Watching Jennifer (closed)

[Inspirinious]

Matt was thrilled to hear that Jenn loved the experience. The way she rambled on was a good indicator that she felt comfortable around him, even in sexual situations. And she told him that she wanted to explore more of everything with him. He assumed this broadly covered many aspects of life, and more narrowly covered sexual activities.

Matt smiled back at Jenn.

"Jenn, I know what gets into me, what makes me feel so excited to be alive and look forward to each new day. It is YOU that makes me feel so alive. Some, but not all of it, is the naughtiness we share."

Matt was speaking from his heart. Being with Jenn had radically improved his outlook on life. And he knew she was the reason. He was already having great fun with her in different activities, and now as they began to explore sex together, it was becoming all the better.

"Jenn, I would love to take you out for dinner tonight. We do have so much fun together. You truly enrich my life." He looked into her eyes and felt the love between them. His heart skipped a beat.

"If I may be so bold to suggest that after dinner we come back here, open a bottle of wine, and further explore each others "buttons", our likes, dislikes, and limits, if any."

 

[Sidney_1]

“I’m glad you feel as if I enrich your life. Honestly, there are a ton of women in the world just waiting for you to reach out to them. But, I’m happy to spend this summer with you and we can enrich each other’s lives.”

Jennifer couldn’t believe he wanted to take her out again.

“How about I bring some steaks and sides and we just have an intimate dinner at your home? And then we can take things as they come,” Jen said, wondering what Matt had in mind, exactly.

She was eager to find out.

"I should probably head out and let you get a little work done. We've done quite a bit of play, already," Jen winked.

 

[Inspirinious]

"Steaks for dinner sound wonderful. If you will bring them over later, I can grill them for us. And I have a really nice wine that will complement beef."

As they disengaged themselves from one another, he realized what a mess his cum had made on both their bodies.

"I think I'm going to take a quick shower before doing some work. You may want to use the guest bath shower, or maybe just use a hot, wet washcloth to clean up before you leave."

To Matt, Jenn looked so sexy in her bra and panties with his cum sprayed on her body. He was wondering if the next time, he would be ejaculating inside her instead of outside her. He felt fairly confident that their relationship was moving along well and that having sexual relations was a probable next step, and a step that was likely to happen soon.

"Thank you very much for the special massage. My back and shoulders feel so much better."

 

[Sidney_1]

“Thanks, Matt. I’ll see you later this evening. I’ll bring the steaks and sides around 6:30-7pm. But, don’t let me have more than one glass of wine, tonight. And, I should try to be home before midnight or my Mom will start wondering about us. But, I’ll be looking forward to it. Have a good afternoon.”

Jen headed to the guest bathroom, took a quick shower, and headed back to her house in her clean clothes.

Whew! What had gotten into her lately? Things were moving fast. But, she was so curious as to what Matt was talking about in regards to boundaries.

Jenn tried to concentrate on her designs but she kept getting distracted. She couldn’t believe Matt would find someone as young and as inexperienced as herself. . .appealing. But, he had been very respectful. It concerned her that she could be so sexually curious and “loose”. She hoped he didn’t think that she slept around with everyone.

Jenn considered lying to her parents about her whereabouts, but then thought better of it. They had always been there for her and supportive of all her successes and failings. She had shrugged it off, saying “We enjoy each other’s company.”

It was hard to argue with that statement.

By 6:30pm, Jenn gathered up the marinated steaks and corn salad and headed to Matt’s in a simple, light blue summer dress with thin straps and flip-flops. She knew it wasn’t the fanciest look, but this was just a casual dinner.

 

[Inspirinious]

The day had become warm, so Matt had dressed in a short sleeve pull-over knit shirt, shorts, and sandals. Matt was pleased that Jenn was also dressed casually. She had such a great natural beauty that she made any outfit look wonderful, and she looked very attractive in the breezy summer dress.

By the time she arrived, Matt had the grill fired-up and ready to cook. He had also set the table for their dinner outside on the back deck. He wanted them to have privacy, but he thought that his deck would be private enough. No one from other houses could see or hear them on his deck.

"Please have a seat at the table." Matt indicated to the outdoor table where they would be dining. "I hope it is OK for us to eat out here. The weather is nice and we should have enough privacy."

Matt put the steaks on the grill, knowing they would only take a few minutes to cook. He poured each of them a glass of a very good red wine that would pair nicely with the marinated steaks.

"I remember you told me earlier that you only wanted one glass of wine tonight. How do you expect me to take advantage of you if we aren't both loose and comfortable?" He said that with a sly smile.

"I hope you know that I am jesting." he quickly added. "but then again, maybe I'm not."

He knew he was being somewhat forward with her so he was closely watching her reaction.

 

[Sidney_1]

“You are a scoundrel, aren’t you? I guess I could be accused of being too loose and comfortable around you, too. However, your massage was fantastic, and I was so comfortable, you moved quickly and I didn’t quite want to say no to a pleasurable experience. Anyway, I think you’re trying to say that you’d really love to take things further with me. . sexually, aren’t you Matt?”

Jennifer took a sip of wine, knowing it would begin to hit her immediately on an empty stomach. She wondered if Matt harbored any fantasies about her and what they might be.

"I'm not saying that I'm not open to exploring my sexuality with you, by the way. I just wanted to be clear on how you feel about it."

 

[Inspirinious]

This was a new Jenn speaking to him. Instead of being the reserved, almost shy young woman, Jenn was now more pointed and direct in her questions. She had accused him of being a scoundrel, and he considered that a badge to be proud about. He was certain that she was being playful.

She was also admitting that she was open to exploring sex with him, but she also wanted him to be more explicit in telling her his desires and intentions. He liked this 'new' Jenn as he felt certain that this was opening up new possibilities in their relationship, whatever it was.

"Jenn, I will be open and honest with you. I believe I am falling in love with you and that is hard for me. You have indicated that you are returning back East for school in the fall, so you are only here for the summer. Whatever we have is likely to be over in a couple of months. So it aches my heart to think that I am falling in love with you, knowing that you will be leaving and breaking my heart, even if you don't intend to do so.

"I have greatly enjoyed your company in many ways. We have fun together. You have rekindled a spirit for life within me. I want to experience life with you so many ways, and yes, that includes sexually.

"Sorry this isn't very romantic, standing outside on the deck and telling you that indeed I want to have sex with you. You know that I greatly enjoyed licking your pussy the other night, and I hope I can do that again, and soon. And I hope you return the favor, as you have shown me already that you have great skills in that department. And, I do want to make love with you in my bed. I want to have slow, gently, loving sex with you. And if you wish, we can also do it a bit rough and physical. I enjoy sex in many ways. And I want to do so with you."

This wasn't exactly the time or location he planned on having this discussion with her, but she had forced the issue and he wasn't going to be coy or hold back his intentions.

"So Jenn. What you think about what I have said? And what are your own feelings and desires?"

 

[Sidney_1]

Jen swallowed hard, not knowing where to start. Matt was falling in love with her??? And wow. . . he really wanted to have sex with her.

“Matt, well first off, I will not be out of state for school. I can come home on weekends occasionally. I’m in-state for school. I feel honored that you feel like you’re falling in love with me already, but perhaps it is just lust and kinship. I do feel the same, and of course I care about you, but I’m also . . . well, I’m just too young to think so intensely so soon.”

Jen stood up and walked up to Matt, and placed her arms around him.

“I don’t think it’s any secret that I love the physical side to affection and I feel very open and comfortable with you and I’d love to explore even more with you. I find you incredibly sexy and kind; you make me feel beautiful as a woman and as a person. And that’s why I think I’d be comfortable sharing myself with you sexually and exploring new experiences. I think we both enjoy this beautiful world, and thus we enjoy each other’s company. So, there’s no reason to worry about losing me. I’m here and let’s pretend we have all the time in the world this evening for each other, okay?”

Jen placed a light kiss on his cheek and a soft, light kiss on his lips.

 

[Inspirinious]

Matt had been open with Jenn, laying out all his feelings for her. He almost wished he hadn't been so forthcoming as it might be too much for the young woman to handle.

He was so relieved by her response. She wrapped her arms around him and told him that she shared most of the same thoughts about him. He knew that because of their age difference, they had a different perspective on falling in love, he being older, and wiser from more experience. She was younger and likely still unsure of all the ramifications of an intense love affair.

He returned her kisses, allowing their lips to part and tongues to explore each other. She was a fabulous kisser and he enjoyed her kisses immensely.

"The steaks!" He exclaimed as he suddenly remembered the steaks on the grill. Matt broke their kiss and turned to the grill, flipping the steaks over before they burned.

"I hope you didn't want your meat very rare. They will be at least medium, if not medium well."

He tended to the steaks for another couple of minutes before removing them and placing them on a platter which he set on the table. He held Jenn's chair as she sat. Before taking his own seat, he refilled both their wine glasses.

After they served their plates, Matt raised his wine glass in a toast.

"To a summer of love, one day at a time." and he clinked his glass against hers.

 

[Sidney_1]

“To a summer of love and fun,” Jen echoed, with a smile.

Matt was so cute and open; she had no idea why he had chosen her as his “first” after Barbara. Perhaps their shared history provided a layer of trust for both of them.

Jen cut eagerly into her steak. It was perfect- medium-well. In fact, everything was delicious- the corn salad, the asparagus, the wine, the air at dusk.

“This is delicious, Matt. It’s really hard to screw anything up on the grill for me unless it is charred. I love eating outside like this. ..especially with you. You’re a good cook.”

Jen was starting to feel a happy buzz from her wine, so she finished her dinner and sipped at her wine a bit more slowly.