Note: This story was dynamically reformatted for online reading convenience. Tessa the Toiler, Chapter 4 (MF, cons, oral) By Paco Svengali Released 03/13/2004 Updated 08/27/2007: Format Chapter 4 - What Are Girlfriends For? Tessa came out of the bathroom. She felt refreshed after the shower. On one hand, taking it up the ass was a part of the business, but it was still the idea of having something shoved up your shit chute that made Tessa look forward to a shower afterwards. Just as she was heading into the kitchen, the phone rang. It was her red phone, the business phone. Jesus, she thought to herself, I've got a big scene tomorrow night, so I hope that this isn't a regular that wants a date tonight. Damn it, I want to be ready for tomorrow especially after the wad of money that Jerry handed over. Picking up the phone, she asked who it was. "It's me, Tessa. It's Tally" Tally was one of Tessa's good friends. She was also a working girl like Tessa. Tally and she had gone on double dates a few times, and when they didn't work together, they spent a lot of their free time together. Because they both were in the business, they could talk together without worry. "Hi, toots, what you doing?" asked Tessa not worrying that this would lead to some kind of a lost evening. "Looking for some help." Oops, thought Tessa. I think I was too premature. "Looking for what?" "Tessa are you free this evening? I got into a double demand situation, and I need some help. What you got going tonight?" "Tally, I got a really big one tomorrow night and was planning on staying home tonight. Can't you get someone else?" "Tessa, there's this guy, big bucks, and he called five minutes ago. His name is Jack. He's looking for some company tonight, and I'm already book with Herb. I hate to stand Jack up; he's been real good to me. So I thought that if I couldn't make it, you'd be willing to pinch hit. Before you say no, this is the guy that I went to St. Barths with last year, remember? It's not that I'd rather be with Herb, but I don't know how I can stand him up for Jack. I've already told Herb that I'm his for the night." Tessa remembered when Tally took a whole week off last year and went with some sugar daddy to the Caribbean. Hum, thought Tessa, Herb must be paying her pretty good buck if she's willing to send Jack her way. "Okay, Tally, I'll do it, but what if this guy goes for me and drops you? How are you going to feel about it?" "Tessa, think of Herb. Remember how I got on his 'A' list?" Come to think of it, Tessa remembered. It was the same kind of situation where she couldn't make it and called Tally. Well, if anything happened, at least things would be even, not that Tessa really cared. Both she and Tally were beautiful women. Tally was about the same size as Tessa, 5' 4", and both had fabulous figures with a pair of tits to make any mortal man want to cum in his pants thinking about them. The biggest difference between the two, and when they worked together it was a benefit, was the fact that while Tessa was a blue eyed blonde, Tally was a simmering brunette with dark eyes. When the two of them were side by side, many a male eye was popped when they caught sight of these two beautiful, contrasting women. "Okay, kid, you win, but this guy better be pretty straight forward. I'm not in the mood for swinging from chandeliers. Christ, I already had one guy fuck me up the ass today. I don't need another guy looking for high wire act." "Tessa, you're beautiful. Don't worry about Jack. He just likes to fuck, and he's pretty good at it." "Just what I don't need tonight - a bum fuck." "Don't worry, you won't get one. He knows that I'm not available tonight, so this is what the two of us worked out . . . " Several hours later Tessa strolled into the Intercontinental Hotel. She was dress in a dress with the hem just above her knees allowing her legs to be on display. It was sleeveless and had a square cut front showing off just the tops of her breasts, giving a hint of what was bellow. Following Tally's instructions, she went into the bar. The fact that it was now seven in the evening, the bar was crowded with people reliving the day's battles. Tessa looked around the room as she reached into her purse for her phone. Dialing the number that Tally had given her, she listened for someone's cell phone to ring. Sure enough, a man sitting at the corner of the bar reached into his pocket and pulled out his ringing phone as he looked around the room. Seeing Tessa standing at the doorway, he smiled and nodded his head. Tessa came over to him. "Jack?" "Yes. And you're Tally's friend? Tessa, isn't it?" "Yes. I hope you don't mind the switch. I know that Tally wanted to be with you tonight, but she just couldn't make it." Looking at the beautiful blonde woman standing in front of him, Jack smiled and said, "This is a sacrifice that most men would die for. Did anyone ever mention that you're stunning?" "Flattery if ever I heard it, but don't stop," she responded, a slight blush coming to her cheeks. "Come on, let me buy you a drink, then we can discuss the rest of the evening." Jack was in his thirties, about six feet tall and with a nice head of blonde hair. He was slim and solid looking, a man that many a woman would be happy to jump into bed with. The two returned to where Jack was sitting. He called the bartender over and Tessa ordered a glass of wine. Then the couple settled down into a conversation that allowed them to get to know one another and enjoy each other's company. As they sat there and talked, most of the men in the room craned their necks and made comments to their companions about how lucky the guy was with the blonde. After several drinks, Tessa realized that the time was flying and that she was here on business. "Jack, look, I hate to do this, but it's getting late and you have to get up in the morning. Shouldn't we get a move on?" "Tessa, you're the amazing. Here I am with a woman that half the men in the place have mentally screwed, and I'm here talking with you, total enthralled. What I'm I doing? You're right. Let me settle up the tab, then up we go." Paying up, the couple proceeded to the elevators and rode up to Jack's room. "Tessa, I hate to be so crass, but I do believe that this is a money proposition, am I right?" "Sorry, but you hit the nail on the head." "Then I guess I should ask how much?" Looking into his eyes, Tessa came up to Jack and put her hands on his shoulders. Coming up on her toes, she reached up and kissed him. Letting her arms encircle his neck, she let her tongue slip through her lips in search of his tongue. Not breaking, she opened her mouth and began to explore his, working her tongue against his. Jack didn't believe that he could be so lucky. Her kissing and probing with her tongue was already getting to him. As he told Tessa earlier, he had just returned from a trip from Asia where, because of the AIDs epidemic, he kept his zipper up. He had been there for three weeks, and his balls were ready to explode. Now here he stood with the answer to his problem. He had no doubt that the girl could feel his cock through his pants as it began respond to her probing tongue. Stopping, Tessa pulled back. Smiling up at him, she turned and stepped back a few feet. Without facing him, she reached behind her and unzipped her dress and, pulling it by the shoulders, let it fall to the floor. Jack was greeted by a beautiful figure of a woman. Tessa was wearing thongs, the back of which went between the crack of her ass. Her buttocks were curved and firm, an invitation for a man to caress. Her back was smooth, the muscles delineated and exotic, and her legs slim and beautiful. Yes, if Tessa was eye catching in her dress, the real thing was even better. Turning to face him, Jack inhaled as he caught sight of her breasts. Though they were still incased in her bra, the fact that she wore a demi bra added to the impact that this beautiful woman made. The top of her breasts were exposed. While the nipples were not showing, but the fact that Tessa's were the size of eraser heads when aroused was evident by the fact that they could be seen through the material of the bra. Tessa's body continued to entrance Jack. Her stomach was flat with a perfect navel centering it. While her thong was not see-through, it was form fitting. As a result, her labia were outlined for all to see. The thong might as well as have been spray painted on. Reaching around in back, Tessa unsnapped her bra. Letting it fall away, she cupped her tits in her hands. "Look good enough for you, Jack?" Even without any arousal, Tessa nipples were delicious looking. Her tits were full and firm, with her nubs surrounded by perfectly pink areolas. Felling his groin stiffen looking at this beautiful woman standing in front of him, Jack said, "Oh Christ, Tessa, you're going to make me blow my load right in my pants, damn it. Remember that I've been on the road for the last three weeks. My balls are the size of grapefruits, it's been such a long time. You keep on teasing me like this, it's going to be either cum in my pants or you're going to get yourself raped." Chuckling to his lament, she said, "Oh you poor boy. It seems that you need Tessa an awful lot tonight. Come here, baby." "Tessa, seriously, I think it's wrong of me to just jump your bones. After all, you've got to pay rent, you know." "Jack, darling, I have a rule. I never set a price. I let the guy determine what I'm worth. And since we've never done the big nasty, I'll let you settle up afterwards. I'm not worried that you'll screw me, financially speaking that is. Tally and I work the same rules, that is, only the best. I don't care if we're talking clothes, food, or our men, only the best. If you stay with the best, the best things happen. The best for the best, get it? "Now come over here. You've been playing like a monk, have you? Well, just remember, Tessa isn't just some pussy off the street that you're going to dump your load into. Nope, you just let Tessa handle your problem." "Tessa, just seeing you, I don't know long I can hold back." "Jack, damn it, let me handle things. You forget, you're with a pro, so quit your worrying and let me do my work. Again, come over here." Jack stepped over to where Tessa stood. She proceeded to undress him, removing his clothes piece at a time, until he stood in front of her with out a stitch on, and his pecker sticking out like a totem pole. At no time did she do or say anything erotic, she just undressed him as if he were a store mannequin. Stopping and looking down at his erection, Tessa said, "Okay, everything seems normal. One hard cock on one horny guy. The world still turns, I guess. Now let me pull that bedding aside, and you just lay back and let Tessa solve Jack's problems." Jack climbed into the stripped bed and reached for a pillow. "No, you don't need that," she said. "Just lay flat on your back and relax." Jack did as he was told. He lay back, put his hands under his head, and exhaled. This woman was going to cost him one pretty penny, he thought, but damn it, I have a feeling that she's going to be worth it and then some. Still wearing the thongs, Tessa climbed in at the foot of the bed. She didn't want Jack to take any part of what was going to happen next. She just wanted him to lay back, relax, and let her do the work. She stayed on her hands and knees, and crawled up to his chest. She liked the fact that he had no hair on his chest. It made things a lot cleaner for her. Kneeling over him, she kissed his nipples, sucking them between her lips and lapping at them with her tongue. After a few minutes, she moved backwards, coming to his navel. She briefly stopped and tongued it, then began to move downward again until she came to his erect cock. All this time, Jack just lay there, feeling this woman work wonders on him. Her actions were so subtly erotic that while he was totally arouse, his balls didn't fell like they were going to explode, at least not yet. His cock was rock hard, but he was still far from cumming even though it was three weeks since his last orgasm. She knew how to set a pace that would reward him with maximum sexual pleasure. Tessa was now kneeling over Jack's cock. It was a nice one, not to long, not to fat, just the right size for giving a woman pleasure. Its eye leaked pre cum. It seeped up from the tip and drooled down the sides, some of it now smeared on Jack's stomach. Reaching out, Tessa cupped Jack's balls in her hand. Like the rest of him, they were nice and firm, though they were not really the size of grapefruits in spite of what he said. She moved her hand up to the base of his cock and held it so that she could direct it to where she wanted it to go. Pushing his prick back onto his stomach, Tessa ran her tongue along the underside of it, stroking the whole urinary tube until she reached the knob. She did this several times. Then she brought Jack's prick back upright. Holding it, she gently blew on it, making his ass checks quickly clench. Now taking her hand, she stroked his pole, forcing the pre cum out of the tip of it. She did this several times, letting a good solid drop of it form. Just as it was ready to run down the side, Tessa lapped the drop of the tip of Jack's prick, savoring the slight saltiness of it. Still holding him at the bases, she lapped his knob causing a groan to escape from his throat. Then with a slow deliberate motion, Tessa began to feed Jack's turgid member into her mouth. First she sucked the knob into her mouth. Stopping, she ran her tongue over it, the tip of her tongue probing his slit. Then rising up over it to get a better angle, Tessa sucked his prick into her mouth, stopping once and bringing her head back slightly, then continuing until the entire length was buried in her mouth with the head of it in her throat. While she was careful with her teeth, she let her tongue massage the underside of his cock as it passed over it. From the head of the bed, she heard Jack exhale and his leg muscles tighten as he fought for control. Letting her hand gently cup his gonads, Tessa began to slide back up to the knob, now very gently letting her teeth graze Jack's pole at it reemerged. "Tessa, Christ, you're killing me. I'm not going to last long this way. Damn, I need to cum," he muttered. Grabbing his slick cock in her hand and stroking it, Tessa said," Go ahead, baby, cum. Don't hold back, just cum when you're ready." Tessa directed Jack's cock back into her mouth. This time she began a rhythmic stoking of his cock in and out of her mouth. At the same time, she used her hand on his rod every time she extracted him from her moist passage. "Baby, I can't take it. I'm cumming." Hearing this, Tessa renewed her sucking. She felt his cock expand in her mouth, and his balls give a slight jerk. The first load was on its way. Holding Jack's prick about one third in her mouth, she stroked the base with her hand as he erupted. The first load of his cream pumped out of his cock. Then she felt the next spasm that was quickly followed by the next load. She had him pumping his cum into her mouth at a steady flow now. Unlike other times, Tessa swallowed Jack's cum as it filled her mouth. This exercise was a mid point and not the finally. Men enjoyed seeing cum leaking out of a woman's mouth. This time, she didn't want to waste time for that, and sucked the cum down her throat. It was over quickly. Tessa didn't want to make it a prolonged deal. Jack's cock began to wither, drizzles of cum leaking out of the tip, until he gave a sigh and she knew it was over. "Nice boy. Now you wait here," she said as she got off the bed and headed to the bathroom. Upon returning she found Jack sitting in the bed, leaning up against the headboard. "Tessa, you're great. I appreciate it. Let me take care of you." He said this as he reached over for his pants to extract his wallet. "What do you think you're up to, mister?" "Hey, I'm not looking for charity, sweetheart." "And I'm not offering charity. But I'm not done with you yet, fella." "What?" "Jack, all I wanted to do was to get you relaxed so that you could enjoy a good romp. Think of it as blowing the head off of your beer so that you can get to the good part of it. I hate it went some guy comes in all cranked up and just shoots off. Hell, if that's your problem, just whack off and save yourself the money. Remember what my job is. It's to give you pleasure, not to milk your balls." Tessa said this as she slipped out of her thong, throwing it off to the side. She then crawled up on the bed on all fours. She crept over Jack as he laid there, her tits swaying, until she was close enough to kiss him. The sight of this beautiful woman was having an effect on Jack. Seeing her coming toward him, her full breasts swaying, was causing a stir in his groin. When her full nipples dragged over his stomach and chest, Jack inhaled and waited for her next move. Coming up to Jack, Tessa leaned over and began to nibble at him. She lightly kissed his lips, then his nose, his cheek and forehead. Then, cocking her head to the side, she kissed him full on the lips and held the kiss. Slowly she let her tongue run across his lips, then eased it between his teeth and began probing for his tongue. Not being able to lay there passively anymore, Jack put his arms around her a pulled her down on top of him. He ran his hand up and down her back, feeling her smoothness and warmth of her body. He squeezed her perfect ass and felt his cock give a slight shake when Tessa ground her pussy into his groin. Reaching under her arms, Jack pulled her up so that he could get to her breasts. Her nipples were already aroused. He took first one into his mouth, and sucked and gently nibbled on it with his teeth. Then he sucked and nibbled on the other one, then back to the first. "Oh, Jack, that feels so good. Suck on them. Bite them. Don't quit, please don't," Tessa exhaled as Jack made love to her breast. She ran her fingers through his hair and caressed his face with her hand as he continued to arouse her. Pushing away from him, Tessa came to a full kneeling position over Jack. Taking his hand, she held it against her pussy. "You're turning me on, Jack. Feel my pussy. It's starting to run because of your lips. That's what you're doing to me, Jack." Running his fingers over her pussy, Jack's fingers came way slick from her secretions. He marveled at this woman, how she became a participant and not just a place for depositing a load of cum. Instead she was a full partner in this, he thought. Jack ran his fingers up and down the lips of her cunt, letting his fingers get well greased. Then he let one finger, quickly followed by a second, slip into her love channel. He body gave a shake when he did this. Jack ran his fingers deep into her cunt, massaging the walls. He did this several time. Then he went in search of her clit. Considering the size of it, Jack had no problem locating her clitoris. Tessa had a clit the size of an eraser head when aroused, and it was very easy to arouse. The size of it explained why she do much enjoyed sex and was a willing participant with her clients. Now Jack, finding her swollen nub, slipped it between his two fingers and began to massage it. Tessa had to have to fight for control of her body. Her back jerked and her legs shook as she knelt over him. She threw her head back and allowed the sensations to flow over her body. Her pussy began to secrete more and more of her vaginal fluids. "Oh shit, Jack, don't stop. God you're so good at that, don't stop, please," she whined as she held on to the headboard. But Jack did stop. He suddenly sat up and pushed Tessa over. Rolling her, Jack placed himself on top of her, looking down at her pussy. Sliding down on his stomach, he looked at the lovely cunt. Taking his fingers, he pulled the lips open reveling her love channel. It was moist and pink. The lips were pink; the insides of her pussy were pink. Appreciating what this woman was doing for him, he couldn't help but what to return the favor. Taking the tip of his tongue, Jack rubbed Tessa swollen clit. He ran it around her love bud, then sucked it with his lips while teasing with his tongue. The effect was to almost send Tessa through the wall. Her body reacted as if she were hit by lightning. Her mouth opened in a silent 'oh' as she threw her head backward, her back became rigid, and she grabbed Jack's head and held him against her pussy, not wanting him to stop. "Ohhhhhhhhh, Gooooddd!" she cried. Opening his mouth wider, Jack wrapped it round her clit as he drove his tongue all the way up her cunt. Using his tongue, he massaged her tunnel with the tip while the base working on Tessa's clit. She was slowly losing control. Suddenly Jack came to his knees. His hands came up under her thighs, and he picked her up, curling her body so that her thighs were pressed into the breast, her feet almost over her head, and only her shoulders and head on the bed. Looking down, Jack was presented with a wide open pussy and an exposed ass. Jack once again started to suck on Tessa's pussy. After a few moments, he began to lick Tessa's perineum, the area between her pussy and asshole, then moved down to the crack of her ass. When he reached her puckered rosette, he didn't hesitate. Even her asshole was beautiful, he thought. Taking a breath, Jack licked her asshole, once, twice. Then, grabbing her to prevent her from moving, Jack drove his tongue into her asshole. At first he met resistance, then his tongue burst passed her anal ring and into her bowel. Pushing his face into the crack of her ass, Jack proceeded to tongue fuck Tessa in the ass. Tessa couldn't believe what was happening. Normally, it was she that performed the oral sex, it was she who ate a guy's ass out, but here she was, ass sticking up in the air, and a guy sucking and tongue fucking her cunt and asshole. Not only was Jack doing that, but he was excellent at it. She hoped he would never stop as she felt his tongue working in her asshole. Just as Tessa didn't think she could take any more of his tongue, Jack backed away and let her legs fall to the mattress. Grabbing his cock, he directed it at her cunt. "Baby, you ready? My balls are going to burst soon. I got to fuck you, or I'm going to cum all over the place," Jack said as he looked down at the panting blonde. Breathing rapidly, Tessa could barely answer. "Come on, Jack, fuck me. Bury that thing of yours up my pussy. Fuck me, pound me. I want it. Come on, lover, do it!" Still holding his cock, he let the bulb slip between Tessa's pussy lips. Using just the crown, he ran it up and down between her lips. Then slowly he began to feed it into her cunt. He met no resistance she was so moist. His cock slipped into the waiting girl inch after inch, until his groin came up against her pelvic bone. He could go no further. He felt his prick push into the opening of her cervix. Placing his hands on each side of her, Jack extracted his cock until only the head was still in her, then he reversed again, feeding his rod back into Tessa's waiting cunt. Now he began a regular in and out beating, running his aching cock into her depths before extracting it, and doing it over. The room became filled with that smacking of their bodies as his thighs clashed into hers every time he plunged his meat into Tessa. Slap, slap, again and again. Every time he drove into her, Tessa felt her tits shake and could feel his balls bounce off of her ass. Her pussy was so worked up, first by his oral ministrations and now by his banging cock, she could feel their mixed juices seep out of her cunt and run down the crack of her ass. He made sure that he was at a perfect angle, ensuring that his slicked pole ran across her clit, stroke after stroke, until she was ready to explode. He was driving her towards the brink, but she wanted to do one more thing to give him pleasure before they both lost it, and now was the time. Jack worked his rod in and out of Tessa cunt, he couldn't believe how nice and tight she was. He felt the walls of Tessa's cunt hold his cock as he slithered through her tight passage. Then Jack felt Tessa move her hips slightly off the bed and suddenly her cunt grasped his cock as her hand was grabbing it. She started to work her muscles in her pussy, milking his cock and sending electricity through his groin. It felt as if a silkened glove was massaging him "Oh God, baby, I can't hold it much longer. Your pussy . . . oh shit!" This last was said as his balls gave a bounce, announcing that he was about to have an orgasm. Jack's whole body went rigid and his groin muscles flexed, sending the first load of his cum up his pole. It burst out of his cock deep in Tessa's pussy. Tessa was fighting for her own control. Feeling Jack's cock expand in her pussy, followed by a lung that signified that first load of cum was being pumped into her, sent her over the edge. Her whole torso suddenly began to spasm as wave after wave hit her. Her clit was on fire and her pussy was convulsing in ecstasy. "Oh God, oh God, oh God," was all that Tessa could emit. She opened her legs wide and curled her torso so that she could reach back to his ass. Grabbing his buttocks with her hands while her legs encircled the back of his thighs, Tessa pulled Jack to her hoping to get every inch of his cock buried up cunt. Jack wrapped his arms around her as the clung together. Tessa could feel his body convulse every time his cock sent a new load up her pussy. Her pussy clutched his spurting rod so tightly that Jack thought it was in a velvet vise. She began to feel their mixed juices overflow her pussy and run down her ass. The two rocked together, enjoying every moment of the orgasm as it swept over them. Eventually the spasms weakened and slowly passed. Finally regaining her breath, Tessa let go of Jack, lowering her feet to the bed and letting go of him with her arms. Her body fell flat onto the bed, his cock still leaking into her soggy cunt. "You okay, lover?" Tessa asked as she ran her fingers through his hair. "Tessa, between you and Tally, you're both unbelievable. Looking down at the exhausted woman, her chest red from her orgasm, her nipples swollen beyond belief, Jack knew that he had one of the best fucks that he ever had. "This might sound crazy, but when can I see you again?" "Depends, Jack. What did you have in mind?" "Tessa, come to think of it, do you go away with guys? I mean, would you think of going on a trip with me?" "Baby," she said think of Tally and the trip she took with Jack to the Caribbean, "it depends." "Depends on what?" "Tonight, don't forget that I'm a working girl. Also, we'll have to come to an agreement on what we'll call the travel arrangements, if you get my meaning." Reaching over to his wallet, Jack knew that this woman was going to cost him a fortune, but that he was in for many nights of heaven. Continued . . . .