Gilligan’s Gift
Chapter Four
As Gilligan sat at his desk he pondered the previous evening. Walking up the path to the Sirett’s door. Carl and Christine Sirett’s front door. Both in their mid-thirties, and childless, but he hadn’t been able to help himself here as Christine was, well, eminently fuckable. Carl clearly punching above his weight, but they’d been childhood sweethearts, and she was so very loyal. They’d sought Gilligan out on a recommendation as their sex life had become a little stale, and if there was one thing Gilligan could do, it was bring a whole new outlook on that aspect of a marriage. He’d made the call about twenty minutes before he arrived. Christine would be ready for him by now he anticipated. Carl opened the door. “Thank you for coming so quickly, Doctor. Christine’s upstairs,” he said anxiously and turned to make his way towards the stairs. “She’s on the bed. I’m sure she’s ready. I licked and fingered as you said, but no cock. I didn’t use my cock. She’s crying out for you. You can hear her. Listen,” Carl urged Gilligan as they reached the top of the stairs, then into the bedroom. There she was. On all fours with her arse facing out from the bottom of the bed. “Please Doctor. Please. I need it so bad,” she almost screamed out. Gilligan already had his cock out as he approached behind her. He could see her fuck hole glistening. He could smell her as he lined it up to enter. It slid in, oh so easily. She moaned as he did. “Thank you,” she said with an obvious sense of relief. “Fuck me. Please. Please fuck me. Fuck me,” she demanded, and Gilligan did. As he did he glanced towards Carl who had sat down on the chair close by, and who was transfixed gazing at the Doctor’s cock sliding and out of his wife’s cunt. He looked up at Gilligan and said “That’s it Doctor. Fuck her. She’s been so desperate for it. I got it ready for you like you wanted, didn’t I?” He asked. “Yes, Carl. You did,” Gilligan responded. It was probably no more than two or three minutes, Gilligan hadn’t checked his watch, when he came, pumping three or four times into her. She sighed, heavily. As Gilligan pulled out he could see his deposit beginning to show at the opening. “There you are, Carl,” he said. “It’s ready.” Carl moved off the chair swiftly and went down on his knees behind his wife, pulling the cheeks apart to expose the hole even more before burying his tongue in it. As he licked, he then swallowed. Then sucked and swallowed, making sure none of the Doctor’s seed escaped his mouth. “I’ll be in touch again soon,” Gilligan said as he made for the bedroom door. “Yes, Doctor. Thank you Doctor,” Christine said, and Carl turned towards Gilligan to add “Yes, yes Doctor. Thank you,” before quickly returning to the task at hand, namely covering the opening before him with his mouth to ensure that whatever cum left in there reached only his stomach, and nowhere else.
Yes, yesterday evening was as obscene as usual with that pair, Gilligan thought as his phone rang. It was Amanda Teal, due in with her eighteen-year old son Daniel. “Yes, Amanda, come on up,” he said, then replaced the receiver. Soon after, the knock at the door signalled Amanda’s impending entry with Daniel. “Good afternoon Amanda, Daniel. Take a seat,” Gilligan said, gazing as he always did at Amanda’s beautiful features. His subjects always were beautiful. Why should he choose anything else but beautiful in order to satisfy his perverted hypersexuality. As was usual, Amanda was tall. A noticeable chest complimented by long legs and tight arse. A brunette this time she was. Daniel was pretty as well, but blonde, taking after his father, Peter. At five feet, ten inches just edging his mother in the height stakes. “So, Amanda, how’s it going?” Gilligan asked. “Fine, Doctor. Just fine. Daniel and I fuck at least once a day now. He’s not as tense as he was, neither do his balls ache like they used to,” she replied. “And Peter? No idea about your helping Daniel out like this?” “No, no idea. We only do it when he’s out, although Daniel thinks it’s exciting sometimes to wait until his dad’s opening the front door before he shoots his load into me,” she answered, looking sideways at her son, who returned her glance with a smile. “Any contraception at all?” Gilligan enquired. “No, why should we?” She replied. “Well, Amanda you’re what, forty one. It’s probably best, don’t you think?” “Well, that’s why we’re here. You said that once Daniel had enough experience fucking my mouth and cunt that he could have my arse, but that we must show you how first. Well we think the time has come for that, and contraception wouldn’t be a concern then,” she responded as if some thought had gone into it. “Ok. Let’s see. Both strip for me,” Gilligan suggested, and they both stood up and started to undress. With both standing naked before him Gilligan said “Turn around Amanda and bend over,” and she did. “Pull those arse checks apart for me,” and she did. “Daniel, push a couple of fingers into your mother’s arsehole and twist them about,” and he did. “How does that feel, Amanda,” Gilligan asked her. “Nice, Doctor. Nice,” she responded. “How about your son’s cock now, then?” “Yes. Yes, Daniel. Put your cock in mummy’s arse now. Quickly,” she almost begged. Daniel had already shown sign of arousal as he gazed at his mother’s naked body, helped further when burying two fingers inside her arsehole as he now had, and with a swift stroke of his cock as it was now with his free hand, it was already standing almost vertically to attention. He pulled his fingers out and lined his cock up with this new fuckhole he was about to try. As it touched the outer edges, Amanda pushed back towards it. “Fuck me Daniel. Fuck me in the arse. Go on,” she encouraged him, and he pushed against the opening. After some modest resistance he was in. Amanda groaned, in pleasure. “Yes,” she shouted. “That’s it. Fuck me, Daniel. Fuck mummy’s arse.” And he did. And as usual he wasn’t doing it for very long before coming. Four, five, six spasms he had, each depositing a measure from his balls into his mother’s arse. He’d grabbed hold of his mother’s hips not long after he’d entered her, and pretty much gripped the flesh there throughout. As he deposited from the last spasm he pulled out. Despite being momentarily spent, his young cock still pointed up at only a slightly lesser angle than it had been. He’d be ready for more very soon, he’d decided. “Clean it, Amanda,” Gilligan told her. She turned around, and once down on her knees took her son’s cock in her mouth. As she did she started to suck, then swallow. She continued to do so until it felt clean in her mouth, all taste of cum and her arse now seemingly gone. She withdrew her mouth and looked up towards her son’s face, smiling. He was smiling back. “You’re turn now, Daniel,” Gilligan said. “Come and bend over the desk here,” he added, gesturing towards the desk he had still sat at, but had now begun to rise from. “Yes, Doctor,” Daniel replied. He’s first words since entering the office. As Daniel reached the desk and bent over so that his chest rested on it, Gilligan was beside him. “Get his arse ready for me, Amanda,” Gilligan told her, and she moved to kneel down behind her son, pulling his arse cheeks apart before burying her tongue in the hole there. Producing copious amounts of saliva as her tongue worked away, she did this for about two minutes before pulling away and looking up at Gilligan. “It’s ready, Doctor. All nice and moist for you,” she said. With that, Gilligan moved behind the young man, his cock already in his hand as it had been since Amanda first buried her tongue in her son’s arsehole. As Gilligan lined his cock up with it he said “You’ll enjoy this Daniel, Ok?” “Yes, Doctor. Ok,” Daniel responded, looking forward to having his arse penetrated for the first time. As the initial resistance was overcome, and Gilligan was in, Daniel was reminded of his mother’s encouragement earlier. “Fuck me, Doctor. Please fuck me,” he almost shouted, and Gilligan was. Each thrust harder than the previous, and as Gilligan had no care for any satisfaction other than his own he climaxed into this virgin hole within a couple of minutes. As he pulled out he said “Amanda. Clean this. Come on,” and as he turned towards her with cock in hand her mouth was already open. As her mouth reached his cock, Gilligan pushed it in. She didn’t require being told what to do once it was there, applying the same care and consideration she had her son’s cock not five or six minutes earlier. Sucking and swallowing she did, making sure it was most definitely clean once she’d finished. As Gilligan pushed his cock back into his trousers he said “So all good there, then. Anal it is from now on, but don’t forget to use that mouth as well, Amanda.” “Yes, Doctor. Of course. I always start with my mouth as it is. Daniel has come there once or twice already.” “Only in your arse now, Amanda, and always give it a good clean with your mouth afterwards, ok?” “Yes, Doctor. If you say so.” Yes, if I say so, Gilligan thought to himself. Anything I say so. “Until our next appointment then. Get dressed quickly. Use the bathroom in the hall. As quickly as you can, now go,” Gilligan directed them, and they did, each thanking him on the way out.