Ann: A Love Story Ch. 11

As we approached the gravel road, I geared down and turned off the headlights, leaving just the parking lights on.

"Where are we going?" Ann asked. I looked over to see that she had one hand playing with a nipple, and the other had pulled up the bottom of her dress so she could play with her pussy.

"It's time for me to eat my dessert," I said, staring at her hand as she dipped her fingers into her pussy.

"Oh God...are you sure?"

I drove down the road, going slow so I wouldn't make much noise. The road takes a curve as soon as you enter the woods off the highway, so we were out of sight almost immediately. Ann sat up and straightened up her seat, looking out the windshield.

"Where are we?" she asked.

"We're wherever we want to be, Ann," I answered as we drove out of the wood into the clearing.

"Oh, it's beautiful!" Ann said as she saw the water of the pond sparkling in the moonlight.

"Yes, just like you are, Ann."

"You're so sweet. I bet you say that to all the girls you bring here."

"Actually, I've never brought a girl here. I've fished here. This farm belongs to a friend of mine. I was trying to think of where we could go, and when I thought about you, I thought about this place."

"So, is this our spot?" Ann asked with a grin. She was referring to the story I had told her, about Dawn and me and our 'special spot' next to the river back in Michigan.

"Yeah. I suppose it is," I said as I turned off the car and leaned over to kiss Ann.

"Are we...going outside?" she asked nervously.

"I don't think so tonight. It's a pond. I don't want you to get eaten by the mosquitoes, only by me!"

Ann laughed out loud as I got out of the car. I opened the hatch, and put down the back seats so that it was flat. I spread out a soft blanket and pulled out a small travel pillow I kept in the back. I kept those two items in my car for times I traveled and wanted to pull over and take a nap if I'd driven too long.

I closed the hatch and moved back to my side. I moved my seat forward and pulled the back forward to allow us to move into the back from Ann's side. Shutting the door, I went to her side and opened the door so I could get in. Ann had already moved to the back. I slipped in and quickly closed the door to keep the bugs out.

I peeked around the seat, and Ann was on her back, her head on the pillow. She'd taken off her dress, and placed it on my seat. She'd left her shoes on. Like she said, she could be a slut if she wanted to. And while I defended her honor earlier when she'd said it, I really didn't mind her being a slut, as long as it was only with me.

Ann had her legs spread slightly, and she continued to rub her pussy as she watched me crawl over the seats.

"Aren't you going to get undressed?" she asked.

"No," I said with a smile.

"How come?" she asked.

"You took care of me last night, baby. This is about you. It's all about me, pleasing you."

"So you don't want me to..."

"Ann, I don't know how else to say it. Right now, in this moment, in our spot, I want to do this for you. Let me show you what it's like to have a multiple orgasm."

Ann shook as my words hit her ears. She was visibly excited, biting her lip as her upper body shook, making her perfect tits move in the most amazing ways. I could have watched her for hours, anticipating what was to come, and to cum.

I lay down next to Ann, and started kissing her. Sure, it would have felt better had I been naked with her, letting our skin become intimate as we did. But my clothing was my willpower, and it was the only thing that was going to keep me on task and prevent me from fucking her. It was armor, helping me fend off that lustful monster that wanted to consume me.

I can't explain it, but it felt like a calling. I wasn't there just to try and give Ann that elusive orgasm she'd never had...her white whale. I didn't know if I even could. I was also there to show her that she was right about me. To show her that I was different; that all those feelings she'd had in high school about me not being like the other guys were true. I hoped to fulfill that image she had of what it would have been like.

It wasn't like it was going to be the first time I gave without expecting anything back. Actually, I did it a lot. Some was because of the ex, for sure. But I'd always done that. Dawn came to mind as the most recent, when I ate her out in the parking lot of the ball diamonds. Whenever I showed a little patience, the payoff down the line was always worth it.

I moved down Ann's body, and spent a lot of time exploring her breasts. She seemed to love it when I licked and sucked between them, nibbling on the inside of her soft white globes. I became close personal friends with both of her nipples, teasing and tweaking them. Ann would arch her back when I sucked on them, and squealed if I scraped them with my teeth. I turned my body around in what could have been a 69, had I not still been dressed, and went to work on her navel, running my tongue inside. Ann hard stomach rolled, and she giggled like a little girl.

I licked and bit lightly at her legs, trying to find places where she enjoyed the attention more than others. The backs of her knees were sensitive, and that seemed to surprise her. She also went nuts when I licked her ankles. I would have loved to spend more time there, but I had to remember that I had to work in the morning.

I scooted back up and started concentrating on the heavenly mound spreading before me. I nibbled at the short hair of what's now called a landing strip. Ann had trimmed her soft brown thatch to a slender strip of hair about three-quarters of an inch wide, and it ran up from her pussy about 4 inches. I'd never seen anything like it before, and I smiled.

"Very Californian. Do all the girls from there trim their pussies like this?" I asked, thinking about her asking me a similar question.

"Oh God!" was all she could say as I studied and played with it with my fingers. The hair was thick, and was cropped short to remain manageable. It was like a little Mohawk for her mound. Leaning back down, I bit at the hair, pulling them with my teeth, stretching her skin. A soft cry escaped Ann's lips, and her hips bucked up a little.

I considered that a sign that she was ready for much more, and I got down to business. With my head still facing Ann's feet, I hooked my arms behind her knees from the inside of her thighs, I pulled her legs up toward her body, spreading them wide. Ann's ass came off the floor of the car, which gave me full access to both of her beautiful holes. Since my goal was to try to bring all a multiple orgasm, I had to make a tough decision.

As with any knew lover, unless you have the foresight and courage to actually talk about what they like ahead of time, every sexual option is an opportunity for exquisite discovery, or unmitigated disaster. Particularly when it comes to playing around the asshole. Ann was no different.

I wasn't sure of her personal feelings on anal play. We had discussed what I'd done with Dawn, and the fact that it was the first time either of us had tried anal sex. I told Ann how amazing it was, for both Dawn and I, and she not only listened, she seemed interested. But interested in a story you hear, and interested in having someone do something to stimulate that area when you may not be into it, are two totally different things. I'd spent a lot of time getting Ann worked up. If I did something to her ass and she freaked, all that work would be out the window. On the other hand, if I did it and she liked it, it would give me a much better chance to reach my goal.

Weighing the risk versus reward in the milliseconds, I had to make a quick choice. I thought about what had made our bond together so strong in such a short time. We communicated well, and we had good chemistry with a lot in common. But the overriding thing that hit me was trust. I trusted Ann. And I felt positive she trusted me. That trust was a huge reason why we were able to read each other so well. Ann had given me no indication in her body language that I was making a mistake. And I thought back to the nightclub, when I ran my finger up her ass crack. That seemed to have a positive effect.

The decision made, I still proceeded cautiously. I made a test run, blowing hot air directly onto her back hole. Ann squirmed, and the indication came back as green for go. I lowered my head, and dug my tongue deep into her ass.

Ann yelled out, "Oh fuck! Yes, baby, YES!"

I ate out Ann's ass until she was whimpering, trying to move her body to get my mouth on her pussy. Her cunt rubbed against my chin, and I could feel just how wet she was.

Relenting, I drug my tongue from her puckered hole through the passage between the two. Reaching her pussy after at least an hour exploring her body, I lightly nibbled at her swollen outer lips, sucking them between mine, pulling at them with my teeth. I teased and licked and lapped my way all around her pink slit.

The noises Ann was making got me excited, because they let me know she was close. That and she'd grabbed my cock though my pants to let me know I'd better get her off, or all bets were off.

And she also told me, "Please, Neil. PLEASE! Make me cum! Suck my pussy and make me CUM!"

I placed my mouth over Ann's cunt and dug my tongue in as far as it would go. I was twirling and spinning it, doing every trick I'd ever learned to bring her what she needed. She was bubbling, her orgasm in its infancy. But it was building quickly, and I knew I was just beginning to taste the sweet fruits of all that laboring I'd done with my tongue.

I felt Ann quaking a little, and I latched onto her clit and sucked hard, refusing to let go. She went wild. If I hadn't had a hold of her legs what became a wrestling grip, I would have been thrown off of her from the way she was bucking me.

"FUCK! I'M CUMMING NEIL!"

As soon as Ann screamed out, I thrust two fingers deep into her pussy and started fucking her hard and fast with them. I glanced back at her angelic face, and could see her widened eyes dancing in the moonlight shining through the hatch window; they were literally shaking. I wasn't sure if it was the beginning of a multiple orgasm, or if Ann just shifted to a higher gear, but she started flooding my face with her sweet juice.

"Oh shit! Oh FUCK!" she screamed again.

I slowed my pumping, moving my fingers in and out slower and with less force. I also backed off with my mouth, sticking my tongue back in Ann's slit with my fingers, ignoring her throbbing clit for the time being. I wanted her to come down, about half way, to see if I could get her launch into orbit a second time.

"Neil, that was wonderful!" Ann said, which was the absolute perfect cue for me to begin a second assault. I took no prisoners.

Picking up where I left off, I started by sucking that amazing plump appendage back in my mouth, running my tongue over it this time to give Ann a different feel. I followed that up by jamming three fingers in and out of her gash.

"Oh...oh...OH! DON'T STOP!"

I didn't stop, but I did change up what I was doing. One of the things I'd found to bring on a multiple orgasm in women I'd been with was that, once they had one, you need to add something, or change something to help them have another. Some women didn't need that extra stimulus. They could cum numerous times just by my doing whatever it was I was doing. And that was great. But I loved trying to get a woman off more than once. If they didn't do it naturally, I would try something different.

I wasn't sure what category Ann might be in. She'd said she had never had a multiple orgasm, but since I didn't know her sexual history, and frankly, I didn't really want to, I had no idea if any of the guys she'd been with put a priority on trying to give her one. My guess was, based on her statements about selfish lovers and such, they hadn't.

Ann screamed out, not from an orgasm, but because I had pulled my fingers out of her snatch.

"PLEASE NEIL...DON'T STOP!"

I didn't stop, I just changed. I used Ann like a bowling ball. I stuffed two of my well lubricated fingers into Ann's ass, and rammed my thumb in her pussy to take their place. While my thumb wasn't as deep, I was able to bend it when I thrust inside, pinching it toward the fingers in her ass like I was trying to grip her to pick her up. In seconds, Ann exploded into another orgasm, bigger and wilder than the first one.

This time, there was no doubt it was a multiple orgasm. Ann had come down almost all the way from her first, and yet she was riding this second one, which quickly became a third. I could feel the car shaking, and I looked up to make sure I'd set the parking brake. The last thing I needed was to have the car get jolted out of gear and have us roll into the pond. Ann was soaking the blanket beneath us, the fluid bubbling up from her pussy and running down her ass.

I kept fucking Ann with my hand, wondering how long she would go. When I inserted a third finger in her ass, she came again. Well, it wasn't really 'again', so much as she was still cumming, and cumming a lot more. Ann's orgasms were coming so fast they were crashing into one another. She was writhing and wailing, thrashing her upper body back and forth. I could feel her body undulate underneath me, and I knew she was yanking on her tits, abusing her nipples. I grinned as the orgasms morphed from many, into one long extended explosion of pleasure.

I finally had to stop. Ann had moved her lower body into such a contorted position that my hand started to cramp from being bent as such an unusual angle. That and the fact my cock was killing me. Ann had latched onto it, digging her fingernails into my shaft to try and hold herself still. I reached down and had to pry her fingers off of me just to move.

I sat up, licking my fingers as I looked down over Ann. She was breathing raggedly, her eyes wide open as she stared up at the stars through the hatchback window. I could have stayed there forever and watched the erotic sight of Ann's naked chest rising and falling as she came to terms with what I'd just done, trying to catch her breath. But it was very late, and I needed to go to work in the morning. I took a calculated risk and moved back to the passenger seat.

I got out and walked around to my side, taking a moment to peer though the hatch window at Ann. She just stared, unblinking, into the night sky. I would remember that image forever. Settling back into the driver's seat, and making all the necessary adjustments, I backed up and quietly drove down the gravel road to the highway.

We were halfway home when Ann sheepishly peeked her head between the seats.

"Hey, baby!" I said.

"Hi. Can I...have my dress?"

"I'm thinking no."

"How come?"

"Well, first, because it's neatly folded and sitting on a towel on the floor in front of the passenger seat, so I can't reach it. But the main reason is you're naked, and I like you that way. This may be the last time I ever get to see you like this...so the longer, the better."

Ann smiled and kissed me on the cheek.

"I'm here for three more days, Neil. I'm thinking you may have another opportunity or two. But I'll indulge you for now."

Ann carefully crawled between the seats, making sure she showed me her precious tits, and a close up view of her wonderful ass. She giggled as she got situated in her seat and put on her seat belt.

"There. Are you happy now?"

"I should be asking you that question," I said as I reached over and pulled on her nipple.

"I don't think happy is a strong enough word. I'm not sure what I am, really. Other than exhausted, I know that."

"I'm sorry. I've been keeping you out too late."

"Not from that. God, Neil, I love being with you. I'm exhausted from what you just did to me."

"So...was I successful?" I asked, already knowing the answer.

"Oh yeah. Oh my God, yeah. It's going to be really hard to go back into the real world knowing that kind of sexual bliss is out there. You really are different. I've always known that. It's too bad you haven't. But Dawn really brought out you're good side."

"Ann, that had nothing to do with Dawn. She was great, and I loved being with her. But all she really did was help me get over my past. With you, I can see the future."

When that came out of my mouth, my heart ached. I could see my future, and the most exciting part of it would be leaving in three days. I silently cursed my luck. But I was determined to make the next three days the best of my life. I found Ann after I'd had such an amazing time with Dawn. Who was to say that couldn't happen again?

"Neil, what did you think about tonight?"

"What part? I know I loved the ending. You looked so peaceful, staring up at the stars."

Ann laughed and said, "That's because you made me see stars, silly! I meant about the dancing. I had this feeling like I'd done that with you before. It was totally déjà vu."

"We did. In the gazebo."

"No...really. Am I nuts?"

"I've dreamt about it before. I didn't know it was you I was dancing with, but you ARE a dream to me, so it kind of makes sense." I didn't offer my prom theory, thinking Ann would think that I was the one who was nuts.

"Well, all I know is that I've never felt like that. Not at dinner, not while we were dancing; and certainly not what you did to me in the back of the car. It was an incredible evening. Thank you, Neil."

I looked over at Ann's naked body again and arched my eyebrow. "No. Thank you, Ann!"

I pulled into the driveway of the Franklin home. Ann unbuckled and got on her knees on the seat. Leaning over the gearshift, she kissed me and fondled my cock, which was still hard inside my pants.

"Are you sure you don't want me to take care of this, baby?"

"It's okay. I really need to get to sleep. I have to work, and I want to be at my best for your parents tomorrow. What time am I supposed to be here?"

"Dinner is at six, sharp. Can you come over at five to visit?"

"Sure. I can be here anytime you want. Do you want to meet for lunch again tomorrow?"

"I'd love that. I'll call you at work in the morning."

I got out of the car to open door for Ann, and she turned in her seat when I opened it. It was like I was watching Ann get into the car in the hotel parking lot, in reverse. When she spread her legs and then slowly closed them as she put her dress over her head and let it fall down over her body, I groaned. I really did wonder if I'd get to see her naked again.

Ann stood up, and smoothed out the dress over her body. I shook my head in disbelief.

"What?" she said, looking at me grinning at her.

"I'm sorry Ann, it's just that it's one in the morning, and you're worried about how you look. You're so cute!"

"I suppose I should have just walked into the house naked for you?"

"I'm not saying that, but now that you mention it, I'm going to have a hard time not thinking about that. What I am trying to say is you're beautiful, no matter what. Any time of day, not matter what you wear, you're beautiful."

I took Ann in my arms, and we hugged. It seemed to last forever. Even though I needed to get to bed, there was nowhere else I wanted to be on the planet.

"Walk me to the door, baby."

I did, and I kissed her on the front porch of her parents' house.

"Thank you again, Neil. I had a wonderful time," she said softly, kissing me on the cheek. She opened the door and stepped inside.

"Me too, Ann," I said as she closed the door.

I flashed back to my vision of a prom date with Ann. Standing on her porch, having just had a goodnight kiss after an evening I'd never forget was the perfect ending to that fairy tale date in my dreams. I tingled when I thought about the fact that I'd just lived it out.