Girlfriend Agrees to go Topless (First Cuckolding Book 11)

by Matt Coolomon

  “But we have to get some good clips of them doing her,” Alan whispers to Trent. “Got to get some really good ones with close-ups and that.”

  “Like with their dicks going in and out?” Trent asks, leaning closer to examine Lisa’s pussy.

  “Yeah – do you want to use my camera? You’re better at it than me, and with the camera you can film for up to like half an hour at a time.”

  “Okay, I’ll use it…. I’ll do the filming.” Trent squeezes his erection through his swimmers. “Fuck you’ve got a nice pussy, Lisa. I can’t wait to fuck you.”

  “Well you HAVE to wait,” Lisa challenges. “You guys have to wait until after them….”

  “Yeah – while we’re here they’ve got first rights to her, man,” Alan explains, keeping his voice low. “Especially Evan. He definitely gets the first fuck, doesn’t he, baby? He’s the dominant male – like you said.”

  “Uh huh – he’s the dominant one of you. It just feels right letting him have me first….” Lisa sits up, covering herself. “Hand me my tee-shirt please, Alan?”

  Alan gives Lisa her shirt, and the men all watch her put it on then slip the towel from beneath.

  “Yeah – that’s pretty,” George says.

  Lisa smiles. “Thanks….” She takes a brush from her bag and fixes her hair. Her shirt stretches up to reveal her belly and pussy.

  “Yeah – that’s pretty alright,” Evan agrees. “Looks like she needs licking.”

  “Licking?” Lisa cries.

  Evan looks down at her pussy then back up. “I want to taste you, baby. Okay?”

  “Um now? Right here?”

  Evan approaches. “I got a message someone’s sick and I have to go to work when we get back…. It will be a late shift, so I’ll have to have mine before I go.” He looks down Lisa’s body.

  George is watching back over his shoulder as best he can. Trent gets the camera and begins filming. Lisa holds her boyfriend’s eyes as Evan kisses her neck.

  “Are you ready, baby? Do you want to sit down and open your legs for me?”

  Lisa is guided back to a soft seat at the back of the boat. Alan moves to the side and Trent kneels with the camera. Evan kneels between Lisa’s legs and lifts her chin, taking her lips in a soft kiss that soon deepens. He hikes up her tee-shirt and feels her breasts. He kisses his way down and sucks on one of them. Lisa lifts her chest and writhes back in the seat. Her eyes roll to settle on Alan’s again.

  Evan peers up from her nipple and glances from her face to Alan’s. “This is alright by you isn’t it, Alan? I’m just going to eat out your girlfriend then fuck her again…. Just a quick one, okay?”

  “Okay….” Alan says, still holding Lisa’s eyes and making her blush deepen.

  “And give her a creampie.” Trent adds, smiling down over the camera.

  Evan chuckles. “Yes – and I’ll be giving her a creampie…. You don’t mind that do you, baby?”

  “I don’t mind…. You can all creampie me if you want,” Lisa says, still holding Alan’s eyes.

  “Okay – they all can,” Alan says to her. “I want you to take it from whoever wants you, sweetheart.”

  Evan moves to Lisa’s other breast and sucks on it while continuing to feel the one that’s now wet with his saliva. She closes her eyes and enjoys the sensation that’s tingling through her and centering in her belly. Her legs are being opened further. One is lifted and bent up, that foot placed upon the seat she’s sitting on. Fingers probe her and part her pussy lips. Trent films down there. Lisa’s other leg is lifted and that foot also placed upon the seat. She’s now spread wide. Evan kisses down her belly and looks at her opening. He’s angled to the side, and Trent is zooming in. “Aw, that’s fucking nice,” Evan groans.

  George has cut the throttle, the boat now drifting in the still water, in sight of the jetty where their trip began. He approaches behind Trent. Lisa watches his face as he examines her spread open. A tongue is then inserted into her and she catches a breath and grips the side of the boat, lifting her bottom off the seat.

  The world becomes a blur for Lisa. She doesn’t dare look but feels her pussy being fingered and stretched open, the camera right there and filming inside of her. The tongue lashes for a while then is gone. The fingers slide up into her then in and out. Then they’re gone and the tongue is back, probing and swirling over her clit.

  Just when Lisa’s orgasm is about to overwhelm her, Evan moves close and sticks his cock into her. She cums on it immediately but he just fucks her through that wave of contractions. He’s thumping against her but relents and pulls back. Lisa then dares to look down, and she watches her pussy being filmed close-up with Evan’s engorged erection slowly sliding in and out of it. He pulls out completely and keeps her pussy lips spread with his thumbs. Trent moves the camera closer. Lisa peers up from what they’re doing to look at her boyfriend’s face. He glances and meets her eyes. She catches another breath as Evan sinks his cock back into her. She then grips him around the shoulders as he pounds hard and fast and suddenly holds firm, his cock imbedded fully and pulsing.

  “Aw fuck yeah – take that load, baby,” Evan groans. “Yeah that’s fucking deep.”

  Trent smiles up at Alan. “I think she’s getting cummed in, dude.”

  Lisa holds Evan tight. She can feel the jets of semen gushing from him. He quickly relaxes then lifts a little – enough to seek her face. He kisses her softly. “That was amazing, baby. You’re so fucking sexy.”

  “Hmm thank you,” Lisa utters into another soft kiss.

  Evan then turns back to the others, smiling. How was that, boys? Did you enjoy that?”

  “Fuck yeah,” Trent answers enthusiastically. “I want a shot of you pulling out, though. Are you still in her?”

  Evan does a slow thrust. “Yeah – still in her,” he says to Alan. “Do you want a look, man? Want to see my cock inside your girl and covered in cum?”

  Alan doesn’t answer but leans in to look as Evan rocks back. Trent zooms in with the camera again. “That looks inviting,” George says.

  Evan looks back at him. “You up for a turn, man?”

  “Would you mind, love – like this with everyone watching? I’m well worked up already.”

  “I don’t mind,” Lisa answers sweetly. “I like it with everyone watching like this – and filming…. Alan and I both like it.”

  Everyone chuckles. Alan just blushes and meets Lisa’s gaze again. Even gets up and wipes his cock with Lisa’s towel. George pushes his swimmers down, his cock thick and swollen. “I don’t think I can get on my knees, love. Would you mind kneeling on your seat there and bending forward for me?”

  Lisa gets up on her knees and grips the running rail. She peers back over her shoulder. “Like this?”

  “Yeah – like that, love….”

  George squeezes her bottom, peeling her open. Trent moves in close with the camera. Alan leans in to have a look. Evan has taken over the wheel and started cruising towards home, but he’s craning his neck to watch as well. “There’s a bunch of tourists coming,” he informs.

  There’s a small ferry approaching with an older brigade aboard. George wraps the towel around Lisa. She holds it at her waist and smiles back at the older man. The oldies wave and they all wave back, waiting until they pass by and are far enough away.

  Evan speeds up and takes them to the jetty. He ties the boat down.

  “We can still do it here, love,” George says, rubbing Lisa’s back. He’s feeling his cock and pushes down the front of his swimmers again.

  Lisa releases the towel to him and leans forward. He squeezes her bottom, tilting his head to have a look at her opening. She bites a lip and looks to her boyfriend once more. “Are you enjoying this?”

  Alan nods. “Yes.”

  “Me too,” Lisa says. “I can’t wait to watch the film clips.” Fingers enter her and she’s pulled open. “Uh..hhh…” she moans softly.

  “Aw fuck – that’s awesome,” Trent says, film
ing close-up. “Look at the splooge inside of her, dude,” he encourages Alan.

  Alan leans closer to look. Lisa watches back over her shoulder. They glance at each other. George is holding his rigid shaft. He places the broad head of his cock against Lisa’s pussy and pokes it into her. He’s still keeping her bottom spread with his other hand. He pulls out then pokes her again.

  “Uhh..hhh….” Lisa moans as he releases his shaft and sinks in deep. He claims her hips and starts fucking her. She grips the running rail and holds on tight.

  “Man, look at her tits go,” Trent cheers from where he’s now filming.

  Lisa’s body is being jolted, her breasts surging back and forth wildly. She looks at them but can do nothing about it anyway. The older man grips the back of her neck and jams himself hard against her bottom. He convulses then holds firm, his thick old penis throbbing.

  Lisa relaxes back against him and meets Evan’s gaze. He’s standing on the jetty watching from above. He winks. The others are examining Lisa’s opening again – Trent raving about her leaking semen.

  “Glad you came to stay,” Evan says to Lisa.

  She smiles.

  “I want to fuck you in my bed tomorrow night, okay?”

  “Okay….” Lisa utters.

  Evan smiles and winks again. “Come on, guys, I’ve got to get to work.”

  9

  Lisa slips into the middle of the back seat of George’s car with her bikini pants scrunched between her legs, sopping up the cum dripping out of her. Trent is beside her checking the film he’s taken. Alan is on her other side. He has an erection tenting his shorts. Lisa looks up from it. She whispers to him, “I want to suck you off.” He nods.

  George pulls up at the house but doesn’t get out of the car. Evan rushes off to get ready for work. Trent and Alan get out too but George pats Lisa’s knee.

  “That was wonderful today, love. Thank you.”

  “It was nice for me too,” Lisa says sweetly.

  He looks down at her lap. “And you’re sure it was safe without any contraception?”

  “I’m on the pill…. I should be fine.”

  He smiles warmly. “Well regardless, we made a bit of a mess of you down there so thanks for allowing both of us to finish inside you like that….”

  Lisa just blushes a little deeper.

  George strokes her hair and she snuggles his big old hand. He thumbs her cheek then her lower lip. She opens. He puts his thumb into her mouth and she swirls her tongue around it. “And thanks for swallowing earlier, love. That was amazing to see.”

  “I liked it…. I could still taste you the whole time we were walking on the beach.”

  “Good…. Good girl,” the older man says, looking down Lisa’s body again. “I’ll look forward to getting a copy of those film clips.”

  Lisa removes her hands from her lap and puts her arms by her sides. Her bikini pants are still wedged between her thighs.

  “So beautiful,” George says, cupping a breast and fondling the nipple. He only feels her briefly though, then sits back in his seat. “Tomorrow, love? Do you mind if I call around for a while in the afternoon?”

  “I don’t mind….” Lisa scoots across and gets out of the car. She stands and waves the older man off. Evan flashes by in his car and waves to her as well. She then goes inside with her damp bikini pants scrunched in her hand, tossing them in the wash basket in the laundry.

  Alan and Trent are in the kitchen with a cold drink. Lisa gets a water from the fridge and drinks from the bottle. The boys go into the lounge and turn on the television. Lisa follows and kneels on the floor in front of Alan. She tugs at his shorts and frees his cock. “Do you want me to?”

  “Yeah – I want you to….”

  She squeezes and strokes it hard, glancing across at Trent with the camera. She then looks at the swollen member in her hand. She glances up as she lowers to it. “Don’t hold back, okay? You can cum in my mouth.”

  “Okay….”

  Lisa sucks her boyfriend’s cock. She strokes it and bobs her head, working it with her lips and tongue. It only takes a minute and cum spurts powerfully into the back of her throat. She looks at the camera – right there in her face. She swallows her boyfriend’s load still looking into the lens.

  Trent puts down the camera then strips his shorts. His cock is surprisingly long. Lisa is staring at it as he takes her hand and tugs her towards the couch. “My turn,” he says.

  Lisa holds Alan’s gaze blankly as she’s guided back. Trent kneels on the couch between her legs. His cock lengthens and firms quite noticeably. He lowers and grips it, positioning the narrow head against Lisa’s pussy.

  “Just gently at first, okay? That’s pretty big,” Lisa says.

  “I know to go slow – don’t worry,” the young guy tells her. He penetrates her and inserts a little way, lying down on her now.

  Lisa opens her legs and holds his hips. She turns to face Alan sitting across the room with his spent cock in his hand. “Uh..hhh…” she moans softly as Trent presses deeper into her. “Ooh that’s so big now.” She looks up at Trent. “Wow that’s so huge.”

  “I know…. Is that okay?” he has pressed deeper.

  “Hmm – sort of. Just give me a minute. That’s really deep… Ahh! Oh wow! Gently….”

  “Like this?” Trent teases, pulling back and pressing forward again.

  “Uhh..hhh…” Lisa cries, bracing and glaring up at the guy. She then turns to her boyfriend again. “It’s like that really long dildo we tried that time. Uhh…hhh…” she cries gritting teeth.

  “Fuck you’re so tiny inside, Lisa. It feels amazing.”

  “I think you’re poking into my cervix when you go all the way in. I’m glad you’re not really thick as well…. Uhh…hhh…. Ooh that hurts but it’s good too.”

  “Yeah? Spread your legs really wide now, okay? I’m going to cum but I want to be all the way in when I shoot.”

  “Uh huh…. Like this?” Lisa asks. The discomfort has subdued her own orgasm but she spreads her legs as wide as she can for the guy. He forces his dick in hard and gasps. Lisa holds Alan’s eyes and waits, wincing a little at the pressure deep inside.

  Trent thrusts once then again, the head of his cock feeling like it actually penetrates Lisa’s cervix, that sharp pain quickly dispersing as the thing throbs and gushes semen.

  “Oh fuck yeah,” Trent groans with his release.

  “Uh huh – cum in me,” Lisa breathes into his hair.

  “Aw fuck!” the young guy cries out and thrusts again, jamming his cock to the hilt and holding firm.

  Lisa holds her young neighbour close. She meets her boyfriend’s eyes again but another movement distracts her, and she looks beyond to the kitchen doorway where his young brother is staring with his mouth hanging open.

  Lisa stares back at him, shocked. Trent thrusts again. He squirms against her and rolls his hips, his cock still quite stiff and probing incredibly deep. There is no longer any pain, though. He continues moving inside of her. He’s slow fucking her now. Lisa is still stunned at the sight of her boyfriend’s brother watching.

  Alan turns to look at where she’s staring. “Nick! What the fuck?” he cries.

  Trent twists to look back as well. “Aw shit, dude. What are you doing back?”

  Lisa stretches her tee-shirt down and holds it while Trent lifts and extracts his dick from inside of her. He’s still fully erect. Lisa’s shirt doesn’t stretch down far enough to cover her pussy. Her boyfriend’s little brother is just gawking at her down there. Trent sits and pulls his pants up from his ankles. Lisa tucks up her legs and hugs her knees.

  “Why are you letting him fuck her?” Nick asks Alan.

  “It just happened, man…. You aren’t supposed to be back yet,” Trent answers guiltily.

  “And it’s none of your business anyway,” Lisa adds.

  “But what about…? You’re supposed to be together. How come you’re letting him, Alan?”

  “We’r
e just trying stuff, man. We’re just experimenting.”

  “Which we’re allowed to do if we want,” Lisa defends indignantly. “You shouldn’t even be here, Nick. Aren’t you supposed to be helping your dad?”

  “But the job got postponed and there was nothing to do at home…. I didn’t know you were going to be doing this…. I can’t believe you’re letting Trent.”

  Trent chuckles. “And she loved it too. Didn’t you, Lisa?” He squeezes Lisa’s knee and rubs down her thigh.

  “No!” Lisa lies. “You just THINK you’re a stud or something now.”

  “Yeah but it felt like you were loving it…. Made you squeal.”

  “I did not squeal,” Lisa cries, giggling and pushing Trent with her foot. “Anyway, you said you’d be gentle.”

  “Hey, I got her good, Nick…. Got her for all those times she’s teased us and shit…. Fucked her and jizzed inside her really deep – didn’t I, Lisa?”

  “Shut up you! You little shit. You also promised you wouldn’t bug me anymore if I let you.”

  “But I thought you stopped just then,” Nick says. “I thought you didn’t finish.”

  Trent chuckles and catches Lisa’s foot as she pushes him again. “No, you only stopped me from getting seconds. I already got one load off in her, man.” Lisa pushes him with her other foot but he captures it too. “Creamed you good – didn’t I, Lisa?”

  “Yes, but I’m going to deny it if you guys try to tell anyone.” Lisa rests back against the arm of the couch, her feet on Trent’s lap. She has her legs together and her tee-shirt tugged down, but it only covers her belly. Her boyfriend’s young brother is looking at her. He glances up from her bare pussy. “If I let you as well, will you promise not to tell anyone?” she asks him.

  “Um…. Do you mean…?” His face has reddened.

  “Do you want to?” Lisa says warmly. “It can only ever happen once.”

  Nick nods. “Yeah – I want to, Lisa…. I won’t tell….”

  Lisa’s blush fires up. “Okay then….”

  Nick gulps. “Am I allowed to cum in you too?”

  “Fuck yeah!” Trent cheers, and Lisa rolls her eyes at him.