I had promised never to tell this story out of privacy and respect, but after all these years and still not being able to get it out of my mind, I think the only way I can stop thinking about it is to write it down and release it into the world. For the sake of retaining some privacy, details like names and places have been changed, but other details? Those are emblazoned in my mind as if they only just happened, so I assure you, you’re going to see, read and feel every moment as I did.
My story begins during my senior year in high school when I was 18. I was relatively strong academically, seemingly at the cost of my popularity with some of the other students. I’ve never understood why people are criticised for actually wanting to learn whilst at school, particularly by their peers, isn’t that the point of being there? I was tall and slim although not much to look at in the looks department as I was regularly reminded. You try to ignore these things but it does eventually get to you, and even after close to 7 years of the same relentless abuse, I found myself quiet and alone as my peers filed out of our English class.
“Alex, is everything ok?”
I looked up to see my English teacher, Ms. Scott, stood in front of my desk with a concerned look on her face. I had always gotten on well with Ms Scott as I think she appreciated my willingness to contribute in class. She had become something of a light confidant over the years and I felt comfortable talking to her about the issues I was having with other students or any kinds of struggles in my life. She was in her early 30s but still retained a youthful face and a pleasant smile that lit up when she was discussing the different aspects of English. You could tell she was in teaching for the pure love of the subject, and it was an energy that I found to be contagious.
She was relatively short, no taller than about 5″4′ I would have said, meaning that when I stood I towered over her with my own 6″ frame. She wore modest clothing that was appropriate for her job role, usually consisting of a blouse and fitted trousers. She had what I would have described as being a typically womanly figure if you were to base your assumptions on what you see day to day rather than on TV. Her fitted trousers, whilst still professional and appropriate, stretched tight across her ample backside and her breasts whilst always covered were noticeably outlined beneath her blouse.
If you couldn’t already tell, it was safe to say that I had more than a bit of a crush on her. Like most boys at that stage in their lives, I had hormones racing all over the place pushing thoughts of various degrees of sexual and lustful desires into and out of my mind. I would never have dreamed of acting on any of my impulses like some oafish Neanderthal with no self-control, although it was noticeable that some of my male peers didn’t exactly share my philosophy. It was embarrassing to be completely honest, witnessing the way they would leer at and talk about the female students and some of the female staff to a certain degree. I don’t consider myself to be prudish (I mean I’m writing this for heaven’s sake) but I found something distasteful about the way they openly went about things.
I appreciate that all of that makes me sound like a hypocrite considering the description I just gave you of Ms. Scott’s figure, and I suppose I am to a certain extent, but still I maintain that whatever thoughts I may have had I kept to myself and only to myself where they could do no harm. I had my fantasies, and they were to remain as just that. That being said, the gods, if there are any, seemed to think it fit to reward me every now and again when it came to aiding my imagination. I remember the first time that my feelings of affection towards Ms. Scott breached into full on desire; I had developed a habit of what I hoped was subtly noticing her figure, particularly as she walked away from me in class. Being sat at a desk, I was eye level with her waist and ass, making it difficult not to steal a glance as she passed my desk, and typically causing an excited rush in my body. Not enough to get me hard, thank God, but enough that it was pleasurable and that I took the opportunity to do it whenever I could. I guess there was a certain voyeuristic rush to it.
On this particular occasion, she had walked past me and as normal I stole a quick glance away from my work to check her out and noticed she had squatted ahead of me to assist another student. Her ass looked fit to burst out of her trousers from the additional pressure but what caught my eye the most was that her blouse had also ridden up slightly at the back revealing her lower back and the top of a lacey, black thong.
‘Holy fuck,’ I thought.
Now blazing at the forefront of my mind was the image of Ms. Scott standing in nothing but that black thong. I quickly snapped my gaze away as it suddenly felt like I had been staring for hours rather than the couple of seconds at most it actually was. Still the image wouldn’t go away and what was more, my mind was adding to it. It was as if every desire was suddenly being activated as in my mind I heard her say, “do you like what you see Alex?”
I very much liked it. Too much in fact. I could feel a rapid tightening in my pants as blood started to rush uncontrollably to my crotch. Thankfully, Ms. Scott stood back up and removed the visual stimulus from me, allowing me to start regaining control before I embarrassed myself. That was the first time I vividly remember having such a strong reaction to her. Needless to say, at home that night I blew the biggest load I had ever mustered as I thought about her and touched myself.
The next and slightly more embarrassing incident came about later that same year. At this point I had been trying desperately not to rely too much on thinking about Ms. Scott when on my own, but my mind always came back to her in one form or another. It felt like infatuation rather than actual attraction, and I told myself over and over again that it was nothing more than a rush of hormones caused by my maturing body.
I sat down in her class and prepared myself for the next hour. At least when I was doing classwork for her, I had something else to focus on making the lessons manageable. As she was addressing the class at the front of the room, I started to notice something. Each time she turned her body to the right to motion at something on the whiteboard, I saw a flash of black clearly between the spaces between buttons on her blouse. An entirely accidental effect of course, but the material seemed to be folded outwards rather than the typical inwards, presenting a small window to what lay beneath her blouse.
I tried my best to ignore it, difficult as it was. I told myself that as long as I could only barely see from where I was sitting, there was no need to become aroused or lose control. She started us away with a task and I immediately jumped on the opportunity to try and distract myself from what I had seen. As I opened my exercise book to begin writing, the boy sitting to my left raised his hand. He asked for help clarifying the task we had been given, prompting Ms. Scott to walk over to where he was sat. ‘Oh fuck,’ I thought to myself. Why did it have to be the guy on my left and not my right? Everything would be ok, as long as she kept standing upright. The gods, on this occasion, weren’t kind.
She bent over in front of his desk to talk to him more quietly so as not to disrupt the rest of the class, ironically having seemingly no clue of the amount of disruption she was about to cause me. As I had feared, the gap in her blouse was more pronounced up close, and I could see the black was a lace bra and her right breast filling the cup with a combination of size and gravity working on it. It was too much for me to suppress and my mind burst into action filling my head with images of her in the bra and the thong that presumably went with it. My pants were tightening once again, a raging erection trying to force its way out of my trousers and creating a large, noticeable bulge. I tried everything to force it back, but my mind would not let me.
‘At least no one can see,’ I foolishly thought.
To my left I heard the sound of a pencil dropping to the floor and saw it roll just under my desk.
“Whoops,” said Ms. Scott, “I’ll get that.”
Panic setting in, I watched in terror as Ms. Scott leaned and looked under the table where my throbbing erection awaited her. I couldn’t be sure, but I could have sworn she stopped for just a brief second and quickly looked up at my eyes and then back under the desk. What would she do? She must have noticed, surely? God this was so embarrassing!
In less than a second it was over. She grabbed the pencil and returned back to what she was doing as if nothing had happened. Maybe she hadn’t seen it? No, she must have, it was pretty obvious! But there was a chance she hadn’t, right? Whatever had happened under the desk, I was going to make no attempt to bring it up, on the off chance she either hadn’t seen or had seen and didn’t want to talk about it. That suited me just fine. The difficult part was spending the rest of the lesson trying to subdue my aching boner so that I could actually leave the classroom.
Luckily, these thoughts were far from my mind as she stood before me in the classroom now. She had asked if I was ok and to be honest, I wasn’t. My time at the school was almost at a close and I was supposed to be considering my future, but the only consideration I had at that moment in time was the looming threat of the Leavers Prom. I wanted to go, it was a milestone event after all, but I had no one to go with, no one I would really socialise with at the event even, and I couldn’t shake the feeling that it would be better for me to miss it than to turn up alone and open myself up to more abuse.
“It’s nothing really, Ms. Scott,” I said with the pre prepared lie that everyone seems to do when someone asks how they are.
“Are you sure?” she responded. She knew me well enough to know when something was bugging me and how to get me to talk.
“I don’t want to take up too much of your time…” I tried to protest.
“I have a few minutes I can spare,” she said, taking a seat at the desk nearest mine.
“Well, it’s silly really, it doesn’t really matter, but I’m feeling a bit low about the Leavers Prom,” I finally confessed.
“Ok, how so?”
“I’m just really wondering whether it’s even worth me going.”
“What makes you say that?”
“You’ve likely noticed I’m not the most popular person around here, I feel like going to a gathering of all of the people I don’t get on with won’t necessarily be the best thing for me. But at the same time, I don’t want to miss out on celebrating my achievements, you know? Plus, everyone is going to look their best and it’ll just accentuate the fact that I’m not as good looking as everyone else, I get enough grief for that as it is.”
“Well, I think you’re quite handsome,” Ms. Scott suddenly replied.
“Excuse me?” I replied in shock.
She seemed to have realised that what she had just said could be misconstrued somehow and was fighting to give a more appropriate response.
“By which I mean that you shouldn’t be concerned about what others think about how you look. Whatever your best is should be good enough for you and not anyone else.”
I was still processing what exactly she had said but managed to muster up a quiet, “I guess so.”
“And besides which,” she continued, trying to move past her previous comments it seemed, “it won’t just be other students there, it’ll be staff too.”
“Including you?” I blurted out, far too keenly.
“Yes of course!” she replied with a smile.
I thought about it for a brief moment and then nodded my head.
“Ok, I’ll go.”
“Lovely,” she replied. “Now off to your next lesson, I’ve got a little prep work to still do for mine.”
I left the classroom with her words still echoing in my mind, over analysing everything as usual. There was no way she meant what she said, she was merely being kind, but still to hear the words, ‘I think you’re quite handsome’ come out of her mouth was a difficult thing to move past.
* * * * *
It was the night of the Prom. The school had booked out a local hotel with a function room and I was on my way there now, suited and booted. I enjoyed wearing a suit and felt I looked my best in one, but my nerves were still through the roof. I arrived early and immediately went and propped myself up near the bar. I watched as other students filed their way in, taking little notice of what they were wearing or how they looked; I only had one person I wanted to see tonight. I was definitely looking forward to seeing Ms. Scott outside of the context of school and had wondered what she might wear. I couldn’t allow myself to think about it too much however for the reasons I have made clear throughout this, but for those brief moments I felt a sense of anticipatory excitement.
Almost everyone was here now, barring a few missing students and a couple of members of staff, which seemingly included Ms. Scott. I started to worry and wonder where she was or if she was even coming tonight! All of this ran through my mind as I heard a voice say my name behind me. I turned and saw Ms. Scott standing in front of me. She was wearing a pale blue dress with a print of white flowers on it. It stopped just above the knee and hugged her figure completely from top to bottom. Her brown hair hung in loose ringlets over her shoulders framing a swooping v shaped neckline that emphasised her bust which I could now see was bigger than I thought before. I stumbled over my words as I tried desperately not to stare.
“H-hi Ms. Scott.”
“I’m so glad you decided to come Alex, you deserve it after all of the work you’ve put in. And that suit does wonders for you, you look like you’re supposed to be wearing it if you get my meaning.”
I was still struggling with basic comprehension at this point.
“What do you mean?”
“Well, I mean some of the other boys here you can tell aren’t comfortable in formal wear and are probably looking to get out of it as soon as possible, but this really suits you, it looks good.”
I was so unfamiliar with receiving a compliment on my appearance that I didn’t quite know what to do or how to respond. I defaulted to the only thing I could think of.
“Thanks, Ms. Scott, you look amazing too!”
Oh, sweet Jesus, I had just told a teacher they looked, ‘amazing’, could I have been anymore inappropriate? I wanted the ground to open up and swallow me whole before anyone noticed.
“That’s kind of you Alex, thank you,” Ms. Scott said, clearly noticing my discomfort and mercifully moving the conversation past it before things could get even more awkward. “Are you staying at the hotel tonight?”
It was an option that had been made available to us all should we want to take it, but I had decided that the comfort of my own bed would be sufficient.
“No, no I decided against it.”
“I always stay,” she continued, “saves a drive home and means I can enjoy myself, you know?”
“Speaking of which,” I interjected, “can I buy you a drink? As a thank you for everything over the years and for, well erm… tonight I guess?”
“A thank you for tonight?”
“Well, you know, I mean I wouldn’t have come if you weren’t going to be here too… erm I mean, if you hadn’t convinced me.”
It was one faux pass after another tonight. I felt an overwhelming urge to just leave and put this night behind me, but Ms. Scott’s disarming smile was keeping me from leaving.
“Well, I’m flattered, but I’m sure there are other reasons for you wanting to be here than just me,” she replied. She was looking me directly in the eyes and I returned her gaze trying to understand what exactly was happening, if anything.
“How about that drink?” I asked, neither confirming nor denying what she had just said.
The truth was she was the only reason I was there. Call it infatuation or desire or whatever you want, I needed to see her again if this was going to be the last opportunity to do that.
“Sure,” she replied with a smile.
* * * * *
We ended up sitting down in a corner of the venue talking for most of the night. We had a couple of drinks, but only enough to loosen the conversation and calm my nerves. We talked about my future, reminisced on the years gone by and generally grew more and more confident in each other’s company. Truthfully, I had another agenda, one that it was taking me hours of anticipation and build up to even try and engage. I had decided before coming tonight that I needed to come clean about my attraction towards Ms Scott as part of me was racked with paranoia that she may think less of me or have been embarrassed by my behaviour towards her over the years. This would allow me to apologise and to move on, at least in theory.
“Um, Ms. Scott, I… I have something I need to say to you,” I began, feeling a slight tremble start to form in my voice as my nerves and anxiety burst to the surface.
“Go ahead Alex, I’m listening.”
“I just wanted to, er, I mean, I want to, not just…”
“Slow down Alex, take your time,” she reassured me.
“I wanted to apologise.”
“Ok, what on earth for?”
“Well, you know, the way I, er…”
She looked puzzled as the words I wanted to say failed to leave my mouth.
“The way I’ve acted around you this last year.”
“I’m confused, Alex, you’ve been a model pupil…”
“It’s not the academics I’m talking about, it’s the… the…”
“The what?”
“The way I stare at you and check you out all of the time.”
There was quiet between us for a moment. I couldn’t bear the silence so just kept talking and blurting out whatever came to mind.
“I mean I’ve spent most of my time in class catching glimpses of you and your amazing figure, hoping you wouldn’t notice, knowing somehow that you must have done and how horrible and awkward that must have been for you and…”
“I… I don’t quite know what to say Alex,” she began.
“I know, I know, I’m so sorry! It’s completely inappropriate and I feel really bad about it which is why I wanted to talk to you…”
“Ok, calm down Alex, if it makes you feel better, I’m not technically your teacher anymore so whilst it’s unorthodox and surprising to say the least, you aren’t going to get in trouble because of this, ok?”
She was taking this so well, far better than I could have imagined. I was expecting her to reprimand me in some way, perhaps even slap me for being so perverted and basically admitting to leering after her day in and day out, but in typical fashion she was being so kind and understanding. At the very least she was trying to reduce my levels of panic which unfortunately wasn’t working despite her best efforts. I could feel my pulse had risen considerably and my breathing was getting quicker and shallower. I was blossoming into a full-on panic attack.
“We need to get you away from here to calm down and catch your breath,” she said, standing and digging in her purse. She produced what looked like a key and motioned for me to follow her. “Come with me, we’ll go to my room and you can lie down while I get you a glass of water.”
I obediently followed her up a single set of stairs to the floor above us and down a corridor to her room. She opened the door with a single quick motion and waved me inside.
“Lay on the bed and do your best to try and slow your breathing down. Take a big breath in through the nose, hold it and then out through the mouth and keep doing that, ok? I’ll be back in a moment with some water for you.”
I did as I was told, too wrapped up in my panic to really assess the situation around me, which was probably for the best all things considered. I was laid in a bed in a hotel room waiting for Ms. Scott to come back, the thought alone would have been enough to set me off. I closed my eyes as I repeated the breathing exercises she gave me and felt my panic slowly starting to subside and my heart rate returning to normal. I opened my eyes again just in time for Ms. Scott walking back through the door and holding a glass of water.
“How are you feeling?” she asked as she brought over the glass and handed it to me.
“Better, thank you,” I replied, taking a sip.
Things went quiet between us again as neither of us seemed to be able to think of what to say next.
“I’m sorry about all this,” I finally said, breaking the silence.
“It’s ok Alex, panic attacks are more common than you think…”
“No, not that, what I said before.”
“Oh, I see,” she replied. She seemed to be thinking something over. “Did you mean what you said before?”
“About the leering and staring at you? Yes, it’s all true, I’m so sorry…”
“No no, not that. When you said I had an amazing figure?”
“Well yes, absolutely! You’re stunning!”
I wasn’t sure where this was going but I felt honesty was the best policy at this moment in time.
“Thank you, Alex,” Ms. Scott said. “It’s been a while since anyone has complimented me like that.”
I was finding that hard to believe and a little shocked that she was continuing to take this all so well.
“Well, it’s true,” I finally said.
“So, what is it about me you like specifically?” she asked in return.
I was knocked for six by the question. Was she ok with this? Was it just curiosity? I didn’t know how to respond.
“Ms. Scott, I… I don’t think I can answer that…”
“Ok Alex, I understand you have misgivings about telling me but let me remind you what I said earlier: I am no longer your teacher. You are an adult now, as am I. So, there is nothing wrong with telling me what you like about me, particularly as I have asked you to, ok?”
“Are you sure, Ms. Scott?”
“Yes, absolutely. And I think you can stop calling me Ms. Scott now. Call me Lydia, ok?”
“Ok er… Lydia,” I replied, straining myself not to call her Ms. Scott.
“So?” she asked, permitting me to continue.
“Well, erm, I like, erm…” I stuttered in response.
“A conversation between two adults, nothing else Alex, ok?” she reassured me.
“I like your ass and how your work trousers were always so tight around it. I used to wait for you to walk past my desk towards the front of the class and catch a glimpse if I could.”
It felt good to get that off my chest and felt even better to not be immediately slapped in return. If anything, Lydia looked quite pleased.
“Go on,” she said.
“And then one time, you squatted down at a table in front and I could see a thong sticking out of the top of your trousers. It turned me on so much, like I immediately got…”
I stopped myself before I could continue. Was I really about to admit that I had gotten hard in her class?
“Got what?” she asked, seemingly very innocently, but with a certain mischievous knowing grin.
“Got hard, it got me really hard,” I replied, plunging into uncharted territory.
“Really?” she said, raising her eyebrows. “Was that the only time I made that happen?”
“No, it wasn’t, another time you were standing at the desk next to mine and bent over and I could see inside your shirt to your bra and breasts and I couldn’t stop myself. Then a pencil got dropped under my desk and you went under the desk to get it, I felt certain you’d seen my hard on…”
“I must admit I do remember that,” Lydia said with a slight chuckle. “For the record I did see although I had no idea I was to blame for it.”
“I wouldn’t have said ‘to blame’ as such, but you were definitely the driving force behind it, even just a glance at those impressive breasts of yours was enough.”
I was feeling more and more emboldened by her responses. It felt like my dreams were about to come true, but some part of me was still holding onto caution and not allowing me to commit to the moment entirely.
“As I recall I’m not the only impressive one,” Lydia continued. I could see a fire in her eyes. Oh my god. This was really going to happen!
“Having you to inspire it helps,” I said almost breathlessly as my heart rate and breathing started to rapidly increase again, although not out of panic this time.
I saw Lydia make a small bite of her bottom lip. She turned towards the hotel door and walked back over to it, locking it before returning to the position she was standing in before in front of me.
“Tell me Alex, what can I do to inspire you now?”
I felt my blood run cold and my hands begin to shake. My dreams were coming true in more ways than I could have ever believed. But still that part of me screaming for caution wouldn’t let go.
“Please, Ms… I mean Lydia, are you sure this is what you want to do? I’m not certain it’s right…”
“Alex, this may be the last time we see each other. I’ll say it again: we are both adults. It has been a while since I have felt as appreciated as I do right now and if it will ease your mind to know, I’m very interested in finding out exactly how impressive you are. So, I’ll ask again, what can I do to inspire you now?”
With that, the caution in me was cast out, like her words had exorcised a demon from me that was trying to ruin everything.
“I’d like to see if what is underneath that dress is every bit as amazing as I have imagined.”
With a wicked smile and maintaining a sultry gaze towards me, Lydia reached behind her and unzipped her dress. The fabric dropped away from her slightly as the pressure was released. She ran her hands over each of her shoulders in turn, lowering the straps of the dress down her upper arms before raising both hands to the lowered upper hem of her dress and pulling it slowly down towards the ground, bending towards me as she did so. She then stood revealing the same lacey black bra and thong combo that I had fantasised about on so many occasions.
“Do you like what you see Alex?” she said, echoing the words I had long imagined her saying to me. “Oh, I think I can tell that you do,” she continued with a smirk.
I followed her eyes down to my crotch and saw my cock bulging through the material of my suit trousers. I had been so entranced that I hadn’t even noticed how hard I was getting, but seeing it brought it to the forefront of my mind and I could tell that I may well have been harder than I had ever been right now, my cock eagerly throbbing and wanting to be free of its confines it seemed.
“Before you show me, Alex, I need to know that you’re 100% ok with this. I see how hard you are but I need to know from you, is there anything you still feel uncomfortable about?”
“No, no, I’m fine!” I tried to reassure her.
“I mean it Alex; I’m not doing this unless you tell me the truth. Do you really want this?”
“It’s not a tough call to make with you standing there like that you know?” I replied, trying to sound confident. I did want this, more than anything in the world, but was she having second thoughts now that the reality of it was in front of her?
“Ok, I’ve gotten a little carried away, I’ll admit. But is that a yes? Truly a yes?”
“Yes, this is all I’ve ever wanted, this moment with you,” I confessed, meaning every word.
“Ok then,” she smiled. The smile turned to a grin and the fire returned to her eyes as she returned her gaze to my twitching cock. She went to kneel between my legs on the side of the bed so that she was eye level with my waiting hard on. “Are you going to show me how impressive you really are?”
Needing no more encouragement, I unbuckled and unzipped my trousers, allowing them to fold open in a V shape that exposed my underwear. I reached into my pants and took a hold of my cock, definitely bigger than normal and with a sheen of precum already at the tip it seemed, and with a single movement released my throbbing member from its confines.
Lydia gasped and moved back in shock, her hand covering her mouth as her eyes bulged in surprise.
“Is everything ok?” I quickly asked, a little paranoid that something might be wrong.
“Yes, I mean, wow Alex. It’s so big!” she replied almost breathlessly.
I had never considered myself anything other than average before, so I wasn’t quite sure how to react.
“Really?”
“God yes! It’s even bigger than I imagined! It must easily be ten inches long! And so thick as well,” she said as she gazed at it with a mixture of wonder and hunger. “Can I touch it?”
I nodded, unable to conjure words.
She wrapped a single hand around my cock, her touch sending shockwaves through me.
“Holy fuck, I can barely fit my hand around it!” she said with what sounded like a nervous laugh. “How on earth could you ever think that this was anything less than massive?!”
“Well, I mean I’ve not had much reference, you’re the only one who has seen it…”
“Really? Well then I am honoured,” she said with a sultry smile. “So, did you ever think about me outside of school as well?”
“So much, and only you too,” I confirmed. “Although I’ve never been this hard just thinking about you before,” I admitted.
“Well, I guess the real thing is better,” she replied, still holding my pulsating member in her hand. “What did you think about me doing?”
“I, mmmph,” I winced as she started to gently stroke my cock up and down. “Pretty much, this,” I gasped, feeling so bombarded with pleasure that I could barely think straight.
“So just me stroking your hard, fat cock?” she purred back. “Anything else?”
I was starting to realise that she was asking because she intended to do all of the things I had dreamt of, and there wasn’t much I hadn’t dreamed of doing with her to tell the truth.
“I imagined you sucking my cock,” I said, taking the plunge.
“Well, I’m not sure how much of this thing I can fit in my mouth, but let’s see shall we?”
Lydia moved her head to the tip of my cock, still stroking as she went. She placed her lips on the head and gave it a slow kiss. How I didn’t just spray my load all over her then and there I will never know, but somehow I was able to hold back whilst she continued to part her lips slowly but surely in longer and deeper kisses. I started to feel her tongue teasing the tip and rolling around it. I was in heaven.
She pulled back for just a second and gave me a devilish grin. She took in a big breath, opened her mouth wide and dropped herself onto my waiting cock. I instinctively thrusted upwards at the sensation of what I was feeling and seeing. Her mouth was warm and damp and I could feel her tongue lapping away at me. She was pushing back and forth in a firm motion, trying to swallow as much of me as she could, but she barely had half in. I didn’t care, this was everything I had ever wanted and I wasn’t about to complain.
After another few minutes of her thrusting down on my cock, trying to get more and more in, she drew away with a gasp.
“Fuck you’re so big!” she said, panting. “I hate to say it, but there’s no way that monster is going any deeper into my mouth.”
“That’s ok,” I said, panting away, “that was unbelievable.”
“Am I living up to your expectations so far?” she asked.
“More than living up, completely beyond that!”
“Good,” she said with a wicked chuckle. “So, you’ve imagined me sucking your cock before, have you ever thought about blowing your load in my mouth?”
“God yes, but to be honest I always kind of end up somewhere else…”
“Oh really?” she said, clearly enjoying this. “My face?”
“No…”
“My tits?”
“No…”
“My pussy?”
“No…”
“Oh I see,” she said, her eyes widening. “Well, you did say you spent a lot of time looking at it…”
“Yeah,” I confirmed.
“If only I’d known, maybe after class one day you could have bent me over my desk and taken it,” she continued, causing eruptions of desire and lust throughout my body at the image. “Well then, we’ll have to be smart about this. No one has ever taken my asshole before, especially not someone as big as you. We’re going to need to lube you up first, don’t you think?”
I obediently nodded, the image of fucking Lydia’s ass bent over her desk still strong in my mind.
“So here’s what we’re going to do. My pussy is so wet for you right now, so filling me up with that huge cock of yours there first will give you all the lube you need to slip straight into my ass, ok?”
As before, all I could do was nod. She stood and removed her bra allowing her breasts to hang free. She was easily an E cup and surprisingly perky still. Her nipples were already hard with excitement. I waited until she had removed her thong, revealing a smooth, shaven pussy, and pulled her in close to start sucking on her breast.
“Oh my,” she said, cooing as my tongue lapped around her nipple and I sucked her breast. My hands travelled down her back until there was one on each of her round, juicy buttocks, easily far too big for each of my hands to handle. “I can’t wait for you to stretch this ass out with that massive cock,” she moaned.
She moved her legs onto the bed so she was straddling my lap and moved her hand back to my cock, moving it to the opening of her dripping pussy. My god she was so wet. She pushed down slightly to let some of me in and hold me in place.
“Holy fuck,” she moaned. “This is going to take a little getting used to.”
I could barely hear what she was saying, the sensation of her tight pussy around my cock was almost too much to bear. She slid herself up and down, slowly at first and gaining slightly in pace, more and more of my cock disappearing inside her, eliciting more and more moans and cries until finally the whole thing was in her. I could feel pressure on the end of my cock telling me I had hit her back wall. I was giving her all that she could physically take.
She stopped grinding for a moment and took in a deep gasp as I felt her body spasming around my cock. She may not have been cumming yet, but she was close.
“Oh my god, it’s fucking ridiculous how big you are!” she said with close to a laugh.
“Were you almost cumming?” I asked, desperate for the answer to be yes.
“Oh yeah,” she replied, staring right into my eyes.
“Then let’s keep going, I want to make you cum hard,” I demanded of her. The one thing I knew that I definitely wanted was to make this the best experience of Lydia’s life because she was doing the same for me. I shifted her body weight onto the bed leaving me on top and free to control my thrusts. I plunged my cock as deep as it would go inside her, drawing a slight squeal of pleasure from her as I hit her back wall again and pushed it back. I started to form a steady rhythm of hard thrusts followed by a slightly slower pulling out, wanting her to feel every movement. Her body jolted with each thrust causing her breasts to wobble and bounce.
“Fuck yes, fill me up,” she moaned as I continued to drive deep into her. She started to buck back each time I went in causing me to plunge even deeper. “Oh god yes, right there, right there!”
I started to speed up my thrusts as I could feel her building close to orgasm. Her hips started bucking wildly in response.
“Yes, yes, yes, oh my god, I’m going to cum!” she cried, as I could feel her pussy tightening around my cock again.
I was straddling the fine line between trying to keep the pace going and maintaining her orgasm or cumming myself. She let out a huge moan as her orgasm hit her and her body started to shake and convulse. I was beginning to lose the battle with my want, no my need, to cum inside her.
“I’m gonna cum, too,” I moaned in unison with her.
“No you don’t!” she suddenly shouted.
She pulled herself away from me unsheathing my cock from her stretched pussy. I was a little disappointed to say the least, but also worried I had done something wrong.
“I’m sorry,” I said on instinct, “I didn’t know you didn’t want me to cum inside you.”
“Naughty boy,” she said wagging her finger, “did you forget in all of that that you were supposed to be cumming somewhere else?”
“Oh, yeah,” I replied, suddenly remembering the plan to lube my cock up ready for her ass.
“Almost denying me that big cock in my ass wasn’t very kind, was it?” she teased me.
“Am I ready?” I asked, eagerly.
“Hmm, it looks like it,” she replied, lust dripping from her every word.
She moved to turn around and present her ass to me. It was every bit as magnificent as I had imagined. Two huge round domes that seemed to eclipse the rest of her body and looked like they were made for taking the impact of my hips on hers. She reached back and spread her cheeks apart revealing a tiny, perfect asshole. Even with the amount of lube on my cock from her pussy, I seriously doubted I could even fit in.
“Do you want to take this virgin asshole Alex?” she purred.
“God yes I do, but don’t you want me to do anything else first? I don’t want to hurt you.”
“That’s very kind of you Alex, but I want this to be as raw an experience as possible. I want to feel every part of that huge cock as it enters me, ok?”
“Ok,” I replied. I needed no more reassurance, even if I was still unsure of how this was going to work.
I moved in closer and started to press my rock hard cock against her waiting asshole, which twitched as it reacted to the large invader about to breach it. I rubbed the head of my cock against her asshole for a moment to try and transfer some of the lubricant before positioning myself to push in.
“Are you ready?” I asked, tentatively.
Lydia responded by throwing herself back and I watched in awe as the head of my cock stretched her asshole wide open and slipped in.
“Oh my fucking god!!” she screamed as I stood paralysed with both surprise and lust.
“Are you ok?” I asked, worried that she was hurt.
“I’m amazing Alex, it’s just so, so big in my tiny asshole,” she moaned. “You’ve stretched me out so much, it’s like I can feel your cock getting bigger.”
“Do you want more of it?”
“All of it Alex! Just grab my hips like you’ve always wanted to and give me all of your cock in my ass!”
I did as I was told. I placed each of my hands on her hips and thrusted forward with everything I had, watching as my cock impossibly slid inside her up to the hilt. She let out an almost silent cry of pleasure as inch after inch of my cock penetrated her insides. Her tight asshole was contracting around me making it feel like vice around my cock.
“Now pound me, Alex, pound my ass and fill it with your cum!”
Still using her hips as leverage, I started to thrust in and out of her ass, each time feeling like the first penetration as her ass struggled to get used to the immense size. She moaned and squealed with each thrust, desperate for more. Her ass cheeks wobbled voluminously against my hips with each strike and I thought back to how I had practically worshiped this ass all these years. Now it was mine and it was taking every inch of my cock.
I suddenly heard a spraying sound on the sheets beneath us and looked to see cum shooting out of Lydia’s pussy.
“You’re squirting all over the bed,” I told her with no attempt to hide my pride.
“That’s what your huge cock is doing to me,” she cried. “I don’t know if I can take much more Alex, please fill me up with cum, I need it!”
As if responding to her permission, I could feel my body starting to move towards my own orgasm. This felt so much different than ever before; it felt like my cock might erupt and never stop.
“I’m gonna cum Lydia,” I moaned.
“Yes, I can feel it! Your cock is swelling up even bigger, fuck this is going to be huge!” she cried back as she began to thrust back even harder towards me.
With a huge groan and a final thrust, I speared her as deep as I could and let the cum flow freely out of me. The pressure was immense, it felt like each shot of cum came from a fireman’s hose being switched on and off again.
“That’s it, fill me up with cum! Oh god I can feel it, there’s so much!” Lydia moaned.
After what felt like an eternity, finally I stopped cumming. My cock was still deep in Lydia’s ass and as I collapsed to the side of her, she followed suit, keeping me inside as we spooned on the bed.
After a few minutes of panting, she turned her head to speak to me.