Watching Jennifer (closed)

[Inspirinious]

"I think that if you purr, that would be a good thing. How could I take it the wrong way?" He replied to Jenn's statement, but didn't really expect an answer to his question. Matt smiled while thinking that he wanted to make her purr.

He removed the robe that was laying over her upper legs and buttocks and placed it in a chair. Jenn was still laying on her stomach, but now she had less covering her body, basically just the t-shirt he had loaned her. The hem of the t-shirt did not fully cover her bottom. Matt could see the bottom edges of her panties and he felt a small rush in his body, something he hadn't experienced in many months. He knew this was a sexual response, but they were both adults so he didn't really feel it was wrong. He really liked being with Jennifer, and he like caring for her.

Matt squeezed more of the massage oil onto the palms of his hands and then postioned himself back on the bed, stradling one of Jenn's legs. This time he was further up her leg so he could reach the backside of her thigh. Again he began with long, slow strokes. These began just above her knee and went upward along the back of her thigh until he almost touched her butt. His thumbs worked the center of the muscle while his long powerful fingers fanned out and worked the full width of her thigh, wrapping half way around her leg. As he reached the top of his stroke, his fingertips were very close to the crotch of her panties.

Matt was very tempted to let his fingertips stretch a bit further and touch her private parts through the thin fabric of her panty. He wondered how she would react. Probably not well he assumed. She hadn't initiated anything sexual with him, and hadn't even flirted sexually with him. If he wanted a sexual relationship with her, and he did, it would have to develop with some patience.

His hands continued the long strokes over the back of her thigh, each succeeding stroke applied more firmly, working out the minor knots he located. As before with her calf, he switched to a sideways twisting motion to further relax the muscle. He could hear Jenn respond with an "Ahhh". Not exactly a purr, but almost a moan. Despite her warning to not take such sounds the wrong way, he accepted her response as a positive response, that he was doing a good job and her body appreciated how he pleasured her.

He repeated the process with her other thigh, massaging the hard knots out of her muscle while creating a harness between his own legs. His arousal surprised him a bit and he tried to conceal it by ensuring that his cock did not make any contact with her leg. As she was laying on her stomach, facing away from him, she could not see the growing bulge in his shorts.

Finished with the backside thigh muscles on both legs, Matt again got off the bed and stood to the side.

"Jenn, If you want me to do your quads, I need for you to roll over." He spoke with a soothing voice to Jenn. The atmosphere in the room had a relaxing effect upon both of them, the glow of the candles and the soft scent they produced.

Jenn appeared to have relaxed almost to the point of falling asleep. She rolled over in a groggy state and smiled up at Matt without saying anything. He noticed that by rolling over, her t-shirt moved up even more, exposing more of her panty. He turned to hide the growing bulge in his shorts while reaching for more oil.

As he straddled her leg again, he tried to not touch her with his cock. He needed to focus on giving a proper massage to her quad muscle, and not on her panty covered pussy which was just inches away. She had fluffed a pillow behind her head, propping it up so that she could see him. Her eyes followed his eyes and he was concerned that she might know that he was stealing glances at her panties.

Matt tried to maintain focus on the massage he was giving. He found that was easier to do if he looked at her face, and not anything below her waist. His hands could feel where he needed to place them upon her leg and what they needed to do. He relaxed as he got closer to being finished. He smiled at her and she appeared to smile back at him.

Once he finally finished the massage, he sat on the edge of the bed next to her hip, and turned to face her. Without thinking he rested his hand upon her thigh, as if he didn't want to break the touching contact between them.

"I hope that has helped your legs. I am not sure whether you will feel like running tomorrow or not. I would love to have you join me tomorrow or the next day."

 

[Sidney_1]

Jenn stretched and tensed her legs as Matt’s massage concluded. Wow, he was fantastic. He had used a nice, firm pressure along all of her muscles and his movements were well-coordinated which had made her feel very relaxed. His hands were warm and she sensed his care and desire to help her through his touch. They had both probably needed this human closeness and contact. For Jennifer, it had felt both soothing and arousing to have Matt’s hands upon her.

Jenn turned on her side to face Matt and covered his hand with her own.

“That felt wonderful, Matt, thank you. Yes, I’ll join you tomorrow morning. If I’m going to be eating great dinners and designing bikinis, I’d better stay in shape. And you’re a nice companion for me. I’m not an expert, but if you want a tag-a-long or want an opinion on one of your work projects afterwards, I can give you my two cents.”

Jen had no idea why she had basically offered to spend the day with Matt, but she had. She knew she had been working hard, and she just felt like taking a break and she was feeling drawn to her sweet and sexy neighbor.

 

[Inspirinious]

Matt had a warm feeling deep inside which was something he hadn't experienced since Barbara's death all those months ago. He was having a great time with Jenn. He felt comfortable with her. But he knew that warm feeling deep inside was more, much more. He had a growing affection for her.

Giving her a massage had been a stimulating experience. He had felt a special connection with her as his hands had touched her, massaging her muscles and feeling her smooth flesh. And when his fingers had been so very close to her private parts, he felt that tingle, a sexual tingle in his body. Yes, he wanted her sexually but their relationship was far from taking that step.

Matt thought that he needed to let her know about the feelings he was developing for her. This was a great opportunity and he didn't want it to slip away. They were alone together in a candlelit room, filled with the sweet aroma from the scented candles, on a bed, and each was wearing a minimal amount of clothing.

He needed to give her some sign of his affection without coming on too strong and scaring her away. He turned his body more towards her as she lay on her side facing him. He moved his hand behind her back, making a stronger physical connection and leaned in close to her.

"Yes, Jenn. I would love to have you tag-a-long. I believe that having another pair of eyes review my design ideas would be very helpful. And running together will be good for both of us." He paused a moment and looked lovingly into her eyes.

"I want to thank you for going out with me tonight. I have loved every moment of our time together. I still don't want this to end."

Matt closed the gap between them and placed a simple kiss on her cheek. Pulling back a little, he watched for her reaction. Not seeing any sort of negative response, he leaned in again and kissed her on the lips and held this kiss a moment longer.

 

[Sidney_1]

Jenn rolled back onto her back, opening herself to Matt as he leaned in to kiss her. First on her cheek, and then lightly on her lips. It felt like the most natural thing in the world – after a great dinner, a beautiful view of the stars, a superb, candle-lit massage. And then Matt telling her that he had genuinely enjoyed her company so much that he didn’t want their evening to end. It made Jen feel warm, nurtured, and safe. He was speaking to her as if she was a young, interesting woman and not just the girl next door who he had watched grow up.

It was as if he was testing her, wanting to feel close, but not pushy.

Jen found herself lost in the world of sensation, his warm lips connecting with hers as she returned his kiss. He was a good kisser- patient, sensual, sexy.

After a few moments, they stared into each other’s eyes and she brushed a tuft of his hair away from his face.

“You’re a good kisser and a passionate man. I can sense it. I’ve had a great time with you this evening, too. And I hope we can both have a lot of fun with some new experiences with each other this summer. This was such a nice, sensual evening. You make me feel really good. I know you’re probably done with the ‘exploratory’ phase of your life, but mine is just starting in many regards. And as you know, I like to live my life to the fullest. Thank you for making my evening feel so full and warm.”

 

[Inspirinious]

Jenn appeared comfortable with his kiss, as if she expected him to kiss her. Maybe she really wanted him to kiss her. He had wined and dined her, but he wasn't the type to expect a lady to give in return for such favors. Jennifer was a wonderful woman and Matt really enjoyed taking her out to dinner.

He listened as she said "You’re a good kisser and a passionate man. I can sense it."

The little things she said and did meant so much. The way she brushed his hair aside, was a thoughtful touch. Even that little gesture further endeared her to him.

While she was talking he was listening carefully and looking at her. He loved the sparkle and life in her eyes.

Matt was also aware that as she lay there in his t-shirt, that as they kissed, her nipples became noticeable. 'She is not wearing a bra, and her nipples are indicating her arousal.' he made note to himself.

When she finished he replied. "Thank you for your kind words. I am what I am from the inspiration I receive. And you truly inspire me."

He leaned over and kissed her again. Kissing her was so pleasurable. She also was a good kisser. He let his hand wander up her side and over her heaving breast which he gently cupped in his large, warm hand. He heard Jenn let out a small gasp which became a soft moan. They continued a gentle loving kiss as he played ever so lightly with her firm bosom. Every time he touched her, he felt a special energy between them. He wondered if she also felt it.

 

[Sidney_1]

Jenn could feel her body tingle with excitement just from Matt’s compliment about feeling inspired by her and from the way he had massaged and kissed her. It was as if they had both felt a sexual spark between them and they just weren’t going to deny it anymore. It felt too good, and there was no need for words.

Jenn moaned as Matt’s warm hand gradually edged up her sides pausing at her full breasts, just barely exploring and cupping the contours. He really knew how to make her melt. And he was so sexy and handsome, too.

Jenn returned his kiss, kissing him more deeply and fervently.

“This feels good and I’m not going to feel guilty about it. We’re both adults and single. This feels like a magical, intimate moment and . . .it’s okay to just be exploratory and do what feels good in the moment, right?”

 

[Inspirinious]

Matt felt like a much younger version of himself. He hadn't been this aroused or excited about courting a woman in many years. He could feel his heart beat faster, and he could feel his cock throb. He was completely captivated by this young woman.

Their kisses became more physical, more passionate, and their tongues explored the other's in a sensual dance. He liked the way she kissed and the way she tasted. And he loved the feel of her breast in his hand, their flesh separated only by the thin material of the t-shirt.

Her words about both being single adults, and doing what feels good in the moment, sounded indeed like an invitation to continue. He gently squeezed her other breast and she moaned again and arched her back, pressing her bosom firmer into his hand.

He really wondered how far he could take things, or should take things. How far did Jenn want him to take things? Surely she would tell him if he did anything unwanted or inappropriate. He just needed to pay attention to everything she said, and what her body language told him. And for now, she appeared to be encouraging him on.

His hand came to stop over her breastbone and he could feel her heartbeat. He thought he was feeling her love for him flowing through her body. He took her hand and placed in on his own chest, so she could feel his heartbeat as well. They lay together for moments, each feeling the other's heart while staring into the other's eyes. Matt felt a powerful emotional connection to Jenn.

And he kissed her again and again.

While locked into another sensual kiss, tongues intertwined again, his hand began to move down her body, over her tummy, over her abdomen, and down over the hump of her mons lying beneath her thong. He paused, looking into her eyes for a sign, yes or no. But he only found her staring at him, motionless.

Was she afraid of what he might do next? Or was she longing for him to continue? He got no sign so he decided to continue, hoping she would one way or another answer his unasked questions.

His hand slid lower over her thong and cupped her sex between her legs. A finger slid over the fabric covering her slit. His heart raced as he touched her in such an intimate way.

"Tell me if you want me to stop." he whisper to her.

 

[Sidney_1]

Jennifer rolled onto her back, so she could look up at him as he explored her body. Their intimate kissing and the way he had squeezed her breasts- with tenderness, but with a lustful appreciation—she knew they both wanted each other—and there was an obvious sexual chemistry between them. She knew it was odd, they were neighbors! But, there was no one being harmed. And their bodies didn’t lie.

She had felt the bulge of his cock against her belly, and she knew he was turned on by her, too.

Jenn normally hated the feel of thong underwear, especially if a boyfriend was going to tease her and try to pull the strap aside. It was more comfortable to just remove it.

“No, I don’t want you to stop, but I think it would be more comfortable for me if I removed this tiny thong. It’s like dental floss on your privates. I think you should have the honor of touching me and knowing how you have turned me on, don’t you?”

Jen quickly wiggled off her underwear and remained in just the t-shirt. Matt’s hand found her thigh and then circled inward. Jen moaned, her chest hungry for his attention again, in anticipation of what Matt might do to her.

She knew she'd be masturbating to this exact same scenario once at home. No doubt, he was probably an amazing lover. But, for now, making out and petting felt fantastic.

 

[Inspirinious]

Passion was swelling up inside of Matt. His whole body tingled with sexual excitement. His cock was hard and throbbing in his shorts. He felt a lot of love for this woman, and sexual desire.

He had backed away allowing her the space needed to remove the tiny thong. It was so small, but when in place, its location had been such a large barrier, a barrier that she appeared eager to remove.

"I think you should have the honor of touching me and knowing how you have turned me on, don’t you?" her words sent shivers through his body. She was anticipating his desires and accepting his actions.

Matt leaned over Jenn again and kissed her, mouths opening to one another, just as his finger touched her exposed, damp lower lips. She moaned as he began to run his finger over her swelling labia. Their tongues danced, their bodies arched to the other's touch, and they moaned together in the sexual encounter.

He pressed his finger between her wet fleshy folds and it slipped inside her. She was quickly becoming hot and wet. He fingered her, sliding his finger in and out of her love canal, and then along her slit and lightly over her clit.

Their kiss became more passionate, their breaths became quicker.

He used his finger to scoop up some amount of her fluid which he raised to his nose. He inhaled her aroma and moaned. Matt then slid the wet finger into his mouth, tasting her sex.

"What a fabulous flavor you have." he whispered to Jenn.

Then he returned to kissing her as his finger again slipped into her wet pussy.

 

[Sidney_1]

Everything Matt did made Jenn want to connect herself even more to Matt. He was hot for her, she was hot for him, and their dancing tongues were like fuel to their erotic spark.

The way Matt kissed her, passionately, longingly, made Jenn open herself up to him even more. She knew—and already he was—going to take her places that she had never been.

She couldn’t even recall the last time she had just kissed and caressed and touched for . . . hours. It felt fantastic. And Jen loved that she didn’t have to tell Matt what to do, or how to do it, what he did and what he said. . .just turned her on more than she ever felt capable of feeling.

Jen returned Matt’s passionate kiss as she moaned in bliss at his adoring words about her taste and they way he was exploring her pussy with his finger. She began to rock her pelvis gently; it just felt good to have his hands on her. . .the connection. . . his tongue in her mouth. .. his hands in her pussy. Their lust heavy between them. . .Jen knew this was just the beginning of something amazing.

“Matt, you’re making me . . .absolutely melt and gush. I- I’ve never had a man touch me like this,” Jen said, breathlessly, as Matt’s finger played inside of her. “I like how patient you are with me. If I left myself in your hands, I’m sure you could make me erupt.”

Jenn’s body shuddered at the pleasure of Matt’s warm kiss and his firm body and penis as he hugged himself to her.

“I’m going to remember this moment before I go to sleep tonight. I hope you’ll be watching,” Jen said. Jenn had noticed the binoculars and had noticed that she could see her house. . . but, she wasn’t entirely certain that he had been watching her. But, just in case he had reservations... well, now he didn’t need to have them. She was giving him permission. But, of course, he literally had her right in his hands.

 

[Inspirinious]

"You excite me greatly, Jenn. I really like making you feel better. From what you say, it appears that you would greatly like for me to make you erupt. I know a way to do that and I am sure you will find it extremely pleasurable."

Matt kissed Jenn again on the lips and then began planting a series of kisses down her body, still covered in the t-shirt. When he drifted below the hem of the t-shirt, his lips touched her creamy smooth, soft flesh. He could smell her arousal, the dew from her nether lips. He positioned himself between her parted legs then kissed her mons. He didn't go any closer to her sex, not yet.

He repositioned himself much lower down her leg just above her knees and began planting tiny kisses and little licks with his tongue on the sensitive flesh along the inside of her thighs, first one thigh and then the other, slowly moving closer to her treasure. Matt knew this would raise her arousal greatly, the inner thigh being so sensitive to gentle touches.

"You smell heavenly, Jenn. I have already tasted you from my finger. Now I want to enjoy you, directly from the source."

He ran the tip of his tongue upward over her slit. He could feel her body shiver and she moaned. Matt was pleased. He knew he could make her erupt, and turn her into a puddle of quivering flesh. Yes, he could do that, and she would love it.

Again he licked her slit, this time pressing the tip of his tongue between her puffy lips. Next he ran his tongue along the outer edges of her lips, up and down, over and back. Jenn was beginning to squirm, his touch obviously causing her pleasure, and making her body desire more.

The taste of her dew, sweet with a hint of musk, was making Matt desire more as well. His tongue slipped between her wet folds and he pulled one of her labia between his own lips and gently sucked upon it and licked it inside his mouth. He then repeated this with the other labia. As he did this they swelled a bit more, and more of her moisture came forth. He scooped up her dew into his mouth. He loved her flavor, and it aroused him, causing his cock to throb.

He pushed his tongue deeper into her love canal, sensing her smooth, fleshy inner walls. His tongue explored her depths, licking, sensing, tasting. He pressed his tongue into her and then ran it upward, over her clit. Jenn flinched at the touch. Using just the tip of his tongue, he ran circles around her clit, eventually just barely grazing it. Jenn squirmed more, attempting to push her sensitive parts more firmly against Matt's mouth. He obliged and began to lick her clit with a bit more force. At the same time he ran his fingertips along her inner thighs up to her core, slipping a finger back into her sex.

Jenn moaned louder. Matt began licking her clit with more earnest while begining to finger the inside of her vagina, paying particular attention to her g-spot. He hoped she enjoyed his oral attentions as much as he enjoyed giving to her.

 

[Sidney_1]

Jen had barely had a chance to protest, before Matt was teasing her, planting warm kisses from her lips all the way to her inner thighs. Jenn could tell that he really did enjoy making her feel good, and he was a very sexual person. . .and maybe he just needed this. And by now, Jenn was feeling so aroused and curious, she tried not to think about whether this was right or wrong. They were two people who enjoyed each other’s bodies. She tried not to analyze things much further. And besides, she had always secretly wanted to be with an older, more experienced man. . . and Matt was sexy as hell. . .and he gave a killer massage.

By the time he was kissing her thighs, Jen was barely able to hold still with anticipation. She had already been turned on from their kissing, and now the fact that he was about to advance even closer to her sex, her most intimate of areas, well. . . the anticipation had been more arousing than many of her personal fantasies.

Matt’s tongue lapped up her juices, and she squirmed and moaned, loving the feeling of his warm tongue along her lips. And then he expertly brushed against her clit, circling, circling, and she could feel herself beginning to get light-headed, her thighs twitching and quivering, as her body became alive with the need to cum.

Jenn gasped, amazed that Matt could make her feel such intense pleasure. And just as she was getting used to the delicious sensation and rhythm of his tongue against her clit, he inserted his finger inside of her and pressed it against her front wall.

She had been about to cum, but this tipped her over.

“Matt, oh, that’s so intense, I can’t take it!” Jenn cried out, as her body tingled from Matt’s tongue against her clit and then his finger thumped inside of her. It was intense, but Jenn wanted to try to handle it, to try something new.

Her body twitched and thrashed, and she could feel her orgasm building and then she came hard.

“Ohhh,..” Jen moaned as her vagina clenched hard and rhythmically against Matt’s finger, “I’m cumming, please hold your finger still, Matt, I can’t take it. It’s so intense it scares me.”

Matt obliged and kept his tongue circling around her until she had peaked and crested her orgasm, her vagina spasming against Matt's finger, her legs shaking as if she was seizing, and Jen felt herself gasping for air. She had never orgasmed with such intensity.

As her body recovered, still shaking, she had no idea how she would ever thank Matt. But, she suddenly felt an absolute addiction to being with him. Or a connection to be with him in a deep, loving, sexual way.

She could smell her juices in the air, and she knew Matt had enjoyed pleasuring her as much as she had enjoyed her orgasm.

“That was amazing, Matt. No one has ever made me feel like that. I almost screamed. I am still quivering with desire inside. Forgive me for saying this, but I’ve never felt so . . . absolutely horny before.”

 

[Inspirinious]

Matt took great pride in his abilities to pleasure women. He knew that he had delivered to Jenn a great orgasm. Her words and her body language told him that. However he was also apprehensive. Had he taken advantage of the young woman? Was she under the effect of too much wine to be giving him proper consent? She appeared to be practically asking for more, and he wanted to do more with her. But maybe his own judgement, as well as hers, was clouded by the alcohol.

He sat back on his ankles, staring at her in the candle-lit room. She was a beautiful person both in her personality and physically. He felt that the bond between them was growing stronger. But maybe he had gone too far on their first real date.

Matt climbed off the bed and stood next to Jenn as she lay on the bed.

"Jenn, I thnk we should stop and call it a night. I'll let you get dressed while I go put on appropriate clothes to take you home. I'll meet you in the kitchen when you are ready to go."

He leaned over and gave her another kiss. Calling their activities over for the night was so difficult, but deep inside he knew it was the right thing to do.

Matt returned to his bedroom and put back on the same shirt, slacks, shoes and socks he had been wearing earlier. He didn't want to raise any eyebrows by having her parents see that he had changed clothes after dinner.

He then went back downstairs and sat in the kitchen, waiting for Jenn to get dressed to return home.

 

[Sidney_1]

Jenn realized that they had both gotten carried away with sensations. The massage, the kissing, the touching, and then in an almost whirlwind. . .her underwear had been off and Matt was lapping at her happily and she hadn’t … well, even though she had known they should take it slow. . .she just let him have what he wanted. And, no doubt, she had enjoyed herself as he had pleasured her to the point of orgasm.

She understood. Perhaps one day they would be more intimate with one another, but not tonight.

Jen removed the t-shirt, balled up the underwear, placing it in her purse, and then quickly got dressed and refreshed her hair.

As she met Matt downstairs, she smiled. “That was a lovely massage and more. Thank you. I should probably get to bed so that I have the energy to keep up with you tomorrow. If you’re still interested . . .honestly, if I'm not here, by 8am, go on wiithout me. I might sleep in."

 

[Inspirinious]

After ensuring that Jenn got home safely, Matt returned back to his home, stripped out of his clothes, and climbed into bed. He reflected upon the evening's activities. He had really enjoyed taking Jenn out to dinner. They seem to have a wonderful time together. And he felt totally comfortable with her, unaware of their age difference. And he had a great time giving her a massage, and more. He was concern that he had taken things too far, that maybe he had taken advantage of Jenn after they both had some amount of wine to drink.

The next morning Matt arose and had a light breakfast and a cup of coffee. He realized that he could still smell Jenn's aroma on his face which reminded him of the very pleasant sexual experience he had with her the previous evening. It was a thrill to take her body to a fabulous orgasm. He was certain that she enjoyed it, a lot. And Matt wondered if they would do that again, or possibly more. He would have to determine her thoughts, now that she had a clearer head and could think about what they had done.

He decided to wash his face and brush his teeth before dressing in his running outfit.

Then just before 8am, he was out in the front yard stretching and warming up, hoping that Jenn would come to join him for their morning run. He also hoped that she meant what she had told him the previous evening about tagging along with him today, giving her opinions about his work projects. He really wanted to spend more time with her.

 

[Sidney_1]

Jenn had fallen asleep easily. It had been a really fun and very surprising evening and she knew she’d have to give it more thought when she felt completely sober and more alert. But, damn, it had felt magical with Matt. She couldn’t believe she had let him please her orally. . .but, he was so skilled and smooth, and she knew some of her defenses had been down. ..and part of her had felt so curious. And he clearly hadn’t done this for the first time. He had made her cum, because he knew women and had done this many times before.

Jen decided to meet Matt for a run and touch base. Besides, she really did want to get into better shape.

She found some green shorts, fuschia sport bra and a white tank and jogged slowly over to Matt’s. She could already feel a nervous excitement and a tension in her pussy as she thought of last night. She shook the idea of herself spreading her legs and having her sex over his mouth. Or, who knows. ..maybe he'd give her a breast massage for some reason. Mmmmm.

Jeeze! Part of her felt so selfish, and wondered if she should just find a boyfriend her own age. But, Matt was right here in front of her, and he already knew her so well. Meh, she’d think about it later. Maybe this summer, she could just do everything on instinct. . .even romance and sex.

 

[Inspirinious]

Max had been hoping that Jenn would join him for his morning run. And then she appeared while he was stretching in his front yard. She looked gorgeous as always, even in shorts and a tank top. She would be gorgeous in anything, or in nothing, he thought.

He immediately had flashback visions of her naked body stretched out the previous night in his home. He was concerned what she thought about their encounter, now that the effects of the wine had worn off. He decided to play it low-keyed initially, to just enjoy the run and her company. At some point later, they would discuss their thoughts and feelings.

"Good morning Jenn. Great to have you join me." Matt smiled at her as she approached. "I suppose my massage did the trick with your leg muscles."

After they finished their warm-ups. he nodded his head, pointing up the hill, and off they went. They started with a brisk walk as they climbed the hill. At times Jenn walked ahead of Matt, allowing Matt to roam his eyes over her backside. She had a fit, attractive body with long legs and a very cute butt. He wondered if she knew he was staring at her ass. He really enjoyed the view and wished that she only wore a thong without the shorts, allowing him to see the curves of her cheeks.

As they got to the level road that ran along the hillside, they began to jog, running side by side and step for step. Running invigorated his body and mind. Having Jenn with him made it all the better.

He looked over at her running next to him.

"You mentioned that you might spend some time with me while I work. I would love to show you what I do, and ask your opinions about some things."

 

[Sidney_1]

Jennifer found herself full of energy and she and Matt found a natural jogging pace together. It was nice to have a partner.

“Sure, I can spend some time with you and give you my thoughts about your work and projects. But, as I’ve said, I’m just a novice, and my style and eye are still evolving. But, I think it would be fun to discover my own preferences. I might even ask my Mom what she would do. If you think it might take a while, I’m sure you’d prefer it if I went home to shower first, though. I’m sure we’re going to work up a nice sweat,” Jenn said, smiling.

Something about running, moving, sweating, being out in the natural world, being with Matt who was so full of ideas and projects and enthusiasm. . . so similar to her own energy in so many ways. . .made her feel so connected and alive.

“I think I understand why you like running so much. It really makes you feel alive once you get into a groove.”

 

[Inspirinious]

They had settled into a good jogging pace, something that was working their muscles and giving them a good cardio workout. But they were both able to carry on a conversation without gasping for air. Matt was thrilled for many reasons to have Jenn as a running partner.

"I just need another set of eyes on my work. A different perspective. A female perspective. I know you are less experienced, but in someways that is a plus. Your opinions are not preconceived notions of what is right or wrong. And if this helps you develop skills and preferences, then all the better."

Matt felt himself shifting into a mentor roll with the younger female companion. He was bonding with her on many levels. They had been neighbors for years. Now they were closer friends. They might develop a working arrangement. And after last night's activities, he wondered if they might be on the cusp of becoming lovers.

"What I would like to do later after our run and after we clean up and change clothes, is to show you my plans for the law offices downtown, and then go downtown and view the space which is currently just open, unfinished space. I would like your 'second set of eyes' to look at the design and see if it makes sense. I have looked at the plans for so long, I may have tunnel vision and may be missing major opportunities, or major problems. As these offices will be primarily for female professions, I think a female vision is critical."

He looked at her with a smile on his face. He was really trying to encourage her to assist him as he had a strong gut feeling that she could be very helpful.

They continued running, along a medium length route that Matt was very familiar with. Upon reaching the half-way mark, he made a turn and they started to make their way back home. Matt really enjoyed being with Jenn in different ways. She was so intelligent and had a great personality, in addition to her natural beauty and very sexy body.

 

[Sidney_1]

“Sounds fun. I know it sounds crazy, but I think I’m going to dress professionally. . . or, as much as I can with my limited access to a suit. . .so, I can imagine what it would feel like to be wearing those types of clothes and be in that environment all day. I know lawyers tend to remain formally dressed, and I obviously dress comfortably and creatively and that makes me feel . . . you know, comfortable and creative. This will be a fun challenge. My Mom is encouraging me to have new experiences and take some chances, particularly this summer, in all the areas of my life. She says it is how I will learn about myself and make better decisions in the future. Good advice, I think. So far, I’m having a blast.”

Jen thought back to last night. The delicious dinner, the massage, the unexpected sensuality, and the way Matt had kissed her and practically devoured her until she couldn’t help but give in and enjoy the guilty pleasure. But, it had felt magical, and secret and intimate between just she and Matt.

“Um, by the way, I really enjoyed last night. The dinner, the massage, and the surprise afterward. I’m not sure if it was appropriate to let things get sexual, but I guess we just both gave in to the chemistry of the moment. But, Barbara would just want you to be happy, right? And it’s not like we felt this allure before her death? We’re not doing anything wrong, are we? I mean, it just sort of happened. . . .naturally.”

Jenn vaguely wondered if last night was just a fluke. Perhaps Matt would date other women now. Either way, she enjoyed spending time with him and whatever developed. .. she was open to it. As her Mom suggested, she needed to be open to anything that sounded interesting and fun.

 

[Inspirinious]

"I also greatly enjoyed last night. I had a great time with you during dinner, giving you a massage, and ... uh ... the intimacy we shared." Matt stopped running and Jenn also stopped and turned towards him. He took her hand and looked into her eyes.

"I was concerned that today, after the effects of the wine wore off, you might think I took advantage of you last night. It was a magical moment." He paused while carefully selecting his next words.

"I hope we have more magical times together." He told her. They stood for a moment looking at each other, as if not sure what to do or say next. Matt broke the awkward silence.

"We should get on back. We have work to do, together."

They turned towards the direction home and began jogging again. He added to a comment Jenn made about his deceased wife, Barbara.

"And you are correct. I know Barbara would want me to be happy. We are not doing anything wrong. We are both single adults who can choose what we do, and who we do it with."

He felt that those words were not the best choice. By saying 'do IT with' might imply certain specific sexual activities. And that was not his intentions. But then again, he wouldn't mind that interpretation either.

 

[Sidney_1]

Jenn flushed inside at the idea of more ‘magical times’ together. Hanging out with Matt made her feel special, probably because he was so vocal in telling her that he enjoyed her company. But, she enjoyed his company and his attention, too. She probably secretly loved the idea of being with an older, more mature, sexy man who would bring out . . . well, just parts of herself that she wasn’t even familiar with yet. New York had been it’s own eyeopener and now she was learning about herself right in her own neighborhood.

Jenn let her mind drift as they jogged back towards Matt’s house. She felt relieved to hear Matt confirm that they weren’t doing anything wrong. . . that there wasn’t anything to feel guilty about, that Barbara would want him to be happy.

Jenn had no idea whether they would share more intimacy, but her imagination was beginning to give her flashes and she now couldn’t stop thinking about last night. The way Matt had touched her so carefully, his romantic tendencies, the way she had soaked it all in. .. and the way she had succumbed and orgasmed so intensely.

She couldn’t believe that he found her sexy. She knew she wasn’t ugly, but she presumed he wanted someone who had a lot more sexual experience, or maybe someone older and more mature … but, then again, their affection was unexpected, it was casual, and it was perhaps exactly what they both needed. Some fun, exploration, friendship, and . . . sexual release.

“Well, I’m very glad you chose me as a companion last night. I’m sure we’ll have some fun today, too. It looks like it’s going to be a nice day. ”

Jen wiped the sweat from her brow and tightened her ponytail. Without needing to be explicit, she sensed that Matt had the same attitude about their ‘relationship’ as she did. It would be fun, light, honest, natural, and they would be honest with each other above all else.

 

[Inspirinious]

As they got closer to their homes, they slowed their pace, for the downhill walk and cool down.

"That was a really good run. I assume that distance wasn't too far for you. And if you have more tight muscles, I will gladly give you another massage."

Matt was looking at her with a gleam in his eye. What he was thinking, but didn't say, was that if she wanted a massage, he was willing to give her "extra" benefits as well. She appeared very comfortable around Matt and he was glad about that. He now realized how much he had missed female companionship the past few months.

"I think we both need a shower, judging by the sweat we both raised. Why don't you go shower and change and then come back over to my office in an hour or so. I will also clean up and I'll be ready for you."

They were walking around his front yard, allowing their muscles to cool down. He kept looking at her legs, almost wishing she would have tightness and need another massage. He was also looking at her cute butt, thinking about how those cheeks would feel in his hands. It appeared that she caught him looking at her legs and ass, so we quickly raised his eyes back to hers and returned his thoughts to the business day ahead.

"I would like to show you my designs for the office and get your initial impressions. Then we can go downtown and see the actual building space. Hopefully you can visualize how the build-out will appear. And lunch is on me as well."

He waved goodbye to Jenn as she walked off towards her home. Matt headed inside his own home for a much needed shower and fresh clothes.

 

[Sidney_1]

Jenn smiled to herself as she walked home. Matt had been so busy thinking about the afternoon that he had bumbled something about offering another leg massage and then had seemingly decided to meet in an hour after showering.

Her legs were fine for now, but she knew if she didn’t continue to stretch during the day that they would be tight. No big deal. She’d probably skip the run tomorrow and just attend a yoga class.

Jen showered, washing her long brown hair, and blew it long and loose. She decided against dressing like a lawyer—it wouldn’t be fun to be in those type of clothes all day—and instead, chose her skinny jeans, and a loose, sheer bright orange top that fell below her hips. As she blew her hair, she smiled. She felt like she was getting ready for another date, but she felt . . . sexy. She had chosen another dark bra and sexy underwear . . . just in case. The one thing that she really liked about gaining a little weight, was that now she was definitely stacked in the breast department. . . the bra easily gave her a lot of cleavage. And her butt definitely had a shape to it as well. It was her natural figure . …with just a little more.

Jen couldn’t help but fantasize about Matt and being intimate with him again. She imagined herself slowly riding him, as his hands cupped and squeezed at her full breasts or her ass. Or, perhaps he would be slowly entering her, as he caressed her legs and talked to her. Had he and Barbara been wild? It had only been a time crunch that had prevented her from masturbating once she had gotten home from the run.

Jenn shook her head at her ridiculous ideas and applied a light dose of make-up and then walked briskly in her flats with a cardigan around her arm. She rang Matt’s doorbell, almost nervously, but eager to begin the day with him.

 

[Inspirinious]

The morning run had been fun and invigorating. He was looking forward to the rest of the day, spending time with Jenn as he worked. Working while alone was not very pleasant. He remembered when Barbara had been by his side, helping him, and what fun that had been. He expected that Jenn would bring fresh energy into his workday. He so enjoyed seeing her and being with her.

The hot shower felt good, refreshing his body. Matt dressed casually in khaki slacks and a blue, short-sleeved, button-down shirt. He remembered Jenn saying something about dressing up, to experience the office space as professional women might do, but hoped that Jenn would still be comfortable walking about. After all, the office was still a construction site.

Matt was just beginning to organize his work for the day when the doorbell rang. He hurried to the door, a definite spring in his step as he anticipated Jenn's arrival. As he opened the door and saw the lovely young lady, he was pleasantly surprised to see that she was also dressed casually. As his elevator eyes wandered up and down her body, he smiled.

"Hello again, Jenn. Please come in. I'm happy that you decided to dress casual, as that may be more appropriate for visiting the construction site."

Matt ushered Jenn inside and closed the door behind her. They walked back to the kitchen and he offered her something to drink. Then they walked upstairs to his office.

The upstairs hallway connected his home office and the master bedroom. As he was usually home alone, he often left the bedroom door open. He thought that maybe today he should have closed it for as they reached the top of the stairs and approached the door to his office, they walked right past the bedroom door, his master bed fully visible. He thought whether he would ever enjoy Jenn in that bed. And he wondered what she might think about seeing his bedroom.

"The office is through this door." he said as he opened the door to his office and led her in.

"Over here on the drawing table are my plans for the office build-out. I would like to show you the floor-plans, and the decorating schemes. Please, do not hesitate to ask questions or to offer your impressions. There are no wrong questions or criticisms."

Matt stood close to Jenn and he began showing her his designs. He could smell the fresh scent of her hair and he was temped to put an arm around her and pull her even closer.

He remembered with great pleasure their kisses from last night, and his body ached for more.