📚 tom and jane Part 2 of 18
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ADULT ROMANCE

Tom And Jane Ch 02 First Time

Tom And Jane Ch 02 First Time

by navy500
19 min read
4.69 (6800 views)
adultfiction
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Chapter 2 -- First Time

"Yeah, uh, whoa! There's another" I said, as the jet dropped a hundred feet in seconds, hitting another wind shear. It had been our third warning since the initial approach fix. ATC was doing a great job of sequencing pilots into the muck that was Miami weather that night. "Okay, let's just go around unless" I waited a second "and there it is" I said, just as the jet broke through the clouds. The gusts were still wild, and the wind was nearing the 737's design max for crosswind landing.

After turning off the runway, ex-Navy Lt. Rory Lowenstein quipped "I think the LSO waved you off back there, did you miss that?"

"Smartass" was my reply, and we just grinned at each other. Rory was brand new to Pan Am, but was handling his first trip like I would have expected a Greyhound pilot to do; by mocking my failures of aviation any chance he could.

Upon reaching the gate, I unlocked the cockpit door, and Jane popped her head in seconds later "If you boys are going to play Navy, please don't do it on my plane." Rory's grin only increased, and Jane gave me a little grin of her own.

It was the second day of the trip, and the shortest one at that. We had only done 5 hours of actual flying due to the legs we had flown, and so the entire crew rolled into the lobby bar at the hotel around 7. We were going to have a bit of a welcoming on, as three of the crew were new to Pan Am; Rory of course, but also Pamela and Chantal, two FAs straight out of training, replacing Clara and Sean, who had decided that they wanted each other more than they wanted to fly with Pan Am. A man really can't blame them, I guess. Rory had just completed his commitment to the Navy, driving the flying truck that was the C-2 Greyhound. Pamela was from around Detroit, and was following in her mom's footsteps. Chantal grew up in a small town in Indiana, went to a small college in Ohio, and wanted to see the world.

I walked into the lobby bar first, and Jane followed shortly after. She wore her usual winding down outfit, the uniform skirt and the t-shirt. We smiled at each other, and made small talk. We hadn't really had time to talk between the Indy trip and now, and even then the only safe bet for the time being was avoiding the subject. By 7, the whole crew had arrived, and the proceedings had begun. By 9, everyone began to peel off, getting ready for 9am wakeup call we would be getting. Eventually, only Jane and I were left. "It's a good, professional crew now" Jane was saying, happy with not only her two new FAs, but also impressed by Rory. "The only problem is that I can tell that Chantal's heart isn't in it as much as she thought it would be."

"Yeah, well, she probably bought into the 'see the world' line, and found out that she's only going to see a lot of North America for the time being" I offered. Jane sort of laughed at that. We continued the small talk, until we realized there really wasn't anything else we could talk about. Well, that is, except the single subject that we hadn't really had time to discuss.

We both sat and looked at each other, waiting for the other to speak, until finally Jane said "well, I'm going to need a good night's sleep tonight for the next couple days." I found myself agreeing, sadly, and followed her up. The elevator ride was quick, and we both said our goodnights.

I walked into my room and closed the door. It was that click of the door that snapped me out of the funk I was in. What the hell, I know Jane is thinking it. I turned right back around, walked out of my room, headed down to 516, and knocked gently on the door. It was milliseconds after knocking that it opened, and Jane stood there, happiness on her face. "Jane, I need to talk to you about something. Can I come in?" I asked. She motioned me inside, and closed the door behind me.

"So, what's the problem?" she asked, and she seemed to show some concern. We sat down, her on the bed, and me on the chair. She smiled a bit. "Tom, if you're concerned about our status as coworkers, I want to tell you that I've put the last trip out of my mind."

I paused to think about what I could say next. Jane looked at me, and I could tell there was something on her mind, but It was my turn to be the one to lay themselves out there. "Jane" I tried to find the wording I wanted "I haven't." I didn't exactly have a way with words.

Jane just looked at me, confused, before finally saying "I had a dream about you the night we talked in the bar, and after the Indianapolis trip, I've had dreams about you every night." That one shocked me.

She looked a little scared about her revelation, so it was my turn to man up. "Jane, I had a dream the night we talked as well, and have been unable to get over what happened in Indianapolis."

Jane smiled, as if a huge weight was lifted off her. "Tom, I was afraid that was it for us, after that night."

It was my time to go for it. "Jane, I don't know what to say, but" I trailed off, trying to find my words.

Jane found them "We have some dreams to live" she said, her face changing into a seductive little grin. There was a pause, as if we were waiting for the other, and then we were in each other's arms, locked together, kissing passionately. Her warm, soft, large lips pressed against mine, our tongues met, and I realized that we had found the bed.

She had begun shedding her clothes, and so I did as well, until I was in my underwear, and she lying next to me on the bed, wearing only her bra and panties. I slid them off of her, and whispered "It's my turn." She moaned softly, and I began kissing down her belly, reaching the point between her legs. She really had paid attention to her trimming, and had a neat, short patch of hair guiding me to her pussy. I placed my head between her legs, and began to take in her warmth. For the next few minutes, I did everything I knew, and began to find myself drenched in her juices, her gentle moaning slowly increasing in sound. I stopped and kissed back up her belly, to her chest, when I realized that she had shed her bra.

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I honed in on the nipples, and began sucking on one, while playing with the other. "Holy shit oh my god Tom oh my god" she moaned out rapidly, and I could feel her body get warmer.

I kissed up further, finding her neck, and nibbled on her ear, whispering "you were on top in my dream." Her eyes were closed, face in ecstasy, but she smiled and pushed me off of her.

I was laying on my back, when she mounted me and said "I can do better than your dream." She guided my rock hard cock into her wetness, and I immediately realized how my brain had failed me. She was very tight, and the muscles of her vagina gripped me. My hands grabbed her considerable ass, and I pulled myself into her as far as I could. She pushed my hands away and said "No. My turn." At that, she began grinding into me, forcing me deeper and deeper into herself. Jane pulled my hands into hers, and she rocked backwards, gently shuddering over and over. Finally, she let go of my hands, leaning back a bit and supporting herself. I grabbed her enormous breasts, and must have brushed one or both of her nipples, because her pussy grabbed my cock like a vice instantly. "OH HOLY FUUUUUCCCCKKKK!" she came, loudly, and the tourniquet around my cock that was her vaginal muscles quickly coerced a reaction from me, as I had an orgasm of my own deep inside of her. She continued to ride me, slowing down, until she lay on top of me, spent.

After a few minutes of us both catching our breath, I opened with "Yeah, Jane, my own mind has nothing on your, uh, abilities." She giggled sleepily from on top.

I could tell that the night was ending. "Is it okay that I" I paused "no condom?"

"Yeah, I'm on the pill" said Jane, quietly, her head resting on my chest. Eventually she looked up at me, and kissed me deeply. "We're too old to do this anymore tonight," she admitted "but, would you be able to sleep here?" I eagerly said yes. We slept naked together again, and I quietly snuck back to my room in time for the wakeup call.

The next day of the trip was a full flying schedule, and everyone was completely worn out by the end of it. Jane was still at work in the cabin, and had sent the rest of the crew ahead while she did the last of the work. By coincidence, I had sent Rory ahead as well, as I had a couple minor things I wanted to look at before handing the jet off to the next crew. Eventually we both met the replacements for the evening, and headed up the jet way together. The hotel here in Dallas was in the area of the airport, but a few terminals away. So we decided to walk together. We still had to be wary, as there were other Pan Am crews around, including possibly people we knew. The conversation could still look natural. "Tom, I'm not going to be up for another night like last night, but I'd really like for you to stay over again." I smiled and looked at her. She was blushing a little, obviously nervous about even asking me that.

"I would like that, Jane. Can I text you so that I can get into your room quickly?" She agreed. We made small talk about the flight, and ended up at the hotel a lot faster than I had expected. We both went to the front desk and got our rooms for the night. She headed up a little before me, and I opened the room door, to find Rory sitting on one of the beds.

I jumped back a little at that, but he just shrugged "I guess company cheaped out on rooms for this one" Rory said. That figures, I was thinking, and as the gears slowly turned in my head...damn, that probably means that Jane's not alone either. Not that it mattered. Rory wasn't in for the bar that night. He had a long call planned with his wife, and I was more than happy to give him the space for that.

"I'm going to head down to the bar, come out if you get a chance." Rory thanked me, and I went down the hall, and proceeded to chicken out on knocking on Jane's door. I ended up deciding to check out the pool area, which was outdoors, but had a view. I opened the door to go outside, and Jane was there, standing against the railing, taking in the view.

"I'm hoping you're not considering recreating the scene from Titanic" I joked, and Jane turned, startled, and then laughed at the joke.

"No, I'm not. Let me guess, you have a roommate?" I acknowledged that I did. "Figures" she said, and I detected a trace of disappointment. "Same here."

"Well, it's not like we had anything planned for tonight" I said, but I too had a bit of sadness in my voice.

"Yeah" Jane only said. We stood there together, watching planes land, looking at the sunset. I could tell that we both wanted to say something, but were at the point that we didn't want to say something to the other that would scare them off. Jane finally broke the ice "I was looking forward to you holding me again, clothes or no clothes."

I laughed a little, and smiled at her. "Jane, I was hoping for that too." Jane smiled back. We stood there for a while, not talking, me just wanting to hold her.

Eventually, Jane and I parted for the night. Rory was done with his phone call, and we had a good talk when I returned. He had wanted fighters in flight school, and his class' only option to go to the boat was the C-2. I made a joke about being born under a bad sign, and Rory laughed. He was married to his college sweetheart, which led to my story about Jessica, my ex-wife. "So there we were, her just graduated from nursing school, me a mediocre history major, about to be a mediocre history teacher. All I had was a pilot's license, and her dad recommended that I look into flying for the military. I applied for flight training, got it, and I was off to Pensacola. Around that time, Jess decided that she didn't have anything going on in Kansas, so she followed me. Base housing sucked, so we got married."

Rory shook his head and whistled "That's hardly an inspirational story."

I laughed at that "Well, she gave me two kids, we get along great, it's just that there wasn't a lot of substance to the marriage." I wasn't sad about it; it's just how things were.

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I had trouble sleeping that night. The feeling that I hadn't experienced in years was welling inside of me. I wanted to dismiss the feeling as simple lust, and there certainly was a healthy amount of that. I knew I was kidding myself, though. I missed not being in her room right now. My phone was on the nightstand between the beds, and I was having a hard time repressing the urge to message Jane. I picked the phone up, rolled over, and just stared at the phone, willing something to happen. There's not a lot that gets done by just waiting, usually, and this was no different, as I fell asleep with my phone in my hand.

The wake-up call came way earlier than I wanted. Like I was prone to do sometimes in hotels, I jumped awake with the realization that I was in a foreign place. Added to this was the fact that Jane had been in my dreams again, and I was expecting to find her in bed with me. Rory and I took turns using the restroom, and we were dressed and headed out shortly after. Down at the crew shuttle, we were joined by Jane and a couple others. She gave me a little smile while we waited for everyone, which I hoped mirrored my own feelings. As we had done, we sat on opposite sides of the shuttle. The feeling of emptiness after last night couldn't be shaken for some reason.

Eight hours later, and a fun approach into San Diego, and our day was done again. It was only early afternoon at least. My head hadn't been in it all day, and Rory noticed. "Everything going okay with you, man?" he asked, seeming concerned.

"Yeah, just having a bad day" I shrugged. It was true, but I actually had a pretty good idea of the reason why. This time I couldn't skip the shuttle with Jane, and we again took opposite ends of the van. We walked into the hotel and got our rooms, thankfully single rooms again. Jane had avoided talking to me much all day, either through circumstance or intent. I worried it was the latter.

I ended up in my room, unpacked, cleaned up a bit, and was trying to decide what I should do when there was a knock on the door. It was Jane. I opened it, and she came in, shutting the door behind her, before grabbing me and kissing me deeply. "Whoa" I pulled away eventually "I was worried that you were tired of this."

Jane looked at me, mock disgust "No, what's wrong with you? And why didn't you text me last night? I ended up falling asleep with my phone under the covers."

At that, I started laughing, Jane staring at me, confused. "Jane, I did to" I said after I had stopped. Her look changed from confused, to surprise, to happiness.

Finally, she broke the silence "Well Tom, I'm not just going to let you fuck me tonight without some cuddling first." I dropped my phone, shocked by how blunt she was. Jane only laughed.

"I'm surprised you're not tired; this was a rough day" I said.

Jane replied "I can sleep when I get back home." At that, Jane opened the door "I'll be right back" she whispered to me. A few minutes later I got a text to open the door, and as I did, she came flying through it. I shut the door quickly, and we made out.

After a few more minutes of that, Jane pulled away to the bathroom. I hesitated for a minute, wanting to give her some room. "No, you can follow me" she purred it out. She walked into the bathroom, shedding her shoes, then her shirt, and finally her skirt. She was standing in front of the shower, only wearing her underwear, nylons, and a bra. It was incredibly sexy. Jane had bent over to start the water for the shower, and as she did that, she turned her head to look at me "Good, I was hoping you would be" she said. I had been looking at her, as I got out of my pilot uniform. The water now hot enough, Jane took off her nylons, slowly, and then her panties. Standing there in just her bra, I moved over to her, and we kissed. As our lips pressed together, I went to unhook her bra. "No, not this one" she said, and I was disappointed until she slid it up and off. "No hooks, sorry" she said, now completely naked. I could do nothing but stare at her perfect breasts.

We both hopped into the shower, and for a few minutes, we made a valiant attempt at trying to actually wash. Jane finally gave in; while I was washing my hair, I felt her kissing up my shoulder, and then grab my manhood. I pulled back from under the water "Still want to cuddle?" She just gave me a look, and spun me around. Just looking at her made me hard, and she felt this immediately. The next kiss she gave me was forceful, and was probably just a diversion, as she hooked one of her large, strong legs up around behind me.

"Let's see if this works" she said, looking into my eyes, and pulled me in with her leg. It didn't immediately work, and we had to adjust a bit, before I slid into her. "Oh wow" she closed her eyes and tilted her head back, and then moaned. I began thrusting, and almost lost my footing a couple times. She pulled her leg down, and kissed me again. "It's not going to work like this" she said, and hopped out of the shower to dry off. I stayed in, mildly shocked, trying to get the soap out of my hair. She peeked back in, grabbed my slightly softer cock, and gently tugged me out of the shower. "No no, we're not done" she led me out of the bathroom.

Just as she left the bathroom, she slowly placed both of her hands on the door frame, arched her back, and stuck her bulbous butt out. "I think you know what to do" she said seductively. I moved behind her, placed my hands on her hips, and gently entered her pussy from behind. She moaned again, and pushed back against me. I pumped myself in and out of her slowly, letting her push against me, and finally removed my hands from her hips. She had tilted her head back, eyes closed, and was moaning more and more. I moved my hands up to cup her breasts, and she began shuddering. "Tom, oh Tom yes!" she moaned a little louder. I put my hands up to her hands, and we pushed against each other. I could feel her breast swinging free, and her shudders become spasms inside of her. "Tom I'm going to finish!" she finally exclaimed, and I pushed deep inside her to join her in the orgasm. She pulled her hands down, and grabbed mine in the process, putting them on her hips. I pulled myself into her even further, and she started shaking. After a minute of her enjoying this, she released my hands, and collapsed onto the floor.

I lay down next to her, and buried my head in her bosom. "Tom, oh no!" Jane shuddered involuntarily "mmmmm" and I felt her shudder again, then push me away "need a second." She lay there, breathing heavy, looking at me, smiling. After a few minutes, she finally pulled herself closer. "Wowwwwww" she let it out as one long word. I kissed her slightly, and she pulled me in for a deep kiss. Finally, separating, she suggested we move to the bed. I liked that better than the floor. She got under the covers, and I wrapped my arms around her. We lay there all night, and she almost missed getting back to her room before we all got our wakeup calls the next morning.

The final trip day went by fast, and we were back in Detroit a little earlier than expected. Everyone headed out after the final turn, and Jane and I hung back a bit. "I've only got a couple days between trips the next month" Jane said, sadly, "and most of the trips are four or five days."

"We can find time sometime" I said, also sounding sad.

Jane smiled, though "I'll miss you until about mid-May, Tom. We can still talk, and believe me, I'm not going to be seeing anyone else."

I wanted to kiss her, but knew it wouldn't be good if someone saw us. "I definitely want to keep in touch" I finally was able to say. We said our goodbyes, and headed our separate ways.

That evening, sitting in the living room of my condo, I got the first of eventually many pictures from Jane. At least I had that to work with.

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