22 comments/ 122156 views/ 33 favorites Highballin' By: Colleen Thomas Ashley took another big gulp of her rum breezer and glanced at Wanda. The brunette was smiling as she drove, but Ashley knew her well enough to see how nervous she was. Ashley laughed as she wondered what Wanda was nervous about; she wasn't the one who was going to have sex with a total stranger, for money. In the back of Wanda's mustang Cheryl Ritigliano and Jessica Vernon sat on the edge of the small bench seat and drank heavily. The whole thing was surreal to Ashley, but she wasn't sure if that was because it was so strange or because of the drinks. Ashley looked back out the windshield at the road flying by and wondered how she had gotten herself into this. She was a tall girl, with brown hair and eyes, a trim figure that made her look like a dancer and pale skin. Daughter of a blue blooded Virginia family, her parents had pulled a lot of strings to get her into the exclusive girl's college. She wondered what they would think if they ever found out just how wild the students were at Groton. Ashley wasn't even sure why she was here. An indifferent student, she found the regimented lifestyle hard to swallow and her already poor grades suffered. If it weren't for Wanda she would have probably dropped out already. Wanda was a vivacious girl from New Jersey. Her father was a noted politician on the rise and his daughter's antics had already cost him politically when he shipped her off to Groton. Faced with banishment, she had totally gone wild, and had decided to join Chi Alpha Alpha, the most notorious sorority on campus. Determined to move up, she had convinced Ashley to join and this was to be her initiation. Basically, to show her dedication to the sorority, she was going to let Wanda pimp her out at the truck stop over on the interstate. The money would go for drinks for the party they would throw for her joining. In truth, Ashley didn't give a damn about the sorority and didn't even particularly like any of the "sisters". In her opinion, the whole thing was just an excuse for them to get drunk, drugged up and laid without guilt. Some girls just needed peer pressure to let go. She was perfectly comfortable drinking by herself, didn't care for any of the drugs she had tried and was indifferent to getting laid. In fact, she was indifferent to just about everything lately. She felt adrift, with no anchors and life had become more of a chore than a joy. One of the few things she wasn't indifferent to was Wanda. Her roommate and best friend had always been there for her and had never done her wrong. Since it meant so much to her, Ashley was willing to go along. 'Hell, it might even provide some diversion,' she thought. "Hey, here comes a trucker!" Cheryl called. The top was down and it was hard to hear her words, but Wanda apparently caught it. "Quick Ash, pull your skirt up and put your legs up on the dash!" Feeling a lot more silly than sexy, Ashley bunched her skirt around her waist, revealing her pink panties and put her long legs up, showing off the stockings, garter clips and pink, come-fuck-me pumps she was wearing. The big rig pulled even with them as Wanda let off the accelerator and Ashley glanced up. The driver was a woman! Even so, she was staring so hard the big truck veered perilously close to them before she caught it. She was tanned and her lean face was weather-beaten. Dark shades hid her eyes and she wore a cowboy hat and flannel shirt. She continued to glance down, keeping even with the little mustang for about a mile. Cheryl was laughing and Wanda tromped on the accelerator. Ashley waved as the little car shot off down the road and the truck fell far behind. Highballin' "Fuck it," she thought, overcoming her indecision and lowering her head to brush her lips over the trucker's thigh. The skin was as smooth as silk and had a faintly sweet taste. Cody sighed and placed a hand on Ashley's head. Emboldened, she moved her head up and traced her tongue along the crease where leg met torso, eliciting another soft sigh. Ashley slipped her hands under Cody's thighs and laced her fingers together, pressing her hands into the soft skin of the blonde's tummy, just above her pubic bone. She bit her lip, hesitated just a moment more and then pressed her nose into the woman's soft pubes. She parted her lips and pushed her tongue out, pressing it between the slick lips of the trucker's pussy. Several sensations hit Ash at once, the aroma became intense, the silky texture of Cody's lips and inner folds and an explosion of flavor filled her mouth. The flavor was strong and sweet, very close to the aroma that was filling her nostrils. Ashley moved her tongue very tentatively over the slick flesh. Over the next few minutes she became bolder and more sure, sliding the tip from the top of Cody's slit to the very top of her entrance in long, slow trips. Ash remembered what felt good to herself and began to attempt to deliver the same treatment to Cody's pussy as she liked on her own. The butch trucker made no noises at all, but the gentle jogging of her hips let Ashley know she was enjoying it. Ash found the blonde's clit and began to tease it, in the same way she teased her own with her fingers while masturbating; short, delicate swipes of her tongue, designed to give only the most fleeting caress. Cody's hips bucked and her hand clenched in Ashley's brown hair. She pulled the girl's face tighter to her wet pussy, but Ash retracted her tongue and continued the subtle teasing. She dusted the hard pebble with just the tip of her tongue, occasionally giving a quick lick with the flat of it. After a few minutes of this, Cody's body jerked and her ass came up off the bed. "Harder!" she demanded. Ashley complied, sucking some of the surrounding flesh into her mouth and while maintaining suction lashing the trucker's clit with her tongue. "Yes," Cody hissed. The trucker's body was thrumming, vibrating under Ashley's ministrations and the coed was beginning to wonder if she was hurting her, when she gave a short bark and her hips went wild. She pulled Ashley's face tightly to her pussy and began to hump against her. Ash just held her tongue out and let Cody do as she would. Eventually, the tall woman relaxed her grip and exhaled heavily. "Not bad for a beginner," she said at last. "Thanks," Ashley said, sitting up and wiping the excess juices off her cheeks and lips. Cody stood and from another cubby took out a strap-on harness. She buckled it around her hips and tightened the tabs. Ash had heard of such toys, but never seen one before. She was surprised at how realistic the thick cock looked. Ash watched as the trucker gave her hips an experimental jog or two, causing the thick dildo to bounce before her. She then piled the pillows up and sat back down on the bed, holding the base of the dildo in one hand. "Get on," she ordered. Ashley stood and removed her panties. She was surprised and embarrassed to note the stain at the crotch and feel the unmistakable sensation of being wet and ready when she moved. She placed a knee on the bed and then rose up, holding her body above the cock. Ashley grasped it, and pushed it between her legs, finding the right spot, she held it steady and slowly lowered herself onto it. It was thick and cold, causing shock waves as it forced its way into her tight channel. Biting her lip, Ash raised up a bit, then lowered herself again. Finally, she felt her pubic bone settle onto Cody's and their pubes mesh. She let her leg down so that she was on her knees in the tall woman's lap. Cody smiled and reached across the bed to grab a crumpled pack of cigarettes and lighter. She lit one and inhaled deeply. Ash watched, unsure of what was expected of her now. "Fuck yourself baby," the butch said. Fem superior. No sweat. She had done this before, but this time it was different. The dildo moving in her seemed to be larger, filling her completely and causing a delicious friction as it caressed her inner walls. She began to ride faster, coming down harder and rubbing her pelvis against Cody's pubic bone and harness. Each time her clit hit the edge of the harness it sent sparks of white-hot pleasure into her system, complimenting the sweet friction the dildo was causing. Cody let her cig dangle from her lips and jerked Ashley's bra beneath her bouncing breasts. She then sat back and watched impassively as Ash's orgasm approached. Ashley could feel it building. She felt the clenching of her inner muscles and the tightening in her belly; the precursor spasms that let her know it was almost upon her. Even so, it hit with gale force, beyond anything she had ever experienced when with someone. Although never very vocal, she cried out in her pleasure as the blasts of euphoria shot out from her center and ripped through her body. She gave herself to it and for an indeterminable time, she lost contact with reality, gliding along on the powerful waves. Cody's hands brought her back to reality, they were on her hips and gently urging her to continue riding. Ashley mechanically responded, slowly raising and lowering herself. Even these halting movements brought massive bursts of pleasure that slowly subsided into soft ripples. "Keep going," the blonde whispered. She did. Soon her nipples were rock hard, jutting out from the softer flesh of her tits. Her pussy was clenching and releasing wildly and the tinge in her deepest muscles let her know she was about to come again. This one was less violent, more sublime and altogether absorbing. Two in one session was unknown to her and still Cody's hands urged her on. Ash complied, riding to a third crashing orgasm and a fourth, before collapsing on the tall woman's thin body. "No more," she murmured as the butch gently caressed her back and kissed her nose. "O.K. babes, I gotta get my ass in gear anyway," Cody replied. Ashley rolled off and curled up in a fetal position as the tall woman stood and removed the harness. She pulled on her jeans and then helped Ash into her blouse and skirt. "Mind if I keep these?" she asked, holding up Ash's panties. "Sure," the coed replied, still trying to control the gentle aftershocks that were rocking her lithe frame. Cody helped her down and settled into the driver's seat. She pulled a twenty out and stuffed it into Ash's bra. "Take care Kiddo. I'll be remembering that ride for many a moon," she said, before closing the door and pulling away. A single long blast sounded on her air horn when she hit the ramp and she was gone. Highballin' "Ash, this is Momma Tom. Ma, this is Ashley, she's riding with me a while," Cody said with a slightly embarrassed look to Ash. "Nice to met you ma'am," Ashley said, remembering her manners. "You too child. Hope you know what you're getting yourself into, this one is a heart breaker," she said. "Don't start that," Cody said, going red from her open shirt to her ears. "What'll ya have?" the woman asked, apparently deciding not to rib Cody anymore. "Steak and a bath," Cody said. "And you?" she asked Ashley. "I don't know." "House special then," the woman said, smiling in a very friendly way that put Ashley at ease immediately. "You know where the house is, mind you don't scare Brutus," she said to Cody, before heading back to the kitchen. "Brutus," Cody mouthed, rolling her eyes. Rita and Donny both suppressed laughs as Cody made her way out the back door. "Brutus?" Ashley said. "Ma Tom's boy got to worrying about her, when he hit the road, so he got her a pit bull. Named him Brutus. Turned out to be the most scaredy-cat dog ever. If he hears a loud noise he pisses the carpet and runs for cover," Donny said. "Donny, you better not be picking on my Brutus," Ma Tom called from the kitchen. "Oh," Ash replied, suppressing a grin when he winked at her. Several of the patrons laughed and Ashley decided Brutus must be a running joke. She really liked the little place; it was run down, but it seemed homey and comfortable. "All right, I've been good, what's she like in the sack?" Rita said. Her eyes were glittering and Ashley noticed her nipples were making tents in her top. "Damn woman!" Donny exclaimed. "Oh shush, eat your dinner and stay out of it, this is girl talk," she retorted. "Rita," he said seriously. "Oh fine," she pouted. "I apologize Miss. Rita isn't used to normal folks," he said. "It's all right," Ash said, barely suppressing a grin when Rita stuck her tongue out at him. They sat in silence for a minute or two, before Rita spoke up. "Don, don't you need to go check that condenser?" "Jesus H. Christ! All right, All right, I'll go so you two can talk about sex!" he exclaimed, but there was no rancor in his voice. He stood melodramatically and marched out of the diner, but not before giving Ashley a friendly wink. "I love that man," Rita said with a smile. "He seems to be one of the good ones," Ashley said. "Oh, he is. Mark my words. He's steady and loving and everything my first husband wasn't. But right now, I want the low down on Dutch." Ashley blushed and Rita leaned across the table. "I'm sorry, not trying to make you nervous. It's just that she has never slept with anyone I know and I'm so curious. You don't have to talk about it if you don't want to." "She's awesome. I came four times the first time and I'm dying for more," Ashley enthused, surprising herself. "Lucky dog!" "I think you could find out if you wanted," Ashley said. Rita laughed and sat back, taking a swallow of her tea. "I doubt it. Donny wouldn't mind, he thinks the world of her, but I don't think Dutch would. She's got a strong streak of honor in her and she's mule stubborn when she wants to be." "She's a strange woman," Ashley said tentatively. "Strange?" Rita said with a pensive frown, "Yes, I guess she is. At least until you really get to know her. She's smarter than she lets on and a lot more thoughtful than most people see. She's very guarded with her feelings, but I can tell she's sweet on you, and not just the, I want to get in her pants kinda sweet either." "I'm starting to see there's a lot more to her than meets the eye," Ashley volunteered. "Yeah. She grew up hard and it's been no picnic for her even after she left home. She's just now seeing the rewards for all her work. Don't hurt her. I'll personally look you up and kick your ass if you do." Rather than be offended by the threat, Ashley found it endearing. "I'm not out to hurt anyone," she said, taking Rita's hand. "What are you out for?" "I don't know really. I'm new to this. Really new." "Be careful of her feelings. She's obviously fallen for you." "Jesus Rita, are you threatening her already?" Cody asked, surprising them both. "Nope. She was just giving me the low down. I'll have to catch you next time Donny takes a vacation," Rita said, quickly. "You say that every time we're together and I still haven't so much as sniffed that pussy," Cody replied, sliding into the seat next to Ashley. Cody had changed into a good pair of jeans and a black western shirt with pearl buttons. She looked good in it, handsome, in a strange kind of way that sent tendrils of excitement through Ash's body. "Come on back to the ladies room, I'll let you do more than sniff it." "Damn. Donny, control your woman!" Cody exclaimed as Donny slid into the seat next to Rita. "An old fellow like me?" he said sourly. Cody burst out laughing and Rita punched his shoulder. The rest of the evening passed with the banter kept up and the sexual innuendo getting thicker with each beer Rita consumed. Finally, Donny put his arm around her and gently pushed her out of the booth. "Come on woman," he said simply. Ashley expected a protest, but Rita just smiled and hugged them both. "You two take care. Will we see you at the Depot?" she asked Cody. "Doubtful. Unless y'all are staying an extra day or two in Diego?" "Three day weekend. We gotta use our time share or we loose it," Donny replied. "Might then." "Night Dutch. Night Miss. Come on woman." "Hope you took your Viagra," Cody said with a wink. "Good night," Ash called to their backs. "Guess we better go too," Cody said, somewhat awkwardly. "Okay," Ashley replied. They said good night to Momma Tom and headed out to the lot. There were only three trucks there and she guessed the long nosed freightliner was Rita and Donny's. Once they climbed into the cab, Cody yawned conspicuously. "Well, guess we better hit the sack." "Cody?" "Yeah?" "If you think you're going to sleep on me again, you're in for a rude awakening," Ash said seriously. The tall woman laughed and wrapped her arms around Ashley. She hugged her tightly and very gently kissed her. "Let me beg off one more night sugar. It's not that I don't wanna make out, it's just that I'm still running behind and we gotta make Memphis by five o'clock tomorrow." "Why?" "I'm loaded now, but if I don't make it to the warehouse before they close, I'll have to drop my trailer in the yard. I don't fancy deadheading across half the country, but I have a regular load from Diego that I can't fuck up, so if we miss them, it means no load." "All right, but I'm going nuts." Ashley said. She was unable to keep the disappointment from her voice and Cody kissed her again. "I'll make it up to you sweetheart, promise."