by Lexi Archer
I crouched down low as I approached the van. I moved in close, practically hugging the side of the van, and peered up into one of the windows that looked into the very back. I saw both of them lying back on a massive pull out bed, though it didn’t look like anything was happening yet. I could hear a muffled conversation inside, but it was hard to make out exactly what they were saying.
As I watched it looked like he was idly tracing a finger along her bare stomach. And she had her eyes closed and her head thrown back as though she was enjoying it. I realized that the muffled conversation wasn’t a conversation so much as it was him talking to her, running his fingers along her delicious body, and her gasping and moaning with every stroke.
I was starting to think she’d made her decision, and it was a decision I was going to enjoy. Already my cock was rock hard as I watched this forbidden scene playing out in front of me, and it was all I could do to keep from reaching down and stroking my cock. No, I needed to keep it under control. I definitely didn’t need to be exposing myself and end up on some sort of registry if someone did happen to walk back here.
Actually, come to think of it, it probably did look terrible that I was back here staring into a van window like this. Anyone who saw me would probably think I was peeping. I looked over to the passenger door that was slightly ajar. That’s where Sydney had been sitting. And she probably left it open just for me. Just to let me get in.
Quietly, ever so quietly, I crept along the side of the van and reached out to touch the door. I prayed it didn’t squeak as I pulled it open slowly. As I climbed in and only the seat was between me and what was happening near the back of the van. When I finally got a good look my heart leapt into my chest at what I saw.
This wasn’t just a conversion van, this thing didn’t just have a bed in the back. No, both of the captain’s chairs had been removed to make even more room for what looked like a massive mattress in the back of the van. I’d never actually seen inside the thing, but it was a midlife-crisis-mobile in every sense of the word. No wonder he’d borrowed the damn thing!
It was ridiculous, but it was just the sort of modification his dad would’ve blown money on. I swear the man had more money than sense when it came to dating.
I held my breath as I listened in on their conversation. Finally I could hear what they were talking about!
“…just saying that if I had a girl as incredible as you I definitely wouldn’t make a bet like that,” Colin said.
I felt anger rising. That asshole was actually trying to use the bet as a way to turn her against me? Only I forced myself to calm down. That was just the sort of thing he would do, but at the same time as I watched them together it was also exactly the sort of thing that I wanted to watch him do. I still felt sick to my stomach, but I was also undeniably turned on. I had to admit that seeing the two of them so close together like that, watching his hand running up and down her smooth toned stomach was intoxicating.
“If you think that line is going to work then you have another thing coming,” she said.
Colin blinked and I had to hold back a laugh. Only Sydney was under no such prohibition. She had no problem with throwing her head back and giggling at the look on his face.
“He told me all about the bet! Do you really think my boyfriend wouldn’t tell me that sort of thing?”
“He told you about the bet? That shit!”
Sydney stuck her tongue out at Colin and then she reached out to run a finger down his chest. “And you weren’t cheating by telling me about the bet just now?”
Colin shrugged. “That’s different. I was just letting you know what kind of man your boyfriend is.”
“I know exactly what kind of man and my boyfriend is, thank you very much,” Sydney said. “Now the real question is, is he the kind of man who wants to lose this bet or is he the kind of man who wants to win the bet?”
I leaned forward, listening intently. Wondering where this was going. Still not sure where I wanted it to go. Sydney turned and fixed her gaze on the seat I was hiding behind. I very nearly jumped out of my skin as she locked eyes with me.
“So what do you say honey? Win or lose?”
The question hung in the air as Colin looked up and his eyes widened in astonishment when he realized I was sitting there. This was it. This was the moment of truth. Did I win the bet and have a faithful girlfriend, or did I lose and give into this strange obsession that had been overwhelming me ever since we first talked about the bet?
I grinned. “I think I’m going to win by losing.”
5: Lost Bet
“You’re sure about this?” Sydney asked.
I came around the seat, making sure to pull the door shut behind me. I nodded. “I’m sure.”
“Wait a minute. What’s going on here?” Colin asked.
Sydney turned to fix him with her sexiest look. She bit her lip and suddenly I was wondering if I’d misread all the queues I’d seen from her before when it came to Colin. Because the way she was looking at him now, well let’s just say there was definitely no animosity there. There was only lust. Pure, unadulterated lust. God was it a fucking turn on.
“My boyfriend just said it’s okay with him if I fuck you,” Sydney said.
Colin’s eyebrows shot straight up. “Really?”
I shook my head and grinned even as Sydney giggled. That was exactly the kind of understated reaction I probably should have expected from him. Here he was, getting the one thing he’d wanted for so very long, the one girl he’d talked about having forever. He’d never shut up about how much he wanted to get with Sydney, and that was all the reaction he had?
Of course he also seemed to get the point almost immediately. He rolled on top of Sydney and then their bodies were pressing together. My cock throbbed as I watched him hovering over my girlfriend. As I watched him taking her completely. As I thought about how he was fulfilling this ultimate fantasy that he’d been thinking about for years.
I imagined that I was looking down at my gorgeous girlfriend with the same eyes he was, and somehow it was turning me on even more looking down at her with those new eyes. Looking down at her with the perspective of a man who was so fucking turned on because this was a once-in-a-lifetime chance for him. In a way it was helping me to see Sydney in a completely new light.
Sure I was always turned on by her. I was still ridiculously ready for sex every time we fucked. I still got hard just thinking about her. Only there was something about being in a long-term relationship, something about the level of comfort that we had with one another, that had taken at least a tiny bit of spice out of things. And thinking about my girlfriend, thinking about my future wife, in the same way that he must be thinking about her right now was definitely reigniting that spark.
Hell, it was taking that spark and turning it into a raging bonfire if the situation in my pants was any indication. His head moved down and their lips were pressing together. Sydney quickly opened her mouth to him and the two of them were rubbing against one another, their bodies pressing together, his ass starting to move up and down as he pressed against her. As he grinded his cock against her pussy.
For her part, Sydney seemed to welcome that sensation. I saw her own ass moving up in a hypnotic grinding motion that I loved so much when we were making out, and I could only imagine how fucking incredible it felt against Colin’s cock after he’d been dreaming about this very moment for so very long. Finally feeling her pussy lips, even if it was with her bikini bottoms and his shorts in between them, must have been one hell of a moment for him.
I reached down and started running my hand up and down my cock. God it was so intense seeing him on top of her. Watching him taking my girlfriend. Watching my girlfriend submitting to another man.
I wasn’t sure what the fuck was wrong with me. Here I was watching my girl with another guy and instead of trying to beat the crap out of him I was urging him on. I was willing for him to do more, to take her completely.
Only for the mome
nt they seemed perfectly content to just make out with one another. He was devouring her greedily. One of his hands moved up and cupped her tits. What a thrill that must be for him, feeling her tits after imagining that moment, after fantasizing about her tits for so long. I knew firsthand just how incredible her tits felt, and watching another man feeling those same incredible emotions as he flicked her bikini top aside and started running her nipples between his fingers, started kneading and caressing her which caused her to gasp and moan ever louder under his ministrations, was so fucking hot!
Now that he’d found his prize he didn’t waste any time. He yanked and I winced as I heard a snap. Luckily that hadn’t been one of her more expensive bikinis.
Only instead of getting pissed off as her bikini top was ripped to the side she just gasped. Maybe she was into some of that alpha male bullshit. Into being dominated. I knew that I sure as hell was turned on watching her being dominated. He yanked to the side and her tits were completely exposed. At the same time she reached down and yanked up on his shirt.
Inch after inch of his muscular body was exposed. First his six pack abs were rubbing against her tight slim stomach, a stomach that I couldn’t wait to see filled with his cock, and then his upper chest. His pecs were revealed followed by his muscled arms as the shirt was pulled over his head. He grinned down at her and moved down onto my girlfriend once more.
Only this time there was absolutely nothing separating them. It was purely skin to skin contact. His muscular chest rubbing against my girlfriend’s petite frame with her incredible tits that were just a little bit too big for her build, and so fucking incredible because of that extra size! They were rubbing against one another as he started dry humping her once more. And I heard something interesting, something that I rarely ever heard when we were dry humping.
Holy shit. She was actually getting off on this! I knew exactly what those moans, those gasps, meant. She was getting close to the edge. Really fucking close if the way her cries were reaching a crescendo were any indication. Sure her voice was muffled by being covered by his mouth, by being filled with his tongue, by exploring with her own tongue, but there was no denying the sounds of an orgasm rushing through Sydney’s body.
Then it hit her. I saw her body start to shudder underneath him and he pressed down one final time. Her hips kept churning, kept up that delicious gyrating motion as she pressed herself up, as she pressed her pussy and her clit against his body looking for any stimulation she could get. Her hands flew out and raked down his back. Her head tossed from side to side sending her hair whipping. Some of that flew up and hit him in the face, and her eyes were squeezed shut as the orgasm washed over her body. As her entire body thrust up, as she actually managed to press him up as she arched her back and threw her tits up towards of the ceiling of the van.
Damn it looked like one hell of an orgasm, and just from dry humping! Incredible!
My hand ran furiously up and down the length of my cock as I watch that scene unfold before me. As I watched my girlfriend coming down from that intense orgasm. She was gasping for breath, she was still letting out tiny delicious cries. But more than anything else she just looked so fucking turned on. I couldn’t believe she’d actually come from feeling him grinding against her like that, and I was so glad that I got to witness it. That had been so intense, and we were still just getting started.
Colin looked at Sydney and grinned. “Was it good for you?”
She bit her lip and nodded, but didn’t say anything. I wondered if she didn’t trust herself to say anything just yet.
“Are you ready for round two baby? I’m going to make you feel so good!”
She nodded again.
“Glad to hear it,” Colin said. “But first I want to play a little game with you. A little game where I decide just how I’m going to take you.”
I raised an eyebrow at that. What did he mean he was going to decide just how he was going to take her? This wasn’t exactly what I’d considered when I was fantasizing about this through the week. I imagined he’d be so overcome with lust that he’d just take her in whatever way he could, and yet he was showing remarkable restraint now. So far she’d been the only one to come, and it looked like he was still more than ready to go from the way his cock was jutting out and obviously tenting up his shorts.
“What did you have in mind?” she asked.
“We’re going to play a little game I like to call where did he fuck you?”
6: Taken
Colin started at the top of Sydney’s head and moved his finger through her delicious blonde hair that was splayed out around her on the mattress. He moved down her forehead, down over her nose, then down to her mouth. He locked eyes with her.
“Here?”
My cock twitched as she opened her lips and sucked his finger in, as he moved it in and out for a moment for all the world as though it was a miniature cock she was going to town on. And as she sucked she nodded her head up and down in a clear yes. I grinned as I thought of all the fun I’d had getting blowjobs from my future wife. God was she good at that!
Only Colin shook his head. It was a sad resigned shake of the head. “That’s too bad. I would’ve liked to be the first in there.”
I rolled my eyes. What the hell did he think he was on about anyways? Like I wouldn’t get blowjobs from my girlfriend?
Colin pulled his finger out, slick with her saliva, and moved it down her chin. He ran it along her neck in a loving caress and then moved his way down to her cleavage where he traced an idle path in between her tits without actually reaching out to cup them. As I watched her I realized that subtle motion was actually quite deliberate. He was pressing his finger up and down between her tits as though it was a cock.
“Here?”
There was another fond memory of some of the fun I’d had with my girlfriend over the years. Like I said, her tits were just a little too big for her frame which made them so damn inviting. Flashes of memory ran through my head. Thoughts of her down on her knees with my cock in between her breasts, looking up at me and smiling as I blew my load all over her tits and face.
Sydney nodded yes once again and Colin shook his head. Where the hell was he going with this?
His hand continued its exploration moving down my girlfriend’s slim body. Moving over her stomach where she arched her back slightly at his touch. He dragged down to her belly button where he briefly traced a circle around it, then he was moving down between her legs to that precious treasure that was still hidden by her barely-there bikini bottoms.
His finger disappeared inside that thin strip of cloth which bulged out as his hand moved down, as he parted my girlfriend’s pussy lips and then his fingers were moving inside her. My cock throbbed as I watched another man entering my girlfriend. Entering her in a way that only I had since we got together. So fucking hot!
He grinned and chuckled. “I know the answer to this one. I just wanted to feel this amazing delicious pussy.”
Sydney closed her eyes and her tits thrust up as she arched her back, as she started letting out little quiet gasping moans that were like music to me. It was so hot listening to her, listening to those noises that she usually only made with me, and knowing it was another man who was doing it. I didn’t know where this fantasy came from, I didn’t know why this was suddenly turning me on, but at the same time I wasn’t going to deny how incredibly fucking hot it was watching this guy finger her.
One of her hands moved down to press over his hands. Briefly I thought maybe she was trying to pull him away, trying to pull his hand out of her body, but then I realized that nothing of the sort was happening. No, she was pulling him tighter against her. Pulling his finger deeper inside her. I licked my lips as I watched her encouraging him to finger her, but it looked like he wasn’t done playing his little “game” yet. Not by a long shot.
Still hidden by her bikini bottoms his finger pulled out. Moved down and underneath her.
Sydney seemed to realize exactly what
he was doing just as he started doing it. Her eyes widened in shock as his hand disappeared underneath her. I saw her eyes open wide and her mouth opened in a loud “O” and this time it seemed like she truly was trying to get away from him. Only he leaned down and started kissing her, calmed her, held her body against his as his finger pressed up inside her once more. Only he was pressing up inside the one place I’d definitely never enjoyed before. A place that had definitely been off-limits in all our lovemaking sessions, both because she didn’t seem interested and because I never pressed the matter.
Only he was definitely pressing the matter now. He was pressing the matter right up inside my girlfriend’s tight virginal asshole!
Sydney settled down and Colin pulled back from the kiss. Looked down at her as his fingers were once again moving up and down inside her bikini bottoms. Only this time it was moving back and forth in the back. He grinned down at her.
“I’m guessing from your reaction that I just found a place he hasn’t been,” Colin said.
Sydney squeezed her eyes shut and nodded. At first I thought she might be squeezing her eyes shut because she was uncomfortable, but as I looked closer, as I read the cues from her body, as I saw her mouth open and let out quiet gasps as his finger moved in and out of her, well lubricated from his earlier exploration of her pussy, I realized she wasn’t in pain at all. No, she was definitely enjoying that. Definitely getting off on it! It was fascinating watching her react to him as he explored this part of her body that even I’d never been given access to. I caught movement out of the corner of my eye and looked down, realized that he was undoing his pants with his free hand.
Holy shit. Was he actually going to try and fuck her there?
“Are you ready for some fun Sydney?”
Sydney bit her lip and nodded.
“Are you ready for the kind of fun you’ve never had with your boyfriend over there?”
