Roman Holiday 4
Allie and Bridget tiptoed through the villa. Everyone had gone to bed hours earlier. The others were probably all asleep, but the two teens weren’t taking any chances. When the two reached the corner, Bridget signaled for Allie to stop and be quiet. She looked around the corner.
“The coast is clear,” Bridget said, and the two stepped quietly into the room. The previous 5 days were spent on day trips out of the city, requiring the girls to get up early and get back late. Allie was eager to capture the girls as quickly as possible, the others were content to screw their brains out, and Bridget counceled patience. The trips were interesting, but exhausting. By the time they were getting back to the villa, most of the girls had just enough energy to crawl into bed and catch whatever sleep they could.
But on the fifth day, Catherine had a different plan for her charges. Instead of going into the countryside to see how wine was made, or visit thousand year old monasteries, or take in aqueducts that were even older, Catherine had taken the girls to the beach for some plain old fun in the sun. Sure, they had beaches back home, but the Mediterranean Sea was a lot more interesting than the Atlantic Ocean. The effects of the day at the beach had been profound on the newest members of The Association. Because everyone was so wiped when they got back to the villa, they’d had to limit themselves to quickies the past few night; a lot of fun, to be sure, but it wasn’t scratching them where they itched. That, and the sight of all that yummy girl flesh wearing nothing but bathing suits, had all but driven them into a frenzy. As a result, Nadine and Ashley lay panting back in Allie’s room, too tired to move or join the other two on their mission.
Allie was the first to reach the refrigerator, “Man I am starving!”
“Keep it down or you’ll wake everyone up,” Bridget whispered as she looked for something to eat and was a little disappointed with what she saw. As she suspected, the Italians really knew how to cook, but at that moment, she would have killed for some good BBQ. There was a great rib place back home that she treated herself to every other month or so. She knew it was bad for her, but she couldn’t help it if she’d inherited her father’s tastebuds. Allie was beyond the point of caring as she reached for some bread, ham and mustard. Not seeing anything that really tickled her fancy, Bridget decided to settle for sandwiches also. So intent were they on putting their snack together that they didn’t hear the third girl sneak up on them.
“What are you two doing?” Allie and Bridget spun around, startled. It was Leslie, wearing only a pair of boxers and a long blue muscle shirt, her long, jet black hair pulled back in a pony tail.
“Just getting a quick bite to eat,” Bridget said. “How about you?”
“I was thirsty,” Leslie said as she stepped between her classmates to get two glasses. She poured herself water from the carafe in the fridge.
“Why do you need two glasses?” Allie asked.
“I’ll drink one now and if I’m still thirsty later on, I won’t have to make a second trip,” Leslie explained. She smiled, “Good night you guys. If Ms. Wilde asks where the ham went, your secret is safe with me.”
“Good night,” Allie and Bridget said as they watched Leslie walk away.
“Mmmm, mmmm, mmmm,” Allie smirked. “Did you see her at the beach today?”
“She was tough to miss,” Bridget answered.
“Who knew she had a body like that?” Allie continued. Leslie in her bathing suit had been the biggest surprise of the trip so far. They’d all known she was a slim girl, but because she tended to dress in loose, shapeless clothes, no one had any idea what a cute, shapely butt Leslie had. And her breasts, though small, were round and tight as a soldier’s newly made bed. “It’s going to be fun playing with her.”
“You’ll get your chance soon enough,” Bridget said as she finished making her sandwich and started a second for Nadine.
Leslie stepped lightly down the hall. She stopped at the door to her room, to make sure Allie and Bridget were still in the kitchen. Convinced they were, she kept walking, past her room to the end of the hall and Connie’s room. She slipped quietly through the door, which she’d left cracked open.
“What took you so long?” Connie whispered.
“I ran into Bridget and Allie in the kitchen.”
“They didn’t see you come back here,” Connie sounded slightly panicked.
“Don’t worry, they were making sandwiches when I left,” Leslie handed Connie a water, then took a sip of her own. She put her glass down on the bedside table then took her clothes off again. Back in the bed, she pulled the still naked Connie close for a deep kiss. Once she’d learned there would be a trip to Italy this year, and who would be going on it, Leslie had gone to work on Connie. In a perfect world, Leslie would be in Ms. Wilde’s bed right now, as she preferred older women. But Leslie was perfectly aware the world was not perfect and Connie was a more than adequate consolation prize. Leslie had learned early on she was pretty good at talking other girls into bed, but even given that, Connie had been an easy conquest. Back home the senior was one of the most popular girls in school and it was easy to see why with her spectacular good looks, her trendy accessorizing and designer outfits. But a big part of Connie’s appeal had been the air of mystery that always surrounded her. She always seemed to be keeping herself at arms length from events, and this impression was reinforced by the silence she usually maintained. But as Leslie had gotten to know the older girl, she began to realize Connie was not mysterious, but slow. Sweet, but kind of dim. What others interpreted as aloofness was really just not quite tracking events, and what others saw as mysterious silence was Connie just being smart enough to know to keep her mouth shut.
Not that any of this bothered Leslie because it had made seducing Connie that much easier. It had started off with Italian tutoring sessions after school, then to tutoring at one or the other’s home and ended with a torrid make out session in Connie’s room two days before the trip. All Leslie had done was take things slow and steady and keep Connie wanting more by promising even better things to come. She’d made Connie wait for it the first night in Rome and had consummated the relationship the second night.
“Are you sure they didn’t see you come in here?”
“Positive,” Leslie said firmly. “What are you so worried about?”
“I don’t want them to think ...”
“What?”
“You know.”
“Know what?”
Connie pause, “That I’m a lezzie or something.”
“Aren’t you?”
“NO!”
“Then how do you explain me?” Leslie stroked Connie’s soaking pussy lips.
“That doesn’t count.”
“Why not?”
“Because you’re the only girl I’ve done it with.”
Leslie almost laughed at Connie’s deeply flawed reasoning. Instead, she decided to teach her a lesson. She rolled out of bed, and started picking up her clothes.
“Where are you going?”
“Back to my room?”
“Why?”
“Because if you aren’t a lezzie, there isn’t any point in my being here. I came here to get laid.” Leslie was, slowly, pulling her boxers back on when Connie caved.
“Don’t go, please.”
“Why not.”
“You know why.”
“Yes I do,” Leslie said. “But I want to hear you say it.
After a seconds hesitation, Connie whispered desperately, “I need it. I’m going crazy here.”
Leslie stopped, the waistband of her boxers just covering her vagina, “And you’ll do anything I tell you?”
It took Connie a moment to wisper, desperately, “Yes!”
Leslie smiled s she pushed her boxers back down, “Move down to the foot of the bed.”
Connie did as she was told. Leslie piled the pillows along the headboard, then lay back down, her legs pressed tightly together, “You know what to do.”
Connie put a hand on each of Leslie’s knees, forcing the younger girl’s legs apart. Leslie resisted slightly, just enough to make Connie work at it; the little power trips she was constantly pulling on the senior turned her on almost as much as the actual sex.
With her legs spread wide and Connie already leaning in for a taste, Leslie purred, “Are you sure you want to do this?”
“Oh yeah.”
Connie started by planting little kisses all around Leslie’s cunny. She sighed contentedly and let her body sink into the pillows as Connie zeroed in, nibbling first on the her pussy lips, and then her clit.
“Oh yes, you’re getting soooo good at this,” Leslie gasped softly as she felt two fingers working their way into her hole. She lifted her head up to see that Connie was working her own, gooey pussy with her other hand. “You slut! You’re loving this, aren’t you.”
Connie moaned her agreement as her fingers moved back and forth from her clit to deep between her lips. She could feel the juices oozing between her fingers and down her legs. When she was she her hand was wet enough, she switched tactics. She pulled her fingers from Leslie’s pussy, filling the space with her tongue, which she pistoned in and out as fast s she could. The thumb of her left hand she used to rub the smaller girl’s clit. The index finger of her right hand, the one so recently pressed against her own molten cunt, went to Leslie’s anus and slowly worked its way in.
The freshman’s reaction was instantaneous. Gasping with delight, Leslie’s thighs clamped around Connie’s head. Bracing her feet on Connie’s ass for leverage, Leslie bucked her hips up and down, “Fuck yes! Keep doing it ... go ... go ... ohhhhhhhhhhh!”
Leslie’s vision went dark as her eyes clamped shut. When she’d recovered enough to open them, she saw Connie hovering over her, waiting to be told what to do next. Leslie placed her hand on the back of Connie’s head and pulled the older girl down for a deep kiss.
“Mmmmmm, that was great,” Leslie chuckled. “I think you’ve earned a treat.”
“You mean ...”
Leslie nodded, “Go get it.”
Connie sprang out of bed and ran to the cabinet. She kept Leslie’s strap on, the one Leslie had sent ahead through the mail, in the top drawer. Toy in hand, Connie ran back to the bed.
Leslie raised her hips, “Now put it on.”
Connie did so, swiftly. Their second night in Rome, which was actually the first night they’d gotten naked together, it had taken Connie a ridiculously long time to get the dildo on Leslie. The freshman smiled as she reflected on the wonders a little motivation could work on a girl. With everything in place Connie turned again to Leslie, her eyes electric with anticipation.
Leslie remained on her back. It was the most comfortable position from which to enjoy the show, “Go ahead!”
Instantly, Connie straddled Leslie’s lithe hips, her hand grasping the phallus and guiding it into her box. A series of soft “Oh”s and sharp breaths escaped Connie’s lips as she slowly worked herself onto the shaft. The cock now fully embedded, Connie nibbled on her lower lip, ran her hands through her hair the way she knew Leslie liked and started slowly moving up and down.
Leslie loved round, firm breasts like Connie’s. Maybe it was because she knew she’d never have tits like those; if her Mom and older sister were any indication she’d be lucky to max out at a B-cup, not that that bothered her. She got her women by being smarter and cooler than everyone else. That’s how she’d seduced her first lover who, not surprisingly, had round, firm breasts also. Maybe seduced was to strong a word ... Leslie had allowed the woman to think she was seducing her, and it had been ridiculously easy. Just over a year ago Leslie’s Mom had taken a new job and Leslie had dropped by one day after school to see the place for herself. One of her Mom’s new colleagues was a woman right around her Mom’s age who’d stared at Leslie with near naked lust. Leslie had known for a while she was into girls, and she was more than cool with that realization, but she’d always wondered what to do with that knowledge. When the opportunity had presented itself, Leslie seized it. She’s made small talk with her Mother’s co-worker and maneuvered the woman into talking about things like what gym she went to, where she liked to run, which coffee shop she stopped by on the weekends. Then Leslie went to all those places and waited. She didn’t have to wait long. It took her less than a week to find the woman, and then into the woman’s bed.
Since then, Leslie had been with more than a few other women. At first it had been like minded friends of her original lover. Then Leslie had moved on to her own friends. It always started off as “practice” ... getting themselves ready for their boyfriends or anticipated boyfriends. By the time Leslie was through with them, the boys were long since forgotten. She’d claimed more than a few cherries with the dildo she was using on Connie. And more than a few of her friends were dropping by for regular “practice” sessions these days.
Connie was working herself into a frenzy. It was all so confusing. Back home she had a boyfriend who was handsome, and popular, and cool, and a starter on the basketball team, and he had a huge dick. They fucked all the time, and he never got her off the way this black haired freshman did. But that didn’t make her a lezzie, did it?
The familiar tingle, the one that signaled an impending orgasm, began in the back of her thighs. With a moan, she rested her hands on Leslie’s chest, massaging the younger girl’s breasts, and began thrusting her hips all the harder.
She liked dick ... she LOVED dick. She particularly loved the dick that was currently ramming into her again and again and again. So she obviously wasn’t a lezzie. But that dick was currently attached to another girl, so what did that mean? And to top it off, the other girls on the trip were starting to look pretty good to her. For a second, she wondered what a threesome would be like ... maybe with Asha? That would be nice, the three of them just like this; Leslie flat on the bed, Asha sitting on her face and offering those beautiful brown breasts to Connie mouth. She shuddered with delight as she wondered what color Asha’s nips were. Yeah, that would be awesome, the two of us working Asha over. I bet we could make her scream!
The tingle swept up Connie’s body, flowing through her own breasts, setting her nipples afire. She was close now, and reared up to take the dildo straight up and down, filling her up as much as possible. Connie’s hands moved to her own breasts, her thumbs and index fingers twisting and pulling at her nipples. Leslie’s hands now rested on Connie’s hips, urging the older girl towards faster and deeper thrusts.
“Yes ... yes ... yes,” Connie was chanting desperately. “Yes, yes, yes, yesyesyesyesyes ... fffffffuuuuuuuuuccccccccccckkkkkkkkkk!!”
Connie collapsed onto Leslie as her cum splashed down the cock and onto the bed. She couldn’t fucking believe it! That was just about the hardest she’d ever come, and she’d done it imagining what a 3-way with Leslie and Asha would be like, which was strange because she definitely, definitely wasn’t a lezzy. That settled it, as far as she was concerned. As soon as they got back to the States, in 2 weeks, she was cutting Leslie off. This sex with other girls thing was just too confusing.
With what little remained of her strength, she lifted her head up so she could kiss Leslie. Until they all went home, she’d let Leslie do the thinking. Everything was so much easier when she let Leslie do the thinking.