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Jenna took the room card from the desk clerk and headed to the elevator. After a long day teaching fourth graders, a two-plus hour drive, and a quick dinner stop, she was ready for a shower and a glass of wine. Then she could enjoy a little stress-relief exercise she was very good at and also enjoyed very much. The fact that it would be in a hotel room in the state capital instead of her apartment would add some newness and excitement.
Her district had asked her to attend a seminar of next-level reading lessons with Natalie, one of the most respected reading specialists in the district. They both knew there was nothing new in reading — it was the same old thing repackaged, wrapped in a nice bow, and given a cool, new name. But the opportunity to spend a couple of days with other educated adults while subs dealt with their classes was a well-deserved bonus.
The fact that Natalie was also one of the main instigators in the school’s site planning/brain storming/cuss the principal/happy-hour group was another bonus – Jenna had been trying to get invited to their events for a couple of years. Natalie also had a family event that evening and would meet Jenna at the conference the next day. This would give Jenna sole ownership of the nicer-than-expected, district paid-for hotel room for the first night so she could practice stress relief as many times as she wanted.
‘Wow, can’t believe the district sprung for this’, she thought as she opened the curtains to a vibrant, well-lit skyline. From the eighth floor she could see lines of cars and throngs of people walking about, and she knew just two streets over was the party street – club after club catering to every want and desire of tourists and college students. She knew she and Natalie would meet other teachers there tomorrow night, but for tonight she had a date with herself.
Jenna opened her wine, poured a glass, and drank it while she unpacked her suitcase. There was something about being in a new location, a temporary vacay from her normal life, that made the wine seem even better than she remembered. She poured a second glass, started a bath, and turned off her phone as she began undressing. She’d been looking forward to this date for days, and she didn’t want anything to interrupt the intimacy.
* * * * * * * *
Natalie and Jackson got the text message from their son before they left for an evening with the family. His girlfriend had gotten called in to work and wouldn’t be able to make dinner than night. They made new plans for next week, and as Natalie sent the last text message, she went into her closet and found clothes more suitable to her upcoming road trip than the dress she’d worn to school that day.
When she came out in her bra and panties carrying her travel jeans and shirt, Jackson couldn’t resist her curves, and came up behind her and grabbed her hips. He used them to pull her ass clad in only silky panties tight against his erection while nuzzling her neck.
“Since we have a free evening…” he said as his hands moved up her waist to her familiar 36Ds.
Jackson knew her body almost as well as she did, and his touch always contained the promise of intense pleasure and satisfaction. As his hand roamed from her breasts, down her stomach, and into her panties she melted into him, and when he found her already wet, she thought of giving in to both of their desires.
Natalie turned to face her husband. Even though she was over 5′ 6″ tall, he still towered over her. He was a slightly more mature, still handsome version of the man she fell in love with over 20 years ago. He knew every curve, every sensitive spot or her body, and every desire she ever had, and he knew how to make her moan and beg for more. As she slid her tongue in his mouth, she pushed her hips against his. His hardness pushed against her stomach showing her just how badly he wanted her.
“I want you to fuck me so badly,” she said hesitantly. “I can get up at three in the morning to head to the seminar.”
“I want you, too…” he responded, “…but I don’t want you making that drive so early in the morning. Probably better if you head on down tonight so you’ll be fresh in the morning.”
She nibbled on his ear lobe before whispering, “You could watch the video we made, and send me a text message of what you do after watching it. That would make my drive more interesting. And I promise I’ll more than make it up to you as soon as I get home.”
To encourage him she reached down and stroked his hardness while looking seductively into his eyes.
“I like the way you think!” he added excitedly. He passionately kissed her again to seal the deal.
“You know, this will give you more time to get to know that hot little teacher they have you rooming with,” he added.
“Is she really hot?” Natalie asked, more to tease him and prolong the discussion than to question his taste or bust his balls.
“OK, ‘cute’ – would you agree to ‘cute with nice curves’?” he responded.
“Yeah, I think ‘cute and curvy’ nails it.”
Natalie had escort bayan already packed her bag to be ready to leave at 4:00 a.m. the next morning. She grabbed her backpack with laptop, made sure she had all her beauty essentials, and loaded up her SUV.
“Thanks, Sweetheart. I’ll call you when I get there. Any messages you want to give my ‘hot little roommate?”
“Probably none that wouldn’t get you in trouble, but let me think about that,” he replied. “You could always try to sneak a good look while she’s changing and tell me all about it.”
“I can do that Sweetheart,” she said.
* * * * * * * *
Jenna lit a candle in the bathroom and placed her glass of wine on the side of the tub. She checked the bubbles and the water temperature, and when they were perfect for a romantic evening alone, she slid off her bra and panties.
She turned to look at her reflection in the subdued candlelight. When she was younger, one of her friends gave her the nickname Velma. She owned the name, and one year she bought a sexy Velma Halloween costume. When all the boys noticed she started buying similar short skirts other styles and colors. She was sexy, somewhat-Velma, without being a cartoon character.
In college she met Bradley, her first true love. He told her she was the hottest, sexiest girl he had ever met, and she gave herself to him for the first time, and for many times after that. By her junior year she realized she wasn’t the only girl, or guy, sharing themselves with Bradley. When she confronted him, he told her she wasn’t as hot since she had put on those extra pounds.
At first she was crushed by this revelation, but she graduated college, got her first teaching job, and moved away all as a single, confident, beautiful, curvy woman. During the past 10 years she occasionally dated, fought off the advances of many of her student’s dads, and even a few moms, and had coaches from the high school flirt with her during district meetings. Still, nothing serious ever developed, and she learned a variety of ways to take care of her own sexual needs.
Tonight was one of those nights. She watched the candlelight dance off her curves, and the small dots of light reflect in her glasses. When she smiled, dimples framed her full, pouty lips, and her dark eyes were equal parts mischief and seduction. Here breasts were large, especially for a girl barely five-feet tall, full, and covered with gorgeous pink nipples. Between her legs was a recently-trimmed triangle of hair framed by smooth legs and full, womanly hips.
‘Fuck you, Bradley,’ she thought before she turned and stepped into the tub. ‘I’m still hot!’
* * * * * * * * * *
When Natalie pulled on to the interstate, she tried to call Jenna to let her know of the change in plans. The call went immediately to voice mail.
‘Crap’, she thought. ‘I wonder if she has her phone turned off.’
She really would like to be under Jackson right now, his dick inside her making her scream, moan, and talk dirty. But driving down early was the smarter option. She would wrap her legs around him and coax every drop of his being in a few days. To try to stay focused on the drive she started her favorite playlist, and most songs had a special meaning. One was the song one son danced to in the talent show when he was in 3rd grade. Another was a song that made her other son sad when his first girlfriend broke up with him. The next was a song she had danced to when on the high school drill team.
She went through a range of emotions until a song came on that she and Jackson first had sex to, and that they often played while fucking. As she listened, she realized they hadn’t had sex in four days, and she was horny again for the second time that evening.
‘Dang, I could really use some dick right now. But I’m going to be gone for three days, so no chance… I could always give in to one of the coachs…’
She needed to try to get her mind off of Jackson and his oh-so-willing erection.
“Call Jenna” she told the infotainment system.
Like the first time, it went straight to voice mail.
“SHIT!” she yelled.
She pulled over, got some caffeine, and found a more upbeat playlist. She texted Jenna her change in plans, then got back on the interstate. She decided to go a little faster to make her concentrate on the road and not the itch between her legs.
’41 miles, 47 minutes’ displayed on the GPS. ‘Gotta keep focused for just a little longer’.
* * * * * * * * * *
Jenna had been waiting for this day for over a week. She was excited to be paired with Natalie for the seminar. Natalie was the instructional specialist at the school – the highest-ranking non-administrator. She was taller than Jenna, well built, and at 45 years old was sexy as hell. She dressed like a million bucks, and carried herself like royalty. Her shoulder-length dark hair was always perfect as were her nails and fashion accessories. Teachers admired her, kids would never consider crossing her, and the young coaches from the high school bursa eskort bayan all tried to get in her pants during happy hours. She had a way of letting them know they had no chance, but at the same time thanking them for trying. She never shied away from attention.
Jenna desperately wanted to get on her good side, and maybe even some day slide into her role at the school. For now, she would be happy getting invited to all the events that Natalie hosted.
When she found out her roommate couldn’t make it for the first night that was a bonus. Jenna had learned to love sex during college, but in the years since she was very particular about who she shared her body with. She had become an expert at sex with herself, and she would rather enjoy a long evening of slow build up and rapturous release than risk a possible bad sexual experience with a stranger.
The one thing missing in masturbating at home was variety, so being in a nice hotel in an exciting town would add some of that. That week she had gotten a mani/pedi and done ladyscaping in case she happened to meet someone, or for some special playtime if she didn’t. When she learned the district was pairing teachers up in rooms, her plans were squashed, but when Natalie couldn’t make it the first night, she was again ready for adventure.
As she enjoyed the warmth of the water, she fantasized about one of her favorite sexual encounters with Bradley. The way he undressed her, then made her take of his underwear, then she grasped his erection and it took his breath away… As she remembered the way they felt together, her hands eagerly cupped her boobs. She fantasized about his mouth on them, partially nibbling, partially sucking while she pinched her nipples, and that started her hips rocking in the warm water. Then one hand slid between her legs while the other took turns caressing her breasts.
‘Oh god, this feels so good,’ she thought as she slid a finger further between her legs.
One foot came out of the water and braced against the wall so she could steady her body and reach deeper. She saw her freshly-painted red toes as she slid her finger in her pussy – it reminded her of another favorite memory, how much Bradley loved her tiny feet. And how he would kiss her toes, and feet, and work his way up her legs to her…
‘This one’s going to be fast’ she thought as she pushed her finger deep inside and rocked her hips harder and harder.
“Ohhhh, yeeeaaaahhhhh,” she moaned. After the loudest sound of the past minutes being the water sloshing in the tub, her loud moans were startling.
But as the first trembling of orgasm combined with her moans, she suddenly lost her fantasy of her ex. Instead, for some reason, she was suddenly fantasizing about Natalie, her older but still gorgeous body covered only with tiny pajamas that highlighted every curve. She was shocked that she was imagining a woman she barely knew, and even more so that it was adding to her pleasure.
“OOOOOOOHHHHHHH – my gaaaawwwwddddd!” she screamed, as her body stiffened. “I’m cumming!!!”
Her body writhed in the warm water as waves of pleasure raced from between her legs through her body. She let her finger stay inside as her body relaxed, and when her orgasm subsided, she pulled it out and tasted the combination of pussy and soap.
‘That was so fast AND amazing,’ she thought to herself as she basked in the afterglow of a very intense and satisfying orgasm. ‘I think I’m going to have to go again.’
* * * * * * * * * * *
The GPS said she was just under 20 miles away when the infotainment system told Natalie she had a text message from Jackson. When she pushed the ‘play’ button, the robotic voice began.
“Watched our video. You are so fucking sexy and look amazing naked with me inside you. I came HARD tonight. Miss you!”
“Nice, Baby,” she said as Jackson’s message finished playing. Unfortunately, the itch between her legs was worse than a few minutes ago. She had the infotainment system send the text, ‘NICE – I wish I was there!’ then wondered how she could best take care of her own sexual needs. She was now less than 15 minutes from the hotel so decided that was her best opportunity. She sped up five more miles per hour.
* * * * * * * * * * *
Jenna felt partially relieved but still partially excited as she dried off. It had been over a year since she had sex with a partner or enjoyed self-sex outside her apartment, so just the newness of satisfying her needs in a nice hotel was unique and somewhat exciting.
She grabbed her empty wine glass from the side of the tub and refilled it, put on her robe, and walked back out to the room. It was still mostly dark, so the lights of the downtown area were vibrant through the window. She looked at the hustle and bustle below while sipping her wine. Tomorrow night she and Natalie would be included in those throngs, but tonight she was alone.
Her robe fell open, and the part of her that was still excited started to take over. She reached in escort bursa the robe and caressed a breast, then rolled her nipple between her fingers. She felt that between her legs, so she reached between them. The slightest touch triggered a sensual warmth like she had felt in the tub a few minutes earlier.
‘Oooohhh, this feels really good,’ she thought. ‘Definitely going to need to go again.’
She pulled the oversized chair and ottoman next to the window so she could look out at the city while she played. She opened her robe and again let her hands wander the familiarity of her curves. Like the new bath a few minutes ago, looking out the window at the new and exhilarating lights added a level of sensuality. She would love to have a partner kneeling between her legs, their tongue deep inside her, but at least her own hands never once let her down.
* * * * * * * * * * *
Natalie took the key card from the desk clerk and verified Jenna had already arrived. She took the bag that hid her wine coolers and her suitcase to the elevator and selected the eighth floor. As she rode up in quietness, she was wondering what she could say to her roommate. She had changed plans unexpectedly and tried many times to call and let her know of the change. It wasn’t quite 10:00, so she could be sleeping, in the shower, or possibly out exploring some of the bars the capital was so famous for. She found the correct room and unlocked the door.
* * * * * * * * * * *
Jenna again imagined her first lover, this time licking her womanhood. He alternated between playfully biting on her clitoris and probing her inner wetness with his tongue. As he got her close to orgasm, he pulled his tongue out quickly moved up her body. As he slid his erection inside her, she moved her hips forward to accept him.
‘Oh Bradley,’ she imagined as she rocked her hips forward in rhythm to his thrusts. ‘You feel so fucking amazing’.
As her imagination replayed this familiar fantasy, her own hand worked its way between her legs. As she slipped her finger inside her wetness, hey fantasy again meandered away from her familiar ex-boyfriend to the new and totally unexpected image of her soon-to-be roommate. The first time she masturbated that night she was shocked she was fantasizing about a woman and surprised at how good the fantasy felt. But this time she just laid back, enjoyed the new mental images, and let her hands go where they wanted to.
‘Oh Natalie, why are you taking off your pajamas?’
* * * * * * * * * * *
Natalie slowly pushed the door open not sure of what to expect. The room was dark, so she assumed Jenna was asleep. She pulled her suitcase in trying to minimize how far she opened the door, not wanting to disturb her roommate if she were sleeping.
“OH MY GOD!” she heard shrieking from the near-darkness.
Startled, and not sure what was happening, she turned toward the sound. In the very faint light she could barely see Jenna in the chair, her robe open, naked. The younger woman quickly closed the robe and stood up.
“Uhhh – Hi Natalie… I wasn’t expecting you tonight…”.
The look on her face was twenty-percent terror and eight-percent embarrassment.
“Uhhh… I’m sorry… uhhhhh… Hi Jenna. I tried calling a few times to tell you I was heading down tonight. I… uuuhhhhh… I’m so sorry…”
“Oh my god, I’m so embarrassed,” Jenna said, burying her face in her hands. “I… uuuhhhh… wasn’t expecting you tonight…”
Her voice trailed off until it was barely audible.
Being a wife, a mom, a woman who loved and craved sex, Natalie had been in dozens of uncomfortable situations throughout her life. But this one was definitely new. She didn’t have time to think, but instinctively triggered her reflexes that helped her in situations in the past.
“Nothing to be embarrassed about,” she said as she took one wine cooler and put the rest in the small refrigerator. “Everyone does it.”
She put her suitcase on the bed furthest from the window and sat down next to it. She took a huge sip of her wine cooler waiting for Jenna to say something and also giving herself a second to think of what she could do next. Jenna checked to make sure her robe was tied before again sitting back down.
“I’m so sorry…” she muttered, afraid to make eye contact with Natalie.
“There is nothing to be embarrassed or sorry about,” Natalie responded. She grabbed another wine cooler from the fridge, opened it, and carried it to Jenna. Jenna barely moved as Natalie approached, so Natalie sat on Jenna’s bed, close enough to the other woman where she could offer her the wine cooler.
“Have a wine cooler,” she said with a lighter voice, trying to lessen the tension. Jenna took the drink but still looked mortified. Natalie barely knew Jenna – just from limited interactions at school – but she could tell this was going to take some serious sharing to get past this episode.
“Jenna,” she said calmly, and with that soothing tone mothers were so good at.
“There’s nothing to be embarrassed about or to apologize for. Everyone does it – I do it, my husband does it, many of the teachers at happy hours talk about doing it. If it didn’t feel good, people wouldn’t do it. But it does feel good – REALLY good – so people do it all the time.”