The Valentines Day Proposal

by Bella Winters

  Katy looked over at Brennon as if he had asked a silly question. “Absolutely not.” She smiled then laughed. “Why, what do you have in mind?”

  Brennon mentioned the idea of driving around the city for a little while so Katy could get the know what was outside of downtown. He laughed at how Katy pretended to know the neighborhoods already when she clearly didn’t.

  Katy agreed then Brennon pulled off, zigzagging through the narrow streets of the tight-knit neighborhood then making his way out to a main road.

  At various points during the drive, Brennon teased Katy about her supposed knowledge of the city. There were moments where if a stoplight was coming up five or six blocks up the street, Brennon would ask Katy what street crossed. She tried to pretend to know, but obviously came up short time and time again. The two simply enjoyed one another’s company. Brennon filled Katy in on the specifics of various areas they passed through. Without telling her, he turned down a darker street and followed it back to a dilapidated, dangerous-looking area. He chuckled at Katy’s reaction – a reaction which said loud and clear she was a true suburban girl at heart.

  “Where are we, Brennon?” Katy asked.

  Again, Brennon chuckled. “Oh, I thought you would know.” He smirked. “What’s wrong?”

  “This doesn’t look like a good place to be,” Katy said, peering out of the window at rough looking people going in and out of the backs of dilapidated or abandoned houses. “Seriously Brennon, where are we right now?”

  Brennon laughed as he reached over and grabbed Katy’s wrist. “Oh, calm down, Katy. This is the South End. I’m surprised you haven’t seen it on the news.”

  Katy looked over at Brennon. She tried to have angry eyes, even though she was far from angry. Sure, this surely wasn’t the kind of area she would be in all by herself, especially at night. However, something about being with Brennon made her feel safe. She looked over at him, frowned, and squinted.

  “It’s going to be okay,” Brennon said. “We’ll be out of it in a minute, so don’t worry.”

  “Hmm, hmm,” Katy said.

  Brennon continued through the dilapidated neighborhood for a few blocks more then turned onto a busy street. Katy finally calmed down. “Why did you do that?”

  A chuckle slipped out of Brennon’s mouth. “I’m sorry… I thought you knew that area. Okay, so now I’m going to show you Fox Forrest? I bet you actually do know that area. Huh?”

  Katy turned away, rolling her eyes. As a matter of fact, Fox Forest was indeed an area she knew. The neighborhood was known for having some of the most affluent households in the metro...all in the city. A few minutes passed then Brennon turned down a wooded, winding road that let into the area. Quaint mini-mansions hugged either side of the road.

  “This neighborhood is beautiful, isn’t it?” Katy commented.

  Brennon looked over passed Katy and at a house they’d been passing that looked to have every bit of six bedroom. “Yeah...well, this is what money can buy.”

  Brennon took his time with the winding streets, slowing down with the bends. He and Katy talked on and on about the architecture – the character, the landscaping. Even at night, the neighborhood shined in ways the other areas of the city could only dream of.

  When Brennon pulled back out onto a main road, he drove a mile before coming to a stoplight where he could either turn right and head back out to the strip mall where Katy had parked her car, or turn left and head toward his place. He looked over at Katy as the light turned green. She was obviously a bit confused as to why he hadn’t pulled across the intersection yet.

  “What?” Katy asked, smiling. “What are you up to? I can see how you are. Always thinking up something.”

  “Is that a bad thing?” Brennon asked.

  Katy shrugged. “No… I didn’t say that.”

  “I was thinking,” Brennon said, trying to figure out how to approach this topic as carefully as possible with class, “if you’re ready to go home, that’s fine. But would you be open to coming to my place and maybe having a glass of wine or something?”

  Katy pretended to be thinking about the proposition. Even though she knew there was no way in hell she would say no. “Well, I suppose that would be okay. You don’t live in an area like that one we drove through back before Fox Forest, do you?”

  Brennon chuckled. “Actually, it’s worse. Ten times worse.”

  Katy’s neck jerked as she abruptly turned and looked at Brennon. He couldn’t keep his lips from curling into a smile, so she knew he was lying. “Okay, that’s fine,” she said.

  Brennon laughed then quickly got into the turn lane and headed west. Again, Katy peered out of the window at the neighborhoods the wide boulevard passed through. When Brennon turned down a side street, she noticed that he too lived in a neighborhood with the historic Victorian homes. To say the least, she was calmed to know that he didn’t live in anything like the dark, dilapidated neighborhood they had driven through.

  Brennon pulled into the parking lot at the side of his brick apartment building then into his parking spot. “This is my mansion,” he said.

  Katy giggled. “It’s nice. Looks like you have a lot of bedrooms. Plenty of parking.”

  Brennon paused for a moment to look at Katy. “I guess you think you’re funny, huh?”

  Katy giggled again then waited on Brennon to help her out of the car. A few minutes later, they were walking into his one-bedroom apartment. Once inside, Brennon closed the door then suggest Katy she could have a seat on the couch. Katy did just that while Brennon went to get the wine and a couple of glasses.

  “Oh, wow,” Katy said. “I love this apartment. These older apartments are so cool...those thick walls that block out everything. I don’t even hear traffic or anything.”

  “Nah, you really don’t hear that kind of thing in here much,” Brennon said as he came back into the room with a bottle of red wine and a couple of glasses. “I found this place a few years ago. I was living in one of those apartment complexes on the outskirts, but those are getting rougher by the day, so I had to get back into the city.” He plopped down next to Katy. “I like it...for now. I thought I would’ve bought a house by now. But, like you, I’m waiting until I get married.”

  Brennon and Katy continued on chatting as he poured the wine. “A toast?” Brennon asked.

  Katy graciously accepted her glass. Never in her life had she been so excited. “Okay. But to what?”

  Brennon paused. “To...to...to one of the nicest nights I’ve had in a long time.”

  Katy smiled, looking into Brennon’s eyes as she held her glass up in the air. She agreed then they clanked the rims together and started sipping. “You know, Brennon,” Katy said, “I have to admit being here is strange.”

  Brennon finished taking his sip then set his wine glass down on the coffee table. “Oh, yeah? Why do you say that?”

  “Because, Brennon,” Katy said, sighing and rolling her eyes because she wondered how what she was about to say would come across to him, “I’ve never been to where you lived all those years. You always came to our house.”

  Brennon chuckled. “Okay, I can see why you say that, Katy. Well, I hope you like it here. I gotta say it feels weird too. I almost feel like Melanie should be getting out of the car or something and coming in here.” He chuckled. “As crazy as that sounds.”

  Katy sipped her wine for a moment. “You know, I thought you were handsome guy back then.”

  “Oh, you did?” Brennon asked. She can’t be serious, he thought. Back then I didn’t really dress all that nice… Couldn’t really afford to. Car wasn’t that nice, just everything. “Well, thank you, I guess.” He looked at Katy in an admiring way, taking note of how her legs stretched away from the couch. “You really did turn out to be a beautiful woman.”

  Katy felt as if she couldn’t pull her eyes away from Brennon’s even if she wanted to. “And you’re sure you’re single?”

  Brenn
on pretended to be insulted. “Am I sure I’m not single? Why would you ask that? If I were single, you wouldn't be here right now and we wouldn’t have gone on a date.”

  “It’s just interesting that you’re single and you seem like such a great guy,” Katy said.

  Brennon chuckled. In recent years, he had become all too aware of the stigma of the unmarried straight man approaching forty years-old. “Well, I was in a relationship for a few years that ended a couple of years ago. You remember me telling you about that at your parents’ house, right?”

  “Yeah, I remember,” Katy said. “I didn’t mean anything by it, I was just saying.”

  Brennon lifted his glass to his lips. His eyes had dropped down from Katy’s eyes to her chest. A timid surge of guilt raced through his veins, for his temptation had gotten the best of him. Only a few seconds passed before he found himself looking at how the dress hugged Katy’s long legs. In so many ways, having Melanie’s cousin’s daughter Katy sitting on his couch, right by his side in such an elegant dress seemed too hard to believe. “And yourself?” he asked Katy.

  “And myself what?” Katy asked, lowering her glass to her lap.

  “You’re sure you’re single,” Brennon asked.

  Katy scoffed and smiled. “Well, of course. That’s obvious. Why in the world would you ask that? I’ve never even been in a serious relationship, really.”

  Brennon chuckled, set his glass down on the coffee table, then looked at Katy with sleepy eyes. He felt bold – even courageous. A little voice in his head pushed him to do something he never thought he would do. “So, would there be a problem if I were to lean in and kiss you?”

  Katy giggled. “Depends how you ask,” she said, looking away for a moment. “I wouldn’t see a problem with it.”

  Brennon chuckled under his breath as he leaned in. Before either of them knew it, there lips pressed together in a passionate kiss. Brennon enjoyed Katy’s scent – the softness of her touch. Without even realizing it, Brennon reached up and ran his fingers through Katy’s thick brown hair. They locked eyes when their lips parted. They kissed again, this time with more intensity than the last.

  “Interesting,” Brennon said as he pulled back from Katy.

  Katy’s facial expression changed to that of confusion. “Interesting? What do you mean by that?”

  Brennon’s felt his heart was on fire in a way it hadn’t been in a long time. “Oh, nothing,” he said, slyly. He took another sip from his wine glass then leaned in for another kiss. He could feel Katy’s heart coming out of her chest and bonding with his. Almost as if fate had lined the stars up just for the two of them that night, Brennon and Katy locked in their embrace.

  When Brennon finally backed his face away from Katy’s he lifted his arm up and placed his hand on her head. Again, he stroked her hair with his fingers as the two smiled. There was a certain surreal feeling to what was happening, but neither of them wanted it to end. Rather, they continued kissing until the throws of passion overcame them. Brennon leaned behind Katy’s head and started kissing on her neck. Whatever guilt, nervousness, or reservations he had about Katy being Richard’s daughter had faded so far into the abysses of his mind it was almost as if he’d totally forgotten. Katy was no longer the little cousin his sister Melanie had riding around in his car. Rather, she had blossomed into a beautiful woman with whom he had lots in common and had a bond that as indescribable.

  Katy’s moaning from his kisses fueled Brennon even more. He undid his own button-up shirt then pulled it off, tossing it to the side. A chuckle slipped out of his lips when Katy reached up and ran her fingers along his toned chest.

  She clearly liked it, which pleased him. He kissed her again then proceeded to continue blessing the sides of her neck with tender kisses. The way she ran her fingers through his hair drove him wild. There came a point where Katy wrapped her legs frantically around his mid-body, pulling him closer to her and locking himself in in a way he had never anticipated. Katy clearly had let go of whatever reservations she had about starting anything romantic with Brennon. And he could tell by the way she quickly reached down and started undoing his belt then pants.

  Brennon leaned up, allowing Katy to finish undoing his pants until they were loose enough to hang off of his body. He pulled them down his legs, leaving them bunched up around his ankles and resting on top of his shoes. “I gotta get this dress off of you, Katy,” Brennon whispered. “May I?”

  Katy smiled then gently nudged Brennon. “Okay, I got an idea.”

  Brennon liked when a woman took control sometimes. Following her pushing, Brennon wound up laying back on the couch with his pants down around his ankle. His legs were spread apart as his hard manhood reached up passed his belly button. After giving it a very sensual squeeze, Katy stepped away from the couch and commenced to taking off her dress. Brennon lent a helping hand by reaching up and unzipping the back zipper. Before he knew it, Katy stood before him in nothing but a matching set of white bra and panties. Brennon licked his lips and gestured for Katy to come closer.

  Katy did just as Brennon suggested. With one knee planted on either side of him, into the couch, she straddled over him and look down into his eyes while rubbing his head. Brennon felt as if he and Katy were the only two people in the world. The typically nighttime traffic noise coming from nearby busy streets seemed nonexistent. If a train had been rumbling down any of the nearby train tracks, it did so silently. Brennon couldn’t resist his urge to lean forward and gently pull Katy’s bra down below her nipples. A giggle slipped out of her lips as he softly kissed the very nipple itself.

  When Brennon finished kissing Katy’s chest then playfully shoving his face between her breasts like a frat boy who finally got laid by the hot chick of his dreams, he was a bit taken aback by how aggressive Katy became. She kissed him passionately, even though he’d been caught off guard. Then, as if she’d been exploring a man’s body for the first time, she leaned down and kissed his nipples for several moments before finally sliding down to the floor, onto her knees.

  “You are so beautiful,” Brennon said. Although he would never tell Katy what he was truly thinking, there was something exotic about watching a beautiful, nearly naked woman slide down to the floor and position herself between his legs the way she had.

  Katy smiled, looking up into Brennon’s eyes. Then Brennon, expecting something he kind of didn’t think would happen to begin with, watched as Katy leaned forward. She wrapped her hand around his shaft and lifted it up off of his stomach. Brennon closed his eyes, licking his lips, as he enjoyed the warm sensation. “Katy,” he said. The fact that this had been a first date totally slipped his mind.

  Brennon closed his eyes as he waited for the wet warmth to engulf his manhood. Within seconds, that very feeling came. He rubbed his chest while Katy pleased him orally; moans slipped out of his lips. When he finally opened his eyes, he couldn’t resist his urge to reach out and gently place his hand on the top of Katy’s head. She clearly wasn’t used to doing this sort of sex act, per se, but this was perfectly alright with Brennon.

  Several minutes later, Katy having gotten into a rhythm with her head bobbing up and down, Brennon couldn’t take it anymore. “I wanna make love to you,” he blurted out, seemingly effortlessly.

  Just when Katy had been looking up, Brennon leaned forward, grabbed her chin softly, and kissed her passionately. When their lips parted, he looked into her eyes and smiled. Without speaking, they communicated; their bodies had been in tune. Katy giggled with surprise when she felt Brennon’s cock throb in her grasp. When she looked down to look at his manhood, Brennon quickly pulled her by her hand and lifted her up off of the floor. Brennon stood up as well.

  There, with bright moonlight slipping in through the blinds and casting bright lines across the carpet, Brennon stood with Katy as they kissed passionately. Their bodies pressed together in a way he hadn’t in years as they breathed in unison. When their lips parted once again, Brennon held K
aty’s chin again. He carefully pulled his feet out of his pant legs then grabbed Katy by the hand and gently pulled her.

  Katy giggled and did her best to hide her nervousness. Brennon’s apartment was dim, but she wasn’t the least-bit scared of where this would lead. Trying to control his excitement, Brennon pulled Katy into his bedroom then pushed her back onto the bed. She landed on her back, her legs up in the air. Brennon climbed onto the bed as if he were conquering the world. The two kissed passionately once again then Brennon looked down into her eyes. With eyes locked, Brennon reached down and gently pulled Katy’s panties down her legs. And she did absolutely nothing to stop it.

  Brennon noticed how Katy opened her mouth as if she were about to say something, but stopped. “Yeah?” Brennon said, wanting to hear what she had to say.

  Katy nodded then giggled. “Nothing… Make love to me, Brennon. Brennon.”

  Hearing Katy talk that way with him nearly ran Brennon up the wall. He started kissing Katy passionately once again then positioned her legs up in the air. He pressed the head of his manhood toward the opening then pushed inside. Katy winced – winced in a way he hadn’t heard a woman wince since he was first losing his virginity. Brennon kissed her as he pushed his way inside.

  Katy’s gasp for her made Brennon’s cock throb. Her insides felt particularly tight. Katy’s legs flung about a bit with excitement then she moaned as if she were having a bit of pain. Brennon chuckled, knowing some women liked for it to hurt a little. He then continued on with gently pushing his way into Katy’s insides. Once he had gotten all the way in, he leaned over and pressed his body into hers. While she moaned uncontrollably, he hands rubbing his back, Brennon worked his stroke into a steady groove.