Note: There’s part 1 of this story ([https://www.reddit.com/r/eroticliterature/comments/kbaw9w/the_start_of_a_journey_cuckold/?utm_source=share&utm_medium=web2x&context=3](https://www.reddit.com/r/eroticliterature/comments/kbaw9w/the_start_of_a_journey_cuckold/?utm_source=share&utm_medium=web2x&context=3)). Please read it before this. DO post your comments.
True to her words, Jenny asked if he would come, visit them. And she made sure she invited him with her wife.
Dan said, ‘I am sure he’s not bringing his wife along.’
‘You never know. He just might.’
Dan said, ‘That guy is only thinking about you. No way is he bringing his wife.’
Jenny said, ‘I hope he’s not thinking of sex. That’s not going to happen. You know that also, right?’
Dan shrugged, ‘Yeah. Yeah. Just tease him good. Let him get tortured well.’
Jenny asked, ‘You sure it won’t get weird? And you will have to be there.’
‘Of course, baby!’
Later that week, Jenny said to Danny, ‘You’re right. He said he will come alone if that’s okay with us.’
Dan asked, ‘What did you say?’
‘That sure. Anyways, in this pandemic, the lesser people, the better.’
Danny winked, ‘But, baby, are you teasing him over video calls?’
‘Ha-ha! No, I am not. This week has been a little stressful work-wise. It’s difficult to play and work.’
Jenny invited her boss over on Friday itself. As she logged off from work, she asked Danny what should she wear.
Danny said, ‘Well, definitely that spaghetti top with the deep cut and just straps.’
Jenny said, ‘But, it shows my tummy.’
Dan replied, ‘That does add to it. Oh, and definitely no bra.’
‘No, that thing hardly covers my boobs. And you can my nipples poke out.’
‘Anyways, we will dim the lights. And the tension will be worth it. Also, those tiny hot pants.’
Jenny pushed Dan out of the door. ‘I will come out when ready. You don’t have to get horny.’
Dan came out with a grin. His mind was racing with all the possibilities. What should he do? Should he push her? Should he hold her back? Dan thought he will decide as the evening and his mood goes.
It was a little later that Jenny’s boss, Tom arrived at their place. He was tall, around 6 ft, he was well-built with no middle-aged potbelly, and he was comely. Dan liked him – he was an affable middle-aged guy with mild manners.
As Jenny came out of their bedroom, Danny’s jaw fell. She was wearing a thin, spaghetti top. The jiggle revealed she wasn’t wearing any bra. She was wearing the hot pant that Dan suggested. And god, she was looking every bit sexy.
To cull the initial awkwardness, Tom dimmed the lights, took out the liqueur, and played some music. Dan waited as Jenny and Tom discussed the mundane office stuff. Tom’s eyes kept on gazing at her ample cleavage. Dan poured large drinks for everyone.
Tom told weird stories of office. Everyone laughed. At some point, Jenny went to the washroom.
Dan said, ‘So Tom, why did you come alone?’
Tom stared at Dan, ‘Excuse me! What?’
Dan maintained his composure. ‘Ahh! Really? I thought we could at least be honest with each other. I have been seeing the way you look at Jenny.’
Tom shrunk, ‘I am so sorry if I have been inappropriate.’
‘Chill! She’s hot. And today, she’s putting on her A-game. Of course, both of our eyes are all over her.’
The easy banter of Dan calmed Tom. He stayed quiet for some time and then said, ‘Jenny’s looking damn hot today.’
Dan said, ‘I keep telling her she the sexiest curves. Those boobs are just wow.’ And Dan gestured how he wants to squeeze them.
Tom said, ‘You’re a lucky guy. They look so damn tempting.’
‘Ok. But, what about your wife?’
Tom cleared his throat and put his drink down. ‘Well, if it’s between friends, we are kind of in a break.’
‘What?’
Tom continued, ‘Well, not that we had a fight or something. But, for the past some years, things have been cold. We sleep in the same bed. But we didn’t have sex this year even once. Can you imagine?’
Dan said, ‘And was the sex good before?’
Tom said, ‘Oh! She fucked good. We would go about it like rabbits. And she used to give the best blowjobs.’
Dan laughed, ‘I bet Jenny can give serious competition.’
‘Really?’
‘Oh! She loves cock. At least, she loves mine. She takes her time and oh god, I just cum from that.’
At that point, Jenny came into the room. Dan and Tom eyed each other. Jenny said, ‘What are you guys talking about?’
‘Oh! We were thinking we should play some games. We are bored.’ Dan said
‘Yes! We should. What should we play?’
Dan said, ‘Let’s play Never have I ever. I will start. Let me fill the glasses first.’
Dan continued, ‘Ok! Never have I ever kissed someone from my own sex/’
Jenny drank her glass. Tom said, ‘When? Tell us. Dan, do you know?’
Dan said, ‘Let Jenny tell it.’
Jenny rolled her eyes, ‘It was nothing. One night, I was drinking with my roommate in college. We were quite drunk and we wanted to know why was there so much fuss about lesbians. So, we kissed. Neither of us liked it but yeah, we kissed.’
Tom said, ‘Ok! My turn. Never have I ever had anal sex.’
Jenny grunted. She drank her glass again and so did Dan. Dan quipped, ‘This was quite explanatory.’
Jenny said, ‘Never have I ever had sex in a public place.’
No one drank from the cups. Jenny raised her hands and said, ‘Really?’
Dan said, ‘Well, I don’t like doing it in public.’
‘Me neither.’ Tom said
Dan laughed, ‘Since no one did it, you’ve to drink your glass.’
Jenny resisted. ‘No. I will get really high. No more of this stupid game. Some other game.’
Dan winked at Tom and said, ‘Ok. Let’s play truth or dare.’
Jenny was a little high already. She said, ‘Do we roll a bottle or something?’
Tom said, ‘It’s only us three. I will go. Ok, Jenny, Truth or Dare?’
‘Truth.’
‘What’s the best sex you had?’
Jenny smiled and said, ‘That’s easy. The first-weekend getaway we planned – Dan and me. That was our first time having sex and it was just magical. Never before I had felt so strongly intimate with anyone’
Jenny said, ‘Ok Dan. Truth or Dare?’
Dan said, ‘Truth’
‘Ok. What’s your fantasy?’
Dan thought for a while and said, ‘Threesome with you and Anita – your friend. But, everyone makes out with everyone there.’
Jenny chuckled. ‘I knew it. I wasted my question.’
Dan showed Tom a picture of Anita. Tom nodded in agreement.
Dan asked Tom, ‘Truth or dare?’
‘Truth’
‘Have you ever masturbated thinking of Jenny?’
Jenny kicked Dan. Dan said, ‘The rules are the rules.’
Tom murmured, ‘Yes.’
Jenny blushed. Tom didn’t say anything. Dan put his arm around her and pulled her closer. Jenny melted and leaned in towards him as Tom watched.
Slowly, Dan took his hand and touched her cleavage. ‘Well, they’re wow. Isn’t it, Tom?’
Tom looked at Dan’s hand. It hovered over her boobs. Jenny moaned a bit as she said, ‘Stop.’
Dan said, ‘Okay. Let’s play another game. We will blindfold Jenny and we will write movie names on her skin. She has to guess the name.’
Jenny said, ‘What?’
‘Come on. It will be fun.’
Dan went and switched the lights. It was dark. ‘Come on Jenny.’
Jenny looked at him and Tom. ‘Okay.’
Dan bought Jenny’s eyepatch and covered her eyes. He indicated Tom to come over. He said softly, ‘Are you ready? One by one, we are going to scribble a movie name on your skin with our fingers. You’ve to guess.’
Jenny sat on the sofa and said, ‘umm’
Dan gestured Tom to go first. Tom came over. Jenny’s tee showed off her deep cleavage. Her lips were full. Tom touched her cleavage slightly and traced the skin down.
Jenny said, ‘It tickles. A little more pressure in the fingers.’
Tom grew confident. He looked at Dan and he nodded. He put his palm over Jenny’s tee and put his finger at the tip of the tee. With one finger stroke, he pulled down the tee. Tom could see the hint of a dark areola. He pulled further and the dark, erect nipples leaped out. He groaned, ‘Ahh!’
Jenny moaned. ‘I can’t figure out.’
Tom had forgotten everything as he bought the other boob out and squeezed them hard. Jenny caught the back of his head as Tom pounced on her boobs.
Dan took out his hard cock as he watched Tom lick and suck and squeeze and grope his wife’s boobs. His eagerness knew no bound as he played with them ruthlessly. Taking each nip, he sucked them hard and bit them. Next, Tom unzipped and took out his cock. He was more like Dan except he was thicker. Tom held the hands of Jenny as he teased his cock near her lips. Jenny opened her lips and sucked the tip. She murmured, ‘Baby!’
Dan immediately responded, ‘Suck hard baby. Suck it dry.’
Jenny took Tom’s cock in. Tom laid down on the floor as Jenny went on her fours. She didn’t take out her blindfold but she explored him with her tongue – the pulsating balls, the wet tip. And she settled for it all. She sucked hard and deep. Tom kept moaning, ‘Ahh!’, ‘Deeper’, “Damn!’ and even before Jenny went with her natural, wild sucking, Tom came without a warning. It spilled all over Jenny’s boobs.
Dan immediately went to the back of Jenny. He caught her waist as he checked her pussy. She was leaking. Dan went in immediately. Jenny went, ‘Fuck me harder.’
Tom was lying and watching Dan fuck Jenny. Jenny’s boobs swayed as Tom laid in deep and thick. Tom got Jenny’s hand and led it to his cock. Jenny could hardly grab his dick as she was pounded hard. Shortly, Tom came inside her. He laid down exhausted.
Jenny threw away her blindfold and she also laid down exhausted.
A collective sigh of anxiousness and exhaustion went by as all three of them muttered under their breath, ‘What the fuck just happened and what now?’
Source: reddit.com/r/eroticliterature/comments/kbu3r6/the_start_of_a_journey_part_2_cuckold