Girlfriend Agrees to Sex with his Buddies (First Cuckolding Book 8)

by Matt Coolomon

  “Fucking awesome!” Stan groaned again.

  Paul looked back up at Jack, holding his gaze as Angela’s body relaxed beneath him. “Sorry, man – she’s just so fucking hot.”

  “Alright, that’s enough now, though,” Jack said, clearing his throat.

  “Yes – I think that’s enough for you,” Tanya declared, and she took hold of Angela’s arm and pulled her from beneath Paul. “I’m taking my sister to bed before you guys get too crazy,” she said, and the two girls retreated upstairs, Angela looking back at Jack all the way up, her eyes wide and glazed.

  She looked exactly like Jack felt – stunned.

  7

  “Oh, my god!” Tanya gushed when she had the bedroom door closed. “That was so hot!”

  Angela was slowly regaining her senses. “It was amazing! I would have let them do whatever they wanted if you didn’t stop them, Tan. Good thing you were there.”

  “I know. You were like a ragdoll. He had your dress up nearly around your neck. They were all checking out your undies,” she giggled. “Good thing you were wearing cute ones, huh?”

  “I know…. What’s Jack going to say tomorrow? I’m amazed he didn’t freak out.”

  “He was gob smacked. It’s all because of Paul. He’s hot, Ang. I never knew. I never saw him like this before.”

  The girls were in bed with the doona pulled up.

  “I knew,” Angela said. “Paul has always sort of scared me – no, not really scared – just, like he’s always had this power that the other guys haven’t got. He’s always acted like an idiot loser, but he isn’t really like that…. Not underneath.”

  “He’s hot underneath his shirt,” Tanya pointed out. “And under his pants.”

  Angela giggled. “Well, you’d know!”

  “Hey – come on. That was ages ago, and it was too dark to see much.”

  “Who needs to see?” Angela scoffed. “I like how firm he is. Jack’s kind of soft. Paul’s arms are like iron.”

  “I know…. But even that time when he…. You know – at the party that time…. Well, he was drunk, but he still wouldn’t do it without a condom. I had to go and get one.”

  “Really? You were down in the spider shed, and you had to leave him there, go find a condom, and go back?”

  “Yep. I had one in my room, but there’s no way I was taking him inside – not with Grandma there,” Tanya giggled. “But, hey – forget that. I’m not the one Paul wants right now. He wants to give it to you, big sister. He wants to bad!”

  “Um…. I figured that,” Angela said. “I can’t believe he kissed me like that in front of everyone.”

  “Well, you said you hadn’t been kissed by anyone else…. Have now!”

  “I know…. Except now I want more.”

  “More?” Tanya asked turning her head to look at Angela in the dim light. “More kisses or more something else?”

  “Um – I don’t know…. How on earth could I say that to Jack? He’s probably going to chuck a wobbly tomorrow as it is. How would he react if I said I wanted to have sex with another guy before we get married? Like, to try it so I don’t have to always wonder.”

  “You definitely should try it, Ang…. I want you to try it.”

  “YOU want me to? Why?”

  “Because Jack’s nice, but he’s water. You can live on water, but imagine if you never even get to taste a sweet drink…. Paul is a sweet drink.”

  “Yeah – the kind you can’t live on because it tastes nice but it’s no good for you,” Angela pointed out soberly.

  “Yep. Exactly!” her little sister declared with a smile. “You’ve just got to try it once, Ang. Please? For me? Even if you have to sneak…. It would be something you and I would always know together.”

  The idea was tingling through Angela’s entire body, especially through her belly and a bit lower down. “Okay, I’ll think about it,” she answered her enthusiastic little sister. “I’ll think about it, but I’m not going to sneak…. I’m pretty sure Jack did a few years ago, and I’m not going to do that. If I decide to do it, I’ll tell him up front.”

  “Awesome!” Tanya giggled, rolling over and pulling the doona up around her ears. “Can I be there for when you tell him? That, I’d love to see!”

  8

  Angela woke filled with regret. Her first thought upon opening her eyes to stare at the ceiling was of being kissed by Paul in front of her fiancé. The first few kisses, from each of the guys, were not so bad. They were a bit over the friendship line but not too far and all in good fun. That last kiss was different. Paul had made her head spin, and he had taken advantage of that and kissed her deeply and passionately. She couldn’t recall if Jack had ever kissed her like that – certainly he didn’t anymore, if he ever did. “Oh, shit,” she uttered, huffing.

  She could only hope they didn’t notice her having an orgasm when the guy was lying on her.

  She lay there for another ten minutes. Tanya was still asleep. She slipped out of bed without waking her. They had their own shower, so she was able to freshen up and get dressed before opening the bedroom door to what she expected would be a very irate fiancé. He hadn’t been expecting to be shut out of the bedroom either. His bag and toiletries were there.

  It was just after seven. Angela packed his things and took them with her, placing them just outside the door so he could get them without waking Tanya, who was a notorious late sleeper. Jack would be up for sure.

  Mark was lying on the lounge watching the sports news with the volume right down. “Hi, Ang.”

  “Morning, Mark.”

  There was no sign of Paul or Stan – probably still asleep, Angela decided. She saw Jack was sitting out on the deck reading the paper. She stood at the kitchen sink sipping a glass of orange juice, wondering what she was going to say to explain what had happened. He looked fine – usual. Maybe he had brushed the incident off as nothing?

  “Morning, darling,” Angela said, choosing to introduce herself from the window.

  “Hey, baby, how did you sleep?” he called back, tossing a smile over his shoulder.

  Angela sighed with relief. “Really well…. Sorry we kicked you out of the bedroom.”

  “No, that’s fine. We played pool most of the night, anyway. Only slept a few hours this morning.”

  Angela poured a coffee and took it outside. She wondered whether she should say anything at all.

  “Got a bit crazy last night, huh?” Jack said, saving her the job of broaching the subject.

  She grimaced, shrugging guiltily. “Sorry….”

  He lowered his head, nodded a little.

  “Are you okay?” she went on, searching warmly.

  “Yeah – it’s cool. The guys have been drooling over you for years. They jumped at the chance to get a kiss and a look up your dress like that.

  “I didn’t know they were looking up my dress,” Angela mumbled, grimacing again.

  Jack peered up, smiling through a blush. There was strain in the smile, but he squeezed Angela’s knee affectionately. “It’s okay. It was sort of surreal watching them with you. I get it, though…. We talked about it afterward, and it’s all cool.”

  “You get what? What did you talk about?” This was interesting.

  Jack shrugged. “Well, Stan was saying how he’s going to try and get with Tanya today – how it’s like this really weird vibe going on this weekend. Everyone’s feeling a bit crazy.”

  “I do,” Angela agreed emphatically. “I feel kind of crazy.”

  “Yeah – I know. And the guys are all pumped up about being here with you and Tanya all weekend – like it’s some sort of hippie commune set-up. Like free love and shit.”

  The term ‘free love’ resounded within Angela. That was where everyone used to swap partners. She kept her mouth shut and listened as Jack went on.

  “It’s probably not so bad for us, as Paul was saying. We’ve been together since we were kids, so it’s natural for things to get stale and that. It will probably
do us good to shake things up a bit…. Like, to just relax for a minute and feel more free.” He blushed again. “I know I’ve been checking out Tanya all day yesterday in that skimpy dress. It’s only fair if the guys look at you a bit too – and if you want to enjoy it – like, play up to it a bit and enjoy the attention…. I can understand that.”

  Angela was blushing now. “That all makes sense,” she managed to get out half steadily. Then she giggled. “And I noticed you checking out my little sister!”

  Jack chuckled, also relaxing. “I didn’t get to kiss her, though.”

  “Eww, no – that would be weird. The guys are just friends. We’re going to be family, you, me and Tan…. Looking is okay. She teases all the guys in the family and makes Dad cringe with the way she dresses at home. But you’re not allowed to kiss her – not properly like they did last night.”

  “Okay – deal – look but don’t touch. I can do that, baby. And I won’t get jealous of the guys looking at you, but just for this weekend, okay?”

  “But how am I supposed to control that. I can’t stop them from looking at me. Bunch of perverts!”

  “No – I mean, you can tease them more this weekend if you want. Just have some fun and pretend we’re not so serious…. You can even try and make me jealous if you want to. Pretend I’m just one of the guys who want you – like as if we just met and everything is new and exciting.”

  Angela beamed. “Wow! Are you serious? That sounds like fun! That’s perfect for how I feel right now!”

  “Or we can play more games like that one last night if you girls want.”

  “With kissing?” Angela asked. “I wouldn’t mind being kissed again.”

  “Yeah, that would be okay…. As long as it’s not just Paul. I know he wants to again, but as long as it’s just everyone playing around, I don’t mind…. Not just Paul getting onto you.”

  “Okay…. He was just more assertive than Stan and Mark. I liked being kissed by them too. It was exciting with one after the other like that.”

  Jack nodded. “Well, they all want to play with Tanya, so, if you want to have a special free pass weekend to go kiss crazy, I won’t complain.”

  Angela slipped onto Jack’s lap. She kissed him and searched his eyes. “I don’t get it…. What’s this about?”

  He shrugged, blushing. “It’s about me fucking up once a few years ago, Ang.”

  “Oh – that.”

  He frowned. “You knew?”

  “I’m not stupid, Jack. I know when you’re lying.”

  He exhaled a pent up breath. “I’m really sorry, Ang…. I just, um….”

  “Don’t,” Angela cut him off. “Don’t try to explain, Jack. I get it. I’m curious too. There have been times when I nearly….”

  “But you didn’t.”

  Angela grinned. “I did last night…. And I got permission to do it again today.”

  Jack chuckled. “Yes, you do, baby…. A free kiss pass. But just kissing!”

  “Perfect,” Angela declared. “Kissing is perfect…. Although I think it got a little bit more interesting than that right at the end last night.”

  “Yeah – it did…. It got interesting on the couch.”

  Angela bit down on her grin. “Well sometimes you get held close when a guy’s kissing you.”

  “Yes – that’s true, I suppose….”

  ****

  After everyone crawled out of bed for breakfast, Angela sent Jack and Paul to get more food and drinks. It looked like all the guys would be staying for the whole weekend, and there wasn’t enough food in the house to feed them. She remained upstairs for a while having a short nap and then washing her face to freshen up. There was deep laughter and high pitch squeals coming from the back yard. She peeped out through the curtain to see her sister in the pool with Mark and Stan.

  The water was waist deep for Tanya. She appeared to be wearing her blue bikini pants, but on top she had only a white cut-off tank top. It was pasted to her and completely see-through. She lunged at Stan but he tossed something to Mark before she could grab it, the item unravelling to reveal it was the other piece to her bikini.

  She squealed again as Stan grabbed her foot. He pulled her back from trying to swim away. She was laughing and pushing at him as he took hold of her and cuddled her close. He then kissed her, ending her laughter and also her protests it seemed. Angela’s hand went to her mouth as she felt herself blush. Her sister was being bent back and kissed very passionately. It was too far to tell for sure, but she imagined she was being French kissed.

  Mark was watching. He waded closer.

  Tanya was touching Stan’s chest but not pushing him away at all. She was floating on her back with her legs having risen to the surface. Stan had an arm beneath her and was holding her face with his other hand. Angela could see her sister’s breasts clearly. Stan stroked down her neck and squeezed one of them. Tanya’s hand closed around his wrist, seemingly in protest at the groping.

  Mark had made his way to the edge of the pool beside them. Stan looked at him. Tanya’s mouth was open, her eyes wide as she looked form one guy to the other. There was an exchange of nods between the two of them then Mark wiped Tanya’s mouth with his thumb and bent to her lips, pressing his to them and kissing her passionately as well.

  Stan floated away on his back, just watching. He had an erection. Angela was holding her pussy. She didn’t realize she was, but she had a hand covering her crotch and the other still over her mouth.

  Her sister was released and left there, wiping her own mouth that time. It was obvious both guys had tongue-kissed her. Her bikini top was there floating in the water. She claimed it and turned away from the guys to put it on. She lifted up her tank top, checking back to see they were not watching. They were chatting and facing away. The man next door was watching her though.

  Angela hadn’t seen him there but she caught sight of movement and saw him craning his neck to see over the fence. He was ogling Tanya blatantly. She was facing him fully as she tied the string behind her back, her bikini top still dangling down and her little shirt pulled up exposing her small breasts.

  The neighbour watched intently until Tanya was covered, then he went about watering plants there along the fence, still checking over frequently during the time Angela spied through the curtain.

  Stan and Mark had seemingly lost interest in playing with Tanya. She had gotten out of the pool and was sunbathing on the deck. Angela went into her uncle’s study and turned on his computer. That neighbour was the one in the sex tapes with Uncle’s girlfriend. Angela entered the password Tanya had given her and found the file easily enough. She was surprised it wasn’t hidden, but Uncle lived alone, so he probably felt no need to be too fussy with security. He was a bit of a dirty old man, so Angela just shook her head when she opened a few files and found pictures of Vera nude and lewdly displaying herself to the camera. She checked a video file and found Vera sucking an erect penis. “Oh, my gosh!” It must have been Uncle Mike’s.

  Angela watched in awe until there was some wild thrusting and finally a very red faced Vera accepting the ejaculation in her mouth. To Angela’s amazement she then opened her mouth and showed what she had, swirling her tongue through the creamy deposit, and then she swallowed. And so did Angela, dryly.

  The hand that had been pressed against her crotch was rubbing as she checked other video files in the folder. She quickly flashed out of any that included her uncle but watched intently as Vera was being mounted by the old neighbour Mr. Peters. Uncle was always talking to Vera while she was being taken. He would move the camera around and film from different angles, often zooming in close to watch the coupling of Mr. Peters’ extremely large and thick penis and Vera’s vagina. Angela found this fascinating to watch too. She was intrigued by the sight of what was actually an enormous penis sliding in and out, stretching Vera’s labia and leaving her pussy gaping when he would extract from her completely. There was never any condoms used and he always ejaculated inside of her,
which was particularly surprising to Angela.

  She shut down the computer and checked out the window again. Tanya was feeding Missy. The guys were gone. Mr. Peters was still watering his garden. He was over the far side of his yard, no longer spying on Tanya. Angela found herself trying to imagine that impressive penis attached down there below the waist of his baggy shorts. She left the window, blushing, and went downstairs to see if the guys got everything on the shopping list.

  She was barefoot, silent. She stopped short of the edge of the brick wall adjoining the kitchen.

  “I talked about it with Ang. She said it’s alright.”

  “Is she of age, though? I don’t want any shit over that.” The voice belonged to Mark.

  “No, she’s old enough. She’s over eighteen. She’s nineteen, I think,” Paul assured.

  “Awesome…. She’s fucking hot…. Willing too.”

  “I know. You should all be able to get onto her…. You’ve got to use rubbers, though. Ang said she’s not on the pill.”

  “Yeah okay. What about Ang, though – any chance of getting onto her, do you think?”

  “Nah, mate. No chance.”

  Angela blushed.

  “Too bad, eh?” Paul added, chuckling.

  “Shit yeah…. Little sister’s hot, man, but she’s nothing compared to big sister…. Bet she’s a good fuck.”

  Angela’s blush heated and swarmed over her.

  “I bet she is, man. I’ll keep trying to talk Jack around, okay? Never know, if we get him onside she might change her mind and give it up for us.”

  There was laughter and jostling. Angela crept back to the stairs and retreated up to her room. The television was turned on down in the living room, the sound of a football game filling the house. She peeped from the upper landing to see all four of the guys set up there with beers, so she snuck downstairs and into the kitchen. The shopping was sitting on the bench. The things needing refrigeration had been put away.