πŸ“š tom and jane Part 6 of 18
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ADULT ROMANCE

Tom And Jane Ch 06 Exploration

Tom And Jane Ch 06 Exploration

by navy500
19 min read
4.78 (5100 views)
adultfiction
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Chapter 6 - Exploration

The weeks rolled by, and Jane and I were again on opposite sides of the country. Her ex-husband was cooperating with the money laundering investigation, and would end up pleading to a lesser charge in exchange for testifying against his client/criminal conspirator. Jessica bluntly told me that she was very jealous of what Jane and I had, but said again that I also would be "the dumbest man on the planet" if I let Jane get away. It meant a lot to me, because it was starting to seem like Jane was becoming a fan favorite amongst the people in my life.

I had a big trip planned at the end of August, which was poor timing given that my kids were just going into their last (Josh) and first (Sarah) years of high school. I promised to make it up to them. The schedule had a cabin crew I was familiar with, but it wasn't Jane's group. My co-pilot would be Rory. I had taken to calling him my good luck charm, because good things seemed to follow him.

I pulled into parking at 5am, to be ready to go for the 7am Detroit to New York leg. It was already 83 degrees, and it was probably going to be well over 100 when we landed in Nashville for the end of our day. I noticed upon walking into crew rest that the AC was already having trouble keeping up, and instinctively knew that the jet was going to be hot. I walked over to Rory, and volunteered to do the walk around, if he would take cockpit duties, to which he readily agreed. The tarmac was hot, the AC truck was blowing hot air, the power truck was blowing hot air, the fuel truck was blowing hot air, and I was a sweaty mess when I walked up the steps and into the jet way. Roy had already gotten most of the setup done, and I felt the blast of cold air as I walked inside the cockpit. Rory had a huge grin on his face, which I was sure was due to having probably skipped a couple dozen steps just to enjoy a few extra minutes of cold air. After a minute of brief chit chat, I decided to hit the crew restroom to dry off and clean up as best I could, and ran into a solidly built woman...Jane. Jane? "Jane?" I repeated the thought in my head, out loud.

She looked at me, let a sly grin flash for a millisecond, and then said "do you mind, flyboy, I've got a lot of work to get done." I threw up my hands in mock surrender and backed away. I watched her walk away, her solid, beautiful, big behind, and I swear she just did a little shimmy, which was confirmed when she sort of looked over her shoulder to see if I noticed.

I walked back into the cockpit, Rory still grinning, me with a bit of a smug grin as well. "5 days" Rory said, still smiling.

"5 days" I repeated. Slowly looking over at him, he was just shaking his head.

"I just don't want to have to carry your workload the last day, old man" was his only reply. I left it at that. Why mess with good luck.

We landed in Nashville that afternoon, and it was pushing 105 degrees. It even felt hot inside of the jet way on the way off the airplane. Jane and I tried to maintain separation, but on our way towards the shuttle, she pulled me aside. "So, are you surprised?" she asked.

I replied a simple "yes, how?"

"I traded with someone who I owed a favor, which is funny, because" she let the question trail off into a huge smile.

"Jane, are we going to be able to keep it together for the little party in the bar?" I asked, but Jane just sort of shrugged. We walked together to the shuttle, braving the blast furnace temps, and pulled up to the hotel a short while later. We went our separate ways, and changed for the crew party. I arrived first this time, and Jane wasn't the first person to arrive, or even the second. She just so happened to be the last, but her arrival literally brought the proceedings to a halt. I had been used to her usual outfit, but Jane arrived in something brand new; a flowing skirt, high heel sandals, and a shirt that seemed to be draped over her, and was both loose and form fitting. It seemed to ignore her usual rules for outfits, with the shirt allowing the curves of her amazing bosom to show. This alone turned the heads of the two men there, a junior FA and Rory. I ignored it, mostly, because it fed my ego to know that I would be the one she went to bed with that night. Jane sat, and after a few minutes of lighthearted banter between the crew, the group began going to the bar to place orders for drinks and food.

I slid down a few seats to Jane, and began talking to her. "I'm surprised you were the last one here, usually you and I are fighting to get down to the bar for the best seat" I playfully joked.

"I had a little business to attend to" Jane said. We made a little small talk, avoiding anything that would have been unseemly, and I moved back to my seat as people started to return to the table.

Through the next four hours, everyone had a good time joking, telling air stories, and I even told one of my favorite Navy stories, the time I flew out to Boston to and loaded up my jet with Narragansett beer for our incoming CO, who happened to be a Boston native. It was the usual good time, and by 10pm everyone started filtering upstairs; we had an 11am flight to start the next day, and the rule was 12 hours bottle to throttle, and 8 hours of sleep. Jane and I were the last to leave, helped by Rory ushering one of the young female FAs out as he left. Rory was going to go down as the greatest wingman of all time. After Rory and the FA had disappeared into the elevator, Jane whispered in my ear "Give me 15 minutes before you come up, and be quiet." I obliged, waiting 15 minutes watching sports highlights. The elevator stopped at every floor up to the sixth floor, and my impatience was starting to show. Jane had also slipped me her second room card, so I let myself in, closed the door, and found Jane laying on her side on the bed, wearing as close to what she could find to match the black negligee from the dream I had.

"Jane, wow" was all I could manage, and she squealed with laughter. There was something else there, though, a look on her face of growing ecstasy, like she was building up on her own. I approached her, and she pulled me down onto the bed, into a deep kiss. She guided my hand down between her legs, and I could feel that she was already soaking wet. "Jane, it looks like you don't need me for anything" I joked, but she just looked at me with her bedroom eyes, saying nothing, and pulled my hand back to her ass. I grabbed a handful of it, but she pushed me onwards, until I could feel the solid lump sitting between her cheeks. "Jane., is that" I sort of stammered, knowing what it was.

Jane quickly confirmed it "Yes, it is. Here's another surprise," she pulled me in to whisper into my ear "I want you to take its place." I had never been as turned on by the thought of that as I was then. Jane pulled me close, and we kissed each other. I slid my hand down between her legs, while she grasped my cock. I played with her gently, and freed my other arm from between us to play with her breasts. She moaned loudly and slowly, and I could feel a release building in her, so I pulled her lingerie down, freeing her immense breasts. I began kissing them, and tugging on her nipples with my mouth, until she had a loud orgasm.

She lay there, breathing hard, for a few minutes, before she started giggling a little "Tom, I pushed it out."

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It took a half second of confusion before I realize what she was talking about. "Uh, so, is it?" I stammered.

Jane finished my sentence "Yes, I still want you to fuck me in my ass!" With that, she tugged on my cock, and I got the impression that she needed me right that minute. Jane wiggled her way fully out of her negligee, and rolled away from me, pulling up one of her ass cheeks. I had a good look at where I was going, but as I moved towards it, Jane stopped me "no, wait, I need to get the lube." She reached over into the box on the nightstand, and pulled out a small bottle. "This stuff is really good; you don't need a lot." I obliged, dumping a ton onto my cock on accident. "Jesus, men" was her reply, and she took the bottle back from me.

I moved up behind her, placing the shaft of my penis between her cheeks, at which point she let her cheeks shut and trap my cock. I rubbed against her asshole gently, back and forth, rhythmically. She moaned a little, and I grabbed her breast with my free hand. This got her moaning louder. I felt her push against me, and knew that she wanted me to push into her. I pulled my hand away, and began guiding my cock into her tight hole, missing a few times. "Tom, this is why I said not too much lube" she chastised, but continued to push. I finally found the target, and received a lot of resistance. I nibbled on her neck a little, to which she said "It's going to take some work. I'm sorry Tom."

"It's okay, we can sto-" I started to say.

She stopped me with "Don't you even try to back out of this."

I, my cock now harder, started to try to push into her. I felt the opening release slightly, then tense up. "Is there anything I can do?" I asked.

Jane, breathing heavily, whispered "tell me what you're going to do."

I wasn't as good at this as she was, but I'd give it a shot. "I'm" I paused, having no idea what to say "going to put my cock into your ass" I started, to which she sighed a bit.

"Tom, I know when we have sex, it doesn't feel like how you just tried to describe it" she said.

"I, hmm" was all I could manage, still trying to push my slowly softening cock into her ass.

"Tom, I want you to talk dirty to me, and I won't judge you for anything you say" Jane seemed to be getting a little impatient.

I kissed up her shoulder, up her neck, and then whispered into her ear "Yes ma'am." She turned her head and glared at me, pushing her ass into me hard. So here goes nothing. "Jane, I want to bury my cock in your ass, all night long. I want you to ride it any position you want until we both cum. I want to fill your ass with my-" at which point Jane, starting to shudder with pleasure, pressed so hard into me that the tip of my cock penetrated her ass slightly, and she recoiled a bit.

"Tom, oh! Wait, sorry" she pressed again, a little gentler, and the tip again penetrated her. "Oh god, wow Tom" she moaned, and we both let it sit there. With my dick now held in place, she pulled my free hand around her, to play with her pussy. "Okay Tom, push a little more, very slowly" she moaned quietly. I did so, and felt the vice that was her asshole give way slightly, allowing a millimeter more of me into her. She moaned again, now a little louder, and pushed herself a bit more onto me, then pulled away, and then pushed a little more. She was trying to get it further into herself.

"Jane, it's not moving. We can slow down a bit" I said, massaging her clitoris gently. She only moaned an agreement. A minute or so of gentle pushing, and I felt my rock hard cock slide a bit further into her, and then the dam burst. Suddenly she pushed against me, no harder than usual, but her asshole finally loosened its grip on my cock, and I plunged all the way into her.

Jane arched her back in ecstasy, yelling "Oh my fucking god Tom!"

"Oh Jane! Is it, are you?" I stammered, feeling her ass crushing my cock.

"God yes, god yes, go slow. Fuck." she moaned out. I started moving it, slowly, and realized that in this position, she would really have to take the lead. She felt this, and started to grind her ass into me, and my cock began to slide freely inside of her ass. The moaning continued, and I could feel that I was about to finish. Jane did as well, at least on her end, because she slowly rolled over onto her stomach, pulling me with her. I stayed inside her ass, pumping slowly, deliberately. I wanted this feeling to last forever, burying my shaft balls deep inside her asshole.

I bent over and nibbled on her ear, whispering "Jane, I don't know how you want to finish, but I'm about to, so" She giggled/moaned, and pulled her hips away from me. I popped out of her ass, and she got up to kneeling, in front of me.

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We both kissed hard for a second, before she said "Going to have to hurry before I close up tight again" and she pushed me down onto the bed. She slid onto me, as if she were going to ride me, but slid an inch forward, and pulled my cock up to rest between her butt cheeks. I was still incredibly hard, and this wasn't making me any softer. Jane grabbed my penis, and guided it into her ass, with it sliding in to full depth immediately. "Ohhhh fuuuuuck!" Jane moaned, loudly, as she began to rock her hips back and forth. Her ass, tighter than anything, gripped me, then slid, then gripped. I could feel her ass cheeks softly bounce against me, and I grabbed them. Jane's eyes rolled back, and she arched her back in pleasure, before coming back to earth for a second. She grabbed my hands, placing them on her breasts, and began lifting herself further and further up my cock, plunging me into her ass harder and deeper every time she went back down. I could feel the end nearing, and decided to make sure she came at the same moment; I began playing with her nipples, and immediately her asshole tightly clamped down on my shaft, she began to shudder heavily, and Jane emitted what could only be described as a roar/moan. This sent me over the edge, and I shot my load deep inside of her ass. Jane, now with my penis well lubricated by the semen, began to pump again, and seconds later had another earth shattering orgasm, only this time she squirted a little on me. She kept pumping, but began to slow, and I could feel myself finally getting softer. After one last, hard thrust, she pulled off, collapsing on the bed next to me, trying to catch her breath.

We lay there for a good 10 minutes, completely spent, before Jane finally rolled towards me and said "We'll be doing that again, probably tomorrow night." I sort of smiled sheepishly, but she looked me dead in the eyes and said "I'm not an anal fanatic, but you're going to have to fuck my ass a lot more than I thought I'd ever want it."

I sort of mumbled something about needing a younger body for that work, and looked at the clock to see it was 2am. "Jane, wow, are you okay with going that long?" I asked. She only nodded. "Are you sore at all?" I asked as well, and with a look of pure joy, shook her head no. "Jesus Jane, wow." She began to giggle, then laugh, and the look of pure sexual ecstasy never left her face.

She opened her eyes, suddenly, and begged her leave "Sorry Tom, I have to" she paused, lost for words "uh" and went into the bathroom. I laid there, completely spent, until she opened the door. "We need to shower after that" she said, and I wasn't about to refuse that offer. I kissed almost every inch of her body while we washed, and we didn't fall asleep until close to 4am.

Rory handled flying duties the next day. Midway into our day, he looked back to make sure the door was closed, and then looked at me, muting the microphones for both of us. "I just wanted to both congratulate you on last night, and warn you that I could hear you guys down the hall." I blushed a bit, and Rory continued "It's becoming an open secret about you two. Everyone loves it, but" he paused "just wanted you to know that you're not hiding it as much as you thought you were." I trusted Rory completely by that point, so I merely opened up my photos app, and tossed him the phone. He looked at the picture, and tossed me the phone back "Damn! Damn, man!" and he laughed. I just grinned.

Jane and I didn't have another night as intense as that first night, but we made love in Houston and Seattle, and by the final night of the trip in Los Angeles, I had thrown away all care about what my coworkers thought. As we walked to the shuttle for the hotel, I leaned in to Jane "would you be okay if I just roomed with you tonight?" She seemed to think I was joking, but I continued "I'll just take my stuff to your room. Everyone knows about us by now."

Jane smiled at me, and said "Yes, of course, I would love if you moved in with me." I knew her enough by now, to know that it was an offer times two; she was very slyly offering to live with me. My heart soared. We, for the first time, sat next to each other on the shuttle, and got our room together, walked to our room together, and all without a care in the world. We kissed long and passionately as soon as the door closed, and Jane backed away "I need a night off, and maybe some time in the pool. Want to join me in the shower?" I agreed. We made out in the shower. Jane got into her usual bathing suit, which was a one piece, and her long shirt she wore over it. It made me sad, knowing what she had, and the fact that she wanted to cover it up.

We left our room, walked down to outdoor pool, and we both got in, relieving our stress of the long week instantly. "Jane" I started, and then paused. She just looked at me and smiled, her wet hair against her head, and she just glowed. "I don't even know what to say now. I've never been so in love with a woman."

Jane swam over to me, and pressed herself against me "I've never been in love like this either. I never thought it would happen." We cuddled, and then I started to pull her shirt off. Jane resisted, and glared into my eyes. "Tom, don't you even!" she exclaimed, but I tugged a little, not fighting her, but showing her my intentions.

"My plan isn't to get you naked and have sex right here" I began, "I just want you to get out of your comfort zone."

"When you wear a speedo, then you can talk, jerk" she laughed a little, but was starting to win the battle of the shirt. So I tickled her, she giggled and relented a bit, and I lifted the shirt up and flung it off to the side of the pool. The swimsuit covered her well enough, but Jane's breasts were quite obvious, as no swimsuit could hide those.

She wrapped her arms around herself a bit, but I kissed her a little and said "Jane, the only thing you don't have is the confidence to admit that you have what you have."

"Fat? That fat I have?" Jane spat, a little bitterness coming out.

"No, Jane. Well, you have some fat" Jane glared daggers at me "but the fat is in the right places, and it smooths out the muscle you're hiding underneath. Trust me, Jane, you're not fat, well, except" I trailed off, looking down a bit. Jane smiled a little, but still gave me a look.

Eventually, she softened a bit, and pulled me in "It's going to take a lot more than just words to give me confidence, Thomas" she said. I agreed. We sat there, in the pool, holding each other. A family came in about that time, and Jane looked panicked.

"Just try, please" I pleaded. She looked a little scared, but finally nodded slightly. We swam for the next hour, and she slowly adjusted to allowing herself to show her curves off. I noticed the dad of the family trying to be respectful, but he had definitely noticed. As did a group of teenagers who showed up a few minutes after. By the time we had left the pool (she turned a few heads), and returned to our room, I was starting to see a sliver of confidence in Jane.

"Are you just trying to show me off, or are you really worried about me?" she finally asked.

"Well, I mostly want you to have more confidence in yourself, but a little of the showing off is nice" I joked, not being serious. Jane just smacked my arm and rolled her eyes, but then, for the first time, allowed herself to change in front of me. I didn't think she realized it until she was halfway into her pajamas, but then she just let it go.

We cuddled all night in bed, and talked about how we were going to work out moving plans.

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