Jack and Jill (revised)
written by:
mcerotic
This was the first story I put up on this site, 4 years ago. You couldn't put italic or bold in then, and the story is unnecessarily complicated by two characters having the same name. Despite that it got over a 9 vote. Anyway, I've revised it quite a bit and I think it is much improved. Having said all that it'll probably only get 7 now :-(Friday night, a bar in Edinburgh Scotland
"A Jack Daniels please"
Simon had his back to her and hadn't seen her enter the bar. He turned around. She was wearing a business-like outfit: skirt, blouse, jacket. Probably just come straight from work.
"Now a woman who orders Jack Daniels here has to be worth talking to," he said to her.
"And why is that?"
"Well, firstly, Jack Daniels seems like a sort of macho drink that you expect lumberjacks or oil riggers to drink. Not attractive women. And secondly, this is Scotland, the country that invented whisky, where they just about throw you out of the bar for putting too much water in it let alone drinking infidel liquor from foreign lands."
"I don't like malt whisky I'm afraid."
"Aargh. Sacrilege. I've been on those distillery tours where they tell you that every grain of barley is lovingly coaxed to germination by the tender touch of highland virgins."
She laughed. "I don't think that much whisky would get produced if we had to depend on highland virgins."
"Maybe I misremembered something on the distillery tour. Must have been the wee dram they give you at the end that dulled my memory. Now I read that if you went on a tour of Jack Daniels distillery they wouldn't give you a dram at the end."
"And why is that?"
"Because it is distilled in a dry county in Tennessee and so it is illegal to sell alcohol to the public. Or even give it away presumably."
"What a mad country, the USA," she said. She drained the last of the whisky from her glass.
"Let me buy you another, Jill. I shall call you Jill to go with Jack Daniels. Jack and Jill." He beckoned to the barman. A Jack Daniels and a Laphroaig. Both doubles." Simon turned back. "A mad country Scotland too. They serve whisky in silly sized amounts that just wet the bottom of the glass."
"Well if you are going to call me Jill I had better call you Jack."
Simon felt like a secret agent making contact with a spy in the enemy camp. He was in Edinburgh but Megan had not been able to come down that Friday evening due to baby-sitting problems. She would come the following morning. But she would be working from Edinburgh throughout the next week. Megan had tried to arrange to have dinner with her colleague Catherine too, but when Catherine heard that Simon was going to be there she backed out, not wanting to be a third wheel. So in the end she arranged to have dinner with Catherine on her own, the following Friday, when Simon was planning on seeing some other friends anyway.
In the meantime, since she couldn't be there on Friday evening, Megan had found out the bar where Catherine went drinking on Friday nights and she e-mailed this to Simon long with a photograph, naughtily teasing him that he wouldn't dare to go and try to pick her up. Catherine was infamous for picking up men in bars and spitting them out the next morning.
Originally Simon had no intention of even going to the Catherine's bar. Instead, he talked to the concierge at the hotel and asked him where the best pubs in the area were. He wrote down the four or five recommended and was surprised that Catherine's Friday night hangout was on the list. It was quite near the hotel on Rose Street. So he wandered over there for a couple of whiskies, to check the place out and, perhaps, to observe the legendary Catherine picking up a man for the night. So he had been pleasantly surprised when she turned up beside him at the bar.
"So do you live in Edinburgh?" Catherine asked Simon.
"No, I live in France," he said. A lie, since he lived in London, but one he could carry off since he really had lived in France for a time.
"So I should really be calling you Jacques not Jack!"
They talked a bit about Edinburgh, he pretending to know the city rather less well than he did, and about France where he was supposed to be living. She said she was a civil servant. He said he was in hi-tech. But, as if by agreement, they didn't give any details.
"Are you staying with friends?"
"No, I'm in the Caledonian Hotel."
"What's it like there?"
"A bit like you would expect for a hotel aimed at American and Japanese tourists. Tartan bedcovers. Highland regimental cap badges on the walls. Robert Louis Stevenson slept here. Curtains that Queen Victoria might have put up in Balmoral. Kippers for breakfast. A nice view of the castle from my room, though, I have to admit."
"So how did you find this pub?"
"Originally I was going to go for a drink in the hotel. But the first bar I looked into looked like it was full of old people who went there for the Millennium celebrations and hadn't got their second drink yet. And the other bar seemed to be a training ground for Edinburgh youth; you graduate to other places once you reach the age of 20. So I asked the concierge and he gave me a list of pubs and this was the nearest one."
He got the paper with the pub names and showed it to her.
"It's a long walk to Café Royale," she said.
"Is it worth the walk?"
"It is certainly an interesting room, with lots of mirrors and decorative tile. But I haven't been there in years."
"Would you like to go there? I assume they have Jack Daniels there."
"OK. We could walk down there and then work our way back up your list of pubs and end up back at the West End here."
"You can be my guide to the city, Jill."
"OK. But let me go to the loo first."
She went off to the toilets. He got out his mobile phone and typed out a quick text message: target acquired
Megan's phone beeped and she looked at the message. She smiled at herself as she imagined Simon sitting in his hotel room teasing her. She almost called him but instead she sent him back a quick message: good hunting
Simon and Catherine arrived at the Café Royale, which despite the name was not a café but a bar. Simon put his arm around Catherine, and while she didn't reciprocate, she didn't move away either.
"I need a beer after that walk," said Simon. "It's made me thirsty. What would you like?"
"I'll have a Jack, Jack," she replied.
Simon got the drinks and they were lucky to get a table in the corner of the bar as a group got up to leave.
"Do you like Jack Daniels, Jack," she said as they sat down.
"Not at all, it tastes like something they might use to clean ship's engine-room brass with."
"When did you last try it?"
"About a century ago."
"I dare you to try one then, Jack"
"Well, Jill, what should I dare you to do as a quid pro quo?"
"I'm not going to dance naked on the tables!"
"No, that would be very unsubtle. But that gives me an idea. You should go to the toilet and take off your knickers."
"That's more subtle than dancing on the tables, but not by much. How are you planning on telling that I don't cheat?"
"I think you are the sort of person who wouldn't. Besides, the fun comes from my knowing that you have no knickers on, even if it isn't in fact true."
Catherine went off to the toilets while Simon went and got another round of drinks: two Jack Daniels this time.
Catherine returned. "I feel very exposed with nothing under my skirt. As if everyone in the bar has x-ray eyes and can see. Now what are you going to do to excite me that may or may not be true? I can hardly get you to take your underwear off, it's not worth it with trousers."
Simon ran his fingers over Megan's skirt where it curved over her bottom. "You feel good too. And I don't feel any hem so I think you really are knickerless."
Megan reached over and, as if adjusting something in his jacket, rolled one of Simon's nipples between her fingers for a few seconds.
"Your nipple is really hard," she said.
"That's not all," he replied.
"You are making my mouth water now."
"I hope that that is not the only place getting wet. Do you have big nipples?"
"No, smallish ones. Big breasts, small nipples. And no you can't pinch them right now, it would be far too obvious. But later, who knows..."
"Pinch my nipple again. But this time as you do it imagine that it is actually my fingers on your clit."
She reached over again and took his hard nipple between one finger and thumb and, while squeezing it hard she stroked the end of the nipple with another finger.
"Is that how you masturbate?" he whispered.
"How do you know that I do?"
"Inspired guesswork. Tell me one of your fantasies?"
"Let's walk to the next pub and I'll tell you on the way."
As they left, he put his arm around her shoulder. She cuddled close and put her arm around his waist.
Quietly she talked. "This is a really good fantasy when I want more than one orgasm. It is not really a true fantasy since the basic story actually happened. I fantasize back to when I was a student and I really fancied my flatmate's boyfriend. I still fantasize about him even today. I am in the flat when he comes round. For some reason my flatmate is away for a few hours. I make him some tea and we sit and talk in the living room. He spills his tea on his trousers so he leaps up and takes them off. I rinse them and put them on the radiator to dry. Then he says it is hardly fair that he is sitting with no trousers on and so he makes me take mine off. He says that it is nice to see my legs but it is a shame that my big breasts are still covered. I unbutton my shirt. Soon we are both naked on the living room carpet. I stroke myself as I imagine his tongue between my legs and his cock in my mouth. Then he is fucking me and I slide a couple of fingers into myself. I carry on doing that until I have my first orgasm. But this fantasy continues. My flatmate comes back and finds us in the living room, naked and in each other's arms. At first she is really cross, and as a penance she makes her boyfriend lie naked on the floor. Then she makes me lick him until he is hard and then squat over him and fuck him. All the time she is watching us and masturbating. She moves round so she has a better view of his cock sliding into me. I come a second time then, as I imagine him fucking me while she sits enjoying the show. Finally, she pushes me out of the way, straddles her boyfriend and fucks him while I watch. More than watch, really, I guide his cock into her, then I stroke his balls and his ass. He reaches over with one hand so his fingers are on my clit and inside my cunt and in my ass. I keep on stroking myself until I have a third orgasm."
"Wow, that was exciting," said Simon. "I'm so hard I can hardly walk."
"I'm really wet too, and it is really obvious to me with no knickers on. Do they have Jack Daniels in the minibars at the Caledonian?"
"If I didn't know about the reserved nature of Scottish women, I might have thought that you were inviting yourself to my room? Let's have one more drink in here and then walk back there and find out what is in the minibar."
He leant over and kissed her cheek as they entered the pub. While Catherine was buying drinks at the bar Simon stood behind her, pressing his erection into the valley of her ass.
"So now it is your turn to tell me a fantasy," she said, when they had their drinks."
"OK. I have a student flatmate fantasy too. I was in a flat and one room was shared by two women. One called Elaine and the other called Ann. Ann was a virgin. Elaine and I fancied each other and eventually slept together in real life. But this fantasy is before that. So everything starts in their room. I'm fully clothed sitting on Elaine's bed. Elaine and Ann are both in bed. Elaine sleeps naked and Ann wears pajamas. That bit is actually true. Elaine and I start pretending to have sex to sort of embarrass Ann. I roll under Elaine's duvet still fully clothed, ooing and aahing, pretending I am stroking her. She makes noises as if she is getting really excited. Somewhere along the way I start really stroking Elaine, although we still make overacting noises. A sort of double bluff, two people having sex pretending to be two people pretending to have sex. She is really excited and wet so I unzip my jeans, she slides her bottom back and I push my cock into her from behind, reaching around and caressing her breasts. She is saying things like "you are so big" and "fuck me harder" and Ann is a bit embarrassed and tells us to stop play-acting. We say that we are not pretending, and somehow get Ann to take a bet that we are just acting and that she has to come and join in if we prove that we are not. She comes over in her pajamas and Elaine flips back the duvet and lifts up a leg revealing my cock in her cunt. Ann is shocked. I get out of Elaine's bed and go and start to unbutton Ann's pajama top to caress her breasts, since she lost the bet. But she has never been naked in front of a man and she can't go through with her forfeit. She asks us to help her get over her sexual hang-ups. She tells us she has never had an orgasm. So we start above the waist and eventually persuade her to take off her pajama top, and we compare her breasts and her nipples to Elaine's. I stroke her nipples and she admits it feels good. I kiss them and make them hard. Then I undress and let her explore my body, tentatively stroking my hard cock and caressing my balls. She reluctantly removes her pajama bottoms and I play with her cunt lips and show her her cunt in a mirror. Then we compare her cunt to Elaine's. I show her where her clit is and Elaine demonstrates how to masturbate, lying tickling her clit and stroking her lips. I take over from Elaine's finger and start to lick her clit making her come, before doing the same on Ann, who starts off suspicious and then really enjoys it when to her surprise she suddenly has her first orgasm. After that, Elaine takes my cock in her mouth and licks her tongue around me, getting me really hard and excited. Then Elaine and I show Ann how to fuck. She lies on her back with her legs spread really wide so Ann has a good view, and slowly takes my cock into her. Ann watches closely as I slide in and out of Elaine's almost hairless cunt. Finally Ann lies down, and I push into her tight virgin cunt while Elaine holds her hand and strokes her breasts. I don't usually get that far into the fantasy as I masturbate, I've usually already come by that point."
"Wow, that's pretty exciting, I'm all wet now. Let's see if that minibar has any Jack's."
They leave the pub and walk up Princes Street.
"Funny how both our fantasies involved a man with two women," said Catherine. "Have you ever tried that for real?"
"No, but I would like to. Have you ever tried it?"
"You mean with two men?"
"I was thinking of being one woman of two, like in your fantasy."
"Actually I've never had sex with more than one person either way. I have lots of sex with lots of men but it is all pretty conventional. I do have a female friend who keeps hinting that she would like to try something with me and her boyfriend, although she has never come out and said it that explicitly. I've never met him, so I can't really just agree sight-unseen. But so far I have chickened out of even going to dinner with the two of them."
They arrived back at the hotel and went to the elevator.
"I'm going to fuck you in your civil servant suit, Jill," said Simon as the lift door closed, his hand sliding up her leg under her skirt onto her naked cheek.
"I'm so wet you can fuck me before we get through the door, Jack."
They went into his room. Catherine knelt on the bed and pulled her skirt up over her bottom and bent right over. Simon looked at the sight of the white cheeks of her ass and the tops of her thighs, framed by her dark suit and her dark stockings. In the center were the fleshy pillows of her outer cunt lips, the pinkness of her inner lips just visible between them. He liked the mixture of the formality of her suit and sluttiness of her blatant nakedness. He unzipped his trousers. His cock was already hard. He pushed into her. As she had said, she was wet and ready for him. She panted with excitement, pushing the cheeks of her ass back against his belly as he pounded hard and fast into her cunt.
"Oh god, I'm coming already," she gasped.
A moment later he was coming too, pumping his hips into her body.
"We can take it a bit more leisurely next time," he said, when he had his breath back. She went into the bathroom. He quickly tapped out another text message: target engaged at close quarters But Megan was already asleep and didn't hear the phone beep.
Catherine came out of the bathroom, still fully dressed. Simon put his arms around her and they kissed for the first time. He slid his hands down over her bottom and worked her skirt up until his hands were holding her naked cheeks, pulling her against him and pushing his hard cock into her crotch. He started to unbutton her blouse, then reached around and unclipped her bra releasing her large breasts. He bent down and took one of her pencil-eraser nipples between his teeth. It was already hard. He reached around behind her and unzipped her skirt and it fell to the ground. Catherine was standing naked except for stockings. He slowly slid a finger over the pink tongue of her cunt lips, just peeking out beneath the inverted delta of her light brown pubes, feeling for her hard clit, hearing her gasp when he finally touched. He started to stroke her clit.
"I'm so excited after the whole evening that I'm going to come again in no time," she whispered. He bent down in front of her, probed between her lips with his tongue, and started to lick her clit. She moved her feet apart and almost thrust herself into his mouth. And a short time later her breathing got deeper, almost panting, and she came almost immediately as she had predicted.
He stood and she undid his belt and let his trousers fall around his ankles. He stepped out of them. She undid the buttons on his shirt and pushed it off his shoulders. She took one of his nipples between finger and thumb.
"Still really hard, I see," she said, rolling his nipple in small circles. She reached down and held his cock, starting to be hard again already. "And not just your nipples!"
She reached lower and stroked his balls. She was surprised that he was shaved.
"Mmm. Like billiard balls they are so smooth. And lickable."
She squatted down in front of him and ran her tongue up his cock, taking long slow strokes. She lengthened the strokes so that she was licking his balls too. She took him into her mouth and fucked him with her mouth in a very practiced manner, taking his cock back into her throat.
She moved and sat on the edge of the bed and then lay back and opened her legs wide, as if exhibiting her cunt to him. She started to masturbate slowly, rubbing her clit with a finger. Simon stood in front of her and positioned his hard cock into the welcome target she was offering. She was very wet. She continued to masturbate as he slowly slid in and out of her cunt, gradually getting deeper with each thrust.
"Tell me when you get close and I'll come with you," she said.
Simon continued to thrust into her, slowly but deeply.
"I'm nearly coming," he said quietly as he felt his orgasm get close.
"Me too," she said, breathing more deeply.
They both came and he fell forward onto her. She put her arms around him. Soon, they moved up the bed and slipped under the tartan duvet cover.
"You are right," said Catherine, as she looked around the room, "it is very ‘lie back and think of Scotland' in here."
Saturday morning, the Caledonian Hotel
Soon they were both asleep. At about 6am Catherine slipped out of the bed and started to get dressed. Simon was already awake, watching her and looking at her naked body gradually disappearing into her clothes.
"I have to go, Jack. I have this thing about waking up in my own bed and having a lie-in at weekends. Can I see you again next Friday? You said you will still be here then."
"I thought that this was an anonymous one-night stand, Jill. After all we don't even know each other's real names. But I suppose it could be a two-night stand."
"How will I contact you?"
"I'll give you an e-mail address that doesn't reveal who I am: paperclip@hotmail.com. Create yourself a hotmail account that has a completely bogus name and send me an e-mail."
"Is a paper-clip the first thing that you saw when you were thinking of a username, sort of like the way American Indians supposedly named their babies?"
"Pretty much. Actually my first attempt was stapler@hotmail.com but that turned out already to be taken. Either someone else took the same approach, or I suppose Stapler might actually be a real name."
Simon got out of bed. He was naked, she was fully clothed back in her office uniform from the night before. She bent down and took his cock into her mouth, licking him and making him rock hard. Then she stood up.
"You can have the rest of that next weekend. A sort of incentive program."
They kissed, and she opened the door and slipped out.
Simon turned on his phone. He looked at the clock. Too early to call yet. He typed out another text message: fucking great Then he went back to sleep.
Megan woke up in Inverness an hour or so later and looked at the cell-phone by her bed. She read the messages and thought of Simon pretending to fuck Catherine. She called him to see what story he came up with.
Simon was awoken by his cell-phone. "Hi, this is Simon," he said.
"So did you have a good evening?"
"Very successful. I picked up Catherine in the pub, we called each other Jack and Jill, we went out drinking, told each other our fantasies, and then we came back to the hotel and fucked like rabbits and now she has just left."
"Oh yes," said Megan. "And was she good in bed?"
"You don't believe me do you?"
"It sounds like a good fantasy anyway. Did you have a good orgasm?"
"Excellent."
"Well, I'd better get up, drop off the kids and drive down to Edinburgh. Are the plans still the same?"
"I'll meet you at 1pm at Henderson's, as instructed, madam."
"See you then."
Monday morning, Email
From: Jill Daniels <jillDaniels@hotmail.com> . . . . . . . To: Jack <paperclip@hotmail.com> . . . . . . . . . . . . . . . . Subject: Jill's new emailHi Jack,
I set up an e-mail account like you suggested: JillDaniels. Like it?
Thanks for a great evening. It was really erotic walking around the city with no knickers getting more and more excited. Definitely a night to remember.
I'm going to make dinner reservations for next Friday night. But I'm thinking of doing something really naughty. If I can persuade my friend to come along who's always hinting about a threesome, we might have a novel experience if you two really like each other. Like in our fantasies. And if not, we'll go off on our own after a nice dinner with a good friend.
Jill
p.s. just for fun I took my knickers off before typing this mail. It feels really weird having no underwear at work (remember, I'm a civil servant).
**
From: Jack <paperclip@hotmail.com> . . . . . . . . . . . . To: Jill Daniels <jillDaniels@hotmail.com> . . . . . . . . . . . Subject: RE: Jill's new emailJill
You are very very naughty. I love that! Make a reservation for me and as many women as you can persuade to join us.
xx Jack
**
From: Catherine Needham <Catherine.Needham@dti.demon.co.uk> To: Megan Robinson <Megan.Robinson@dhss.org.uk> . . . . . . . . . . Subject: Good weekendHow was your weekend?
I had a pretty good weekend, especially on Friday night. No prizes for guessing why! That's right I went to the pub and I got chatted up by this English businessman visiting Edinburgh from France. It was like something out of a movie since he called me Jill (to go with the Jack Daniels I was drinking: Jack and Jill) so I called him Jack. Then he made me take my knickers off in the pub loo so I spent most of the evening in my work skirt with no underwear. We progressed to telling fantasies to each other in the middle of a crowded bar. Very erotic. Anyway, of course we ended up back at his hotel. So although we had fantastic sex I don't even know his name and he doesn't know my name or even anything about me. He's presumably married and a total loser, although he did leave me an e-mail address. But it's one of those hotmail ones so you can't find out who he really is. But we've agreed to have dinner again next Friday.
The thing is, you and I are meant to be having dinner on Friday. So can we change the plan and go to dinner with Jack as well on Friday night? You never know you might fancy Jack too and he'll persuade you to take your knickers off in no time! I know you are always hinting about getting me together with Simon. Don't pretend you aren't. So here's a naughty proposal. On Friday you come to dinner with Jack and me. And one day soon I'll go out with you and Simon. You only live once so let's live in interesting times ;-)
C.
**
From: Megan Robinson <Megan.Robinson@dhss.org.uk> . . . . . To: Simon Smith <SimonSmith@censystems.com> . . . . . . . . . . . Subject: I found out, you are sooo naughtyHi there Jack,
I just got a mail from Catherine. You really did go out drinking and then take her back to your hotel room. I was sure you were just joking the way you told me. And you took advantage of me by telling me everything in a sort of double-bluff way. I'm sure you were planning on revealing the truth at an appropriately embarrassing moment.
Well, she has just mailed me about the three of us having dinner together on Friday. So you are not going to fuck her again without me being there to join in. And you have to tell me all the juicy(!) details about your evening when we get to the hotel tonight. And I'm going to be daring and try and get her to meet you (as in Simon not Jack) for dinner on Saturday, so start thinking of explanations, buster!
Xxx
**
From: Megan Robinson <Megan.Robinson@dhss.org.uk> . . . . . . To: Catherine Needham <Catherine.Needham@dti.demon.co.uk> . . . . . Subject: RE: Good weekendOK, it's a deal. Dinner on Friday sounds as if it could be interesting. But I've never met Jack don't forget. Like you with Simon. But there's a condition: you have to have Simon and me round for dinner the following night.
Megan
**
From: Catherine Needham <Catherine.Needham@dti.demon.co.uk> . To: Megan Robinson <Megan.Robinson@dhss.org.uk> . . . . . . . . . . Subject: RE: Good weekendI can't believe I'm doing this but...OK. You and Simon at my house Saturday evening.
I made a reservation for 3 at the Atrium for Friday evening at 7.30pm. Let's just all meet at the restaurant.
C.
Friday night, the Atrium Restaurant
They had decided that Simon should arrive last so by the time he got to the restaurant both Catherine and Megan were already there waiting for him. Catheirne had already got Megan to agree to call her Jill to keep her real name secret. Of course only Catherine was meant to recognize him when he arrived and she introduced him to Megan. Each of the three of them went away briefly at some point during the meal so that the other two could conspiratorially decide if they were all going to go back to Jack/Simon's hotel or not. Once it was agreed, Simon heated up the conversation a bit.
"What is your favourite position for sex?" he asked.
As he already knew, Megan said that she liked being fucked from behind. There was something about the position, the animal-ness of it, the feel of balls banging on her clit and belly on her ass. Catherine said that she enjoyed all sorts of positions, but being on her back was still her favourite. She loved the feel of surrender as she spread her legs wide, the way that each stroke tugged on her clit.
As they left the restaurant, Simon walked between the two women with one arm around each of them. Soon they were in the lift going up to his room.
Catherine turned to Simon. "So, Jack, how does it feel having two women ready to obey your every command?"
"Definitely rather exciting, a master with two slaves" said Simon, gesturing to the bulge in his trousers.
Soon they were in his room. Megan's luggage had been hidden away in the wardrobe since Simon was meant to be alone.
"Undress me," said Simon.
The two women unbuttoned his shirt, unzipped his trousers and soon he was naked. Catherine took Megan's hand and guided it to stroke Simon's shaved balls. "Don't they feel nice," she said.
"OK. Megan, undress Jill for me. I want to see those magnificent breasts again." Megan unbuttoned Jill's shirt and then stood behind her and unclipped her bra. Simon and Megan both admired Jill's large pillowy breasts with their small nipples.
"Now you," said Simon. Megan unbuttoned her blouse and then took off her own bra. Her breasts were completely different, smaller but with large crimson nipples.
"Now Jill take off Megan's skirt." Her skirt fell to the floor and she was left standing there naked except for a white thong.
"Now take off Jill's skirt."
Megan unzipped Catherine's skirt and it fell to the floor. She was not wearing any underwear.
"I figured you would only want me to take them off so I didn't bother with knickers tonight," Catherine said.
"Megan, take off your knickers too," ordered Simon.
Megan pushed them off her hips and kicked them away. She was shaved smooth except for a small decorative patch of hair.
"I seem to be the only unshaved person here tonight," said Catherine, gesturing to the triangle of thick light brown hair at the base of her belly.
"That looks very lickable," said Simon, staring at Megan's cunt, marble smooth lips with her large pink inner lips clearly visible between her legs.
Simon lay down on the bed and gestured for the two women to join him, one on either side. Without being told they both reached down for his cock and would take it in turns stroking him, caressing his balls, tickling his asshole. Catherine and Megan both tweaked his nipples, then kissed them before going lower. Simon lay back and enjoyed the feeling of two tongues on his cock. Megan's mouth closed over his cock and then Catherine licked lower, her tongue lapping over his smooth shaved balls before going lower still, exploring his asshole.
Simon reached up with both hands and started to probe between the lips of the slick cunts, feeling for two small, hard, excited clits. A finger on each clit he stroked both women as they ministered to his cock.
Megan moved away and watched Catherine licking Simon's cock. Then Catherine moved up, positioned Simon's cock in her opening and slowly took him into her body. She started to rock gently, sliding his cock in and out of her cunt. Megan watched her boyfriend being fucked by another good friend, "like having a personal porno movie," she thought. She tweaked his nipples as Catherine fucked him. Then she bent forward and kissed Simon, her tongue intertwining with his. She could feel Catherine's movement through Simon's mouth as she started to thrust more urgently, evidently close to coming to judge from her breathing.
"Ohh, ohh, I'm coming. Oh, Jack, that's so intense," she gasped.
"Now I want to fuck you both in your favorite positions," Simon said.
He positioned Catherine on her back at the edge of the bed with her legs spread wide and then had Megan lie astride her. Megan felt odd, with her breasts pressed into Catherine's. Her cunt was only a short distance from Megan's and so Simon could enter them both without having to move much. But first he licked them both, long strokes starting at Catherine's asshole, across her cunt and clit, onto Megan's clit, between her lips and finishing on her asshole. He could hear from their breathing that he was exciting them. He stood up and pushed into Megan's cunt feeling her push her bottom back as he entered her warm wet depths. After a few strokes he pulled out and slipped into Catherine's cunt. He was surprised how different the two women felt. He kept alternating fucking the women in turn. He started to come in Megan and, before he had finished coming, pushed into Catherine. Coming in both of them, as it were.
Megan rolled over. Simon moved his tongue between her legs and played with her clit, sucking it into his mouth and biting lightly on it.
"Oh, that's so good..."
Meanwhile Catherine was licking Simon's balls, his soft cock, his asshole.
"Oh, I'm coming Jack" cried Megan.
The three of them collapsed in a big cuddle on the bed. Simon gently stroked both women's breasts almost absent-mindedly. Megan stroked Simon's sweaty chest, playing with his hard nipples. Soon they were all asleep.
Around 7am Catherine got up to go home to her bed. Megan woke up and Catherine explained her fetish about being back in her own bed on weekend mornings, wherever she had spent the night. Simon woke up and went into the bathroom.
Catherine leant over and reminded Megan. "My place, 7pm this evening. Don't forget Simon! And let's hope tonight is as fantastic as last night was. I'm going to leave now so you can fuck Jack for as long as you want this morning."
With that, she slipped out of the door before Simon emerged from the bathroom, surprised to find her gone.
"Is everything still on for tonight?" he asked.
"Yes, 7-o-clock."
"How are we going to introduce me?"
"I had thought of shaving off your beard or something, but I think she would still recognize you. So I suggest that I go in first and try and blindfold her, then you come in. If she is game, which she might be after last night, you can fuck her with the blindfold on to start with. Otherwise we will have to reveal who you are there and then."
"OK. We'll just have to see how it goes."
"And her last words to me were to fuck you as long as I want this morning."
"So what are you waiting for?"
Saturday night, Catherine's House
That evening they made their way to Catherine's house. Tonight was her threesome, Catherine with Megan and Simon. Jack and Jill were no longer their aliases. Simon waited outside while Megan went in, a silk scarf in her pocket, to see if she could persuade Catherine to first meet Simon blindfolded. Ten minutes later she re-emerged.
"She is blindfolded. She even liked the sensuality of it all. I think it is the ultimate in anonymous sex for her, more even than when she didn't know your name. Neither you nor she are allowed to talk until the blindfold is off. And I helped her find something suitable to wear that I know you will like. I noticed that she has shaved herself since last night which you will also enjoy."
Simon and Megan went into the house. Catherine sat on the sofa with the black scarf tied around her head completely obscuring her eyes. She was dressed in yellow silk pajamas. Simon could see from the hint of her nipples through the thin material that she was not wearing a bra. Simon bent down and stroked her breasts, staying away from her nipples until he could see that they were hard. Then he stroked the silk-covered points, before pinching them softly. He leant forward and kissed Catherine.
He kissed her neck and then moved down to her breasts, sucking her hard nipples into his mouth and gently biting them. She moaned with pleasure. Simon continued down lower. She lifted her ass for him to take off her pajama bottom, but he indicated to Megan to ask her to spread her legs instead.
"Just open your legs," Megan said.
Catherine sat back down and parted her silk-covered legs. The thin material clung to her hairless cunt-lips, the furrow of her sex clearly visible. He leant forward and ran his tongue across the smooth material, hearing her gasp as he ran over her already-hard clit. She pushed herself eagerly into his mouth as he continued to lick her clit, steadily getting more excited. As he licked her he started to stroke her silken asshole too. It was not long before she was coming, and she hadn't even got her clothes off.
He unbuttoned her pajama top and opened it. It fell off he shoulders. He admired her now-familiar breasts. She lifted her ass again and this time he obliged by removing her pajama bottoms. Shaved, her cunt looked completely different, the swollen outer lips of her sex split by her inner lips, crimson with excitement.
Simon took off his own clothes. Megan was sitting in the chair opposite, watching the scene before her.
Simon reached into Megan's bag and brought out a small bottle of lubricant. He dripped some onto Catherine's belly and then rubbed it lower into the folds of her sex, and onto her clit and into her asshole. She moaned with pleasure.
He reached into the bag again and flicked the switch on the remote for the purple butterfly vibrator that Megan had put on under her clothes before they went out that evening. Megan's crotch started to buzz, barely audible.
He reached into the bag and brought out a small butt-plug, put some lubricant on it and put the point of it in Catherine's asshole. She felt it and lifted up her feet and put them on either side of her on the sofa, further opening her ass up to him.
"For reasons that are lost in antiquity, this butt-plug is called a bear. This one is Paddington bear since it is only a toy one."
Simon pushed the plug into Catherine's asshole. He stood up and let Catherine hold his cock and feel his shaved balls. He put some lubricant on her hand. She closed her fist around his cock and he fucked her hand as she slid it up and down his shaft.
He reached into the bag and brought out the middle-sized butt-plug, pulled out Paddington and put the tip in Catherine's asshole. He also put the largest butt-plug nearby.
"This bear is called Koala bear since it is cuddly," Megan said. Her legs were now spread so that the butterfly probed deeper between her lips onto her clit.
Slowly he pushed the Koala into Catherine's body as she opened up to receive it. Simon then pushed his slick cock into her cunt as she sat spread-legged on the sofa. He started to fuck her. From Catherine's breathing it was clear she was getting very excited. Simon removed the butt-plug and pushed the point of the largest one into Catherine's welcoming asshole.
"That bear is called Grizzly bear since it is definitely very aggressive. You have to be strong to take on the Grizzly."
Simon pushed the Grizzly into Catherine's asshole as he continued to fuck her. When it met resistance he stopped pushing for a moment before resuming working that large plug into Catherine's ass. He reached between their bodies and put a finger on her clit, so that he stroked her clit as he continued to fuck her. Soon she was coming again. Simon pulled out the Grizzly, rubbed some lubricant on the head of his cock and pushed the point of his knob into Catherine's distended asshole. She gasped with surprise as he slowly pushed into her until the widest part of his cock entered her. He reached into the rucksack again and took out a small pink vibrator. While he leisurely fucked her ass he put the vibrator right on her clit. He fucked her faster and more aggressively now. He lost count of the number of times she came before he too was coming, involuntarily thrusting his hips into her ass. He was aware that Megan had come at least once or twice too, the butterfly fluttering in the petals of her pink flower.
They sat there for a few moments to get their breath back.
Megan was the first to speak. "You can talk now Catherine."
"That was unbelievable. I was so surprised when you stuck those plugs in my ass but, wow, what a feeling."
"Do you want an even bigger surprise?" said Megan.
"You mean bigger than the Grizzly. Don't tell me you've got a Polar bear too."
"No, not that sort of big surprise. Take off your blindfold."
Catherine reached up and removed the black silk, blinking a little at the light. First she saw Megan, sitting opposite her still fully clothed. Then she looked over to Simon and was surprised to see the person she knew as Jack. Of course, she just assumed that Megan had brought Jack along instead of Simon, hence the ruse with the blindfolds.
"Oh, hi Jack," she said, "I was expecting someone else."
Simon raised an eyebrow. "But I am someone else, Jill."
"What do you mean? Well, of course I know that your name is not really Jack."
"That is true. My name is Simon. I am the person you were expecting."
"It's true I was expecting a Simon. But I was expecting a different one."
"How do you know," said Megan. "You don't know what Simon is like so how can you be sure that this isn't the one?"
"Because the Simon I was expecting is your boyfriend."
"I confess that we've played a bit of a trick on you. You see, Jack and my Simon really are the same person."
Simon spoke. "It was very exciting picking you up and taking you on an erotic pub-crawl. I didn't expect even to meet you, let alone to end up in bed with you."
"You mean you knew all the time who I was," said Catherine.
"Yes, Megan told me where you liked to drink. So I pretty much knew the moment I heard you order a Jack Daniels even before I turned round. And then I saw your face. I had seen a photograph of you, so then I was certain."
"Right," said Catherine. "I think that it is time to eat dinner. And after dinner, Simon, I shall call you Simon now instead of Jack, you can help me punish Megan for orchestrating this operetta."
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