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Self-Conscious

Story Info
Older lady meets her crush.
4.1k words
4.58
16.4k
12

Part 1 of the 2 part series

Updated 11/19/2024
Created 11/14/2024
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I sort of have the hots for someone I have never really met. An acquaintance, friend of a friend I know only online. Not sure he is really my type but for some reason I find myself wanting to reach out to him. I know he is a little younger than me and I feel weird reaching out to him. I have watched over the years and know he isn't with anyone. He seems to have had a few short flings but never anything serious that I have noticed. I want to break the ice and approach him for just a meeting. Maybe shoot some pool and have a beer, something like that.

He is a hard worker, I like that. He doesn't smoke and is an animal lover. He seems down to earth and I really like his hands. I think about his rough, hard-working hands on my body. His hands are strong, thick fingers, clean, and I wonder about his cock. I think about it being thick and strong and hard like his fingers. I get excited fantasizing about it.

He lives alone on a nice quiet spot next to a lake. He's an outdoorsy type who likes to fish and has a lot of big boy toys. He's smart too, he has is own business and knows his way around computers. So why am I so intimidated? Probably because I'm older and worry about how he would see me. Some old lady hitting on him. And yet, I have these thoughts I can't get out of my head.

I recently noticed he has a place for rent, a cabin. I decide to reach out, using that as my excuse. I message him online telling him I am interested in possibly renting his place and want to come see it.

He answered me right back. He informed me that there were plenty of pictures online and that I didn't have to drive all the way up there. I can answer any questions you may have; he tells me.

I'm thinking to myself, this may be a little harder than I thought. And chuckle to myself. It's going to be more of a cat and mouse. He has no idea what is going through my head. I try another approach. I tell him I am visiting a friend in the area and thought I might just pop in, if it's no inconvenience.

"Sounds good," he says.

"Cool," I tell him. "I will let you know when I am heading that way, it should be next weekend if that sounds good."

Sounds good he answers again.

The trap is set! I laugh.

I have several days to get things ready. Decide how to play this and shake off this nervousness. I mean he has no idea what I have in mind this is just a casual meeting. No strings, no expectations. I'm just a stranger from social media interested in his cabin by the lake. But I'm nervous and fidgety, I can't keep my mind focused thinking about meeting him.

I message him. I tell him I can be in his area around 3:00 on Saturday afternoon. I asked if that would work, is he going to be busy? Should we reschedule? It takes him a while to answer back.

"Sorry," he says, "I was just getting out of the shower." Mmmm, I think of him warm, wet and clean. "Saturday sounds great he tells me. I made sure I had the whole afternoon clear so you can have my undivided attention."

I grin. "Oh! I like that!" I say and he responds with an LOL. He mentions he needs to get out of his wet towel, and he'll see me Saturday. I can hardly wait.

Friday night and I'm a nervous wreck. I decide to get some clothes packed, an overnight bag. I am not expecting anything, but I may not want to drive back home Saturday night and this way I'll have my essentials should I need to stop and get a room. What the hell am I thinking? What makes me think I could possibly seduce a stranger at my age? What if he thinks I'm a mother figure type and completely gross him out? What if he prefers much younger women? I have no idea what his type might be. I'm worrying myself over nothing! He doesn't know I have the hots for him. Innocent meeting, nothing more.

I need a shower! I run the water as hot as I can stand and just stand under it for what seems like forever. Just rinsing the tension away. I wish I had one of those handheld shower head things so I could sit back and rub one out with the hard spray. I get myself all soapy and wash everything nice and clean. I shave everything so I am all nice and smooth then wash my hair. I'm still feeling a bit horny but decide to take care of that after my shower. I turn off the water, wrap my hair in a towel and step out. After I dry off, I use my lotion to get all smooth and soft and smelling good. I do all the other after shower stuff, brush my teeth, check my nails, comb my hair and off to my room.

I plan on throwing on a pair of comfy lounge pants and a baggy t-shirt, but my mind begins to wander again. I climb into my bed and reach into my nightstand for my little bag of toys. I pick the little blue pocket vibrator. It's called a flickering dolphin. It's small, fits into a bag or pocket and has a little dolphin tickler on the end. You really don't need some huge honking dildo to get the job done, although those are nice to have around too. This little thing is pretty powerful and that flicker, oh my! It can really make a huge difference.

I lay back and get comfortable. I start by spreading my lips and feeling my pussy. I rub it a bit to get it wet and begin to finger myself. I lay back and close my eyes, thinking about my stranger, I imagine his hands on my body all rough and strong. I think about him squeezing me, my tits, my ass. I turn on my vibrator and rub it against my wet pussy. I am avoiding my clit for now, I want to take my time and think about him, I rub the vibrator down between my legs against my pussy and ass, running it up and down and it feels so good. I think about his thick fingers plunging into my cunt and fingering me. I slide the little flicker up to my pussy again, I spread my legs and hold my lips open. The little tickler hits my clit, and I have to stop for a moment, oh it is so good. My pussy is so wet, I know that it won't take any time to make myself cum. I place the little dolphin right on my clit and start to move my ass as I fuck the little vibrator. I explode and scream out a little bit! Oh my god, I keep it right there and cum and cum. It gets so sensitive that I have to stop. My pussy if throbbing and pulsing and draining. I turn off my little toy and take a deep breath. Let it out. Much better. I get ready for bed so I can dream about tomorrow and my sexy stranger.

It's Saturday! I slept like a baby but didn't dream. I'm up early. Like always. I make my coffee and drink a cup while I watch the news. Ugh, nothing good there. I turn it off and decide to check the weather on my phone. It's supposed to be a fairly nice day, a little chilly. A typical Midwestern fall afternoon. I love this time of year with all the leaves changing colors. I like being able to wear flannels or hoodies and boots. I enjoy being casual and comfortable and a little tomboyish. So, I get dressed. Clean undies, sports bra, distressed jeans. I throw on a man's button down shirt with one of my baggy hoodies over it, the tail of the shirt hanging out the bottom of the hoodie. I am not into sexy, heels and tight clothes. I figure WYSISYG. Right? I throw on my harness biker boots and call it done! I always wear my hair up in a messy bun. I like having long hair but don't necessarily like to wear it down, especially in fall/winter, it always gets too much static and I'm constantly shocking myself. So, I throw it up, looks fine. Of course, it's all gray. I know some people probably thinks it makes me look older and that I should maybe color it, but I like my silver hair, and I don't want to change it.

I do some things around my apartment to keep myself busy. I Google the address of the cabin and get the map up. It's almost a three-hour drive. That's fine, I have the whole weekend free, so it won't be a problem. I get everything put into my car and head out. I need to stop for gas and be on my way. I'm nervous again, I can't help thinking how ridiculous this could all turn out to be. I have to keep telling myself, no expectations. It's not like we planned a date or anything. Just a couple pf people meeting to check out a rental cabin. I wonder if men fantasize about things like this. Do they ever think, I am going to lure a woman over under sketchy pretense and then seduce her? I mean, I know it happens in porn movies all the time but that's not real life. I wonder what a normal guy would think if some woman just came on to him and makes it obvious that she wants to fuck him? Would he go along with it? Would he think, what the fuck are you doing? That would be completely embarrassing and humiliating. What am I thinking, doing this? I guess I'm not hideous or completely revolting. Sure, I'm more mature but I'm not decrepit old lady old. I still have some drive left in me and I think I can still suck a cock pretty fucking well.

I'm about thirty minutes from the neighborhood I'm heading to. I pull into a parking lot and check my messages. I have one from him, from Greg. "You still coming? I've been looking forward to meeting you." he says. And I get a little Adrenalin rush. This sounds pretty promising.

I answer him back, "I'll be there shortly! I am about half an hour from you,"

"Oh that's great" he says, "You should be right on time" It's getting close now. My mind is racing, my heart is pounding.

I finally arrive and start down his driveway. He is standing outside, coffee cup in hand, big smile on his face. He looks cleanly shaven and showered. I shiver. He approaches my car as I am getting my phone and other stuff together. Then he is at my window and opening my door. "Hey, you", he says, and he grabs me into a big bear hug as I step out of the car. I am a little surprised, but I like it.

He has a deep, welcoming voice and friendly eyes. Just a polite, down to earth guy in jeans, boots and soft flannel shirt. And he does smell good. He holds his arm out, motioning towards his house and closes my car door. "The cabin is right down the road. I didn't know if you needed a minute after driving before, we head down there."

I told him I appreciated that, and he heads to his door. He stops and tells me that he needs to warn me about his dog. "He's a little hyper," he says. "He's friendly and all but gets excited around new people." He assures me that he will try to keep him calm. He also tells me not to use a falsetto voice, it makes him crazy.

I just laugh and say, "Got it."

We go inside and sure enough, his dog is going nuts. Tail wagging, whining. I put my hand out and he sniffs it then proceeds to slobber all over it. I tell him to Sit! He does! Such a sweet boy. I pet him and rub his ears, and he calms down. Greg opens the door and tells him, "Outside" and the dog hurries out. "Sorry about that," he says, "I like to introduce him to people inside so I can control his crazy ass."

I tell him it's no problem, I love dogs. He tells me that I'm good with him and it's always nice to meet a fellow dog lover.

I ask him to point me to the bathroom so I can freshen up a bit and wash the dog kisses from my hand. He laughs and shows me the way. His house is nice, homey. He keeps it clean and it's not too man cave looking. I use the restroom, wash my hands, check myself, fine. When I leave his bathroom, I hear him in the kitchen. "Want coffee?" he asks, "I just made a fresh pot." I accepted and tell him I like mine a little sweet and he points to the creamer and sugar. The coffee is good, nice and warm.

"So, you're thinking about doing some camping?" he asks.

"Well, I thought it would be nice to have a place to go hang out, away from everyone. Maybe do some fishing and kayaking." I tell him.

"Sweet, I have just the spot." He cocks his head towards the door as he sips his coffee, and says, "Let's go."

We jump into his pickup and head out. The cabin is only a few houses down, but they all have a little acreage around them. He turns into one of the drives and pulls up in front of a cute house right on the lake. We get out and he begins to show me around the outside. There is a fire pit, a dock with two kayaks, a hammock, a small deck with chairs and tables and string lights around it. Quaint little place, I think. He leads me to the back door and reaches into his pocket for the keys. I can't help but notice his crotch. I see what looks to be a fairly large bulge there.

He lets me inside and follows behind me. He starts flipping on lights and it smells like fresh paint and cleaning products. The floors are all new, freshly painted walls, everything new and redone. It's really cute.

it feels so welcoming. He feels so welcoming.

He shows me the kitchen the bathroom and the living/dining room. All nice, spacious. A nice fireplace in the living room. He proceeds to lead me down the hallway to show me the bedrooms. There are four in all. "Well," I say, "I don't know what I would do with that many rooms, I don't have that many people I want to spend time with." He lets out a big laugh. He is standing outside the biggest bedroom, and I pretend to squeeze past him to peek inside. I make sure to brush my ass against his crotch as I do. I walk into the room and look around. He comes in too. I look up at him shyly and smile. I proceed to sit on the bed and bounce a little bit. "Hmm, seems comfy," I say "Have you christened it yet? Broken it in yet?"

He looks at me and blushes a bit and cocks his head. He rubs his hand over his chin and says, "Well, no. I haven't had any guests yet."

I just snicker and stand up. I started for the door thinking this was probably a bad idea. I start past him, and he grabs my arm. "Wait, where ya going so fast?" He asks. "You can't just say something like that then walk away."

My head is a little woozie.

I turn to face him and say, "I'm sorry, I came up here under false pretenses. I was looking for an excuse to meet you and I thought..." He pulls me in and kisses me, hard.

"I have been wanting to meet you for a long time." he tells me. "I follow you online and do the bare minimum, liking your posts etc. But I have been wanting to get together with you."

I wrap my arms around him and kiss him back. I rub myself against him and move my hands down to his ass and pull him into me. I can feel him start to get hard. He leads me over to the bed and sits me down. "Tell me what you want." He whispers.

I don't say anything, I unbutton his shirt and slide it off. He has a nice chest, a little hairy, manly. Then I reach for his jeans, unbuttoning them and sliding the zipper down. I slide his jeans down but can't take them off because he's still wearing his boots, that's fine. I notice the large bulge in his boxer briefs as I pull them down exposing his very large, thick, hard cock and it stands straight out at attention. He definitely has a very nice dick. I stand up turn him around and push him onto the bed. His jeans still down around his ankles. I get down on my knees and wrap my hands around his huge cock. He takes in a deep breath and moans. I can't wait any longer, I have thought about this for a long time.

I put his dick in my mouth. It's probably too big for me to swallow the whole thing, but I am damn sure going to try to take it all. I begin to stroke and suck it. Making it wet and slippery. He smells like a man, all musky and sexy and tastes so good. I continue sucking him and then force his dick all the way down my throat, swallowing it. He starts to groan and move his hips. He grabs my head and pushes it down until my nose is touching his crotch, I start to gag but try to relax my throat as I feel it slip all the way down. He starts to fuck my mouth and then screams, "FUCK YES!" He is cumming, straight down my throat. I feel his huge member pulsating in my throat. And he fills my mouth. I am still sucking as he tries to pull out of my mouth, the suction is very strong, and I can't catch my breath. He is bucking into my face and finally lays back, spent. I slide him out of my mouth and look up at him. His hands are over his face, dick still erect and purple, still dripping a few drops of cum. I gently tickle the head of his cock with my tongue as he sucks in air and shivers. "Oh fuck! FUUUUCK! That was the best blowjob I have ever had!" he says. "Unbelievable, I have never had any woman take it all like that. Not even close."

I still haven't said anything, just sitting on the floor at the foot of the bed. I don't know what to say. I am a little embarrassed and feeling a bit uncomfortable. I just turn my back to the bed and put my head down. I'm confused by what I'm feeling. I feel a little ashamed now that I've come here and done this. He sits up, grabs his jeans and stands to pull them up. He looks down at me and says, "You're awfully quiet, everything ok?" He has a sound of concern in his voice, and I just look up at him and tell him I'm fine.

I tell him I am feeling a little insecure and self-conscious. "I feel like a wretched old woman taking advantage of a younger guy. I should know better than to behave this way." I confess. "I really don't know what I was thinking, acting like I could have my way with you, seduce you. I'm too old to try to be sexy."

He grabs me by my shoulders and lifts me off the floor. "Oh my god! You have no reason to have any of those feeling. You don't need to be self-conscious or embarrassed. We're both adults. I knew exactly what I was doing, please don't feel guilty or ashamed. Fuck you have nothing to worry about. You are sexy as hell and very talented." He says, "But I do have one issue."

"What's that?" I ask.

"What are we going to do for you now?" He grabs me and kisses me. I raise my arms up above my head. He looks puzzled for a minute and then pulls my hoodie up and over my head. He places it on the bed and begins to unbutton my shirt, he gently kisses my neck and lets the shirt fall. I raise my arms again and he pulls my sports bra off. He lets it fall to the floor and quickly takes both of my tits into his hands. He is kissing my neck, and I can feel his hot breath. He fondles my breasts for a while and then proceeds to lick one of my nipples as he pinches and squeezes my other nipple. My nipples are so hard. He then moves me to the bed and sits me down gently pushing be onto my back.

He removes my boots and works his way up to my jeans, wasting no time unbuttoning and unzipping them. I raise my ass off the bed as he slides them off and then my panties. There I am, laying completely exposed, naked and feeling more self-conscience than ever. He removes his own boots and removes his jeans and crawls onto the bed next to me. "Can we get under the covers?" I asked. "I would feel more comfortable."

"Just let me see you first." He says. "I want to touch every part of you." And he begins softly stroking me. He gently tickles my breasts and rubs my stomach. I am covered in goosebumps. He runs his fingers just above my pussy mound and then slowly works his fingers down my inner thighs. I'm so sensitive now. Every touch gives me chills. I lay there with my eyes closed and take it all in. Suddenly his fingers find their way between my legs as I spread them slightly. He slowly rubs my labia working his way deeper in between the lips of my cunt. I'm trembling. He sits up slightly and moves between my legs, spreading them apart. Using both his hands he spreads me open and begins to slide one rough, thick finger into my pussy. It feels just like I imagined. He has nice thick fingers. He then puts in another and another and I am beginning to feel full. His hot, hard tongue is then on my clit. He is jutting it quickly in and out as his fingers pound inside me. I am gyrating against his fingers as he sucks my excited clit into his mouth and sucks hard. Oh Shit, it's so fucking good. I grab his head and push his mouth down onto my pussy as I cum violently. It feels like it is gushing out as his finger are moving deep inside me. "Yes! Yes! Yes!" I moan and then collapse back on the bed.

He slowly pulls his fat fingers from my soaking cunt and looks up at me as he licks them. I shake my head, cover my eyes and laugh. He joins me once again at the head of the bed and puts his hand on my face, kissing me. "You have quite the tasty little snatch for an old broad" he jokes. I gasp at him pretending to be offended and slap his chest. He rolls over on top of me and says, "Definitely not too old. Look what you do to me." He raises up to show me his hard cock.

12


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