the warm inside of his anus.

'Now, Marianne, just rub your finger inside. You're looking for anything that feels like a lump...' I ran my finger, palm up, around the upper bit of Tommy's rectum, almost as if I was beckoning, my finger bent and facing towards myself. Another groan. More smirks.

'It all feels, well... lovely,' I said, enjoying controlling this beautiful young man's most intimate spot. 'Sam, why don't you have a go?'

Sam's eyebrows shot up but before he could say anything, Dr. Carol chimed in with, 'Good idea. The more people know how to do this, the safer our young men are...' as if it was some kind of public-spirited service we were carrying out.

'Well, if you say so,' said Sam, holding out his finger -- much thicker than mine - for the lubricant. Once it was covered, he said, 'Be ready Tommy. I'm coming in,' to which Tommy just nodded, his eyes still closed. Sam smeared the lubricant around the now slightly loosened hole and then, with a little push, entered the young man with his manly finger. Another groan.

Once he had felt like I had for lumps in the rectum of young Tommy, of which there were none, Sam started to withdraw his finger, then pushed it back in, withdrew, pushed... until he was basically finger-fucking the young man, whose thighs were spreading and whose whole body was pushing down against the finger inside him. Putting his thumb to Tommy's perineum, Sam started to go faster. Again Dr. Carol jumped in.

'You know, it would be a good idea if we could milk Tommy like this,' she improvised. 'The pressure on his prostate will facilitate a particularly intense ejaculation, which will be interesting for us to observe. Maybe Marianne...'

I walked around to the side of Tommy, still watching Sam fucking him with his finger.

'Tommy, has anyone touched your penis before?' asked Dr. Carol, knowing what the answer would be. 'I mean touched it properly.'

'Erm, no Miss,' said Tommy, his eyes now open, looking between me and his trainer between his legs.

'And you would have no objection to Marianne...' She said this in a tone that was not eliciting objections.

'No, I don't mind, Miss,' he said to Dr. Carol. Then, looking at me, 'You can do whatever you like to me, Miss,' and his penis lifted away from his stomach as if inviting me to grasp it. I felt the heat of it before I touched it. The skin was soft, the hardness like iron beneath it. There was already precum and, as I moved my hand up the length of that beautiful penis, it got on my hand. Tommy looked at me, half in ecstasy, half anxious, in case I should be angry that he got his filth on me. I put my hand to my mouth to taste it just to reassure him then went back to stroking him, my other hand reaching down for his testicles, touching Sam's hand that was massaging the lad's perineum as he carried on his work on that greedy hole.

I stood up close to Tommy, so that he could feel my skirt on the side of his body. I leaned forward so he could see my cleavage, my breasts moving as I stroked him. I knew he wouldn't last long and within minutes -- it may even have been seconds -- I heard, 'Miss, Miss...'

'Go ahead, Tommy,' said Dr. Carol, who was watching Sam and me as we gave Tommy the first sexual experience of his life, outside masturbation. His head went back, his body clenched showing off every muscle in his stomach and his legs as his anus seemed to grip Sam's finger.

A vein appeared in his thick neck, his golden face went scarlet as he licked his lips furiously... then the first rope flew from him, hitting him in the face. The second hit his chest, the third hit the sleeve of my blouse. And still it came. So much young sperm. I could see his perineum pumping under Sam's thumb as the liquid left his body, thick and creamy, covering his stomach. And then the spurts became less urgent, his body relaxed.

I kept his penis in my hand, squeezing out the last precious drops, as Sam gently removed his finger from Tommy's anus. I looked at Tommy. He was blushing. He saw the blob of his sperm on my arm... 'I'm sorry, Miss,' he said.

'Please don't worry,' I told him. 'That was quite... lovely.'

'Stay there, Tommy,' instructed Dr. Carol as she walked over to get some paper towels from a dispenser. 'And Marianne and Sam, if you want to taste what Tommy has just produced for us, be my guest. It would be a shame to waste it...'