Losing My [F18] Virginity to the Librarian [M45ish]

Hey everybody, I’m Emma and I hope you enjoy the story! It’s a bit of a long read, but I remember it so vividly and didn’t want to omit any details. I’m 26 now, but this happened when I was 18. I’m sure this isn’t word-for-word how things went down, but this is how I remember it when I’m rubbing myself off to it.

The summer after high school, I interned at the city library. I’d spent a lot of time there in the summers and wanted to give something back. My internship was not glorious (I’m not sure any job is glorious at a city library). There were some rare days where I read to preschoolers or ran a club or helped with research, but I spent most of it re-shelving books and cleaning up after teenagers in the study rooms.

The study rooms were soundproof rooms with long tables that could be reserved for anything: studying, group projects, even board games. They had floor to ceiling glass windows with very thin, mesh blinds that didn’t provide a ton of privacy. That didn’t stop horny teenagers from trying to get away with all kinds of things in there, which meant that I was constantly finding all kinds of stuff. I’d throw away any trash and put the rest in lost and found.

It was nice to have something to do, though, and the staff were all very kind. The librarians would regularly show me the more advanced behind-the-scenes stuff, like doing actual research and how a library is run and maintained. Miles, the head librarian, knew my day to day work was pretty tedious, so he always tried to show me something new or teach me something about the how the library worked.

Secretly, I had a crush on Miles. He was a fox. Salt and pepper hair, graying stubble, entrancing blue eyes, always wore a handsome polo (usually bordering on too tight), well spoken, great forearms. My friends and I joked that he should be on the cover of those pulpy romance novels. I always thought I’d catch little glimpses, him looking too long, or checking me out as I bent over for something, but I figured that was just my horny imagination.

I may have technically been a virgin at the time, but I masturbated constantly. I stole my mom’s vibrator and ran the batteries dead dozens of times. I would masturbate when I woke up, in the shower, in the car on the way to work, while sitting in the parking lot, in the gym locker room, at friends’ houses during sleepovers, wherever and whenever I could. Sometimes I’d even sneak off during work and rub one out in the bathroom. During that summer, I fantasized about Miles going to town on me in ninety five percent of those sessions. I couldn’t wait to get fucked.

But, as I said, most of my day was spent tidying up after people.

The biggest benefit of the library was the air conditioning. This was southern California in the summer, so it got pretty darn hot, but the library was at a consistent 68 degrees. The cool temps, plus the library dress code, meant that I usually wore a sweater or long sleeve turtleneck and jeans to work.

This story begins on a Tuesday. The library was scheduled to close early, at 3pm, so the air conditioning could be serviced. It had been a scorcher outside, over 100 degrees before noon, so the library had been full of people escaping the heat before it closed. That meant I had a bunch of clean up to do. After we shuffled the last few people out, I got to work cleaning out the study labs. They got warm fast. Without the air conditioning, the air was not only warmer, but stagnant too. I’m in there, turtleneck and jeans, working up a sweat.

The warmth made my thighs sweat and my pussy slippery. With every step my clit rubbed my jeans and panties and thighs. It was torture. I wanted to cum so badly. I considered sneaking away, but a quick rub in the bathroom now wouldn’t have been quite as good as delaying until I was home and could fuck my own brains out. Or maybe not. I was debating a trip to the bathroom in my head.

I was halfway through the third room when Miles knocked and stuck his head in.

“Hey, if you need to take a break, please do. It’s sweltering in here,” he said. Miles’ forearms glistened with sweat. I stared for a half second, getting a bit too turned on for the workplace. I would cum so quickly imagining those arms holding me down… I snapped back to reality. I decided it would be better to delay gratification.

“Thanks, but I’ve only got a couple of rooms left, I’ll survive I think,” I said. Miles shrugged and said he’d leave me to it. As I turned back to work, my thighs squeezed my clit and I had to steady myself on the table. This was the best kind of torture, frankly.

I finished that room and started on the next. I noticed Miles sitting at the main desk computer, which overlooked the main reading area of the library and the study rooms, and I thought I caught him quickly looking away from me. Again, I tried to convince myself that I was just being hopeful about his looks. My tingling clit wanted otherwise.

The next room was even warmer and had more trash. After five minutes of cleaning up, I felt drenched. I started using the bottom hem of my shirt to wipe sweat away from my face. I was mid face wipe, revealing most of my stomach and probably the underpart of my bra, when Miles knocked and stuck his head in. I let out a little started yelp and turned away, trying to readjust my shirt without him seeing.

“Oh, hey, sorry, I didn’t mean to scare you,” he said. I laughed a bit and told him it was fine, he continued, “I wanted to tell you that I sent everyone home. It’s just too hot in here to get anything done. Why don’t you head out, too? We can get to this tomorrow morning.”

“No, I’ll just finish up really quick. Those kids left tons of wrappers in here and there’ll be ants by tomorrow if I leave it,” I said. Since there was no else to fuck me, I needed to be my own dominatrix and continue the torture.

“Fine, then I’m helping,” Miles said, “You look like you’re dying in here.” Both a wrinkle and an opportunity.

“What a compliment,” I said. We both laughed a bit then got to cleaning.

While we cleaned I kept catching little glimpses out of the corner of my eye. He was checking out my ass constantly. There was no way I was imagining it at this point. I tested my theory by getting on all fours in front of him to get a pencil from under the table. I could see him watching in the reflection of the glass window. I thought for a second that my pussy was so wet it would show through my jeans.

My horny, tired, hot brain had a stupid idea.

I got up and sat on the edge of the table, lifted my turtleneck to wipe my face, and flashed my bra and chest to Miles.

“Whoa, hey,” he said and turned away. Damn, not the response I wanted.

“Oh, sorry, it’s just so hot in here,” I said.

“It’s fine, I just want to respect your privacy,” he said.

“Oh don’t worry, it’s just a sports bra. And if you came to one of my waterpolo games you’d see more of me anyway,” I laughed. I was really prodding him now. He turned and looked back at me. Miles was clearly torn between his horniness and his reasonableness. I guess I could play domme for both of us. “Would you mind if I just took this off?” I was held up the hem of my shirt.

“That’s… fine,” he said. He stared as I pulled the turtleneck up over my head and tossed it on the table. I was still sitting on the edge and Miles had frozen staring at me. I puffed my chest out and looked at him.

“What are we doing?” He asked. He was staring at the sweat beading down my neck into my cleavage.

“Cleaning?” I said, feigning ignorance. He gave me a look. Silence hung in the air.

“Emma, you know what I mean. What are you trying to pull here?” He said, more sternly this time. I was worried his reasonableness might win out after all. This is where the gambit started.

I stood and took two steps toward him. I reached out and touched his arm.

“Miles…” I said in a sultry whisper. I wanted him and wanted him to know it. I looked him in the eye and did the half-lip bite. I’d practiced this line and this look a thousand times in the shower. He put his hand on my waist. It was working!

I shifted my hip to press my upper ass into his hand. He squeezed me through my jeans. He hooked his thumb over the top of my jeans and started playing with the band of my panties. He flicked at them a couple of times. We were both breathing heavier and standing inches apart. My fingers had tightened on his forearm as I flushed with excitement. I stepped closer and pressed my inner thigh to his waist. I could feel his dick through his pants. It flexed as I pressed against him.

“We shouldn’t do this,” he said and started to loosen his grip.

I was ready to burst, I couldn’t let him go. I had to play my ace.

“I want you to be my first,” I said. He didn’t respond, but he tightened his grip. He looked at me with a lust I’d never seen before.

I put my other hand on his back and pressed my body against his. His back was this wonderful ripple of muscle and strength. I felt it flex as he pulled me closer with his arm. His other arm wrapped around me and pressed against my lower back. I felt a moment of embarrassment about how sweaty I actually was, but I got over that as I felt his fingers search their way up and under my bra strap.

Miles started to pull my bra up. I stepped back and lifted my arms up. He pulled my bra over my head. My c-cup tits dropped out and bounced. My nipples were hard and felt suddenly cold, even in the warm air. Miles dropped my bra on the table, on my turtleneck, and then bent down and sucked on my right nipple. Tingles shot through my chest, up my neck, made my ears burn and my heart race. I couldn’t help but let out a whimper of a moan.

My nipple still between his teeth, he pushed me back toward the table and sat me. The delicious pain of my nipple being bitten and sucked one direction while I’m pushed the other direction made me outright moan. My clit was throbbing with excitement. Miles released my nipple, and went for the other. The same tingles and goosebumps. The same hot flash across my chest and down my spine. I needed him.

I grabbed for his shirt and started pulling up blindly. It got caught three quarters of the way up and Miles had to help me get it off. It didn’t slow us down. With both of us topless, he pressed his chest into mine and I felt his wonderful warmth and rugged body. His muscles and hardness pressed against my breasts and smoothness. My nipples, still incredibly sensitive, rubbed against his chest hair and made me squirm. He kissed my neck and bit my ear and then kissed my lips. I wrapped my legs around his waist and pressed my whole body into him. He pressed against me and held me against the cool table. We pushed our tongues into each other’s mouths and kissed for some amount of time, honestly I can’t remember how long. I was focused on his big hands caressing ever inch of my hips and back and chest.

As we kissed he undid my jeans and started to pull them down. He pulled away from my mouth, kissed down my chest, licked my bellybutton, and finished pulling my pants down. I couldn’t believe this was happening. My first time, with this handsome guy, in a fucking study room in the library. Was I ready? I panicked for a moment: I wouldn’t be good enough, feel good enough, know what to do, how to make him cum, or anything else I didn’t know. Maybe I’d cum too quickly! I took a three deep breaths and focused on Miles’ lips as he kissed my thighs and calves and ankles and licked my toes. I got lost his touch.

My golden pubes were so thin and sparse, I hadn’t ever bothered to shave them at this point in my life. I hoped that was okay with Miles, but maybe he liked his women waxed. Who was I kidding, a tight, fresh pussy like this would be fine with any pubes. And mine were cute anyway.

My panties peeled down with my jeans, and as he tugged them off my ankles, he picked my panties up and sniffed them. I didn’t mean to let it slip out, but I giggled a bit.

“What?” He asked. Obviously caught a bit off guard by my laugh.

“I think it’s funny you’d rather smell my panties than taste the real thing,” I said. I wiggled my hips at him, my glistening pussy begging for a lick. I’d been eaten out once before, but it was by an over-eager, porned-up classmate, so I didn’t really enjoy myself. It was much more for him than me, he jerked himself to completion while doing it. That being said, I did steal that line about smelling rather than tasting from a lesbian porno. But I’m getting off topic. I hoped I was pulling off this sexy nympho thing for Miles. He smiled and threw my panties to the side.

He kneeled down and lifted my legs over his shoulders. He kissed up my inner thighs, alternating between the left and the right, getting closer and closer with each kiss. His strong arms squeezed my hips and tits as he went. His stubble was rough against my soft skin. My breathing got quick and shallow as he got closer. This was way different than last time. Way better. He noticed and slowed down. He bit my thigh, just to the right of my labia. I couldn’t help but squirm more. Then I felt his tongue on my pussy.

I gasped. His tongue slid left and right and down and then up to my clit. I reflexively pushed my hips into his mouth. Hard. He held me down with this arms. He kept licking and licking and sucking and nibbling and licking. I ran my hands through his hair and pushed his face into me. I was getting close.

“Play with my nipples,” I moaned. His hands moved up and he rubbed little circles around both of my nipples. Then he closed his thumb and index around them and twisted. That shot sparks through my breasts. He kept licking. I held my breath and felt the fireworks building inside me. I tightened my legs over his shoulders and pressed him into me. My hands were grabbing the edge of the table and my fingernails were digging into the soft pressboard underneath.

“I’m gonna cum,” I yelled. That came out way louder than I thought it would. I’d lost all sense of the world. My ears were rushing with my heartbeat. I was gasping for air. My skin was burning. All of my muscles were tensed. I could feel the best orgasm of my life coming.

“Keep going, keep going,” I said. Miles didn’t need any guidance, but I liked the feeling of my voice vibrating in my throat. “Don’t stop Miles.”

Miles sucked my clit between his lips and licked fast. He pinched my nipples hard. I started to orgasm. Miles kept licking through the waterfall that was now my pussy. Suddenly, my clit became too sensitive. It was signal overload. My whole body tingling and shrieking and singing. I let out another loud moan followed by laughter and whimpering. I pushed Miles’ face away from my clit and released him from my legs’ death grip. He sat back and I started rolling on the table laughing. I couldn’t believe what just happened.

Miles stood up. He was glistening. He hadn’t even had the chance to take his pants off. He stared at me and tried to hold me still. I looked up at him through watery eyes.

“So what’d you think?” He asked. He smirked like he already knew the answer.

“Fucking amazing,” I said. I shook myself to get back to consciousness. He laughed. “But I want more,” I said. I slid off the edge of the table and onto my knees. The carpet under my knees was wet with my juices. I hoped it look smooth, but in reality my legs couldn’t hold me up and buckled as soon as I put weight on them.

I undid Miles’ jeans and pulled them down. His cock, hard as could be, popped out and stood at attention, right in my face. He was at least seven inches. I cupped his balls in one hand and held his shaft steady with the other. Then I leaned in and started licking. I really had no idea what I was doing, but I was enjoying myself. His cock was big and hard and veiny and throbbing in my mouth. I couldn’t fit more than a couple of inches in before gagging, but Miles put his hand on my head and guided my pace gently.

(Looking back, I’m pretty sure I wasn’t too good at giving head. Miles didn’t say anything negative about it, but I think I know why he lifted me off my knees and onto the table so soon.)

With me sitting on the table, Miles started to rub his cock around my pussy, lubing himself up.

“Wait,” I said. Miles held his cock half an inch from my throbbing pussy. “What about a, uh, condom?” I asked. I realized I might be ruining the mood, but I wasn’t on birth control at this point and didn’t want any long-term results from this encounter. Miles looked at me, looked around, grabbed his shirt, and scooted out of the room. What the fuck was that? I watched through the thin blinds as Miles threw on his shirt and hopped over to the main desk. He pulled the lost and found box from under the counter and started sorting through.

The lost and found! I had thrown probably half a dozen condom packs in there over the summer. Stupid horny teenagers for the win! Miles got two out and then hustled back to the room.

He held up one of the packs when he came back in. “Let’s see if this is still good,” he said. He checked the packet and found it satisfactory and then tore it open. I had started idly rubbing my clit while I watched him. He slipped the condom on, surprisingly quickly, and then we got back in position.

Miles stepped between my legs, and I put my arms around his neck. He nibbled at my ear as he rubbed his cock against my clit. I couldn’t wait. I looked down and watched as he started to push in. His hands around my hips, holding me steady as he stretched me. I watched as his head disappeared, then inch after inch. I moaned softly into his chest.

“Go slow,” I said quietly. I could feel every part of my engorged vagina stretch as he pushed firmly in.

“Tell me if it’s too much,” Miles whispered. He had slowed down as he felt how tight I was. His cock flexed in me and tried to breath and let him push in. I let out a bit of a pained whimper. It hurt in the best way. “Sorry,” he said. He stopped pushing.

“No, keep going,” I said. My fingers had been digging into his shoulders. I loosened my grip. “I like it.”

He pulled back slightly and I thought that was it, but he pushed again. It felt incredible. I moaned again and wrapped my legs around his waist. It was slow progress, but eventually Miles’ entire cock was in me. As managed to get his entire cock in me, he gave a little thrust. It was pressed up against my cervix and that sent lightning up my spine. He flexed again and I couldn’t help but a shudder. My muscles were all liquid and tingly now.

Over the next five minutes, Miles slowly worked up a rhythm of deep thrusts. I lost track of all my senses and let the waves of fuzzy goodness wash over me. I kept my arms around him and we kissed as he pushed in and out. He held me close, me still sitting on the side of the table and pressing my chest against him. I felt this huge well of emotion building in me.

After another five minutes, Miles had gently laid me back against the table and started moving faster. I splayed my legs to give him room and he held my thighs in place. My ankles were around his lower back. Miles would pull almost all the way out, and I’d feel the rim of his head push into me, then each vein and ridge would hit every wonderful nerve. I was moaning and rolling in ecstasy. Miles rubbed my clit with his thumb, but I pulled his hand away. I wanted to feel the purity of his cock in me. He instead played with my pubes. He tugged at them and sent more sparks through me. I again lost track of time. I was snapped out of it by Miles pulling all the way out.

“Can we try it from behind?” Miles asked.

“Of course,” I said and he helped me climb off the table. He turned me around and bent me over. His strong hands squeezed my ass. I was finally giving him his prize. I felt him press his cock into me. It was much easier this time. He worked up to that same hard and fast rhythm.

Miles then put one hand in the middle of my back and pressed me into the table. I turned my head sideways and looked back at him. He was taking what was his. His other hand grabbed my ass and dug in. He spank twice and I moaned with each slap. His speed picked up and I felt his cock slam deeper into me. I could feel his balls bouncing against my clit. His cock would rub across my g spot perfectly on the way in and on the way out, and on the deepest thrusts would hit my cervix. I was whimpering and moaning and cumming. I knew I would squirt if he kept going like this. But not until he pulled out.

Miles pounded away. The edge of the table bit into my hips. My legs started shaking from the pain and tingles and excitement. He kept going. I was moaning non stop now. After I don’t know how long, Miles started to slow down. With each outward thrust, I felt like I was on the edge of letting everything go.

“Where do you want me to finish?” He asked. He was huffing and panting.

“Wherever you want,” I said between breaths and moans, “I’m yours.”

Miles grunted and thrusted five or six more times before pulling out entirely. As he pulled out, I squirted hard and shot pussy juice across his thighs and the carpet. We were both ejaculating. I gushed and gushed. I heard the condom snap off and then heard him stroking his wet cock. I looked back and watched as he shot what seemed like a dozen ropes on my ass and across my back. One spurt landed on my cheek and in my hair. He was marking me as his.

“Mark me, Miles, make me yours,” I moaned. Miles slapped his softening dick on my wet ass and smeared his cum across my asshole. The whole time he muttered “oh fuck” repeatedly.

I didn’t actually feel the cum until it cooled and then I felt a mosaic of splatters across my whole body. By then we were alternating between hard breathing and giggles. Miles ran off again and got us a bunch of paper towels and we wiped each other down. Then we quietly got dressed, Miles pointed out the deep red abrasion from the edge of the table and the bruises forming on and around my nipples and thighs, and cleaned up the mess we’d made. It was a little awkward, but I was still riding high from my countless orgasms.

“Can we leave the other rooms for tomorrow?” Miles asked.

“Unless you think you’re up for round two,” I said. Miles laughed. “we’ll probably get ants, though.”

We finished tidying up (and putting everything back to normal so it didn’t look like we fucked) and made our way out. Before we left, I turned to Miles.

“Can I have a hug?” I asked. “First time jitters and everything,” I said.

“Of course” Miles said. I nestled in between his big arms. It was still too warm in the library, but I didn’t care. I breathed deeply and smelled Miles’ musk. I tried to commit his scent to memory. He kissed the top of my head. That made me tear up a bit. I’d never cried after cumming before, but this was an especially emotional session. We hugged for a minute or so, then Miles walked me out to my car. I could hardly stand straight.

It was way too hot outside. I got in my car, almost burned myself on the seatbelt, and headed home.

—fin—

Thanks for reading, I hope you enjoyed it as much as I did!

Source: reddit.com/r/Erotica/comments/pjtfma/losing_my_f18_virginity_to_the_librarian_m45ish