Caitlin’s day

I didn’t sleep well last night. I don’t know what’s wrong with me. I was super hot all night, just couldn’t cool off, even with the AC turned way down, I was still sweating. My whole body was flushed when my alarm went off. I stumbled out of bed wearing just a thin nightie and headed to the shower to try to wake up. I turned on the water and got in without letting it warm up. The cold water streamed down my naked body and I could feel my womanhood pulsate. It had been doing that since last night and I was starting to get concerned.

My family is very conservative and religious. Its the main reason I was enrolled in Evergreen Academy, an all-girls school. My father hated boys, if he ever caught one even glancing in my direction, there was hell to pay. My mother was no better, I’ve tried asking her about certain things, but she would always just say “Ladies don’t discuss those things.” With my current predicament, I didn’t who to turn to. I needed to figure what was happening to me, but I couldn’t ask anyone in my family. The cold shower helped, the pulsing had dulled to a small tingle now. I finished in the shower and got dressed for school. Panties and bra first, then skirt, blouse and vest. Mother always made me get the most restricting bras that didn’t allow any movement or show any curves. I got teased a lot about my chest size. Even though in the last year they’ve sprouted to a good size.

I turn 19 in a few months which means I was in the 18+ senior part of the campus at school. The new dress code started today, so when I got to school, I would have to ditch the bra and panties in my locker. My skirt hung down to just below my knees, technically, it could be an inch above the knee, but mother certainly wouldn’t allow such a thing. This was, of course, a violation of the new dress-code, but I couldn’t walk around at home with something coming down just to mid-thigh. I had several school skirts, so last night, I hemmed one up to the appropriate length and stowed it in my back-pack for today. I would have to change and remove my undergarments when I got to school anyway, the skirt was just one more thing.

I finished dressing, made sure I had all my things ready for class today and walked downstairs to breakfast. Mother greeted me cheerily “Good morning Caitlin.” “Good morning mother.” I sat down to eat my pancakes but the second my bum hit the chair, I felt the increased pressure on my womanhood and the tingle sensation increased. I tried my best to hid any reaction, thankfully, mother didn’t notice. As I was chewing a syrupy bite of pancake, mother asked “Are you coming straight home after school today?” I wasn’t, I needed to check the school library and see if they had anything about what was wrong with me. The library isn’t exactly a popular after-school hangout, so hopefully I would be able to find what I was looking for without any else noticing. “No, I need to do research at the school library for a paper due next week.” “Oh, alright. I’ll pick you up around 5 then. That should give me enough time to get home and make dinner. If you need to leave earlier, just text or call.” That gave me almost two full hours to do my search. “OK.”

Father dropped me off at school, he never talked much, especially to me. I walked into school and headed straight to the restroom to change. As I walked through the hall, I noticed most, if not all the girls were already in the appropriate attire. Some of their breasts swayed left and right, up and down as they walked. And the skirts? Well, good thing father didn’t see any of this. I didn’t tell my parents about the new dress-code, I can’t even imagine the level of freakout they would have had. As I neared the restroom, another girl entered just before me and I could tell she was wearing a bra still. At least I wasn’t the only one.

Once in the restroom, the other girl just stripped right there in the open area in front of the sinks. I blushed and quickly went into a stall and locked the door. I took off my vest and blouse, then pulled the one-piece bra over my head. My breasts bounced down, finally free from the constricting bra. Honestly, I was looking forward to not having to wear a bra all day. They were so tight, sometimes it got hard to breath. I got my arms back into my blouse and buttoned up, then the vest. After unzipping the skirt and letting it fall, I pulled my panties off. I exchanged the skirt for the shorter one I brought and put it on. I had tried it on last night to make sure the length was right, but it was only for a moment. I’d be wearing this every day from now on.

It was a bit more breezy down there and the tingling only got worse. I couldn’t help but wonder what it be like if someone were to see it, what would they think of my womanhood? This was a dangerous line of thinking, I was always taught to dismiss such evil thoughts. I shook my head and put the now removed clothes in my back-pack and headed to class. I sat down, crossed my legs as mother always taught me and pulled the skirt down as far as it would go, which wasn’t far, they normally rid up a bit when seated. So now the edge of the skirt was a bit higher than mid-thigh, and I didn’t have anything under it either, it was a strange sensation.

I got through my first two periods, then it was on to Mr. Doe’s science class. In addition to the new dress-code, I now also had to present my bare breasts to Mr. Doe! I couldn’t believe that was even a thing. A teacher being allowed to fondle a student’s breasts? And male teacher, no less! I’ve been dreading it all day. I walked as slow as I dared to my locker, then onto class, hoping I would be one of the last ones there. At least that way, I could see what happens to the other girls so I could prepare myself.

My plan worked, there was a line of girls in front of Mr. Doe’s desk, most already had their shirts opened and ready to go. I waited until there was only one girl ahead of me before I started to unbutton. With shaking hands, I unbuttoned my vest, then my blouse. The sensation in my womanhood grew to be almost unbearable. What was wrong with me?! As I approached Mr. Doe, I pulled my shirt open to let him have complete access to my chest, that was the rule, after all. Breasts must by completely uncovered during an inspection.

His eyes got wide and just starred at my naked breasts for what seemed like forever. Then he continued the ‘inspection’ with his hands. He placed both hands gently on the underside of my breasts. I squeezed my legs closed as hard as I could to try to dull the ever-growing sensation below. Mr. Doe lifted my breasts up, then let go and watched them fall and bounce. He cupped his hands fully around them and ran his thumb over each of my nipples. It felt unlike anything I’ve ever experienced before. Heat expanded in my face and womanhood. He kept moving his hands around my breasts, occasionally rubbing my nipples with his fingers. Then he leaned forward, cupped my left breast in one hand and put his lips on my breast. I felt his tongue roll around the edge of my nipple. Then he started sucking on it.

I almost collapsed right there, I don’t know how I remained standing, but I did. Mr. Doe sucked my left nipple, then switched to the right. I don’t know how long it lasted but I didn’t want it to stop. The sensation was electrifying. He completed his inspection and told me to take a seat. I composed myself the best I could, re-buttoned everything and took my seat. The pulsing between my legs was now unbearable. I don’t think I could wait until after school for an answer, I had to do something sooner. I sat with legs crossed and tried to pay attention, but my mind kept drifting to have my breasts suckled. I couldn’t get the image out of my mind. Looking down and seeing a pair of lips attached to one of my private areas, I wanted it again, but no! I couldn’t think like that. It was a sin.

As class neared its end, I thought to myself, Mr. Doe teaches science, maybe he could tell me what’s wrong with me. But could I talk to a man about that? What if he thought I was weird? Or what if he didn’t know and I made a fool of myself for nothing? The bell rang, I stood up and gathered my things as slowly as I could and waited until everyone else was gone before approaching Mr. Doe’s desk. I decided it was worth the risk, I needed an answer sooner rather than later. Besides, there was no guarantee the library would have what I needed, or if I could even find it before mother picked me up. Starring sheepishly at the floor, I asked. “Mr. Doe, I...um, I have a….question.”

“Caitlin, I’m your teacher, answering questions is kinda the whole gig. So what’s up? Are you struggling with today’s lesson? You seemed at little off today.”

“No, that’s not it. Its...something else. I feel really weird asking anyone about it. Its very...personal.”

“You can ask me anything, I’m a scientist at heart.”

This was insane, how could I be doing this? But I really needed an answer, so I kept at it. “Well, its just that...um...All day, I’ve been having a weird feeling.” I took a deep breath and continued “You know, a feeling...down there.” I motioned to my private area and felt so embarrassed. I wouldn’t be doing this if it wasn’t absolutely necessary, which it was. “Well, ok. I can see why you would be embarrassed by that. But don’t be, whatever is going on is probably perfectly natural and normal. So, can you elaborate? What exactly are you feeling?”

“Its like a tingling feeling.” I probably should have described it in more detail, but this was bad enough. I wasn’t about to tell this man what my womanhood had actually been feeling like since yesterday.

“Oh? Hmm, that could be a couple different things. I think it would be a good idea to do a vaginal inspection.” Up to that point, I had continued to stare at the floor. But my head snapped up at that. Vaginal inspection! He had to be joking, didn’t he? “Is that really necessary!?”

“I’m afraid so.”

I couldn’t believe it, he was serious! He really wanted to inspect the most intimate part of my body. My own mother would never even think about discussing such thing, much less looking at it. And here was this man, using the word nonchalantly without a care in the world. Could I really let him see that part of me? I didn’t know what to do. The pulsing was only getting stronger, I didn’t have a choice. “Alright, what exactly does that entail?”

“Well, for this kind of inspection, you’ll need to be completely nude, so go ahead and take off all your clothes.”

I was floored by his response, I don’t know what was expecting, but not that. He wanted me to get completely naked!? He’s already seen my breasts, he’s even touched and sucked on them. But completely nude? That was something entirely different. But again, if that was the only way to get an answer to what was wrong, I had to do it. I glanced at the door, which stood wide open. “I have to take everything off? Like everything, everything?”

“That’s right.”

Getting naked in front of one of my teachers was once thing, but with the door open like that, anyone could see. “But the door’s open! What if someone sees!?”

“Caitlin, this is a perfectly normal inspection, I’ve done it tons of times. There’s nothing to be embarrassed about, I’ve seen it all before. So has everyone else in this school. So don’t worry about the door. Go ahead and get undressed.” I glanced at the door for a few more seconds, pondering what to do. Then I began to unbutton my vest. I slid if off, folded it and placed it on top the nearest desk. I did the same with my blouse, Mr. Doe holding his gaze on my eyes. I slid off the blouse, folding and putting on top my vest. I stood in front of Mr. Doe, now topless. He’s already seen me like this, but with my shirt completely off, it felt different somehow, more exposed. Cool air rushed over my breasts, hardening my nipples. I almost always had a bra on, so this was a new experience for me, it felt liberating somehow, I couldn’t quite put my finger on it.

My hands fidgeted at the waist of my skirt, knowing I had to expose myself even more. I didn’t know if I could go through with this. Part of me wanted to get dressed as quickly as possible and dart out the door. But another part of me wanted to continue. The stronger side of me won out, I reached behind to the back of my skirt, undid the zipper and let it fall to the floor, all while maintaining eye contact. Mr. Doe had a sort of grin on his face, I had no idea what was going through his mind. I bent over and picked up my skirt from the floor, my breasts hanging down as I did so, they were never free like this so it was yet another new experience. They swung with me as I moved, I liked the way it felt, even though I knew I shouldn’t. I stood back up, neatly folded my skirt and placed it on top my other clothes.

I was now standing in front of Mr. Doe’s desk, fully nude. The first and only time I’ve done that with anyone. Not even a doctor had seen me like this. He motioned with one hand, “Come over here and let me get a good look.” I walked around to the side of his desk to allow him a look at my entire naked body. I didn’t know what to expect and was beyond nervous, more like terrified. He looked me up and down for a few moments, taking in my bare, pale smooth skin. His gaze lingered on my womanhood for what felt like an eternity. “Alright Caitlin, I’ll need you to sit up on my desk here and spread your legs wide so I can get a good look.”

My eyes went wide in shock and all the color drained from my face. Did I hear that right? “What!?” I exclaimed. I couldn’t do what he was asking, I just couldn’t! “To determine what’s causing your tingling, I’ll need to do a thorough inspection. And that means you’ll need to show me everything.” I starred in disbelief and glanced back to the door behind me a few times. This was absurd! I couldn’t think straight, my heart was pounding in my ears and my skin felt like it was on fire. I finally moved over to the desk, sat on the edge and spread my legs a few inches apart. “I’m afraid you’ll have to do better than that. Scoot back just a bit, raise your legs in the air and spread them as far as you can.”

I couldn’t get a coherent thought through me head, I just complied with my instructions. I moved back so my entire bum was on the desk, placed my hands behind me for support, then I lifted my legs and spread them as far as they would go. Mr. Doe leaned forward from his seat and got within inches of me. He put two fingers on the folds of the skin of my womanhood and spread them apart. He looked for a few moments before removing his hand. “I know what the problem is.”

“Oh god!” It was serious wasn’t it? Was I going to die?

“Its not that bad, perfectly normal. There’s actually nothing wrong with you, you’re just concupiscent.”

“What? What’s that mean?” I’d never heard that word before.

“The colloquial term would be horny. There’s a simple remedy. You need to have sexual intercourse. As soon as possible.” I stammered in disbelief. “Intercourse! But I’ve never...I mean...oh my god! I can’t believe this is happening! Isn’t there anything else I could do instead? I’ve never done anything like that before. Why now? Why is this happening?”

“I’m afraid there’s no other recourse. You’re going to have to have intercourse with someone. As far as why its happening? Well, I’ve been seeing this a lot lately with some of the other girls. You’re just at that age where you have these needs. And that’s what it is, its a physiological need, nothing to be embarrassed about. I could help you out, if you wanted.”

“Help me? You mean, have...intercourse with me?” Internally, I was having a meltdown. Sexual intercourse! That was only for making babies, and you had to be married first. Anything else was a grievous sin. I didn’t know much, but I knew that. But my teacher was telling me something different, he was saying I had to, to satisfy a physiological need. It would be ok, then, right? I wasn’t sure, I thought it over, my eyes darting in every direction, trying to think of an alternative or anything really. But I was completely inexperienced with this kind of thing. The way I was raised, I just didn’t know. I’ve overheard some of the other girls in the hallway talk about fingering themselves. I wasn’t 100% sure what they were talking about, but I always felt dirty whenever I heard such talk, so I assumed it was something sexual. I could maybe try that, but I had no idea even how to. What I did know; I needed help and there was no other option. I sighed “Ok, what do I do?”

I was still spreadeagle on the desk. Mr. Doe stood and began to undress. “What are you doing?” As his shirt came off he answered, “Sexual intercourse requires both people to be naked.” I really had no idea, but considering I was already naked, I guess it made sense. “Oh, ok.” Next came his pants, I could see something hard and long pointing out from his undershorts. He finished taking off his undershorts, (I think there was as term for them, but I wasn’t sure) and I starred at his private area. After a few moments, Mr. Doe cleared his throat. “Uh, sorry. I’ve just never seen one before.” And I hadn’t, I new men had something different, but I really didn’t know exactly what.

“Didn’t you have sex-ed? They usually have pictures of the male genitalia.”

“No, my parents wouldn’t let me take it.” Sex-ed was a required class when you transferred to the senior area of campus. But of course, my parents wouldn’t let me take it. They had to sign a bunch of forms to get me opted out of it. I had no say in it, I wanted to take it, but knew better than to argue with my parents, especially about anything sex related.

“I see. So you really don’t know what comes next, do you?” I shook my head no. I was a virgin, I had no clue what came next. Maybe it was a good thing I was with a teacher. “You can go ahead and get down from the desk.” I put my feet down and stood up, the tip of his penis lightly grazing the skin of my belly. It felt softer that I thought it would and sent shivers down my spine. He sat down in his chair and pulled the bottom lever to get it as low as it would go. “Alright Caitlin, I know you’re nervous. I remember my first time and I was scared to ****. But its ok, I’ll walk you through it.” I was beyond scared, I was petrified. I glanced down at his hard penis, it was big, much bigger than I thought possible. Its not like I’ve never seen a man before, well, I’d never seen one naked. But still, I never thought that such a thing could be hidden away in someone’s pants. I could feel the heat in my face, it must be crimson red. Sitting down, he looked at me again, taking in my nude form. “You’re going to straddle me. Once you do, lower yourself onto me. Use your hand to guide my cock into your pussy. When you get the tip in, continue to lower yourself until all of it is inside you.”

I looked at him aghast. “Your...it...it goes inside me?” “That’s right.” I couldn’t comprehend how anything that big could fit inside me. But he must know what he’s doing. “Oh, uh, ok.” I did as I was told. I stood to one side of him, then swung my leg over until I was half squatting with his erect penis below me between my spread legs. He sat and watched, not moving a muscle. I put my hand on his penis, it twitched when I touched it. I didn’t know if that was good or bad, so I continued. I put the tip at the entrance of my….vagina. That’s what it was called, I’d have to adapt after having womanhood drilled into my head all these years. My whole body was tinted crimson now, I could feel the blood pumping through me to ever single nerve.

Before I could do anything else, he placed a thumb just above my hole and moved it in a circular motion. I couldn’t help but moan as ecstasy spread through my body and I began to quiver. My eyes rolled back into my head and the shaking became uncontrollable. I didn’t know what was happening, but I didn’t want it to stop, it felt sooo good! My legs involuntarily gave out a moment later, my knees raised and my toes curled as pure euphoria spread throughout, every pleasure neuron firing like it was the 4th of July. With the tip of his penis inside me, when my legs gave out, my weight brought me down engulfing the entire length of his penis. Well, I guess it did fit after all. The sudden impalement of my vagina caused me to scream out loudly. I felt a bit of resistance around his girth, but it still went all the way inside. I could feel the walls of my innards expand to accommodate him. My hands gripped his shoulders hard and the pleasure continued to throb throughout my entire body. My eyes still rolled back, knees lifted, toes curled, it seemed like this feeling might last forever. I didn’t mind one bit if it did. It eventually subsided though, my feet fell back to the floor, I slumped down and my sweat-soaked face fell against his shoulder. My arms wrapped around him to steady myself.

The classroom door was still open and someone must have heard me scream, because a moment later, a very concerned Ms. Williams rushed into the room to see what was going on. Ms. Williams was the senior math teach and I had her for last period. She must have been shocked at what she saw; my backside as I was straddling Mr. Doe. “What the hell is going on in here!” She demanded. I was kind of out of it, so I only managed a brief glance back with glossed over eyes. Mr. Doe responded “Hi Wendy. Ms. Caitlin here asked for a vaginal inspection, that’s all, nothing to worry about, I assure you.”

She didn’t seem convinced “Is it really necessary for you to have your penis inside her?” She bent over slightly to get a better look. His penis was deep inside of me, I could feel every single glorious inch of it. “It wouldn't be a complete inspection if I didn’t.”

“Hmmm, well, can you at least keep it down? I’m trying to teach class.”

“Oh, yes of course, I’m so sorry.” She took another long look before turning around and heading back to her room.

After another minute of resting, I finally manage to life my head. “Wha...what just happened?”

“Congrats, you just had your first orgasm.”

“Oh, I, uh…”

“Lucky for you, women can have multiple orgasms.” Shock appeared on my face as I realized it wasn’t over yet. Then his words clicked with me. That could happen multiple times! My God! “So, next you’re going to plant your feet on the floor, then lift yourself up and down so that my cock goes in and out of your pussy.” I didn’t hesitate, I couldn’t wait for another one of those orgasms. And two new words, orgasm and pussy. Pussy must mean vagina. My pussy had an iron grip around his penis, I was almost afraid I would rip it off if I tried to get up, but I tried anyway. Feet on the floor, hands around his neck, I lifted my bum up until only the tip of his penis was inside me. He was looking down at my pussy with an excited look on his face. I lowered myself back down, again talking in his full length, it slid out and in easily. When it was all the way inside me, I had to press my mouth into his neck to stifle a loud moan. “Keep going, but faster this time.” I did it again, up, then down, but faster just as instructed. I kept going, getting faster and faster. I was bouncing on his cock (that’s what he called it earlier) now; using my legs to propel upward, then using gravity to come back down.

The feeling of his cock going in and out of me was intense, the pleasure ferocious. After a few minutes of this, when sliding down his hardness, my knees lifted and toes curled, orgasming for a second time. This time though, I almost immediately starting bouncing again, I wanted more. More, more MORE! I couldn’t contain myself, the lust had completely taken over. My moans would be been incredibly loud if I wasn’t muffling myself against his neck. My breasts were bouncing along with me. They brushed up against his bare chest, I could feel my hard nipples rub against him. That only added to my elation. My legs started to tire, but I still wanted more so I kept going. I could feel his cock start to throb inside me, I didn’t know what that meant but assumed it meant he was enjoying it. Did men orgasm the same as women? A moment later I had my answer. He grabbed my bum, pulled it down and thrust up, getting even deeper inside me. Then I felt an explosion of hot thick goo inside my pussy. Between this new sensation and the deep thrust, my toes curled yet again, causing me to have another orgasm at the same time as him.

He held me in place like that until I could feel he was empty, then he slouched back down in his chair. I did the same, sensing it was over. My whole body still quivered against him, my breasts brushing against his chest as I breathed. We sat like that for some time. Eventually, he gently tilted my head up to look at me. “And that’s what sexual intercourse is. Any questions?”

“What’s that liquid I feel inside me? Is that normal?”

“Yes. When a man orgasms, he ejaculates sperm. Also known as cum or jizz. Don’t worry, I can’t get you pregnant, you’re safe. But it will probably leak out of you for a while. Again, its normal.” I almost went into full panic mode when he mentioned sperm. But he assured me I wouldn’t get pregnant and that calmed me. He motioned for me to get up and I somehow managed to stand on shaky legs, his cum (as he called it) streaming down my inner thigh. “Do you have another class? I can write you a note.”

“Thanks, yea, I’ve already missed half my english lit class.” So overcome by desire, I almost forgot that I had more classes after this. He wrote a note while I grabbed my clothes and quickly got dressed. My hair was a bit rumpled, my cheeks still flushed and brow sheen with sweat. And of course the cum running down my legs. I would need to clean up before heading to my next class. He handed me the note, still naked. I took once last glance at his cock, then left.