Ann: A Love Story Ch. 69

I grinned at Heather, my right hand moving down to my thigh, very close to her left leg. She took her eyes off of mine for a brief moment, looking down at my hand. Then she returned my gaze, the mischievous expression on her face amplified by the killer dimples she flashed along with her naughty smile.

"What if I don't believe you?" I asked.

"What?" she said, unsure if she heard me correctly over the band.

"What if I don't believe you're not wearing panties?"

Heather smirked and said, "Well, I can't believe you can't feel the wet spot on your jeans yet...but if you really don't believe me, maybe we should go somewhere so you can just check for yourself."

~*~*~*~*~*~

Ann listened to my question about whether Heather was already a part of whatever it was she'd been planning, and she sighed. "She might be. I really don't know yet. It totally depends on if you think she's hot enough for you to want to be with her...and you need to tell me what's happening on my side of this. That's if we're even DOING this. It sounds like you may not want to...and that's fine, Neil. I was just..."

I laughed and said, "Ann...I don't even know what 'this' IS yet. We're still making this up."

"Well, like I said, I was thinking of this a kind of a game. But you need to know from the start that there's a strict 'no fucking' policy for this one."

"Well, that works for me...but how the hell does that affect you? Were you thinking about a guy?"

"No. Definitely no! You know I'd never do that, Neil...ever!" she said emphatically.

"Okay, Ann...don't get upset. It just sounded strange how you said that."

"What I MEANT was...you'll get handjobs or blowjobs. And like I said, I'm not sure how I even figure into this yet. You were the one that said I should do it too...I didn't intend to be a part of it.

"Well, you are a part of it. And I'm thinking you get two people too. But they're both going to be women."

"So...who besides Tina?" Ann giggled, thinking of the obvious choice first. "Nancy?"

"No...I'm thinking she's too close to my old life. Let me think about that for a little while."

"Okay. So, I guess that means I'll get eaten or fingered...but no dildos. In fact, I'm not going to be allowed to use my dildos at all...I want us both to have to go without feeling fucked again until we're with each other."

"You're not ALLOWED to?"

"Well...I suppose I am. But I'm not going to. The last time we were apart, you got to fuck Tina...and a few other people. So I fucked myself with Antonio. But this time, you're not going to...so, I'm not going to."

I thought about Ann, and her Antonio dildo. Actually, it was one of many she had. She had so many of them, she had been handing them out to people as gifts. And that got me to thinking about who else might be willing to join our game.

"I think your other person should be Penny," I said, thinking of the woman Ann had been with the LAST time I'd been in a hotel.

"Penny?" Ann said sheepishly.

"Yeah...what do you think?"

"I think I'm going to need to make a phone call," she laughed. "And I'm going to have to figure out how to make this game work for two of us...in different locations."

"Is that going to be too hard?"

"No...it just changes it a little."

"Are you sure...how is this game played? What are the rules?"

"What?" Ann asked, a little preoccupied since I was changing her plans.

"The rules, Ann. The last time we played a sex game, it was with Chad and Dana. But that was a real board game. Is this real, or is it something we're just kind of...doing?"

"Well, I made it up, if that's what you're asking. And it's a real game, with real rules. But now that you've added me into this, I need to rethink a couple of things."

"Are you okay with this, Ann? You're not mad that I want you to be a part of this too, are you?"

"God no...I'm excited that we're kind of doing this together. I mean, I've done stuff for you...on your trip. And you came up with some amazing things on OUR trip. But this time it's going to be the both of us coming up with it."

"Not really. I still don't know what it is. It's still your idea."

"Well, maybe, but you've added an element that I didn't consider."

"You're telling me you never thought of joining in on your end?"

"No baby. I was only thinking of you. I figured I could manage, just by frigging myself. It's not like I sit around daydreaming about having sex with women all day. I daydream about having sex with you! Women don't factor into my thinking."

"That's not true. You just got done telling me you negotiated two more times with Carol."

"For the THREE of us, baby. I don't fantasize about being with women just to be with them. I've come to terms with that part of my sexuality. I LIKE being with women...but not to the point that I dwell on it. If I happen to have sex with a woman as part of our marriage, in like a threesome with you, then fine. And if not...so be it. I'm in love with you, Neil Antonio Thomas. You're never going to have to worry about me straying with a man...or a woman."

"You make it sound like you don't want to be with women anymore."

"I never said that," Ann said in a sexy way. "I'm just saying that if you don't want me to be with women, I won't...and that will be fine."

"So, you want to do this then?"

"Yes...it's turning me on to think about it now."

"Ann...that doesn't make any..."

"Neil, it's turning me on, because YOU want me to do it. In my mind, it's kind of like you're making me do it...and you know how much I get off when you MAKE me do things. Does it make sense now?"

I chuckled and said, "More than it did a few seconds ago. But I'm still confused about the rules of this game."

"Well, I am too now. But I don't want to waste any more time if you don't want to do this. So, what do you say? Should I finish them?"

"What...are they that involved? Can you give me a little hint about what this even is?"

"It's not that bad...but I had a couple more ideas just pop into my head. I just need to put them on paper to make sure it makes sense, now that I'm going to be a part of this. In the meantime, I need to know if you like the idea of this at all. Like I said, I want to...but I don't want to waste our time."

"Well, I don't have enough details yet, babe. But...I trust you. And I know you're putting a lot of thought into this, so I don't want to say no. Not yet, anyway. So, I guess I'm saying I'm willing to go with the flow until you actually tell me what this is really all about."

"And I'll tell you, baby. I promise. You're going to love it. We both will...but first things first. Is Heather the kind of person you'd feel comfortable with doing something like what I'm talking about."

"Well, there's a lot of reading between the lines in that sentence, since I don't know EXACTLY what you're talking about. But if you're asking me if I think she's hot, the answer is yes. And if you're asking me if I'd be willing to let her give me a blowjob because YOU want her to...then the answer is maybe."

"Just maybe?"

"Yeah...maybe. I won't say yes until I know what I'm getting myself into."

"You're not getting yourself into this, Neil. I'm getting you into it...just like you're getting ME into it," she snickered.

"True...but you know what I mean."

"Fair enough. But, do you trust me enough to do something to kind of get this started, even though you don't know the 'rules' yet?"

"Of course I do, Ann. I love you."

"I love you too, Neil. I'm going to call Penny, and she if she's willing to be a part of this...and if she is, then I'm going to adapt the rules of our little game to add me into the mix. In the meantime, there IS something I'd like you to do," Ann said, her voice laced with sexual overtones.

~*~*~*~*~*~

The 'something' Ann wanted me to do, was meet Heather in the bar by the lobby and go dancing...and a little more. She said I should follow Heather's lead. And she didn't mean letting her lead me on the dance floor. Ann was talking about what we were allowed to do together. Ann had an idea about the game all along, and she'd already given Heather and Carol a lot of the details...at least, the ones she had already made up. Since it was still a game that seemed to be evolving every couple of minutes, it was a work in progress. But the foundation of the game was apparently set...it was just how the 'winners' were determined that seemed to be the final piece that Ann was working on.

From what I could gather, the gist of the game was between Ann and me, and the idea was for Ann to continue finding ways to keep me turned on, and now, for me to find ways to keep HER turned on. And one of the ways that was going to happen was by using the help of other people to get us in that advanced state of sexual excitement...and keep us there. But my impression was we were also supposed to do the same to them. In my case, that meant Heather, and apparently Carol. And for Ann, it meant Tina, and Penny is she was willing, and her husband Garrett said it was okay.

So, I'd met Heather in the bar like Ann wanted me to, and I followed Heather's lead like she'd told me. She was sitting on my leg, rubbing her wet pussy against my thigh, and I'd said asked what would happen if I didn't believe that she wasn't wearing panties.

It was an absurd question, really. First of all, I knew she wasn't. Like she'd insinuated, I could feel the warm damp denim of my jeans against the skin of my leg. Heather was so turned on by the situation, and the stimulation she was giving herself by grinding against the fabric of my Levi's, she was dripping wet. Secondly, it was absurd that we were even in that position to begin with. But then again, Ann had set up the scenario...and that changed everything.

I knew I wouldn't be fucking Heather. In fact, there was some doubt that we be doing anything at all when it came to actually having some kind of sex. But it was evident by what Ann had told me, along with the way Heather had greeted me in the bar, that we weren't supposed to be shy about touching each other. After all, Heather had grabbed my crotch, massaging my balls and shaft through my jeans. And now she was rubbing her own naked crotch against me. So, when I'd asked my somewhat absurd question, it didn't shock me that Heather told me to see for myself. But I wasn't buying into the idea that we needed to find somewhere more secluded to do it.

Instead, I slid my hand up my thigh, farther between Heather's, my fingers inching up under her short little miniskirt.

"I think I'll check right now," I said as I winked at her.

Heather felt my fingers gently rub against her inner leg, and a shiver ran through her body. I watched her closely, searching her face for any sign that I might be heading down a path that would tell me I should stop and backtrack. Instead, as the very end of my fingertips touched the edge of Heather's wet slit, she gave me a different sign altogether. She sucked in her breath as she bit the corner of her lower lip, her eyes snapping shut as she tilted her head back ever so slightly. Then she arched her back and made a soft, sexy moan.

It was the international sign of a woman waiting, and wanting more. Heather was excited, holding her breath as she anticipated what I might do. I slipped my middle finger into her pussy, just to the first knuckle. Just enough to let her know it was there, and to make her want more.

"Oh my God," she mouthed, lifting her ass a little trying to give me better access.

But instead of sliding my finger deeper inside her, I pulled out and cupped her pussy with my hand, feeling how wet she really was.

"Ooooh," she said as I moved my hand slowly back and forth, letting the length of my middle finger split her labia as I felt her up.

"Hmm...I guess you were right, you do have a bare pussy. And a bald one from what I can tell," I said as I pulled my hand out from under her skirt and brought it to my lips, putting the tip of my finger in my mouth to suck it in front of her.

"Not completely...but pretty close," Heather said as she watched me. Then she batted her big greenish-gray eyes and said, "Carol told me that you are too. Is that true?"

I leaned back, my left elbow resting on the bar as I took a swig of my beer. Peering deep into Heather's eyes, I asked, "Is what true?"

"That you're...shaved."

I brought my hand to my face and rubbed my chin. "Yeah...I shaved, why?"

"I didn't mean your face, Neil," she grinned. "I was talking about your crotch. Carol told me you shave your cock, and your balls and everything. Is that true, or was she just yanking my chain?"

Shrugging my shoulders, I said, "Maybe you'll find out for yourself sometime. Who knows."

Just then, the band started playing another original tune that was a slower song, and Heather's eyes slanted, a wicked expression crossing her beautiful face. Grabbing my hand, she swallowed the rest of her beer in one big gulp and jumped off my lap, slamming the bottle onto the bar.

"C'mon. I want to feel that big thing pressing against me," she hissed as she rapped the back of her hand against my groin lightly. I quickly downed the rest of my beer, and let her lead me to the crowded dance floor.

Heather and I danced for well over an hour straight. We'd started with that close dance, holding each other tight as we kind of fell into each other's arms. And she ground her pelvis into mine the entire time, trying to feel my cock against her lower body. But because I was wearing jeans, I was more restricted. That didn't stop Heather from working to make sure I was as uncomfortable as possible. Her job was to turn me on, and she was determined to do it well...and that meant that my raging hard on was trapped in an awkward position, making it difficult to dance very well.

I'd always considered myself a pretty good dancer. Being well built and athletic, I felt I was graceful, even if the did sound a little conceited. And I did my best to hide my predicament...but Heather knew she was having an effect on me, and she went out of her way to tease me about it.

During our tenth or eleventh dance, the last nine or so being a lot faster, I became enamoured with Heather's heavy tits. They were swaying back and forth under her white blouse, which was becoming more transparent by the minute as we both sweated from the dancing, and from the heat from all the people near us. The dance floor was still crowded, and that atmosphere made what we were doing together all the more electric.

I'd seen 'Dirty Dancing' a couple of years before, and Heather was taking a page right from the script, rubbing her body against mine in ways that made me shiver. But I wasn't shy about groping her while we danced either. In fact, during one particularly memorable moment, I was cupping her big breasts as she ground her ass into my groin, her back to me as we moved to the music and I actually pinched one of her very erect nipples. We were in a dark corner at the time, and she'd turned so that she was facing a wall, away from the rest of the people shaking their asses to the heavy bass beat. She let out a little yelp when she felt me take a liberty she hadn't anticipated.

Turning to face me, she leaned in and put her hand at the top of my jeans. Staring into my eyes with a sultry gaze, Heather leaned her face in towards mine, her lips touching my right ear.

"Mmm...did I tell you how much I love having my nipples abused?" she whispered, her hot breath making my inner ear damp. Then she licked at my earlobe quickly before giving it a quick bite, pulling it with her teeth as she pulled away before letting go.

My hand went to her waist, snaking up her body as it pressed against mine. She pulled back a little, giving me a little more room...and that gave her more room as well. When my fingers touched her bare skin just under the ruffled material of her blouse, she swooned a little, and then she pressed her hand harder against my tight abdomen.

"Just how abused," I said, lifting the elastic and slipping my hand underneath her blouse.

"Oh...fuck! Very!" she nodded. I was about to move my hand up farther. In fact, I started to, my fingertips reaching the soft skin on the underside of her right breast. But she froze and said, "Stop!"

I hit the brakes, worried that suddenly Heather had a bout of conscience that was making her second guess what we were doing. She must have seen the look on my face, a cross between bewilderment and flat out panic. I didn't move, unsure of what to do with my hand, and that made Heather giggle.

"You're amused?" I said, puzzled by her reaction.

"I didn't mean 'stop' stop...more like 'hold that thought.' I want to go first...I just have to know. And I want to know now!"

"Know what?" I asked, mentally scratching my head.

"If Carol told me the truth...suck in your stomach just a little," she said as she moved closer, her elbow coming up higher to create a better angle.

I did as she asked, and Heather worked her hand down the front of my tight jeans as we stood on the very edge of the wooden floor, near one of the blaring speakers at the edge of the stage. We were out of the light, somewhat shrouded in darkness, but now that we weren't moving, it was pretty obvious to anyone that may be looking that whatever we were doing couldn't be mistaken for dancing.

As Heather snaked her hand farther down inside my jeans, she pulled back just a little and gave me a little smirk. "Hmm...no underwear. That's so sexy," she said as she licked her lips.

"Just trying to be like you," I shrugged. As her fingers moved a little lower, she let out a little gasp as the back of her hand touched the tip of my hard cock, and she felt where my pubic hair would normally be.

"Oh my God...you ARE shaved. Damn that feels so hot! You skin is so smooth!" Heather looked at me with a serious stare, and she took a deep breath. "Neil...pinch my nipple as hard as you can when I touch your cock...okay?"

I know I blinked a couple of times when I heard what she said. She had to say it loud because of the music, and us being right in front of the speaker, but it still took a second to sink in. "Are you sure?"

"As...HARD...as...you...CAN!" she said emphatically, making sure she got her point across. I moved my hand up, feeling her nipple for the first time without the covering of her shirt. I gently rolled it between my finger and thumb, waiting for her to move her hand. And she did, twisting her wrist in the front of my pants, working her fingers to grasp my thick shaft.

When I felt her fingers circling my cock, gripping it tightly, I pressed my digits together, clamping down on the thick, hard bud extending from her breast. I was squeezing her nipple so tight I was sure that my fingernails were turning white underneath...and Heather's reaction was amazing. She ran her thumb over the tip of my cock, feeling the pre-cum leak out as she smeared it all over my head...and as she did, I felt her have a little orgasm. She leaned into me, her head resting on my shoulder. She was whimpering as I tortured her tit, just like she apparently wanted, and that made her cum.

"Oh...fuck...yes!" she said as I let go, and then re-gripped and pinched again. "God that feels so good, Neil." Heather squeezed my cock as the little wave of pleasure ran through her, and then she let go, pulling her hand from my jeans. I took that as a sign, and I let go of her nipple and took my hand out.

"Are you okay?" I smiled.

"No...we need to go."

"We do?" I asked, wondering what brought that on all of a sudden. But then I saw Heather looking at the clock on the wall, and I realized she must have known something that I didn't, which didn't really surprise me when I thought of the big picture, and that Ann was orchestrating things in her own incredible way.