Rex

She’s much more relaxed on the drive home, thanks to a few glasses of wine. Luckily, we spent nearly four hours there indulging in a lot of great food, so I had a chance to process most of the alcohol before driving. There’s nothing worse than driving a strange car in the city at night, luckily the traffic is unusually light.

“Thanks again for a great night,” she says, placing her hand on mine. The first forward move she’s made all evening. “I love how other guys in the restaurant were looking at me. I think most of them were shocked when they figured out we were actually on a date.”

“That’s why I’m here. You need to realize that any of those guys would be lucky to be with you,” I reply, wanting to keep her mood positive. She grows quieter and quieter as we travel toward her house.

“Tonight was great, but I’m not comfortable doing anything more tonight,” she says quietly, revealing why her demeanor was changing. “Not that you would be interested in that anyway.”

“Are we back to that?” I ask, shaking my head and squeezing her hand. “You are a beautiful woman. Why do you insist on underestimating yourself?”

“Oh, I see what’s in the mirror.” She pulls her hand free and turns toward the passenger window. “I’m just being realistic.”

“Well, realistically, you’re in total control. So if you say we’re finished, we’re finished,” I assure her touching her forearm. “But I’m definitely going to walk you to the door and I’m insisting on a goodnight kiss.”

“That’s fair,” she says with a giggle, turning back toward me with a reluctant smile. “You’re way younger than me and I’ll bet you’re one of those guys who has washboard abs.” She glares at me looking for a response.

“There’s only one way you’ll find out for sure,” I reply with a wink. I know she’s intrigued. I’ve seen flashes of it in her eyes all night. Unfortunately, her insecurities keep bringing her back to the old reality that she wants so badly to escape. She remains silent as we turn onto her street and she’s almost unresponsive when I ask her to help me find the garage door button.

“I’m sorry,” she finally says, clicking the correct button on the driver side visor. “I’m just so far…”

“Outside your comfort zone,” I finish her sentence for her, pulling to a stop inside her garage. “Let me walk you to the door and then you can slip right back into the comfort zone that you love so much,” I tease, hoping to provoke a bit of thought on her part. She turns away and quickly exits the car, not waiting for me to come around and open the door for her. I probably shouldn’t have said anything, but I hate to see her so down on herself. It’s a little unrealistic for me to expect her to change in one night though. I just think if she could believe that she’s a desirable woman, it would be life changing for her. But she has built up a pretty big wall.

“Well, thanks again.” She pulls the house keys from her purse and turns to me upon reaching her front door. “Again, that was the best meal I’ve ever had and it was fun to have a date who looks like a model.” I can see her cheeks flush in the dim light.

“It was my pleasure.” I take her in my arms and give her a kiss, but her lips are so rigidly pursed that it feels like I’m kissing a mannequin. “I want a real kiss,” I tell her, pulling back and furrowing my brow.

“Okay.” She giggles, rolling her eyes. She sets down her purse before slipping her arms around me and kissing me the way I wanted. The tip of my tongue catches her by surprise, but her lips part nonetheless and it turns into an incredibly passionate kiss.

“I love your perfume,” I mention as she pulls back with stars in her eyes.

“It’s… that one with Charlize Theron. I can’t remember the name right now,” she says breathlessly, fumbling her keys and dropping them on the concrete. I reach down, picking up her keys and purse.

“You’re a great kisser,” I tell her, sliding her key into the door lock. “I hope we can do this again sometime.” I give her another quick kiss before turning to walk down the sidewalk, back to my waiting piece of trash.

“I don’t want to!” she practically yells, startling me to the point of stopping me dead in my tracks.

I turn back, totally puzzled. “Okay. We don’t have to…”

“No.” She interrupts me mid-sentence. “I don’t want to go back into my comfort zone. I’m tired of being lonely all the time.” Even in the dim light I can see tears bursting from the outside corners of her eyes. “I know you’re way out of my league, but can you honestly help me?”

“I think I can,” I reply, taking a couple steps toward her and placing my hands on her hips. “I think you just need to believe in yourself. You really are a beautiful woman, but those glasses really detract from how pretty you are.”

“The lady told me that bold glasses are in style,” she says with a shrug of her shoulder.

“Honestly, if I were you I would wear contacts. You have the most beautiful eyes and a gorgeous smile,” I reply, reaching out and removing them from her face. “It’s time to stop hiding and start living.”

“I know.” She closes her eyes and swallows hard. “To be honest with you, I don’t even need glasses.” She turns back toward the house and turns the key to unlock the door. “Please come in, before I lose my nerve.” Without another word, I sweep my arm around her and usher her inside. The door is barely closed when she turns into me and kisses me in a way that makes our kiss on the doorstep pale in comparison. “I honestly can’t believe this is happening,” she mutters before attacking my lips again. “Leave the lights off,” she adds, pushing me backwards through the darkness. I have no choice but to trust that she knows where she’s going.

The back of my legs suddenly come up against something and she pushes me backwards onto the couch. The moment my ass hits the cushion, she’s on my lap kissing me just as fervently as a moment before. I’m honestly speechless, so I lean back and go with the flow. She reaches down and lifts her dress over her head, then reaches back and unhooks her bra exposing the most voluptuous breasts I’ve ever seen in my life. She leans toward me, guiding my face right into her bodacious cleavage. I savor the feeling her warm, soft skin on face before turning to the left and latching onto a hard nipple with my hungry lips. I place one hand on each of breasts, caressing them while sucking her nipple. I can’t believe this is happening. After several seconds, I alternate to the other breast and notice my cock straining beneath her.

“Wow, did I cause this?” she asks, reaching down and feeling my hardness for herself. “I’ve always dreamed of this moment, but had kind of lost hope.” She slips off my lap and unto her knees, unzipping my pants and coaxing them down my thighs as I raise my ass of the couch to accommodate her.

“I totally didn’t expect this,” I whisper as she takes my dick in her hand and licks the tip. She giggles, before taking me with her lips and tongue, easing the first few inches into her hot mouth. She definitely knows what she’s doing, so I have to wonder if she’s as inexperienced as she claims. She begins stroking me with her hand while continuing to suck me fervently.

“This is incredible,” I gasp, her free hand now caressing my balls. Watching her move up and down on my cock in the dim light is very titillating. I’ve never been with a woman who put so much effort into it. It’s definitely a major turn on. “God, that feels incredible,” I mutter as she continues to increase the intensity. It’s obvious that she wants me to lose it. The thought of this prim and proper school teacher swallowing my load makes me even hornier as another groan escapes my lips.

She remains focused, working my cock like her life depends on it. She’s definitely got my full attention and is driving me to a quicker resolution than normal. She continues to pump my cock while working my head with the lips and tongue. This feels absolutely amazing. I reach down and begin rolling her nipples between my fingers while simultaneously feeling as if I’m about to be sent over the edge. Another loud groan escapes my lips as I feel myself let go. She leans forward, trapping my arms beneath her chest and continues to suck me with incredible intensity, which nearly has me jumping out of my skin. “Oh my god! That’s so…” My words catch in my throat as she continues to grip my over sensitized cock and suck me with undiminished intensity. My dick continues to spasm until she has drained me of every last drop. “Oh my god, that was intense,” I gasp as she finally pulls back and smiles up at me.

“I’m glad you liked it.” I can see her beaming face even in the dim light as she continues to kiss and fondle my still throbbing cock. “I’ve always dreamed of doing that to someone like you. I couldn’t even handle half of it though.” She giggles again.

“You did just fine.” I chuckle. “Better than fine. You totally blew my mind.” I lean forward giving her a long sensuous kiss. “Now, what can I do for you?” I ask, after pulling back a bit.

“Follow me,” she says, rising to her feet and taking my hand in hers. “We’ll be more comfortable in my bedroom.” She guides me down an even darker hallway and into her bedroom which has a very pleasant smell emanating from inside. It must be potpourri or something. My mom always had that sitting around the house. She pauses to bend down, obviously removing her panties. “Will you finger me?” she asks sheepishly.

“Of course,” I reply, more than willing to accommodate her after the most amazing blow job of my life. “Just lie back.” I guide her onto the bed and slide in right next to her. I run my fingers down the length of her body, pausing to fondle each breast and running into her waiting hands at the bottom of her ribcage.

“I’m a little self-conscious,” she whispers, pushing my hand to the side.

“You have a beautiful body,” I whisper against her lips, removing her hands and continuing my way down her abdomen. I take my time, caressing her entire midsection before moving lower. I want her to realize there is nothing wrong with her body. She’s much too critical of herself. “You’re really wet,” I whisper, smiling as my fingers caress her slick lips. “You have a sweet little pussy,” I add as my middle finger moves inside of her. It’s incredibly snug.

“You’re so fucking sexy,” she gasps, taking my lips with hers and kissing me hard. I find myself locked in an incredibly passionate kiss while finger fucking her toward her first orgasm. “Don’t stop,” she cries, pulling away from my lips. Her breathes becoming ragged and choppy. “Oh god,” she gasps as I lean down to suck her nipples while continuing to work her most sensitive flesh with my finger tips. Her fingers grasp my hair and her body turns rigid as she reaches her first orgasm of the evening. I don’t let up a bit, giving her the same treatment that she gave me earlier. “Stop… please stop,” she cries, trying to escape my grip.

“Okay,” I whisper, releasing her and lying down next to her. “How was that?” I ask, continuing to run my hand over her soft skin.

“How do you think?” I can see her head going back and forth even though its nearly pitch black. “I’ve never had an orgasm like that. I’ve made myself come, but never like that. That was fabulous.”

“And you haven’t even really experienced me yet,” I reply, resting my throbbing cock up against her thigh. “Having my fingers inside you made me rock hard again. You’re so damn snug. I’ve never felt anything like that.”

“Really?” she asks, seeming completely surprised by my comment. “I guess I thought I was just like everyone else.”

“No. You’re definitely not like everyone else.” I take her lips in mine and kiss her in a way that every woman deserves to be kissed. Long, firm and filled with passion. “I’ve never wanted anyone more than I want you right now.”

“It’s probably about time I lose my virginity,” she whispers with a sigh. “Can you believe it. A virgin at my age.”

“I think it’s a fucking sin,” I reply, nibbling on her lower lip. “You shouldn’t waste another day.” I slip my middle finger back inside of her and pick up where I left off, kissing her lips and running the tip of my rigid cock against her thigh.

“I want you now,” she says breathlessly after pulling back a bit. “I want you to do me like you’ve never done it before.”

“You’ve got it,” I whisper, sitting up to ponder the location of my pants.

“What’s wrong?” she asks, concerned by my hesitation.

“Nothing. Except I have no idea how to find my pants in the dark,” I admit with a laugh. “You might have to help me out, so I don’t kill myself.”

“I’ll be right back,” she says, scurrying off the bed and into the adjacent room. Within seconds she returns with my pants. “Here you go.” She crawls onto the bed, rolls onto her back and waits patiently for me to get organized.

“Okay, where were we,” I ask once I have my protection in place. I’m going to have to pay more attention next time. I didn’t handle this very professionally.

“I think you were about to go here,” she says, grabbing my dick and coaxing me between her legs. “Like I said, I’ve been waiting a long time for this.” I give her several small kisses before slipping my tongue between her lips. At the same time, she guides my bulging head between her slick lips below. I feel her heat envelope me as I lean forward, forcing my way inside her snug pussy.

“God that feels good,” I mutter against her lips and move a bit deeper within her before pulling back. “I want to go slow.” I continue to tease her with my lips and tongue while gently rocking my hips moving just a couple inches back and forth.

“That feels really good,” she whispers, clutching at my sides and sighing. “Don’t go easy on me,” she reminds me, tugging at my hips. I smile against her lips as I lean forward and slowly plunge my cock all the way in. “Holy Moses,” she squeals, her body convulsing momentarily. I pull all the way back before plunging balls deep again. The way her walls are gripping me is something I’ve never felt before. I have to wonder how long I’m going to last as I begin delivering steady strokes that have her moaning incessantly. Her breaths once again become short and ragged as I draw the tender flesh beneath her earlobe between my lips and increase my intensity and pace.

“You feel incredible,” I whisper in her ear, reaching down to spread her legs wider in an effort to go even deeper within her. Her moans take on a more primitive quality as I pound her in the way she has been seeking. “I love this,” I tell her, wanting her to realize that this is every bit as good for me as it is for her. I thrust deep within her again and hold it there this time causing her to go completely rigid and release a squeal of delight.

“That’s amazing.” She pants continuing to cling to my sides. I slip my hands further down her legs, hooking her heels with my fingers and spreading her even wider. She continues to pant and murmur as I give her several long, deep strokes pulling back completely before plunging back inside her. “Oh my god…” she squeaks, her breath catching in her throat and a warm wave washing over my cock. Suddenly I can move more freely within her so I take advantage, pounding her mercilessly and causing her to express herself much more loudly. Good thing she owns a house or we would be waking all the neighbors.

“Oh fuck…” I declare, finally reaching my tipping point and coming for the second time inside of an hour. I collapse unto her chest, nuzzling into her and kissing the side of her neck. I keep myself buried deep within her, still enjoying the feel of the snug fit.

“I think you just ruined me for other men,” she says upon coming back to her senses. “That was beyond amazing.”

“Yes, it was.” I push her hair away from her face and kiss her lips firmly. “I’ve never had sex like what we’ve had tonight. What the hell have you been afraid of all this time. You’re incredible.”

“You’re the one who’s incredible,” she says, giving me another firm kiss. “I would ask you to stay, but I don’t really want you to see reality in the morning light.”

“That’s ridiculous,” I whisper against her lips. “But you’re the boss. Besides, it would be twice as expensive if I spent the night.”

“Then it’s settled.” She turns into me, pushing me onto my back. “Give me one more of those amazing kisses, then get the hell out of my bed. You’re too young for me anyway.” She giggles as I take her lips one last time before getting out of bed and collecting my clothing with her assistance. She finally turns on a light in the hallway, but not until she’s all wrapped up in a terrycloth robe. “I really appreciate you doing that for me,” she says, with a warm smile. “I know you’ve never been with anyone like me before.”

“No, I haven’t. You’re the most amazing woman I’ve ever been with,” I reply, giving her one last kiss before turning and heading out the door. I want to leave her with those words. She just needs to get out there and quit being her own worst critic. I glance down at my phone which has been vibrating throughout the night. One missed call from a buddy and the rest are from Sammy. It looks like I’ll be busy again tomorrow night. I smile, hopping into my old Blazer. Maybe I’ll be able to trade cars quicker than I thought.