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

by Matt Coolomon

  Angela was staring aghast. She shook her head. “I don’t even know what to say to that, Tanya. Are you serious?”

  Tanya shrugged innocently. “A bit.”

  Angela’s phone was ringing. “We haven’t finished this conversation,” she said before answering it.

  Tanya snuck back up to the computer and checked some more clips from her uncle’s secret ‘Vera’ folder. She was browsing through, clicking on one then the next, when suddenly the old guy from next door was there in one of them. He was watching Vera undress while he held his big dick in his fist. Then she turned away then knelt down, lifting her skirt up her back. And then the old guy bent over her, and Tanya watched in shock and fascination as he thrust wildly and then settled in place. He was firmly in place and seemed to be just resting there as the camera moved behind to focus beneath at his penis slipping out of Vera’s vagina and his cum dripping out too.

  Tanya shut down the computer. “Oh, my gosh!” she said to herself, shaking her head in disbelief as she closed the door and went to her own room.

  She flopped back on her bed, trying to get her head around what she had just seen. She was kind of scared having found that but also curious about what Vera must have been thinking to do it. She knew Vera well. She was a really nice, plain, ordinary person. Just like anyone you’d meet anytime, Tanya considered.

  The mental picture of her with the old neighbour played on her mind all afternoon. How submissive Vera had looked when she got down on her hands and knees and lifted her skirt was the most impressive thing about it.

  Tanya remained braless and worn a short halter-neck dress that offered a view in beneath her arms when she leaned forward. The fabric would gape a little and show the side of her breasts. The guys were all checking her out and trying to get her to drink but she refused and stuck to soft drink, which she always got for herself.

  “So, are you going to let Wes have a mount?” Paul asked flat out one time. He had cornered her in the kitchen. He was holding her from behind, swaying drunkenly. “So, are you up for it, or what?”

  Wes was right there leaning against the door. He looked Tanya up and down.

  “Yes, I’m up for it,” Tanya answered.

  Paul felt up her thighs and attempted to lift her dress but she clung to it in front, holding it down.

  “What do you reckon, Wes – do you want to fuck her?”

  Wes nodded, and Tanya blushed.

  “She looks good, eh?” Paul went on.

  “Yeah – looks hot,” Wes commented.

  Tanya smiled through her blush. “Thanks,” she uttered.

  “Take her up to her bedroom and do her there,” Paul went on.

  Tanya was sort of ushered forth, and Wes took her hand. She was then led back into the living room and to the stairs. Her sister saw her and came over. Wes looked nervous.

  “I wanted to talk to you about earlier,” she said to Tanya.

  Tanya just glared back.

  Angela looked at Wes – at him holding Tanya’s hand.

  “Can’t we talk?” she asked Tanya again, pleadingly.

  “We don’t need to talk…. I’m fine,” Tanya answered softly. “Don’t worry, Ang.”

  Angela looked to Wes again, then back at Tanya, then she addressed Wes with a frown. “Do you have a condom? You had better not get her pregnant.”

  “I’ve got one,” Wes answered, producing a foil pack of two from his pocket.

  4

  Tanya was then led off upstairs glaring back at her sister. Jack approached beside Angela.

  “I can’t believe I’m letting one of you guys have sex with my kid sister,” Angela said to him. “She still seems so young.”

  “Yeah, but she’s hot…. And she’s not a kid. She knows what she’s doing.”

  Jack took a handful of beers and went back out to the entertainment room where there was a pool table. They were all out there. Angela stood in the kitchen wringing her hands at the thought of what was going on upstairs. She decided she needed to go to her room for something. She snuck quietly up the stairs, but she heard the bed in her sister’s room, and the door was partly open.

  She snuck past but stopped and looked back in through the door to find Tanya on her back on the bed with her legs wide open and Wes thrusting between them. She couldn’t see Tanya’s face. The guy was huge and covered her almost completely. “Oh, fuck that’s tight,” he groaned as he paused thrusting to grind against her. “I’m going to fucking blow in a minute,” he then said, and he resumed humping powerfully, forcing Tanya’s skinny legs open wider with each thrust and banging the bedhead against the wall.

  Angela decided it best to sneak away, and as she entered her bedroom she heard the guy grunt and cry out ‘fuck, yeah’, and she knew he was right then ejaculating in her little sister, and she just hoped he was actually wearing that condom.

  She used the bathroom, and a few minutes later Wes came past her door. He didn’t see her, and continued on downstairs. Angela went back to find her little sister fixing her dress behind her neck. Her hair was a mess and there was a used condom on the bedside table.

  “Are you okay?” Angela asked from the door. “He was quick.”

  “Yeah, he was pretty excited.” Tanya blushed. “It was like, one kiss, and then he rolled the thingy on, and he was on top of me and going crazy like a horny dog. And once he got it in me it was like, two minutes and he was cumming already…. All guys are horn dogs, aren’t they?” Tanya giggled.

  “Yeah – mostly.” Angela sat on the end of the bed. She saw the condom was quite full and Tanya’s panties were on the floor – all the evidence that her little sister had just been fucked by a guy Angela went to school with.

  Tanya picked up her pants and stepped into them. When she pulled them up Angela noticed she was completely bald.

  “Oh, my gosh, you shave?” she asked curiously.

  Tanya nodded. “So, do you.”

  “Yeah, but I didn’t think you did.”

  “I started a couple of months ago. It’s mostly for the guys. All the girls on-line seem to do it, so I figure guys must like it…. I know Wes did. He said it makes me look even younger, which he said felt amazing.”

  Tanya had picked up the condom. She was feeling the semen through the rubber. “It’s still so warm from him,” she said to her sister. “I can’t wait to do it without one, one day.”

  “It’s just messier.”

  “Yeah, but that’s okay. It’s so interesting.” Tanya held the condom up, squishing the contents from beneath. “Do you like how it tastes?”

  “Eww,” Angela cried, pushing Tanya away as she waved the condom at her. “It tastes disgusting.”

  “Yeah, but good disgusting,” Tanya giggled. She was pulling at the knot in the end.

  “Eww. Don’t open it.”

  “Why? It’s mine! I got it off him,” Tanya went on, grinning.

  She opened the condom and tipped it up in the palm of her hand. There was a small pool of semen, only a little of what was in the condom, but it was quite thick. “Mmm – creamy.” She smiled at her sister.

  “That is so disgusting…. No, don’t!” Angela cried as Tanya dipped her tongue into the gooey fluid. But she also experienced a rush of goose-bumps when her little sister closed her eyes and softly sucked the pool of it into her mouth.

  Tanya swallowed the fluid then licked her hand, peering over at Angela who was just watching in amazement. “Mmm – yummy,” she giggled, though her face screwed up at the taste.

  “Eww – gross!” Angela giggled back. “I can’t believe you did that.”

  “It was just a taste.” Tanya touched the bottom of the condom again as she held it up.

  “I can’t believe a guy I went to school with just had sex with my kid sister…. Plus every one of these guys have been checking you out. They’ve all been looking at your boobs, Tanya.”

  “I know. I usually wear a bra with this dress because it opens right up at the side. But Wes made me und
o it, anyway, so I was completely topless when he was screwing me. Then he was pinching my nipples after he came. He just rolled off and laid there next to me for a while playing with them. And he made me stay topless until after he left.”

  “Hmm – well, that’s actually kind of sexy,” Angela said.

  “I know. I like it when guys want to look at me,” Tanya uttered. “I don’t mind that they’re older.”

  Jack appeared at the door. “Hey, Ang, Wes had to go. Do you want me to start the barbeque?”

  “Okay – I’ll be down soon.”

  Jack left. Tanya resumed playing with the condom she had hidden from him.

  “So, as soon as he has sex with you he takes off…. Nice!” Angela scoffed.

  “I know. He said he had to work. That’s why he wanted to hurry…. He said Stan wants to try and get with me next.”

  “What?” Angela returned with concern. “No way is that happening!”

  “Yeah, well, he’s just going to try. Doesn’t mean I have to say yes.”

  “Don’t you dare let him too,” Angela told her little sister.

  The girl was blushing. “But I wouldn’t mind…. Stan’s cute.”

  “Yes, but you can’t just let them all have you,” Angela implored.

  “I know – it’s crazy, isn’t it? There’s no way I would have done this before, but it actually feels okay – here, this weekend…. They’re only playing around teasing about it, but I wouldn’t mind trying it – just once – with a lot of different guys…. Don’t you ever have wild fantasies like that, Ang? I bet you do.”

  “Yes, of course I do,” Angela admitted. “I often wonder what it would be like with ANY other guy.”

  Tanya lifted to an elbow and looked at her. “Really? And you never did, did you? You were a virgin when you started going out with Jack. You told me you were…. And you’re going to marry him soon and never get to try any other men.”

  Angela just shrugged. It was true. It was something that had weighed on her many a night trying to get to sleep. Jack was great, and she loved him, but she had never even been kissed by another guy – not properly. There had been a game of spin the bottle at a girlfriend’s party when she was fourteen and Steven Pickard had pressed his closed lips to hers…. Even remembering that was sad. It summed up how unexciting Angela’s coming of age had been.

  “I think you’re the one who should be getting passed around this weekend, Ang. I think we should keep Jack drunk and let the other guys all get with you.”

  “Shut up!” Angela giggled, blushing guiltily. The idea was appealing.

  “Hey, I know!” Tanya suddenly said. “Let me show you something on Uncle’s computer. It’s awesome!” She pulled Angela up off the bed and led her along the landing to the study.

  “I have to go and help Jack,” Angela complained.

  “Okay, but let me just show you. You can have a better look later….”

  5

  Paul had been drinking steadily all afternoon, but only light beers, and he was well used to hard liquor so he was not feeling drunk in the slightest. He knew exactly what he was doing. Mia Reynolds was the kind of girl who couldn’t keep her mouth shut to save her soul. She blabbed about anything and everything, and only last weekend, Paul had heard her telling her friend Sheryl that Angela and Jack were in a rut in their relationship. This was very interesting news for Paul. He had always had a thing for Angela – admittedly, he ought to get in line – half the guys in town had a thing for Angela. But he figured if he pushed the right buttons, maybe there was a chance of getting with her. He liked teasing young Tanya, but he was far more interested in big sister this weekend.

  Mark sat down in the deck chair beside him. “Where are the girls? Fucking boring looking at your ugly gob, man.”

  “They’re upstairs. Wes got onto Tanya before he took off. Ang has been up there with her ever since.”

  “Seriously? He nailed her?”

  Paul nodded. “Yep…. She’s always been hot for him, though. I wouldn’t get my hopes up if I were you.”

  Mark scoffed. “Pfft. No – course not, dude. I never thought she’d go for me…. I’ll be happy if she comes back down still wearing that dress with no bra.”

  “Huh! Damn straight…. Good side-boob view, eh?”

  “Yeah – nearly giving us a bit of nipple sometimes.”

  “Here’s Ang now,” Paul said, leaning back to see through the open door into the kitchen. “Too bad she won’t go braless for us. She’s got a great rack. Even in a bikini top would do…. Maybe tomorrow if it’s hot enough to swim. Forecast said it’s going to be sunny all weekend.”

  “She looks good with her hair short like that too,” Mark added in agreement. “How the fuck did Jack score her, man?”

  “I know. She was sort of gangly and plain when they got together, though. The arsehole lucked out picking one who turns into a frigging super model.”

  “Great legs too,” Mark said. Rocking back in his chair to see them.

  “I don’t think she knows how good she looks, man. Which is pretty fucking appealing on its own.”

  “No, she’s not stuck up at all, is she? She’d do anything for ya.”

  “Almost anything,” Paul chuckled. “Probably do anything for Jack. Lucky fucking arsehole.”

  “Jack’s cool, though,” Mark tossed in. “He’s alright for a lawyer.”

  Mark chuckled. “Nah, he’s great…. Just wish he’d disappear for a while so we can get onto his woman.”

  “You guys right for beers?” Stan called out from the back door.

  “I’m good,” Paul answered.

  “Yeah, I’ll go another,” Mark called back.

  “I think Stan’s going to try and get onto Tanya later,” Paul informed his friend. He wanted all the other guys chasing her and hopefully unsettling her big sister’s safe little world.

  This was probably going to be Paul’s last weekend in town for a while. It had been his plan to make his move ever since he was invited to stay over. The other girls cancelling had been a lucky break. It meant more focus on Tanya, and more chance of getting Angela to come around. Paul felt a little guilty for manipulating young Tanya, but she had responded more willingly than expected. It was as if she had a plan of her own for the weekend and Paul got lucky that it suited his.

  “How do you know he’s going to?” Mark was craning his neck to see into the kitchen where Tanya had appeared still wearing the same dress.

  “Well, Wes won’t be back, so there’s still a single girl here to be had…. Why do you think Stan’s in there helping with the food? You ever seen him cook anything before?”

  “Nope. There’s nothing in his fridge except beer and milk. The only food in his house is corn flakes.”

  “Exactly! So, he’s in there sucking up to Ang and sniffing around Tanya. Bet he nails her tonight.”

  Stan never brought Mark his beer – Tanya did. She approached smiling and handed it over. “Your drink, sir,” she said sweetly.

  Paul grinned. “Aw, shit – I would have asked for one too if I knew we had a sexy little waitress serving now.”

  Tanya shrugged. “Too late. I’m off duty now.”

  Angela called from the door, “Can I have your help please, Mark?”

  Mark hurried to see what was needed. Tanya sat down. Paul looked at her little tits, her nipples poking at the soft yellow fabric that covered them. She shook her head, blushing. “Having fun there?”

  “Cute dress,” Paul said. “How did it go with Wes – did he fuck you?”

  “Um…. And what business would that be of yours? Are you the party pimp, are you?”

  Paul met her eyes. “No one will ever know, Tan. Wes won’t say anything, and I’ll make sure Mark and Stan keep their mouths shut….”

  “Oh?” Tanya asked, her eyes narrowing with interest.

  “Yeah, I was kind of thinking it would be cool to have a bit of a sex party this weekend…. I was hoping we could, anyway. But not so you girl
s would end up getting talked about afterward. I was hoping we might all get wild, but discreetly – just between the group of us.”

  Tanya took in what he said quietly. She nodded acceptance of his intentions it seemed – not necessarily of the idea itself. “I’d appreciate it if no one found out,” she said.

  “Ah – so, Wes did get his dick wet?”

  She blushed again. “He got a kiss….”

  “And what about Stan – is he getting a ‘kiss’ too?”

  “See – you ARE a pimp!” she giggled. “Why are you trying to set me up with them while you just sit there grinning about it?”

  “Just trying to get the party started,” Paul shrugged. “What about Ang? Will she be playing too?”

  Tanya’s eyes widened and rolled. “Um…. She’s with her fiancé – like, right there with him!”

  “Yeah, true,” Paul conceded. “What do you reckon – could we drug him or something?”

  “I said we should keep him drunk,” Tanya giggled.

  “You said? To who? To Ang?”

  “Um…. Can’t say. It’s a secret.”

  “Ah! So, it WAS Ang, then…. You girls were talking about having a sex party too, weren’t you?”

  Tanya bit down on her smile. “My lips are sealed.”

  “Hmm – so, there IS a chance Ang will play,” Paul said thoughtfully. “Wish she would.”

  “Are you trying to get with my sister?”

  “Huh! Right now, do you mean? I’m always trying!”

  “Yes, you are – come to think of it,” Tanya agreed. “You really like her, don’t you? This is interesting.”

  “I’d really like to bang her,” Paul corrected, although he was adjusting the truth. The fact was – he did have a thing for her – more than a physical thing.

  “Don’t worry – I won’t tell either,” Tanya said. “But if you really promise that you won’t, and that these other guys won’t either – then yes, I will play more, and there’s a better chance my sister will if it’s discreet.”