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The bet
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Jess lay there in Scotts bed exhausted. Her body riding the crest of a wave as she came down from the fifth orgasm of the night. As she replayed the nights events in her head she was brought back to reality by the ringing of her phone, distant at first but getting louder every second. Her husband, Ben, the reason she was in Scotts bed. She answered her phone trying to sound as if she hadn’t just spent half the night fucking his best friend, as she answered Scott walked in to hear one half of the conversation “Hi babe, yeah it’s been nice, wierd but nice… I’ll be back soon we are going to grab a taxi in a minute”
Scott approached her, his best friends wife in his bed, his sheets wet with a mixture of the two of them “Guess we don’t have time for once more” he smiled at her |
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Jess is 31 5’6 a gym curvy body toned legs and ass with hips to hold on to. 32dd breasts with lovely big dark nipples. A stunning face, bright emerald green eyes and long jet black hair.
Scott is 33 6’2 and a keen swimmer with the typical physique that goes with it. A proper ladies man who loves a flirt chestnut brown eyes and always perfectly styled hair.
Ben is 36 5’10 always kept himself in shape but never been bothered about being “ripped” a close shave on his head and face was his look with dark brown eyes. Some would describe him as “rough and ready”
Jess and Scott had been “friends” for years. It was the era of MSN messenger when they had first started talking Scott had been 16 and Jess 14. They would talk for hours about every subject you could imagine but had never met in person. Ben and Scott became friends through the local Sunday league football club. Over time they became really good friends and often spent Saturday afternoons in the pub before heading into town for the night. It was one of these nights Scott and Jess arranged to meet for the first time now aged 25 and 23 but she found herself more attracted to his friend. She had heard Scott mention Ben a few times and seen a couple of pictures on social media but never considered him attractive but in person he undeniably was.
Scott already had a girlfriend and the four of them had a great relationship over the years until she decided she wanted something different and she left. Ben and Jess took Scott under their wings regularly checking in on him to make sure he was doing OK helping him to stay active and keep his mind busy. If anything the 3 could have at times been mistaken for a throuple despite no lines being blurred. That was until Ben made the bet |
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Friday, the day before the big fight. A fight so close to call and had had opinions split since it was announced. Even the experts couldn’t pick a winner with confidence. Scott and Ben were different though both of them convinced their man would be triumphant. Since it was announced 3 months earlier there had been constant messages about why they were right, endless tags in social media posts, hours of debate in the pub and even in front of Jess who was just bored of it all.
Friday is weigh in day and as the 3 of them enjoyed a takeaway together the replays of the earlier weigh in came on the tele Jess rolled her eyes as the predictable debate ensued. “Look at the size of him your man has no chance, he wont see the final bell” Ben laughed in Scotts direction
“Speed and skill stops power, he will make him look stupid on that ring tomorrow night” Scott replied neither man willing to even consider their pick could lose. “Tell you what lets have a bet on it” Scott knew Ben couldn’t resist a bet especially it would give him bragging rights and he carried on “Your man wins you get my car for a weekend”
Ben had to admit he loved Scotts Porsche and had amired it since taking him to pick it up. “OK so I have to find something as valuable to me as that car is to you” Ben racked his mind trying to think what he could offer to make it fair “Got it, if somehow you win you can take Jess on a date” “Deal” was Scotts instant reply and the two shook hands on the deal.
“Excuse me don’t I get a say in this” Jess shouted at her husband “Sorry babe we have shaken on it now anyway it’s a sure thing”
Saturday night, the fight is over. One man standing tall in the ring his arms raised in triumph as his latest conquest makes the long walk back to the changing rooms. Ben sits on his sofa head in hands unable to believe what he has just seen unfold infront of him, his man had barely laid a glove on his opponent before being stopped in round 7. “What was that about the final bell last night” Scott couldn’t resist poking the bear. Ben ignored him looked at Jess “Looks like you have a date babe” |
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Jess did her best to protest “I can’t go on a date with your best fucking friend Ben it’s just wierd surely you weren’t serious making that deal?”
“Do you think we wouldn’t be driving his car right now if I had of won? What does it matter anyway you have been for coffee with him enough times is it really that different? Fucking hell you are as close to him as I am he isn’t expecting you to fuck him and run away together it’s just a meal and a couple of drinks”
Bens last sentence rang in Jess’ ears “fuck him” something about those words did something inside her. Her stomach knotted but not in a sickness way it was nerves. Then she snapped back to reality she couldn’t fuck him and even if she wanted to he was Bens best friend and like he had said they were just as close there was no way anything like that would ever happen. “Fine I’ll go through with it but if I’m going on a date I am doing it properly” |
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The date was set for the following Saturday Scott would meet Jess in town and had booked a table for them. As the week progressed Jess had started to relax about the whole situation and was actually looking forward it. On the Thursday she was going about her normal day working from home when the doorbell rang she hadn’t been expecting anyone or anything so was surprised when the local courier handed her a parcel addressed to her. She took it inside and opened it up to find underwear. Black lace hipster style pants and a matching bra the sizing absolutely perfect almost like it had been made just for her. Along with the gift was a typed note “Wear these on Saturday and don’t say anything” she knew they had to be from Ben and assumed he was continuing to try and wind her up as he had done all week. It wouldn’t be strange for him to tease her like this and she knew he would get a kick out of it if she did wear it they had often roleplayed her pulling someone and she had been known to push his limits on a night out, just flirting and dancing but enough, before he would take her home and fuck her. She smiled to herself and put her new set in her drawer ready for the weekend.
She spent all of Saturday preparing herself “Fucking hell you don’t make this effort for me” her husband complained. “I told if I’m going on a date then I am going on a date” she smiled back at him. And she was going on a date everywhere shaven, fake tan, hair done, nails perfectly painted. Ben heard her coming down stairs and watched as strolled in to the front room. She looked amazing her long hair filled with extensions curled all the way down her back and her make up immaculate. She wore tight jeans that hugged her legs and sat just below her hips, a loose silk black vest top and black open toe heels that accentuated the definition of her legs even more. Underneath it was the new set she had received on Saturday as she had been instructed but Ben never asked about it Jess just assumed he knew she would and she had taken a few photos to send to him as the night went on. She had time for a quick glass of wine to settle the nerves that had reappeared as the day went on before her taxi arrived. As she headed towards the door she kissed her husband “Tell Scott to look after you” he said as she closed the door behind her. |
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"The date was set for the following Saturday Scott would meet Jess in town and had booked a table for them. As the week progressed Jess had started to relax about the whole situation and was actually looking forward it. On the Thursday she was going about her normal day working from home when the doorbell rang she hadn’t been expecting anyone or anything so was surprised when the local courier handed her a parcel addressed to her. She took it inside and opened it up to find underwear. Black lace hipster style pants and a matching bra the sizing absolutely perfect almost like it had been made just for her. Along with the gift was a typed note “Wear these on Saturday and don’t say anything” she knew they had to be from Ben and assumed he was continuing to try and wind her up as he had done all week. It wouldn’t be strange for him to tease her like this and she knew he would get a kick out of it if she did wear it they had often roleplayed her pulling someone and she had been known to push his limits on a night out, just flirting and dancing but enough, before he would take her home and fuck her. She smiled to herself and put her new set in her drawer ready for the weekend.
She spent all of Saturday preparing herself “Fucking hell you don’t make this effort for me” her husband complained. “I told if I’m going on a date then I am going on a date” she smiled back at him. And she was going on a date everywhere shaven, fake tan, hair done, nails perfectly painted. Ben heard her coming down stairs and watched as strolled in to the front room. She looked amazing her long hair filled with extensions curled all the way down her back and her make up immaculate. She wore tight jeans that hugged her legs and sat just below her hips, a loose silk black vest top and black open toe heels that accentuated the definition of her legs even more. Underneath it was the new set she had received on Saturday as she had been instructed but Ben never asked about it Jess just assumed he knew she would and she had taken a few photos to send to him as the night went on. She had time for a quick glass of wine to settle the nerves that had reappeared as the day went on before her taxi arrived. As she headed towards the door she kissed her husband “Tell Scott to look after you” he said as she closed the door behind her."
my heads a mess red flag that the friend knows her sizes reckon he got her the set not hubby |
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Scott had spent the week looking forward to Saturday. It wouldn’t be strange for him and Jess to be out together they had been more times than he could remember but what would be strange was it being a “date” a “night out” and not just coffee on a boring Wednesday afternoon. People would look at them and assume they were a couple. He had often regretted not asking her out when they were younger, he loved her and Ben but often wondered “what if”
Jess’ words on Saturday had rang in his ears “Doing it properly” if she was making an effort he had to aswell. He booked the new Italian thatbhad justnopened and people were raving about. He worked that little bit harder in the gym that week an extra rep where he could an extra 5minutes in the pool. He visited his local barber making sure his trim was just right - the flirting with Shannon always a highlight of his trip and when she asked if he had any plans for the weekend and he replied with news of his date (leaving out details of who and how) he was sure he almost saw a pang of jealousy on her mirrored refelction.
He had also arranged a special delivery for Jess a black lace underwear set he had had to guess her size and hoped it would fit. He knew that Jess and Ben would realise it was just him having a joke although he had been a bit worried it had gone the wrong when he saw it had been delivered and neither of them had messaged him. Later that night Ben messaged him about the football and he knew he had panicked about nothing but still wondered why Jess hadn’t messaged him unless she assumed it was a gift from Ben and the note hadn’t made it clear who it was.
He woke up Saturday morning full of excitement for the night ahead he hadn’t had a proper date in a long time, he knew Jess was off limits but they could still have the same flirty banter they often did. He jumped in the shower so he could start getting ready. As he washed himself his dick reacted to his touches instantly springing up to an impressive 10 inches with plenty of girth to go with it. He had never had any complaints. He wrapped his fingers around himself and gently started wanking his hand slowly running up and down his shaft. As he closed his eyes under the shower the water running over his toned torse he urged his mind for the inspiration to make him cum. What it gave him was thoughts of Jess. Joining him in the shower and kissing him as the water ran over them, dropping to her knees and taking him in her mouth until he was so close he had to stop her, pulling her up and turning her around, pushing her body against the cold tiles shocking her nipples after the warmth of the water pushing up against her as she guided his cock inside her wet welcoming pussy pulling her head back and kissing her exposed neck as he fucked her. It didn’t take long before he was cumming. He had fantasised about Jess before but nothing like that. Rope after rope of sticky white liquid shooting across his shower. His knees trembled and he needed a moment to recover.
Just a fantasy he told himself as he continued getting ready before booking an Uber. As he jumped in he text Jess “Be there in 5 x” |
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OP might be taking his time, or life might’ve become busy! Personally I’d rather wait for a well-written, enveloping story like this than a wham bam rattle through a male fantasy with no punctuation marks… |
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