The summer I turned eighteen I had an internship at the Public Library. The one downtown, you know the one? It’s tall, the tall white building, near the court house, probably built in the 1970s, with lots of windows and really boring looking. And if you think it is lame looking on the outside, don’t even bother going in. My internship was for this stupid honors program that my mom insisted I participate in every year.
“So you can get into a good college,” she would say. And when I would roll my eyes at her, she would come back with, “You want to go to a good college don’t you?”
As a matter of fact I didn’t really care, but I couldn’t say that to good old mom, it would just make her cry and then dad would get mad and well it was just easier to do what she wanted and suck it up.
My internship was shelving books, cart after cart-load of books. They were dirty and smelly and by the end of the day my wrists and fingers hurt. I didn’t even like to read books so why would I want to shelve them all day? Well, the truth is I only worked four hours each day, from eight to noon, but every hour felt to me like four. Talk about mind-numbing work. Of course that was until I noticed him.
Well actually, it was more like I noticed him noticing me. This old guy, probably thirty or forty years old, was watching me. I thought it was kind of creepy at first. I would see him looking whenever I was on the third floor. He would be coming out of the bathroom when I’d be pushing a cart by. Or I’d be bent over trying to cram one more book into a bottom shelf and I’d look up and there he’d be again. Whenever I’d catch him looking he would pretend he wasn’t, but I could tell and I swear he was looking at my ass.
He kind of reminded me of my math teacher, Mr. Johnson, in eighth grade, kind of cute for a grown up, but a really straight dresser, always wearing button ups and kakis. Anyway, after I realized what he was up to, my work seemed a lot more interesting to me. I’d never been with an older man. In fact, I had never been with any man really. I mean sure I had my share of make out sessions at spin the bottle parties and had been fingered in a closet a time or two, but I had never gone all the way. Not for lack of trying, but boy after boy had either chickened out or wanted nothing to do with me once they found out that I wanted them to be the lucky boy to pop my cherry.
So with renewed interest, each morning before work I would pick out the most low cut top and the tightest jeans that I thought I could get away with. I mean the library did have some kind of lame dress code, so I couldn’t go all out. They didn’t allow shorts or midriff bearing shirts, but I made due with shirts that would gape if I were to bend deeply and jeans that might ride down almost to the crack of my ass as I squatted, which I began to do with increased frequency once I realized he might be watching.
I made a point of getting to the library a little early every day, so I could get my pick of the book carts. I would always grab the ones with the books that needed to go back to the third floor. I began to keep track of his schedule and made a point to try to be shelving near the elevators when he would go to lunch each day. Finally one day I timed it just right so that I was able to ride up with him to the break room on the forth floor. I leaned against the elevator wall and watched him as he tried to pretend I wasn’t there.
“Hi.” I stuck out my chest, blew an impressive pink bubble with my chewing gum and let it pop. “I’m April.”
“Hi April, I’m Dave.” He smiled and reached out his hand to me.
We kind of held hands for a minute and then the elevator doors opened and he drew back.
“I’m one of the summer interns.” I walked with him to the break room.
“That’s great. We really appreciate all the help you all give us in the summer. It makes a big difference. Summer is our busiest time of the year.” Dave bought a root beer out of one of the machines and popped it open. “You want one? I’m buying.”
“Sure, I’ll take what you’re having.” I pointed to the can he had just taken a drink out of. I’ve never liked root beer, but I wanted his can.
Understanding what I meant, he handed the already open can to me and watched me as I slowly took a drink and licked the edge of the can where he had had his own lips. Dave bought himself another one and took a seat near the windows, pulling a chair out for me to join him.
“So Dave, you work here? In the Library?” I was intentionally leaning onto my arm that was resting on the table and pressing my tits up so that they would look even bigger to him.
“Yep, sure do. On the third floor. How is your internship going? You enjoying it?” Dave was definitely looking down my shirt.
“Yeah, its fine.” I lied, figuring that was what Dave the Librarian would want to hear. “If there is anything I can do for you, let me know. Anything.” I took a drink and gave him a look that I was pretty sure was sultry.
“Well, thank you very much April. If I think of anything I will let you know.” Dave chuckled and gave me a big smile. “Welp, gotta go. I will see you around.” Dave pulled himself up from the chair.
“I bet you will.” I looked away from him and looked out the window at the pigeons roosting in the windowsill.
“What.” Dave sounded surprised.
“I see you looking.” I turned back from the window, slit my eyes at him and smiled. “And I don’t mind.”
I’m pretty sure I saw him blush. Then he laughed awkwardly, turned on his heel and left the room.
I waited a few minutes, not wanting to catch up with him on the elevator this time. The next couple of weeks I made a point to catch him on his way to his break or when he was already in the break room. He would always offer to buy me a root beer and I would let him. I brought blow pops with me to suck and torture him with and he bought me popsicles that were waiting in the break room fridge.
Finally the day came where he actually asked me to lunch. We walked over to a place called Bliss, owned by some famous actress. It was a French place, where he bought me crab cakes and we shared something called crème brûlée. I had never had anything so yummy before, it was sweet, creamy and it melted in my mouth.
“Too bad I have to go back to work.” Dave smiled at me as he scooped another spoonful of the custard into his mouth. “Otherwise, I might get a little glass of port. That would be perfect with this dessert.”
“Do you have to go back?” I didn’t want our lunch to end.
“I guess I really don’t. I could always call in tell them I’m feeling sick.” Dave winked at me. “What do you have to do this afternoon?”
“Nothing. I have no plans. No plans at all, Dave.” I licked my spoon and winked at him.
“Won’t your parents expect you home soon?” Dave put his credit card down and signaled the waitress.
“They both work, they won’t be home till after six. That’s why they had me do this internship, to keep me out of trouble.” I drew out my delivery of the word trouble and then giggled at myself.
“Well you want to come over to my place? I have some port over there.” Dave signed the credit card slip and stood.
“Ok.” I felt rather nervous all of a sudden. I somehow hadn’t really expected him to take me up on my bold flirtations and suggestions, but I could feel the butterflies in my tummy fluttering with excitement over the fact that he had.
We walked back to the library and I waited behind the building for him while he went and got his car. He drove around and picked me up. We headed south until we came to his neighborhood. At his house, we pulled all the way into the garage.
Not exiting the car immediately, Dave sighed. “There is something we need to talk about.” He looked ahead and gripped the steering wheel tightly.
“Uh, yeah?” I gulped. I was afraid Dave was going to ask me if I was a virgin, like so many boys had already done. I feared that if he knew the truth then things could easily go down hill and fast.
“April, I’m married.” He was still looking ahead.
“Duh Dave, I saw your wedding ring that first day in the break room.” I felt totally relieved that I wasn’t having that familiar conversation about my intact cherry with another boy. Well a man, but you know what I mean.
Dave laughed and looked at me again. I could see the tension in his shoulders begin to release as a broad smile spread across his face. He looked really good that way.
“Well now that that’s out of the way lets go inside.” Dave came around to my side of the car and opened my door.
I really liked how he was such a gentleman. I didn’t know any boys my age who were like that. Being with Dave made me feel like a grown up, going out to fancy restaurants, having a man buy me lunch, and opening doors for me.
His house was really nice. There were stone counters and dark wood cabinets in the kitchen, where he poured us both a small glass of dark red liquid. The port I assumed. I especially liked the rich brown leather couch I sat down on in the living room. I have always liked the smell of boys’ leather jackets and it reminded me of that. Dave sat across from me in a comfy looking chair and we each sipped our port. It was sweet and made me feel warm inside.
I was wearing a skirt that day. I intentionally let my legs glide apart, slowly as if I didn’t realize it. I giggled at whatever he was saying, something about his house and how he had had the kitchen redone a little over a year ago. I could tell he was kind of nervous, which I thought was totally funny, since he was the grown up, but that didn’t stop him from looking at my pink satin panties as I spread my legs further apart. I was still pretending to laugh when I realized that he had a serious look of concentration on his face. As I tipped my glass, drinking the last drops of port down, I thrust my chest out and opened my thighs completely to his gaze.
His nervous chatter had completely ceased as I set down my glass, looked him in the eye and began to unbutton my blouse. I was glad I had worn my matching pink bra. Somehow I must have known that I would be showing it off that day. Dave was frozen for a moment, but at the sight of my bra he stood and began to make his way over to me. He bent down above me and slipped the bra straps off my shoulders. Then he reached behind me to unhook it, letting it fall to the floor. He cupped each of my breasts in his hands. I pressed my face against the growing bulge inside of his pants. I slid my hand up and rested it on his hard cock. I could tell it was going to be big, even through his pants. I liked feeling the heat of it radiating against my hand. He pulled away from me and slowly unzipped his pants. His baggy boxers were no match for his hardness as it bounced towards me.
Ever since I discovered it, I loved that I had this affect on boys. I love the feeling of them growing hard inside their pants as they kissed me or touched my breasts through my shirt and sometimes when they merely held me close. The first time I had noticed my influence was in middle school. I was making out with my boyfriend at the time, in the dark, behind a big redbud tree in my best friend’s backyard. We were kissing and kissing, he pressed me against the trunk of that old tree and there I felt not just the hardness of the tree at my back, but his own hardness pressing against the front of my thigh. We didn’t go any further that night, but I knew what I had given him. It was that thing the boys in the school halls made dirty jokes about, a hard-on.
Dave pulled his hard-on out of the top of his boxers. His was a man’s hard-on, big and a little more hairy than I was used to and it was looming large in my face. I knew he wanted me to put it in my mouth, just like the boys in school did. After they took it out of their pants, they would often try to push my head down into their laps. I would kiss it and lick it a little just to appease them, but I didn’t really want to. I wasn’t sure if I would like the way it tasted.
I didn’t trust boys to be clean down there and I couldn’t help but worry about them coming really fast in my mouth or face while I was down there. Girlfriends had told me about that happening to them and I didn’t think I could stand it. Besides, wouldn’t a guy tell everyone and wouldn’t everyone think you were a slut if you let a boy stick his dick in your mouth? Even worse, what if you liked it and he could tell, wouldn’t that mean you really were “one of those girls”? I never wanted to be one of them but I trusted Dave. I didn’t think he would tell anyone, besides the fact that he was married and old.
I opened my mouth and let his cock slide in. I was surprised by how sweet his smooth skin tasted and he smelled good, like soap and warm spicy cologne. I wasn’t sure how much I could take of it down my throat, but I tried to let it go as far back as I could. I wrapped my fingers around the base to keep him from pushing too far. He fucked my mouth slowly as I tried twirling my tongue around the head of his cock each time he pulled out a little. I figured that would feel good and he seemed to like it.
I opened my eyes and looked up at him. He was watching me and I really liked that. I wanted to tell him that I could see him looking at me, but of course my mouth was full. I thought I was pretty funny for thinking of it though. Dave must have seen the laughter in my eyes, because he smiled down on me and caressed my left cheek with his thumb and tucked a piece of my hair behind my ear. I liked him touching me like that.
As he pulled his cock out of my mouth, I watched a long string of my saliva pull and break between us. He sat down back in his chair and stroked himself slowly. I wasn’t sure what to do and I was a little afraid that we might be done. I couldn’t help but worry that he might be about to do what another boy I liked had done when I hadn’t satisfied him.
It was earlier that year, his name was Jon and he was popular. I had had a big crush on him since at least eighth grade. He and his friends had picked up my girlfriends and me and taken us to some older boy’s party. Jon started kissing me in the back seat on the way to the party and when others went inside he asked me to stay with him in the car. I couldn’t believe, after all those years, that Jon was finally paying attention to me. I was thrilled. In the car he kept trying to get down my pants but I wouldn’t let him. I told him I was afraid someone would catch us so he suggested we take a walk. When we found a secluded spot he wanted us to lie on the ground which I didn’t like because it was cold and dirty down there, but he was pretty persuasive. As we were making out on the ground, he pulled his cock out and made me touch it. Then he tried to make me put my mouth on it.
When it became clear to him that I was not going to suck him off, he began to ignore me completely and proceeded to pleasure himself as I lay there in the dirt feeling discarded and totally awkward. After he finished we went back to the party. The next week at school he avoided me and apparently also told everyone he fucked me. His friends were all teasing me and giving me a hard time about it in the halls.
I was totally pissed and hurt. We hadn’t done anything and even though I was not going to suck his dick, I very well may have let him fuck me if he had made a bit more effort. So alas, at eighteen I was still a virgin, even though some people were already calling me a slut.
I figured I better pull out the big guns if I was going to keep Dave’s interest. So I slowly slipped my panties down the swell of my thighs, over the knobs of my knees, past the curves of my calves, to my boney little ankles, where I stepped out of them and kicked them across the room. He smiled and I smiled back self-satisfied with the fact that I had his interest again. I spread my legs wide and reached down to cover myself. Despite my brazen demeanor, I was actually kind of insecure about my pussy. I didn’t know if it looked right or smelled right or what. I had so little to go on really.
“Let me see it.” Dave was stroking himself so slowly. “Take your hands away for me, April.”
I closed my eyes and forced myself to let my hands fall away. I knew I was offering myself up to him and if felt good. He was silent for what felt like too long. I opened my eyes just to see if he was still there. I momentarily worried that perhaps something about my pussy had made him lose interest, but when I saw the look of delight in his eyes, all my doubts vanished. I reached down and touched myself, he smiled and nodded his approval as I began to explore the soft folds of flesh under my finger tips. I liked him looking, his gaze felt like a bright beam of light landing warmly between my thighs.
“Come over here April.” He waggled his cock at me, making it clear where here was.
I stood up, and walked over to him. As I stood before him, he pulled my skirt down and let it slide off, disarming me of my last defense. He licked his fingers and slid them between my legs, immediately finding that spot. That spot that had only been found once before by one guy. Geoff a college boy found it, in the front seat of his car, after taking me out for a fancy dinner of duck and escargot. It was that same spot, which I couldn’t ever find again after that one night, no matter how I explored down there. That spot that had made me feel so agitated and so good at the same time. That spot that had made me scream and then cry the only time it had been touched before.
I felt my knees go weak and my body jerked each time the tip of Dave’s slippery finger made its little circle around what I knew must be my clit. I had read about such a thing as a clitoris and a female orgasm in magazines and books, but until that night in Geoff’s car I had never quite believed they were real.
Dave licked his fingers again and wiped his spit between my legs. “Climb up here.” He held his cock up to me and helped me up with his other hand as I mounted the chair.
The chair was plenty big enough for both of us. Facing him, I planted my feet on either side of his thighs and squatted onto his cock. I was wet from all his spit and caresses, but it still hurt a lot. I took deep breaths as I continued to lower myself onto his shaft. He fondled my breasts and didn’t seem to notice I was in any pain. I certainly didn’t want him to know and possibly abort the mission.
Once I felt I had gone as far as I possibly could, I wrapped my arms around him and buried my face in his neck. In too much pain to actually try to ride him as I imagined he wanted, I hoped he would do the rest. I was not disappointed but a little shocked when he quickly thrust up into me, finding more space further up that he was able to fill with cock. I let out a yelp of surprise.
“Are you ok, April. I’m not hurting you am I?” He froze.
“No, I’m fine.” I could feel tears welling up in my eyes, but I really wanted this. My volleyball coach’s words, “no pain no gain,” passed through my mind.
As I clung to his neck, he began to trust up and down, almost pulling his cock completely out of me and then pushing it fast and hard all the way back in. He stood, lifting me with him. I wrapped my legs around his waist as he carried me over to the couch and laid me down on my back. He lifted my legs around his neck and started to fuck me hard. His cock was so big. Despite the pain I began to feel myself opening more and more to him, allowing him to fuck me impossibly deep. He slid out of me, picked me up, turned me around and bent me over the arm of the couch. I lay there waiting, with my ass up in the air, eagerly waiting for that pain to pierce me again.
“April, were you a virgin?” Dave slid his fingers between my legs and held them up.
I started to tell a lie, but then I saw the undeniable smear of blood on his hand.
“Uh yes. I guess we both had a little secret didn’t we.” I blushed. “That’s ok isn’t it?”
Dave stood there for a minute looking thoughtful.
“Please don’t stop, Dave.” I wiggled my ass at him and smiled bashfully. “May I please have some more Sir.”
“Promise to tell me if it hurts.” Dave grabbed a bottle of something and squirted it into the palm of his hand, rubbed it on himself and slid even more easily back into me.
“Ok.” It hurt alright, even more than it had before he had pulled out, but I was not about to say anything.
Dave labored over me, sliding all the way in and out, more gently now, but from time to time forgetting himself and fucking me roughly, slamming my hip bones hard against the arm of the couch.
Tears dripped down my cheeks and my nose started to run. I wondered how long he could keep it up, but certainly I wasn’t going to tell him to stop.
“Will you come inside of me Dave?” I wanted him to. I wanted to know what that felt like.
“Are you on the pill?” Dave sounded surprised.
“No, but it should be ok.” I didn’t know what I was talking about, but I knew what I wanted.
“I can’t risk getting you pregnant, but I have a solution for you.” He pulled out of my pussy.
My pussy was thankful for the momentary respite. I could tell I was going to be sore for at least a few days.
Dave unexpectedly squirted something cold onto my ass, which embarrassed me. He reached under me and diddled my clit with his finger, as he began to firmly caress my ass with his thumb. The combination of sensations rushing through my body confused me. Part of me wanted to squirm away from him and tell him to stop what he was doing with his thumb. It was dirty, kind of humiliating and certainly had to be wrong, but surprisingly it felt really good. So I let him continue and didn’t even complain when he began to dip his thumb into my most disgraceful hole.
When he pressed the hot head of his cock against it, I jerked, but he held me firmly against the pressure.
“Just relax. I promise it will start to feel good.” He pushed ever so steadily against my resistance.
It hurt, and it felt weird. I thought about trying to make him stop, but I held onto his promise that it would start to feel good. And it did, sort of. He pulled out several times and added more slippery stuff, which helped and then he started fucking my ass kind of hard and I began to moan in the most bizarre way. I had never heard myself make such deep and strange noises, but I couldn’t stop. The odd sounds just kept coming out of my mouth with each thrust of his cock.
At the height of my moaning, I felt him go all taught above me and then his cock seemed to grow even larger as he ground into me more deeply. It made me feel really funny and good and then something hot began spilling into me and stinging my insides. I realized he must be coming in my ass and that’s when I really started to scream.
At first I didn’t know what I was feeling and it scared me. This funny buzzing feeling swelled up from my insides, zipped around inside my belly and then radiated out through the tips of my fingers and toes. Fearful I would humiliate myself by pissing down my legs, I tried not to let the feeling come, but I couldn’t stop it. When I stopped screaming, I was dripping down to my knees, but thankfully it didn’t seem to be pee. I still felt kind of ashamed of myself for losing control and for what I had let him do to my butt.
“Don’t move. I’ll be right back.” Dave slowly slid out of me and left the room, leaving me there draped over the arm of the couch, dripping, spent and with my ass in the air.
When he returned he gently dabbed and wiped my swollen cunt and then my ass with a warm wet washcloth. It felt so nice.
“Come sit in the chair.” Dave helped me up and led me to the chair he had sat in earlier.
I plopped down exhausted in the chair.
“I want to show you something. Something I think you will like a lot.” On his knees in front of me, Dave pulled my legs forward, allowing me to recline all the way back and then he pushed them open wide.
It seemed like we had done everything there was to do. As sore as I was, I worried what he might want to stick his dick into next. Nevertheless, I closed my eyes and resigned myself to allow him any desire.
To my delight and slight embarrassment, I felt his soothingly warm and wet tongue begin to lap tenderly at my swollen pussy. He pushed his tongue into me, fucking me softly with it and then lapping at my clit. He began to suck it between his lips and flick it with his tongue. I raised my legs up and rested them on both arms of the chair, giving him as much working room as possible. He slid a finger inside of me, which hurt at first, but then he started to rub this place inside. I got that strange peeing sensation again, but decided not to fight it this time. The warmth of his soft lips wrapped around my clit had me completely melting. I started to come in his mouth. At least that was how it felt. A warm rush of something liquid began to pour out of me, it tickled my ass cheeks as it rolled down and dripped onto the floor.
I wanted him to fuck me again, but he wouldn’t. He said he had to take me home or to the library, wherever I needed to go. His wife would get off work soon and obviously I couldn’t be there when she came home. Duh, obviously. Anyway, I had him drop me off at the library and I took the number one bus home.
Dave kind of avoided me at the Library after that. I tried catching him in the break room, when we used to meet, but he was never there or was already sitting with someone else. I caught him one day at lunch. I was lurking near his parking spot when he got to his car. He saw me there as he climbed into his car. He waived me over and opened the passenger door. I climbed in.
We drove to a nearby parking garage where he had me suck him off in the front seat. He was kind of rough and hardly said two words to me. He had his hand on my head the whole time and pushed me down on his cock so hard, a couple of times, that it made it hard for me to breathe. While I was bent over him, he used his free hand to reach up my skirt. He slid his hand inside my panties, crammed several fingers into my pussy and then pushed his thumb roughly into my ass. It hurt and I tried to pull away, but he pushed my head down as he blew his wad in the back of my throat.
You would think I would have avoided him after that, but I didn’t. I kept thinking about how good his mouth had felt on my clit. The clit I still couldn’t quite figure out how to work. So yeah, I guess I kind of followed him around like a stupid little puppy dog and most the time he ignored me. After a while, I got so used to being ignored, that I was taken aback one day when he actually came up to me while I was shelving. He didn’t say anything, but he dropped something next to me on the floor before he walked away. It was a piece of crumpled up paper. I looked around to see if anyone was watching and then I opened it up.
Can’t stop looking at you today. Meet me by my car at noon.
My heart jumped at those words. I could hardly stand to wait till lunch. When noon finally arrived, I hurried out to the parking lot. Dave was already in his car, he honked the horn and I ran over and got in. We drove to the same parking garage and he told me to get in his lap. I climbed over the gearshift and onto his lap. He caressed me from behind, running his hands up my shirt, unhooking my bra and then slipping his hands around to the front to tweak and pinch my nipples.
I felt him growing hard beneath me. I wiggled my ass against his heat and giggled. He lifted me up, unbuttoned his pants and slid them down a bit. When I sat back down, he pushed my skirt up in the back. He put a hand down the front of my tights, going straight for that special spot and for a few minutes he seemed content to rub his hardness against me through my tights. I wondered if he might come that way, but then I heard a ripping sound. It was the crotch of my favorite navy blue tights. He stuck a finger straight through them and tore a big hole from front to back.
He spit into his hand, rubbed it on his cock and then began to push against my ass. I started to try to get away and then his fingers returned to my clit, so I breathed deeply and let him slide all the way in. He bounced me up and down on his lap with his cock jammed up my ass for a few minutes until his fingers made me come. He shot his load way up inside of me.
I had to ride the bus home with crotchless tights and jizz dripping out of my ass. I probably left a puddle on the seat.
My internship ended soon after that day and I never hooked up with Dave again, which was kind of a drag because none of the boys I knew could even remotely compare to how good Dave had been. They seemed to know as little about my clit as I did and I certainly could never have let one of them fuck me in the ass. Oh god, no way.