📚 opening-night Part 6 of 6
opening-night-6
FIRST TIME SEX STORIES

Opening Night 6

Opening Night 6

by agesilao
16 min read
4.47 (8200 views)
adultfiction

All characters are 18 or older

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When I opened the email, I was surprised to learn the film festival opening night ceremony was to be held at a girls' boarding school. I'm a commercial director to pay the bills, but I also like making artsy short films. The kind you would only ever see at a film festival, and maybe later uploaded to YouTube. It's fun and more creative than the corporate stuff. Plus the parties and screenings and Q&A stuff make me feel like a real filmmaker and not just a commercial hack. It feeds the soul.

The night of, I pulled up to park in front of the school. It was a nice-looking old brick building. I wondered again about the seemingly odd choice of venue. Maybe a festival organizer knew someone. Maybe the school earned a little on the side by renting out event space. Whatever.

Inside, it was the standard industry party. Cheese plates and veggie trays with ranch dip. Lots of cheap wine. Lots of people milling about and chatting. Talking about their movies. When it was my turn, I went up to the mic to introduce myself and encourage people to watch my movie about a young boy with a difficult home life escaping into his imagination and having adventures in the woods. As you do.

My official duties completed, I started to wander, bored with the event and curious about the location. On one side of the room there were photos of old professors and presidents, and class photos going back years. These are always so interesting to me. You can see style trends over the years. At some point in the early 1900s, all the old guys stopped sporting gigantic wizard beards. The girls' hairstyles changed but the plaid-skirt-and-white-button-down-shirt uniform was unchanged going back to the 19th century.

I wandered up some stairs from the large hall to a mezzanine floor that overlooked where the party was happening. It was open to the floor below on three sides and I could people-watch while keeping to myself and checking my phone a bit. The fourth side of the floor connected to a darkened hallway, that I assumed led to the rest of the school building.

While I was watching my colleagues networking and guzzling wine, I felt eyes on my back. I turned to see a girl peeking around the doorway. She had large round green eyes and her face was framed by dark brown curls. She was very pretty. She ducked back behind the wall, then scampered across the doorway in a long white nightdress, glancing at me as she went. I figured she was a student at the boarding school. Probably curious about the event.

I crossed the mezzanine and looked in the direction she went. It was a long hall with doors on either side. She was peering at me from one of them. She ducked her head in when she saw me look at her. I did not hear the door shut. I glanced back in the direction I'd come from. Nobody was there to see me going where I definitely wasn't supposed to go. I could hear the murmur from the event downstairs. I stole down the hall to the still-open door and looked inside.

It was a two-bed dorm room, dimly lit by a night light plugged into a baseboard outlet, and the moonlight streaming through a window. The girl I had seen was on a bed, on top of her covers, looking at me. On the other side of the room, her roommate was in bed sleeping. The girl put her fingers to her lips. Be quiet. Then she raised her nightgown up over her long shapely legs, over her hips, exposing her pussy. She spread her legs slightly. That was a clear invitation.

I quietly entered the room, quietly shutting the door behind me. I got on her bed and positioned myself between her legs. She looked nervous, but nodded at me. I put my head down and kissed her thighs on either side of her pussy. I could tell she was holding back moans, but I could hear her breath sighing. I kissed her mound, which was dusted with very fine brown hairs. I licked gently on either side of her labia, slowly probing my tongue deeper into her folds. I found her clit and settled into a rhythm of firm licks across it. It didn't take long for her hips to start shuddering as she climaxed. Her fast breathing gave way to long deep breaths.

I reached down and opened my pants, pulling out my cock that had been intensely throbbing from eating her out. I looked up at her again to check in. She looked scared, but she nodded again. With my hand I guided my dick to the opening of her pussy. Even just touching the head to her cunt, I could feel the intense heat of it. I slowly worked it between her pussy lips. Her breathing became more ragged again, and I felt her tense up. I stopped. Maybe she'd had her pussy licked before (this was a girls' school, after all), but I could tell this would be her first time getting fucked by a man. I had to proceed gently.

I pulled my dick back a bit and caressed her thigh. Instant goosebumps. I ran my hand up her leg up her hips and to her breast. I could feel her firm nipple through the delicate fabric. Finally I brought my hand to her face and gently held the side of her head. I bent down and kissed her warm lips. Her whole body melted beneath me, and she kissed me back passionately. It was time.

While still kissing her, I reached down and held my dick against her opening, and slowly but firmly pushed it in. Instead of tensing up this time, she raised her hips to meet me. I slid in all the way to the base. She gasped. I stopped, holding my shaft inside her, giving her a chance to get used to this new feeling. She had her arms around me, holding me close. I pushed my hips against hers to make sure she could take my whole length. Her breathing was slow and steady, so I began.

Virgins are not for fucking hard, so I would go with another of my favorites: the slow, intense fuck. I pulled my cock out slowly enjoying every bit of her as I went, until just the head was left inside her. I kissed her soft lips again, and looked deeply into her green eyes illuminated by the moonlight. Then, just as slowly, I pushed back into her all the way. Again, and again, and again, and again. Slowly and steadily, enjoying every millimeter of her vagina. And thus she knew that anyone who entered her thereafter would need to appreciate every detail of what was being discovered, or he would be unworthy.

I looked at her face and saw tears welling up in her eyes. I slowed down and was about to ask if something was wrong but she said, "Don't stop. Please don't stop," and put her hand on my hip to bring me back in.

I kept up the steady thrusting. Soon enough, her hips started shuddering again and her breathing changed. She was climaxing for a second time and I could feel the contractions on my dick and that brought me over the top. I delivered my final thrust through her gripping pussy and blasted my cum deep inside her. It was one of the most intense orgasms of my life and she held me tight throughout it.

I collapsed on top of her, my entire body still twitching. I hoped I wasn't crushing her with my weight, but I had lost control. She still had her arms around me and was giving me tiny kisses on my neck. As I recovered my senses, I heard heavy breathing nearby, and turned to the source of the noise across the room.

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Her roommate had woken up and was watching us. Her hand was down her panties vigorously masturbating. This girl, with her mess of soft blonde hair and blue eyes was getting off to watching us fuck. She had no top on and her small breasts were jiggling to the rhythm of her fingers.

As soon as she saw me she stopped. She pulled her fingers out of her panties and quietly asked, "Can you do me too?"

What unbelievable luck tonight! I smiled and said, "Yes just give me a minute to recover. Come over here."

She crossed the space between the beds and snuggled up against me. It was quite cozy with three bodies on the twin bed. They were on either side of me with their soft bodies pressed against me. Heavenly.

"So, uh," I stammered awkwardly. "What are your names?"

"I'm Emily" said the girl I had just fucked. "And I'm Caitlyn," said the blonde who watched me do it.

"I'm Mike." I turned to Emily. "Why did you want me to come in here?"

"Caitlyn lost her virginity while she was back home over break. She hooked up with a guy at a party. We were talking about it tonight before bed and I got really turned on. I wanted to lose my virginity before graduating this year. Heard the noise from the party in the front hall and I was curious, so I sneaked out to take a peek. I saw you leaning against the balcony and liked your shoulders. Then you saw me. I didn't know you would follow me, but I'm glad you did."

Now I knew I wasn't gonna stay soft for long with two hot young women touching my body, but I wanted to speed things up.

"I want to hear the story, Caitlyn." I said.

I'm sure if there had been more light, I would have seen her blush.

"Ok, well..." She began hesitantly, "My sister is in college, and she invited me to go to a house party with her. It was the first time she ever wanted me to come along. I guess finally she considers old enough to hang out with! She always treated me like a little kid before, and I didn't want to pass up the chance.

"So I get dolled up and put on the most party-ish clothes I have: shiny halter top and a short skirt. I don't have any nice panties or thongs so I decided to go commando. We left around 10PM and drove across town. The house was big and there were already a ton of people there. Lots of 20-somethings, and the vibe was really different from high school parties. I don't know whose house it was but there were no parents there as far as I could tell.

"My sister told me not to hang on her all night, and went to go dance right away. I didn't know what to do, but I didn't want to annoy her and risk not getting invited to more parties. I went into the kitchen and saw there was a lot of alcohol on the kitchen island. Just bottles and bottles of liquor and mixers. I'd only ever had wine before, and I was curious to try something harder. I poured a vodka cranberry and took a sip. I might have got the proportions wrong, because it went straight to my head. It felt nice and relaxing though.

"A guy who looked mid-20s came over and started talking to me, I don't remember much what we said, but when a super hot girl came into he sorta ditched me, haha. I don't really blame him, she looked exactly like Jolene from the Dolly Parton song. I looked around and saw a guy in the corner of the kitchen alone. He was closer to my age, and probably feeling shy too. He looked really nice and I was feeling bold from the vodka so I went over to talk to him. I don't remember what we said either, but at some point we decided to explore the house. This was definitely a rich people house. There was a huge entertainment room where most people were hanging out and dancing, but there were people in every other room too.

"We decided to go upstairs and poke around. We wandered down a hall and heard some noises coming from a room. The door wasn't fully closed and when we peeked inside there were two people on a bed having sex! A guy was fucking a girl doggy-style! We let them have their privacy, but we maybe watched a little longer than we should have. Oops! As we backed away from the door, he semi-jokingly said 'Damn that looks fun..." It might have been the vodka talking, but right away I said 'Do you wanna do it?' And his eyes bugged out of his head like maybe he had misheard me, but he said 'Yes!'

"Right across the hall there was a bathroom. I pulled him in and locked the door. I kissed him a little bit and put my hand on his crotch. I could feel through the cloth that his dick was already hard. Probably from watching the people on the bed. I was wet too. I unbuttoned his pants and took it out. He seemed super happy about that. I wanted to do it like the couple on the bed, so I turned around and bent over the bathroom sink. I pushed my ass out to him, and lifted up my skirt. He went wild trying to get his dick inside me, shivering and shaking. Finally he found the spot and put it inside me. It was a little bit uncomfortable, but didn't really hurt, and then he started pounding against me. I fingered myself hard while he fucked me. It seemed like he was close to finishing and I told him not to cum inside me. He said 'I wanna cum in your mouth'. I had never even thought of that but I was down for anything and I wanted to do a good job. I pulled off him then turned around and got on my knees. I put my mouth around his dick and pumped it with my hand. Not two strokes in before he shot his delicious cum in my mouth. I swirled it with my tongue and swallowed. Then he said thanks and went out of the bathroom. I think it was his first time too."

Caitlyn finished her story. She was stroking my chest still.

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"Are you ready yet?" Caitlyn begged, "I want to do it again so bad."

My dick had responded to her story, swelling a bit, but it not quite there yet. I asked, "You like the taste of cum?"

"I love it!"

I got up from between them and climbed over Caitlyn and out of the bed. They looked confused and maybe worried that I was leaving. I wasn't.

I looked down into Caitlyn's blue eyes and said, "Eat my cum out of Emily's pussy."

They gasped in unison. They looked shocked, and glanced at each other sheepishly.

"Come on. This is a girls' boarding school. Are you gonna tell me you've never given head?"

"Well sure I have," said Caitlyn. "It's just that there's kind of an unspoken rule that you don't do it with your roommate."

Emily bit her lip and looked at Caitlyn. "I kinda hate that rule. I've hated it ever since you moved in."

A huge, naughty grin spread across Emily's face. She scooted closer to Caitlyn and kissed her. She rolled on top of her roommate and started full on making out with her. Emily grabbed her nightdress that was still bunched around her middle, and pulled it off over her head. Caitlyn kissed Emily's perky little breasts and worked her way down her body, kissing as she went. Finally she was kneeling between Emily's knees and

Emily was biting her lip to keep from screaming. Her legs tensed, and I recognized the hip-shudder of her orgasm, it seemed to go on for a full minute and Caitlyn didn't stop the whole time. Finally Emily's legs relaxed. Caitlyn raised her head and crawled back up to put her arms around her friend.

I moved to the foot of the bed. Caitlyn was waving her ass at me. She pulled her plain cotton panties down, revealing a beautifully smooth shaved pussy. That did it. Diamond hard.

I put the head of my cock against the slick entrance of her wet pussy, and slid it in. I have always loved how pussies all feel a bit different: the firmness, texture, and depth. Like they all have their own personality. Experiencing two different ones back to back really highlighted this. Caitlyn was a little smoother and tighter. Her wetness felt different too. My observations were interrupted by a reminder of the task at hand.

"Don't be gentle," she said, looking back at me.

Good thing, because having already cum once that night I'd need to go harder this time. However, even a hard fuck needs a build up. I started with firm, deep strokes, not too fast, but with an impact against her ass. She matched my rhythm as I slowly sped up. Her back was arched, with her hips pushed back so far she was nearly folded in half. I was able to penetrate her so deeply this way. Now I was clapping her cheeks pretty hard and I felt that familiar rising feeling.

I felt like I was crossing the point of no return. She could tell, and looked back at me again, saying "Cum in my mouth!"

I pulled out of her. She spun around on her knees and took my dick in her mouth just in time for me to blast the back of her throat with my hot semen. She milked my shaft with her lips and tongue, pulling every drop out of me.

She sat back and said, "Thank you!"

Emily pulled her back down into an embrace, and said "Mike, don't you have an event to get back to?"

Ah, of course. Good night, ladies.

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