Gilligan’s Gift
Chapter Three
Gemma Pearson was a full partner in Wise, Pearson and Friend, a city law firm specialising in corporate and family law. At forty-five, with auburn hair, she held her own in the looks stakes. At five feet, eight inches tall, shapely figure holding 36C breasts, she was still pulling admiring glances whenever she entered a room, and not always from just the men. Married to Thomas with sons Jeremy and Isaac. Life was good. This Tuesday morning she was in her office discussing a case with a junior partner when the phone rang. “Gemma, it’s Doctor Gilligan,” the voice said. She smiled. “Doctor Michael. Good morning. How are you?” She responded. “I’m fine, Gemma. Listen carefully. I have a cleaning job for you, Ok?” Her face went momentarily blank, before raising another smile. “Yes. Ok. When? Where?” “It’s in my office now, if you can get to me right away.” “Yes, of course,” she replied, already beginning to feel aroused at the prospect of another cleaning job. It had been Doctor Michael who had shown her how a regular cleaning task relieved some of the stress she often felt, not only from her job, but from Thomas as well. Her marriage had felt somewhat strained before Doctor Michael had introduced her to this new found release she experienced in cleaning. Yes, life was now good. “I’ll be about forty minutes, then Doctor,” she estimated, and disconnected the call. “I’m sorry, Paul, but I have to leave now,” she said as she rose from her chair. “I’ll be about two to three hours, and won’t be able to take any calls,” she added. “Ok, Gemma,” Paul said as he too raised from his chair, his eyes following Gemma’s tight arse as it walked past him towards the door.
As Gemma entered Gilligan’s office she saw a man sitting on the couch a few feet from the desk behind which the Doctor was sitting. He rose up. “Yes, Gemma. Come on in,” he said. “Thank you for calling me, Doctor Michael,” she responded as she looked towards the other man, and smiled. She put him at about sixty. Filthy looking clothes he wore. Unshaven, with unkempt hair to his shoulders and with a face that clearly hadn’t been washed for how long was anyone’s guess. And when he smiled, the blackened teeth present looked to compete with gaps between them for areas of gum available, meaning Gemma wasn’t quite sure if he was even able to chew adequately now. Shabby, dishevelled he was. Had to be a tramp, she thought. Sleeping rough somewhere on the eastside, for certain. This is how she liked them though. Needed them. It was this sort of man, or woman for that matter, that on these occasions got Gemma’s proverbial juices following, and she was already moist between her legs at the prospect here. “This is Lance, Gemma. I picked it up from King Street, on the eastside. It needs a clean.” “I know it well,” she replied as she put her bag down on the floor and began unbuttoning her blouse. Soon off, it was followed by the bra, now exposing a very firm pair of 36C tits. She pulled on the nipples to feel even more sensation between her legs from where her panties had been removed before she’d even got to the Doctor’s office. “Let’s get those trousers off, Lance,” she said. “Stand up,” she added as she went down on her knees before him. Helping him down with his trousers, she pulled them away as he stepped out of them. Then the shoes, and just the one sock. For some reason there was only one sock. Then the underpants. Down she pulled those, catching sight, and smell of a cock long needing a wash, but then again that was what she was here for. She encouraged him to sit down with a push, and lifted his right foot up. Taking the big toe in her mouth, she began to suck. Then a lick across the toes, and the top of the foot. Back and forth, licking as firmly as she could, creating as much saliva as she might, she cleaned this right foot as best she could. Then the same with the left. The left had been without a sock, and took that much longer. All the while she was carrying out the task, Lance was looking at Gilligan, seeking some form of assurance that this was, well, ok. Gilligan gave the clearest of non-verbal reassurances with a few nods and winks along the way. Gilligan then said “Stand up Lance. Turn around,” and Lance did. “Bend over,” Gilligan told him, and he did, supporting himself with the raised side of the couch, which in actual fact was more like a chaise. “What do you think, Gemma?” Gilligan asked. “It looks filthy. Smells it as well. Probably not wiped it in weeks, let alone washed,” she replied. “What are you going to do, then?” Gilligan asked. “I’m going to clean it, of course,” she replied, looking up at him with a smile. “Not yet,” Gilligan said, abruptly. “Please, Doctor. Let me. Please,” she begged. “I’m feeling so horny now. So wet. I need to. Please,” she said, the anguish in her face now evident. “Ok, then,” Gilligan relented, with a smile. As Gemma’s tongue closed-in on the crack, she parted the cheeks with her hands. The smell was foul, but this only made her wetter. She went straight for the hole to start. Pushed her tongue against it. It actually stung a little. Then sliding up and down the crack she ran her tongue. When passing the hole on the upward stroke she probed it. Pushed her tongue firmly against it, and found that she could push it in a short way. The combination of foul smell and taste had her own front crack aching even more than it was when she worked the toes. Desperate to put fingers there she was, but knew she had to use her hands to keep these arse cheeks apart. She was there for four, five, maybe six minutes before feeling the job had been done. She took to kissing the hole, twice, before she pulled away, tongue a little sore now from a slight burning sensation. She took hold of and manoeuvred his hips in such was so as to turn him, and push him to sit down. Taking hold of his cock in her right hand almost immediately, she moved her mouth over and down on it, sucking as she pulled up. She noticed the sore halfway down the shaft, but it didn’t dissuade her from continuing her purpose here. And filthy as well, the cock was. A pull on the foreskin releasing the dead skin cells for her to feel and taste on her tongue almost had her coming, but then he did, so quickly shooting his load against the back of her throat, she sucked as she swallowed. She’d managed to work two fingers inside herself before he’d got there, and came herself seconds later. As she pulled off her mouth off his cock she felt a combination of cum and saliva dribbling down her chin. She wiped it away with the back of her hand. “Happy with that, Gemma,” Gilligan asked. “Yes, Doctor. Very,” She replied. “Get yourself up and lean over the desk for me,” Gilligan said, unzipping his trouser fly as he did, and she complied, lifting her skirt up above her backside as her chest went down on the desk. “Pull those cheeks apart for me,” he said, and she did. Gilligan lined his cock up with her arsehole, and pushed. After some modest resistance he was in. “How does that feel, Gemma,” he asked. “So good, Doctor. So good,” she responded. As he thrust back and forth inside her arse he glanced at Lance, by now in absolute thrall at what he was experiencing, so much so his cock was in his hand, stroking. He came for the second time before Gilligan had the first, and after Gilligan had deposited the content of his balls into Gemma’s arse he slowly slid out. As he did so he took a small glass from the desk and held it up against the hole he’d just used, still stretched by her pulling on the cheeks, almost gaping now. “Push it out now, Gemma,” he said, and out from where he’d deposited it, Gilligan’s cum slowing dribbled into the glass. “Push more,” he said, and she tried. A little more, but not much, followed. “Here, Gemma. Take your medicine now,” he told her, and she stood and turned, took the glass from him and put it to her lips as she looked her Doctor in the eyes. “Drink,” he said, and she did. When no more would slide out of it, he took the glass from her and placed it back on the table. “Lance has made a bit of a mess there on his stomach with more medicine for you, Gemma. Clean it up.” “Yes, Doctor,” she responded, and proceeded to bend down again before Lance to lick the cum from his stomach. With the task complete, Gemma began dressing, as did Lance who once finished looked to move towards the door. “Hold on Lance, Gemma has something for you, don’t you, Gemma?” “Yes, of course, Doctor. Sorry,” she responded as she picked up her purse. “Here’s two hundred, Lance. Thank you so much,” she said as she handed the notes to him. He glanced at Gilligan as he took hold of them; four fifties. Gilligan nodded approvingly, with a smile. Lance said nothing as he pushed the notes into a trouser pocket and then left. “Have a seat, Gemma,” Gilligan said, and she sat down on the couch. “Now is there some information from the corporate world that you’ve got for me to use to my advantage,” he asked. “It just so happens there is, Doctor,” she replied…….