Note: This story was dynamically reformatted for online reading convenience. Tessa the Toiler, Chapter 3 (MF, cons, anal) By Paco Svengali Released 02/29/2004 Updated 03/13/2004: new folder Updated 10/11/2004: resent complete text Chapter 3 - Getting Your Reservations In Tessa was smiling as she stepped out on to the sidewalk. As planned, she joined Dan at Nick's Fish Market for lunch. The two of them had a good lunch, some fine wine, and a great get-to-know-you conversation. Tessa had to do some quick toe tapping on the latter, give the fact that her livelihood wasn't the sort that made boys want to take you home to mother over. Instead, she led Dan to believe that she was an independent decorating consultant to companies, but not for personal homeowners. Dan, entranced with the beautiful blonde in front of him, bought everything she said. "Gee," Dan said, "the time seemed to go so quickly." "Yes, I know what you mean. It's already two o'clock. Half the afternoon is gone. You better be getting back to your office or they're going to think that you quit." "Oh, don't worry. When your dad owns the place, you can sometimes cheat." "Hum, having your own father as the boss does have some advantage, doesn't it?" "Well, actually, because he's my dad, I have to toe the line a little closer than the rest of them. Dad doesn't want anyone to think that there are two rules, one for the kid and one for them." Suddenly, Tessa's cell phone rang in her purser. "Hold on, Dan. Let me answer this if I can find the phone in this sack called a purse." In spite of her concern, Tessa managed to extract her cell phone. "Hello." From the other end, "Tessa?" "This is she," Tessa replied. The voice seemed familiar. "This is Jerry over at Crown and Smith, the law firm." "Oh, hi, Jerry. How are you?" "Just fine. Say, you're not available, are you? I need a particular job done, and you came to mind. I'd like to sit down with you and talk about it." Considering everything, this didn't sound like that usual 'I need a fuck' kind of call she was used to. "As a matter of fact, I could be at your offices in fifteen minutes if you'd like. I'm right over here at Bank One." "Great. Come on over. You know where we're at, don't you?" "Sure do," she answered. Considering the fact that she had two or three of the law firm's partners as clients, yes, she knew where their offices were. "Then I'll see you soon." "Great. I'm on my way. You take care." "See you." Looking at Dan, she said, "Great timing. It looks like I have to get going myself. Dan, thanks for lunch. I had a great time, and I appreciate it." "Good. Can I call you later? Maybe we can have dinner?" "Sure, I'd love that." This brought a beaming smile to Dan's face. "Great. Then off you go. I do have to get back to the office, and it looks like you have an opportunity waiting for you, so I don't want to hold you back. I'll give you a call." "I'm off." With that, Tessa came up on her toes and kissed Dan on the lips, not a long one, just long enough to be appropriate for a couple who were standing in the middle of the sidewalk. "Good bye," she said as she turned and headed towards LaSalle Street. Tessa was wondering to herself what she thought she was doing. What did she think would become of her and Dan? He was an innocent civilian, and had no idea of her background. Yes, he was nice, very nice, in fact. He was about six foot, good looking and with a nice body to match. And now it turns out, his father is well off, and Dan is following in the same footsteps. What was she thinking? Come on, some day he would find out if she kept going with this, and then what? Hell, she already knew the answer. The brick wall . . . splat! Tessa reached the offices of Crown and Smith. She entered the front door, came up to the receptionist and asked for Jerry. The receptionist called him on the phone. "Go right ahead, miss. He's waiting for you. His office is right down the hall. You'll see his name right beside the doorway. You can't miss it." "Thank you." Tessa went down the hallway and found the door with Jerry's name along side of it. As she looked in, Jerry was coming to greet her. Looking at her, Jerry knew that he had made the right move. Tessa was about 5' 4", with a slim waist that supported a gorgeous set of breasts. She was a blue eyed blonde, all real, and her face made many a man catch his breath. She was beautiful, not just pretty, but beautiful. Even now, wearing a pair of cream slacks and a cashmere turtle neck, she was stunning. "Tessa, thanks for coming. Come on it," he said as he reached out for her hand. "Damn, I've got to see more of you. I forget how lovely you are." "Flattery, if ever I heard it. But I won't stop you. How have you been, Jerry? The phone call seemed a bit different than those I'm used to. What's up?" "Come in, sit down." He led her to a sofa. Jerry was a senior partner, and one of the partners who set the direction for the whole firm. As a result, his office was a corner office, fitting his position in the firm. The room was spacious, modern in décor, and with floor to ceiling windows on two sides giving a beautiful view down LaSalle Street towards the Chicago Board of Trade building. Sitting down on a chair along side of her, Jerry began to explain the reason for his phone call. "Tessa, I have a very important client coming in tomorrow morning. Actually, he's not a client yet, but we're working to get him as one. It would bring a lot of money into our coffers, and we don't want to miss a chance to land him. "Tomorrow night, there's a social event at the Palmer House, an important one. He's got to attend it, as do I. What we need is someone to be an escort to him, someone to hang off of his arm and make him feel important, if you know what I mean?" "Jerry, you can get any girl to do that, can't you? I mean, it could even be someone in the office, no?" "Not quite. We need someone who a class and can work in society setting without embarrassing us. You can do that. We need a good looking girl, some one who turns heads, to make him feel important, to make him stand out. You can do that also. And, finally, we need a woman that can give him some TLC afterwards, if you know what I mean." "Ah, now I see. And what does your TLC consist of?" "Tessa, from what I've heard about Helmut, he likes his women. He's single, actually divorced, and loves a good roll in the hay. As I recall from my own personal memory, you know how to give a guy the ride of their life time. Tessa, simply put, I want you to fuck this guy senseless afterward. I want you to make him among the walking wounded. I want you to have this guy crying for mercy." Standing up, Jerry picked up an envelope from his desk. "And I'm willing to back it up with this." He set the envelope on the coffee table in front of Tessa. She just looked at it, but didn't reach for it. "We're talking tomorrow night?" "Tomorrow night, until the sun comes up the next morning. Anything he wants, he gets." Looking at the envelope, Tessa knew that there would be plenty in it to make tomorrow night worth the effort. Jerry knew what to buy and how much to pay for it. "You know, Jerry, a girl can't resist the way you put things. Okay, tomorrow night, it's a deal," she said as she reached for the envelope and put it into her purse without even looking in it. "How do I meet Mister Wonderful?" Jerry gave her the man's full name. Then he added, "The rest of it is easy, just ask for him at the front desk. He's staying at the Palmer. Just show up looking like your usual million dollar self, and off the two of you go. No big deal. Make it 7 o'clock. He'll be waiting for you." Standing up, Tessa said, "Then it's seven tomorrow. We got a deal." Coming up to her, Jerry looked at Tessa and asked, "Tomorrow night's a long way from now. And what are you going to do in the meantime?" "What do you mean?" "Well, I've taken care of the business for the firm, but now what about us? You're not in a rush, are you?" "Jerry, this is your office, remember." Walking over to the door, Jerry closed it and flipped a switch. "It's a signal light letting everyone know that I'm with a client, don't bother me." Smiling at him, Tessa put her arms on his shoulders. "And what did Jerry have in mind," she asked. "Tessa, if you think I can sit here and ponder what Helmut is going to get tomorrow night without getting steamed up, you crazy. We can't get too carried away, you're right, it is an office, but we still can get in a good one, can't we?" Coming up on her toes, Tessa kissed Jerry. The one thing that made Tessa known throughout her trade was that Tessa wasn't a passive participant. When she fucked, she fucked. She didn't lay on her back and just spread them. No, she jumped your bones and gave you the ride of your life, and likely as not, she came along with you. It was a know fact that Tessa loved sex and enjoyed it to her fullest, paid for or given away. "Here," Jerry said, reaching into his wallet. "This one's for me, and the hell with the firm." Tucking the wade of money into her purse, Tessa looked around the room. Sex was great, but where the hell was Jerry expecting to fuck here, she wondered. "What's it going to be, Jerry?" Looking at her, he hesitated. He knew what he wanted, but he wasn't too sure what Tessa would think. "We don't exactly have a place made for screwing, but I love to just get it in you. You don't have to get bare assed. Hell, I'll settle for that pussy of yours, babe. Just drop them and let me slip it in. Jesus, I'd love it. Maybe next time we get out of here and do it right." "Jerry, I don't want to screw you, I mean with the money. I don't know how much there was in the wad of bills you gave me. I know you're generous and I appreciate it, but as you said, this isn't the place to really have a good romp." "Don't worry. Just slip you slacks down. Let me get at your pussy, baby. I know that this isn't the place, but, hell, I got to wrap up something before I can get out of here tonight, so I don't have the time to get us a nice room and do it right. Come on, just drop them." Tessa slipped off her shoes and unsnapped her slacks. Pulling them off, she threw them over a chair. Reaching for the top, Jerry said, "Don't worry about that, just put your hands on the desk. What I want is your sweet ass, honey. The tits will be so other time." Tessa thought to herself, it's going to be another one of those. Thinking back to the other times that Jerry screwed her, yep, he was an ass man. She didn't mind, but with the summer slacks she had on meant that her ride home would require a wad of tissue shove up her ass to prevent staining them. Tessa put her hands on the desk. She could her Jerry behind her taking his pants off and throwing them aside. Next she felt him behind her as he put his hands on her hips. His hands moved to her buttocks and pulled the apart. She felt his breath on her ass, then something touch her asshole. Then she felt Jerry go to work on her asshole with is tongue. Jerry looked at Tessa's puckered opening. Jesus, he thought, this bitch is beautiful even down to her butt hole. Her crimped opening was inviting and he couldn't hold back from running the tip of his tongue into her rosette. Using the tip of his tongue, he probed the hole. Not getting very far, Jerry pushed his face between her globes and began to lap at the crack, lubing it up. After a time, he brought an finger up to her butt hole. Pulling back with his tongue, Jerry fingered her asshole, getting it lubed from his saliva, and then shoved it into her bowel. First he pushed his one finger into Tessa up to the first knuckle. Then, bring it back, he shoved two into her, spreading her rectum a little wider the second time. He kept feeding the two fingers into her asshole until they could go no further. Holding her by one hip, Jerry began to saw his fingers in and out of her rectum. "Oh Jerry, keep it up. It feels so good." Hell, Tessa thought, if it makes Jerry happy, that was all the counted. After a few minutes, he came to his feet. Holding onto her hips, Jerry angled his cock and began to run it across her cunt lips. No to sure where Jerry was going, Tessa put her elbows onto the desk, giving him a better angle at her pussy. Jerry, seeing the opportunity, ran his cock more and more between her cunt lips, getting it oiled from the mutual pre cum. Then, bending his knees as he grabbed his cock, Jerry aimed it at her pussy and slowly fed it into Tessa love channel. At first, he slid it in only half way, then pulled back with it. On the second pass, Jerry pushed his cock into her waiting pussy until her buttocks stopped him from burying it any further. "Jesus, baby, you got a great cunt. Damn, you're so fucking tight. Fuck me, bitch." Holding on to her hips, Jerry began stroking his rod into Tessa's pussy. In and out, for about a minute or two. Now his cock was well lubed. He could feel the juices starting to smear on his balls and start to cover Tessa's pussy. This is where he wanted to be. Jerry pulled his oily prick out of Tessa's pussy. Holding it, he redirected his aim and pushed the knob between her ass cheeks, up against her rosette that was already greased from his fingers working in and out of her bowels. Now holding her by her hips, Jerry shoved forward into her rectum. At first his prick met resistance, but when Tessa pushed on her stomach muscle, the anal ring eased and the head of his cock passed into her chute. He looked down and was amazed at the sight of her anal ring being stretched as much as it was. Stopping so that the both of them could get used to the feeling, he then slowly forced his cock deeper and deeper into Tessa's bowels until his was stopped by her ass cheeks. "Damn, you little bitch, you tight. That fucking ass of yours is a tight as they come. God damn, you feel great." "Come on, daddy, let me have it. Fuck my ass. Ream it out. Blow your load up my shit chute. God damn, it feels so good." Tessa never knew a guy who didn't like a little smut talk, a little trash talk to keep them going. "Fuck my asshole, Jerry. Fuck me. Come on, give it to me." Now grabbing her shoulders, Jerry began to pound is dick into her as deep as her could go. The only sound in the room was the slapping of his stomach against her ass, slap, slap, slap, minute after minute. After a several minutes, Tessa's ass became relaxed and Jerry's reaming was starting to get to her. She was always amazed that her anus could be stretched to accommodate a guy's cock, but she knew that after a few minutes of fucking, there would be plenty of lubricant and that she would be stretch enough that the whole thing would begin to get to her. Reaching between her legs, she found her pussy. Sure enough, her clit was up and looking for love. Greasing her fingers with her own cunt juices, Tessa slipped them between her cunt lips and began to massage her clit. Let Jerry fuck her ass, she was going to masturbate herself and get a double bang. "Uuuugh!" suddenly came from behind her. Jerry's legs stiffened, picking Tessa up on it. Tessa knew that he was about to blow his load. Now working her hips in a circular motion, his cock embedded deep in her, Tessa worked on his cock as she rubbed her clit, hoping to meet him when he came. "Oh, fuck, I'm cumming. God damn, I'm cumming!!" Jerry cried as he jammed his cock onto her as deep as it would go and held it there. Tessa could feel his haunches flex and his prick jump. The first load erupted deep in her chute. It was followed by a second. Jerry was pushing so hard into her that Tessa gave up working on her own pussy. That would have to come later. Right now it was a matter of taking care of her customer. Tessa renewed working her stomach muscles, squeezing again and again on Jerry's cock. "Oh baby, you're so good. God damn it, your fucking ass is unbelievable," he panted as his cock pumped again and again into her. After a dozen loads shot out of his cock, Jerry began to loose steam. Spurt after spurt had been pumped into Tessa rectum, but now Jerry's balls were running on empty. Jerry's hands came down to her waist. He stood with his cock buried in her ass and let the final spurts leak into Tessa's ass. He stood, his stomach up against her rear, trying to get his breath back while his cock slowly began to deflate. The two remained coupled for several moments. Inhaling one more time, Jerry stepped back and let his slobbered up cock slip out from Tessa's ass. The crack of her ass was smeared with their mutual secretions. A small trickle leaked out of her butt hole. Tessa looked around. "Jerry, you don't have a private john, do you?" "No honey, there's one down the hall." "I don't think that I'm dress to stroll down the hall. Hand me the box of tissue over there." Jerry reached over and handed Tessa the tissue as she stay just the was she was, her elbows on the desk. Taking a wad tissue, Tessa shove it between her ass cheeks, up to her asshole. Now standing, Tessa turned to Jerry as he stood there holding his slimy cock and reached for her panties. As Tessa slid them back on, she said, "Jerry, my ass is yours anytime you want, but I'd like not to ruin my slacks. The way you pumped that load into me, I'm going to be leaking all the way back to my place." "Aw, hell, Tessa. I'm sorry, but damn you're one great fuck." "Well I think we all agree that you and I know how to get it on." "Huh? What do you mean 'we all agree'?" Slipping her slacks up, she smiled at him. "Jerry, you have a great office, but there's one problem." Wiping his cock with some of tissue, Jerry looked at her questioningly. "Go ahead." "Jerry, baby, take a look out your window. We put on a great show and from the number of them, I think they like what they saw." Jerry looked out his window. His jaws dropped. The windows across the street were filled with people watching him fuck Tessa up the ass! To be continued . . .