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It was the third Monday in a row that I was sitting at the same gate - I suddenly realized that I was actually in the same seat - at IAH. I started a new project three weeks ago, and I knew I'd become very familiar with this flight to Chicago over the next few months. I did a lot of travelling over the last three years since I got out of college, but I didn't mind it. I saved a ton of money, since the company paid for all my meals on the road, and I got to see some cities I wouldn't have otherwise seen. Of course, if I could have arranged it better, I'd be traveling to Chicago during warmer weather - NOT during December through March. But for some reason, my company didn't seem to care about my timing preferences.
I was reading my mail on my phone when I first noticed her. She was an average-looking woman with long black hair. What caught my attention was her backpack. The logo for my alma mater was embroidered across the center in the school colors. In smaller embroidered letters, I saw it said "Gymnastics". I looked back at the girl and realized she definitely had the body of a gymnast: thin, not too tall, small breasts. She looked very young - I assumed she graduated in the last year or two. My curiosity got the better of me, so I Googled my school's gymnastic team from two years ago, and there she was: Junior Whitney Madison.
At the gate, she was talking to two guys. One was maybe in his 30s, wearing a suit and tie. The other guy was much older, also wearing a suit and tie. She had on a navy-blue business suit with a white blouse. I almost felt underdressed in my jeans and button-down shirt. I watched her for a while as she listened intently to the two guys as they talked.
When we started boarding, I was in the first group thanks to my frequent flyer status, as was the older guy talking to Whitney. After I took my seat, I watched everyone board, keeping an eye out for Whitney. She eventually boarded, so I stopped my stalking, pulled out my phone, and continued going through email.
My week at work was pretty normal. Being in the western suburbs meant I didn't really have much time to do anything fun in downtown Chicago, but I made note of places I wanted to visit if I was still here when the warmer weather approached.
Thursday afternoon I was sitting at my gate at O'hare, and I was surprised to see Whitney and the younger guy who was with her on Monday. I smiled at the coincidence of seeing them again and went back to scrolling through my news feeds.
Monday morning, I was sitting at my usual gate - usual seat - when I saw Whitney and the other two guys walk up again. I looked up Whitney on LinkedIn and saw that she worked for one of the big consulting companies. She had a business degree with a major in information systems. Seeing her two weeks in a row, I wondered if she, too, was working on a project in Chicago that would involve extended travel. Later that week, once again, I saw her and one of the guys she travelled with heading back to Houston on my flight.
The following Monday, my suspicions were confirmed when I saw her once again. But this time, she was alone. I waited a bit to see if the guys showed up, but after fifteen minutes, I decided they weren't coming. Feeling bold, I decided to walk over to where she was sitting.
"You know," I started as I stood in front of her, causing her to look up, "I thought I was a pretty big fan." Then I pointed to the luggage tag with the school logo strapped to my carry-on suitcase. "But your fancy backpack puts me to shame."
She laughed.
"I was on the gymnastics team, and they gave them to us," she explained. "I'm Whitney," she said, extending her hand.
"Hi, Whitney, I'm Chris," I said as we shook hands. "Where are your bodyguards?"
She gave me a confused look.
"You know, the two guys that usually travel with you for protection. The guys who wear the suits, probably to hide their weapons."
She laughed again.
"Ahhhh. Bob and Tom. They're my managers. They went with me a couple of times to introduce me to the client and to make sure everything was going well." Then she paused and looked back at me with a serious face. "Wait, how do you know about them?"
Now it was my turn to laugh.
"I've been taking this same flight for five weeks now, and I've seen you at the gate with them."
Whitney smiled.
"I also noticed only one of them flies back with you on Thursday."
"You take that flight, too?" she asked.
"Of course. I've been stalking you for years."
She laughed out loud.
"Yeah, looks like we're on the same schedule. I'm working on a project for a client in the western suburbs, so I'll be taking these flights for a while."
"Oh, me, too," she said. "But my client is in the city."
"Mind if I sit?" I asked, pointing to the seat next to her.
"Please," she said.
We talked for a little while about our jobs, about school, favorite restaurants at school, and other general stuff. I learned we live in totally opposite directions in Houston, well over an hour away from each other. When our flight started boarding, I asked what group she was in. When she said five, I said, "Come with me."
We lined up, and we got to the gate agent, I said, "we're travelling together." The gate agent nodded and let her board with me.
Once we were in the jetway, she said, "wow, thanks. Bob and Tom never did that."
"I always thought they were assholes," I said, causing her to laugh out loud. "Stick with me. I'll take care of you."
My airline status let me reserve the better seats up front, so when I got to mine, I said, "this is me. See you in Chicago."
When I got off the plane, I waited for Whitney, and we walked through the terminal together. When we got downstairs, she was headed to get a taxi, and I was headed to the rental car shuttle bus.
"You on the usual Thursday flight?" I asked.
"Sure am."
"Okay. Then I'll see you Thursday," I said with a little wave.
Whitney smiled as she returned the wave, and we went our separate ways.
Thursday afternoon, I smiled when I got to the gate and saw Whitney sitting there. I sat next to her and we talked about our week at work.
We repeated this routine for a few weeks. I know I enjoyed the time I spent talking to Whitney; I think she enjoyed the time, too. After one of our Monday flights, we were walking toward the baggage claim on our way to her taxi and my shuttle bus. When we got on the escalator that goes down to the ground level, I turned to her.
"Any chance you're available for dinner one night this week? I don't mind driving downtown to meet you."
She smiled.
"Yeah, I'd like that. Sometimes I work later Monday to plan the week, but Tuesday or Wednesday would be good."
"Great," I said. "Let's do Tuesday."
"Okay," she said, again smiling. "But, you know, traffic will kinda suck if you're driving into the city at that time."
"Yeah, but you're worth it," I said.
She actually blushed, as she quietly said, "I'm glad you think so."
We exchanged phone numbers, and when we got to our usual separation point, I said, "See you tomorrow night. We'll figure out plans."
I was feeling really good when I headed out the door into the cold Chicago wind.
I asked some friends at work about restaurants and got a few recommendations. I checked ratings online and made a reservation at one in the West Loop. I texted the information to Whitney and asked if she'd like me to pick her up. She said it would be easier to meet me at the restaurant.
"Looking forward to seeing you" was her final text.
"Me, too" was my final reply.
Tuesday night, I made sure to leave work early enough to get me to the restaurant on time in spite of traffic. I stopped by the hotel to brush my teeth and then checked Apple Maps. According to the app, I'd get downtown much faster than I expected. So, I waited at the hotel a little bit before leaving, but I still left plenty of time just in case traffic got worse after I left. Turns out Apple Maps was right, and I got to the restaurant early. After leaving my car with the valet, I walked around a bit. But I made sure to get to the restaurant early just in case Whitney was early. I took a seat at the bar where I could see the front door.
Whitney showed up about ten minutes early. I waved to her from the bar, and she smiled. When I met her half-way, she gave me a big hug. I had already checked my coat, but she was still wearing hers. It was unbuttoned, so I managed to slide my hands inside the coat and around her lower back when we hugged. It felt really nice. When we broke the hug, I asked if she wanted to check her coat, but she said she'd keep it. She was wearing jeans and long sleeve thin sweater; she looked great.
After we got seated, we ordered drinks. She was incredibly easy to talk to and told some funny stories about her time on the gymnastics team - especially some of the trips to other schools. I learned that she had a steady boyfriend in college - one of the male gymnasts - but they broke up part way through her senior year. Like me, the constant travel allowed her to bank a lot of her salary, and she was hoping to buy a small townhouse as soon as she could.
After dinner, I offered to drop her at her hotel, and she accepted. When I pulled up in the circle drive, I put the car in park.
"I'll get out for a second," I said.
I walked around to her side of the car to meet her after she got out. As hoped for, she gave me another nice hug - and a short kiss on the lips.
"Thanks, Chris. I had a great time."
"So did I, Whitney. Thank you for meeting me."
"See you Thursday," we both said at the same time, and then started laughing.
The following week, I drove downtown again to meet her for dinner. We tried a restaurant in Greek Town that night, and it was good. But spending time with Whitney was even better than the food.
When we got back to the hotel, just before I was about to get out of the car, Whitney leaned across the console, put her hand behind me head, and gave me a long, very nice kiss.
"This was fun," she said when she broke the kiss. "See you Thursday."
After she got out, I sat motionless for a minute. I really liked Whitney, and it appeared she liked me, too. I looked forward to seeing her at the gate for our return trip.
As usual, I checked the flight status Thursday before I left the office, and everything was on time. Chicago was expecting some snow later that night, but it was long after we'd be out of there. I saw Whitney at the gate and sat with her.
After about twenty minutes, I got a notice from the airline that our flight would be delayed by two hours. Apparently, after taking off, our inbound aircraft had an issue, and they had to turn back. So, the plane was going to be late getting to Chicago. Whitney and I decided to grab dinner at one of the sit-down restaurants in the airport. We kept checking our phones as we got additional alerts about more delays. Finally, our inbound equipment left. As it got later and later, the weather got worse and worse. I was questioning whether we'd get out at all that night. Whitney looked pretty upset, and she excused herself to make a call. Finally we both got the alert at the same time: our flight was cancelled tonight and wouldn't be leaving until the morning.
I said, "SHIT!", and Whitney laughed.
"Let's get out of here," she said.
We paid our bills at the restaurant, and as we walked into the mass of humanity walking from gate to gate, Whitney grabbed my hand.
"C'mon, I got this covered," she said.
"Where are we going?" I asked.
"Shut up and trust me," she said with a laugh.
She led me toward the baggage claim and then out the door to grab a taxi.
"I got us rooms at a hotel just off the airport," she said.
"Wow, good planning. But we would have to pay for them if the flight actually left."
"No, this hotel chain is my current client. I know the people at the hotel - they come downtown for meetings each week. They wouldn't have charged us if we didn't use the rooms - they were just holding them for me."
"Gee, I didn't know you had so much pull. I may have to stick around you just for the perks."
It was only a five-minute ride to the hotel just off the toll road. I paid the taxi - making sure to give him a big tip since he might have to wait a long time in the taxi queue at the airport before getting his next fare.
We went inside and walked toward the check-in desks. It was a complete zoo, with the weather messing up lots of people's plans.
"Wait here," Whitney said. "I'll get us our keys so we don't have to wait in line."
I saw her walk to the end of the counter and talk to someone. That person walked in the back, and then another person - dressed like a manager, with a jacket - walked out. She hugged Whitney, and after a short conversation, they both looked my way. The manager handed Whitney the keycards, gave her another hug, and then Whitney headed back toward me.
"C'mon. This place is crazy," she said.
We headed toward the elevators.
"We're both on ten," she said as she pressed the button.
After getting off the elevator and walking down the hall, Whitney said, "come in with me, and I'll give you your key."
She tapped her card and we went in. She turned on a couple of lights, took off her coat, and tossed it on a chair. It seemed like a nice room with a king-size bed.
"Take off your coat for a second," she said, which was weird, but I did it. Then she walked up to me and put her hands on my waist. I automatically did the same to her.
"Umm, I kinda' lied to you," she said.
I gave her a confused look.
"I didn't get you a room. I told my friend we could share a room. Hope that's okay," she said with a sexy smile.
"Oh," I said. And as sarcastically as possible, I said, "I GUESS that will be okay." I pulled her a little closer.
"And I told her we only needed one bed," she continued. "I hope that's okay."
"Hmmm," I said, "I SUPPOSE that's okay."
"And," she continued, "I hope it's not a problem, but I like to sleep naked."
Now I pulled her against me even more, pulling her body against my rapidly hardening dick.
"Well, before I agree to this... arrangement, is it okay if I ask some questions?"
She looked at me like I was crazy.
"You have questions?" she asked.
"Uh huh."
"Okay, go ahead," she said, maybe on the verge of being pissed off.
"Well, I just want to make sure you don't get mad at me." Again, she looked confused. "So, when I'm sleeping, if I happen to move around and my hand accidentally rubs across your butt like this," I said, as I rubbed one hand against her chinos-covered butt and squeezed it as I pulled her against me, "will that be a problem?" Her muscular butt felt really good.
Whitney smiled. She clearly felt my hard dick.
"No, I don't think that will be a problem."
"Good," I said. "And while I'm sleeping and don't know what I'm doing, will it be a problem if my hand accidentally rubs across your body like this?"
While still holding my left hand on her butt, I placed my right hand on the side of her left breast. Then I very, very slowly moved my hand across her breast, slightly cupping it without really squeezing. Whitney closed her eyes and quietly moaned. I moved my hand across the gap between her breasts and then slowly across her right breast. By the time I got to her right breast, I could feel her nipple starting to harden.
When I finished, Whitney opened her eyes.
"No, that won't be a problem," she said softly while smiling.
"And if you happen to be facing away from me like this," I said, as I turned her around, "and my hand accidentally wraps around your arm and ends up here..." I then moved my right around her arm and placed it directly on her breast, this time giving it gentle squeezes. I could feel her hard nipple pushing against my palm. I also pushed my lower body against her. "Will that be a problem?"
"No," she said in a breathy whisper. "That definitely won't be a problem."
God, I liked touching her breast. I moved her hair out of the way and kissed the back of her neck, then the side of her neck.
"And if my hand drops down here," I said, as I moved my hand between her legs, cupping her crotch. Whitney let out a little gasp, followed by another soft groan. "Will that be a problem?"
"Unh-uh. Not a problem at all."
I turned Whitney back around. I lowered my lips to hers and gave her a short, but passionate kiss. But then I broke off the kiss.
"You know, I'm not sure I can trust your answers," I said.
"Are you calling me a liar?" she said with a smile.
"No, no, no. I'm not saying you lied, but I wasn't fair to you. You won't be wearing your clothes in bed, so it will feel different. Maybe your answers wouldn't be the same if you weren't wearing clothes."
"So, what should we do about that?" she asked with a beautiful twinkle in her eyes.
I reached forward and undid the top button of her shirt.
"Well," I started, "I suppose..."
Then I undid the second button.
"We'll have to see..."
One more button. Then I pulled her shirt out of her pants.
"How it feels..."
I undid the remaining buttons.
"Without some of these clothes in the way."
I spread her shirt, pausing for a minute to look at her powder-blue lace bra. I could see the shadow of her areolas, and I was very excited. I stroked two fingers across her skin beneath her bra. Then I moved the two fingers back to the center and slowly moved them down her bare skin until I reached the top of her pants. Whitney's stomach clenched as my fingers moved down. I unbuckled her pants and pulled down the zipper. I spread her pants open, exposing the top of her matching powder-blue panties. As I started to bend down, I kissed the middle of her chest below her bra and continued kissing down, slowly, until my mouth encountered the top of her panties. I was on my knees as I grabbed the sides of her pants. Whitney put her hands on my head.
I started to pull down her pants, but then I stopped. I lifted her right leg and slipped off her heels. Then I did the same for the other foot. I saw she was wearing nylons, which, for some reason, turned me on.
Once her shoes were off, with my head just below her waist, I pulled her pants down. I could see the darkness of a landing strip behind her panties. I pushed her pants to the floor and lifted each foot to remove the pants. Then I pushed them to the side. I ran two fingers over her nylons, starting at her ankle, then behind her calf, then behind her knee. I spent a few seconds just stroking the area behind her knee; Whitney sighed. Then I continued all the way up to the lacy pattern at the top and then back down. I kissed the top of her thigh-highs on each leg, then her bare thigh just above them.
"Mmmm" was all that I heard.
Then I pressed my lips firmly against her panties as low as I could get and gave her a kiss. Whitney pulled my head against her as she whimpered.
I stood up and put my hands on her waist.
"Let's see, where was I?" I said quietly. "Oh, yeah, I was asking some questions."
Whitney smiled.
"Will it be a problem if my hand accidentally ends up here?" I said, as I put my hand back on her butt and pulled her against my hard dick. My hand was half on her panties and half on her bare ass. I loved it and gave a squeeze. Whitney softly moaned.
"No," she said quietly, "that won't be a problem.
"Good," I said, as I gently grinded on her. "And, while I'm sleeping, will it be a problem if my hand accidentally moves like this?"
Like before, I put my right on the outside of her left breast and slowly - as slowly as possible - slid my hand onto her bra-covered breast. When it slid across her hard nipple pushing out her bra, she thrust her pelvis against me and softly whined. I fought the urge to cup her entire breast and continued my hand's movement over the rest of her breast, across the gap between them, and then onto her right breast. As I went across this breast, I spread my fingers a bit and managed to pinch her nipple between two fingers for just a moment while continuing my slow trip across her chest. The sweet moans and gasps from Whitney got me even more excited.
"And if I'm behind you," I said just like earlier as I turned her around, "and my hand ends up here," I continued as I wrapped my arm around her and cupped her breast with gentle squeezes, "will that be okay?"
"Oh (deep breath) yeah (deep breath) that will be fine," she said.
I kissed her neck as I fondled her breast. Whitney was rubbing herself against my dick.
"And if my hand ends up here," I said, as I removed my hand from her breast and cupped her vulva, "will that be a problem?"
Her panties were wet, and I pressed my middle finger between her lips.
"No... no... not a problem," she whispered as she alternated between thrusting her pelvis forward against my finger and backwards against my dick.
I continued kissing her neck as I tapped my finger against her panties. Finally, I pulled my hand up and slowly slid it into her panties, rubbing two fingers up and down over her pubic hair. As I started to go lower, I suddenly pulled my hand out.
"NO!" Whitney gasped as I withdrew my hand, causing me to smile. She didn't know how hard it was for me to do that, as I wanted to do more, too. She wasn't the only one breathing heavily.
I turned her around so we were facing each other.
"Why are you teasing me?" she asked, sounding almost desperate.
"I'm not teasing you," I said with a little smile. "I'm just making sure I won't get in trouble when we're sleeping."
"I promise you won't. Anything you do - ANYTHING - will be okay," she said.
"That's good to know," I said. "But I want to make sure. Just one more set of questions. But first, we have to make sure it's a realistic scenario. Since you said you sleep naked..."
I reached behind Whitney and unclasped her bra. I pulled the straps off her arms and pulled the bra away, finally seeing her breasts for the first time.
"Oh, god, Whitney."
"I know they're kinda small," she said.
I stared into her eyes.
"They're fucking amazing! I've never been more turned on in my entire life," I said as I cupped one breast. At the same time, I leaned in and kissed her hard. We were both extremely excited by this point, and our tongues couldn't get enough of each other. I squeezed her breast a few times before gently pinching her nipples, causing her to whimper while we continued kissing.
I pulled my face and hand away from her and looked at her breasts again. They were indeed on the smaller side, but I've always liked small breasts. They were round in shape with absolutely no droop whatsoever. Her areolas were slightly larger than average, and the deep, red color was hot as hell. Her nipples were thin but long - and very hard.
"Just beautiful," I said, as I returned a hand to one breast my mouth to the other. I ran my tongue around her areola and then flicked my tongue across the nipple. Whitney cried out as she pulled my head against her. While using my tongue on her nipple, I used one finger on my other hand to very lightly draw circles around the other breast. Then I moved toward the center, drawing circles directly around the circumference of her areola. Finally, I gently pinched her nipple.
"Yes... that's good!" she whispered.
I continued working her breasts while both of us were grinding on each other. After a while, Whitney reached down and started rubbing my cock.
"Take off your clothes," she whispered.
I reluctantly stepped away from her as I quickly unbuttoned my shirt, then took it and my undershirt off as I kicked off my shoes. I ripped off my pants and socks. I was going to leave my underwear on for now, but decided to remove them, too. As I moved back to hug Whitney, she wrapped her fingers around my dick, causing me to groan.
"I really want this," she said.
I pulled away from her and knelt down. I grabbed the hem of her panties and pulled them down, finally revealing her beautiful, wide landing strip and wet, open pussy lips. I gave one slow lick from the bottom, up between her lips, and over her clit. Whitney yelped when I went over her clit. As I stood up, I pushed my dick between her legs and pulled her against me. I put one hand on her ass, one on her breast, and my lips on hers. Both hands were pumping, and I was rocking my dick back and forth as we kissed hard.
After a few minutes, Whitney pulled her head away from me, both of us breathing hard.
"I can't wait any more, Chris. I need you to fuck me. Please."
I smiled.
"Get on the bed," I said, as I unzipped a pocket of my backpack and pulled out a condom.
As I turned to the bed, Whitney was on her back with her legs spread. I crawled between her legs, putting the condom down next to her. I leaned forward on my arms and kissed her. My butt was in the air, and she tried pulling it down. But I resisted. Then I moved my head lower and took her breast in my mouth, kissing around it for a few seconds before gently sucking on her nipple while I flicked my tongue across it. Again, Whitney grabbed my head and pulled it against her. After a minute, I repeated this action on her other breast.
I started placing kisses down her chest, over her stomach, and then on her landing strip. I went down and up her landing strip a few times before proceeding lower. I avoided her clit, kissing to the side but applying pressure. I kissed down her outer lips on the left side and then up the right side, getting close to, but not quite touching her inner lips or clit. I did it again a second time, this time adding a lick after each kiss. Whitney was whimpering the whole time. Her hands were on my head, but she wasn't directing me; she was just going with the flow. After the second circle, I licked right up the middle, from her pussy to her clit.
"FUCK! YES!" she cried.
Liking that reaction, I did it again.
"YES! AGAIN!"
I did this another three times. But as I ended the last lick, I closed my lips around Whitney's clit and slowly flicked my tongue across it.
"YES!" Whitney shouted, now squeezing my head and holding it in place.
I continued slowly flicking my tongue, and Whitney's cadence of whimpers made me think I was on the right track.
After a couple of minutes, I increased my pace just a little bit, listening for clues.
"YES! JUST LIKE THAT!" she yelled as she grabbed my hair.
Yes, that was the clue I was looking for.
While concentrating on maintaining the exact same pace with my tongue, I reached up and put my hand on her breast. I softly pumped it a few times - Jesus, I liked her breasts - and then gently pinched her nipple with the same pressure she seemed to enjoy earlier.
Whitney's whimpers turned to loud moans, thrusting her pelvis hard against me and pulling my head against her with each moan. This went on for another couple of minutes before Whitney exploded.
Her legs squeezed my head, she thrust her pelvis hard, she pulled my hair, and she grunted. Then she fell to the bed for just a second. Then the second contraction started, repeating the squeezing of my head, the pelvis thrust, the hair pulling, and the grunt. This cycle repeated over and over for about 45 seconds before Whitney just went limp. She fell to the bed, her legs fell flat, and her hands released my hair. I released her breast and moved away from my position between her legs. I moved around to lie next to her, holding my head up on my bent arm. For a while, I just listened to her breathe while I kept my moving my eyes from her face to her breasts to her landing strip and below.
After a minute, I lightly stroked her hair from her forehead over the top and down to the pillow. Whitney still didn't open her eyes, but I thought I saw her mouth turn up in the beginning of a smile.
After another minute, Whitney opened her eyes.
"That feels nice," she said quietly, pointing her eyes up indicating the stroking of her hair.
I smiled.
"I like making you feel nice," I said.
Whitney let out a short laugh.
"You made me feel a lot more than nice a few minutes ago."
"I'm glad. I felt a lot more than nice doing it, too. But I forgot to ask if touching you like that would be a problem."
Whitney laughed loudly.
"I think it's safe to say it wasn't a problem."
She closed her eyes for twenty seconds while I continued stroking her hair.
When she opened her eyes again, she said, "You know, you don't follow directions very well."
I gave her a confused look.
"Before we got in bed, I told you I wanted you to fuck me. You still haven't done that."
I smiled.
"I haven't done it YET. But trust me, I will."
'How about now," she said, as she lifted herself up and started kissing me.
We started kissing slowly, but we quickly built up to a more passionate kiss. Whitney pushed me down onto my back and crawled on top of me as we continued kissing. I put both hands as low as I could reach on her ass, squeezing it while I pulled the cheeks apart and pushed them back together. I quickly got hard again, and Whitney was grinding on me.
After five minutes, she pulled her head away and sat up.
"Where's the condom?"
"Right next to you on the bed," I said.
She moved off of me, grabbed the condom, and ripped it open. She rolled it down my dick and then straddled me, placing my dick right at her entrance. She moved it in circles a couple of times before impaling herself on me.
"Oh, God, Whitney!", I groaned, which made her smile.
She put her hands on my thighs as she slowly lifted herself up and down. Her athletic legs let her move up and down with ease. As my dick slid through her tight pussy, the feeling was extraordinary. I reached up with both hands and cupped her breasts, gently pumping them as she rode my dick. Her nipples looked fantastic sticking out, and when I put four fingers on her areola and then dragged them out across her nipple with a little pinch, she whimpered. I pumped one breast while repeating the nipple pinch with the other for a minute before swapping breasts.
I pulled Whitney down so I could kiss her while she continued sliding my dick in and out. I continued gently stroking - almost tickling - one breast while using my other hand to squeeze her ass. Both of us were building toward the inevitable, and I wanted to make sure she came first.
"Sit up straight again," I whispered.
She quickly got back in position as I licked two fingers and started quickly stroking her clit. Whitney's eyes were shut tightly as she seemed to be concentrating on enjoying the moment. When Whitney sat up, I removed my hand from her ass. I quickly licked the tips of all my fingers on this hand and moved them to her nipple, again gently squeezing it the way I thought she liked. Just as I thought I couldn't take it any longer, Whitney stopped going up and down, instead thrusting forward with a grunt. Her pussy contracted on my dick, and I erupted with a squirt harder than I had ever felt. For ten seconds, Whitney would grunt, squeeze my dick, and I'd grunt with another explosive squirt. It felt like my entire body was experiencing the orgasm. After I ran dry, I continued rubbing Whitney's clit and pinching her nipple, hoping to extend her own orgasm as long as possible.
Whitney continued experiencing contractions for another 30 seconds. I loved being able to watch her in this blissful state, especially as I continued looking at and touching her body, knowing that I helped give her this pleasure.
When she finished, I wrapped my arms around her and pulled her down on me. I loved holding her and feeling her breasts pressed against my bare skin.
After a minute, I whispered, "Lift up your body for a second. I need to grab the condom."
In her exhausted state, she didn't lift very high. But it was enough for me to slide my hand in, hold the end of the condom and pull out. My dick flopped onto the bed. I didn't bother removing the condom as long as I was out of her, as I didn't want to disturb her more than I had to. She quickly lay back down on me.
After a minute or so, Whitney lifted her head and smiled, causing me to smile.
"That was really nice," she said, and she gave me a short kiss.
"Mmm, yes it was," I said.
She laid her head down again, with her hands holding my shoulders. I left one hand behind her back and moved the other to her ass, causing her to giggle. After a minute, she lifted her head again and lifter her body up on her arms. She had a serious look.
"Chris, did you really think my boobs are okay?" she asked rather anxiously.
I chuckled for a second.
"Jesus, Whitney, I LOVE your boobs," I said as I looked at them again before looking back at her. "I think they're fantastic!"
She gave me another short kiss.
"I didn't think guys like small tits," she said.
"Some guys probably don't. But this guy would take your tits over double Ds any day of the week. I really love them."
"I guess I've been dating the wrong guys," she said, laying her down on me again.
After a minute or two, I asked, "Do you have any exciting plans for the weekend?"
"Unh-uh."
"So, I was thinking, since tomorrow would be a travel day anyway, I thought about telling my office I wasn't coming in. I'll tell them I'll just work from home. And I thought maybe I'd just work from here. And I was wondering if you'd like to work from here, too. Maybe we could go downtown tomorrow night and do something fun, and then stay here another night. We could go home Sunday, in time to do some laundry, pack again, and then head back on Monday. But it's just a thought."
Whitney lifted her head and smiled.
"So are you saying we'd have to share this hotel room again?"
"Uh-huh."
"And are you saying we'd have to sleep in the same bed?"
"Uh-huh," I said with a big smile. "And, umm, I hope it's not a problem, but I like to sleep naked. Would that be okay?"
"Hmmm," Whitney started, "no, I don't think that would be a problem. Then, echoing my exact words from earlier, she said "Well, before I agree to this... arrangement, is it okay if I ask some questions?"
"Questions? You've got questions?" I asked, trying to sound as indignant as possible.
With the most serious look she could muster, Whitney asked, "will we fuck a lot?"
We both broke out laughing.
She agreed to the... arrangement.
And we fucked a lot.
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