πŸ“š lucy over 40 Part 2 of 12
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EROTIC COUPLINGS

Lucky Over 40 Ch 02 His Lead

Lucky Over 40 Ch 02 His Lead

by lucy
19 min read
4.61 (7900 views)
adultfiction
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This is the second part of the story of two single 40-somethings that met on-line and started an adventurous sexual relationship. It is mostly about exploring completely heterosexual kinks, and this part contains things like mild male dominance, mild exhibitionism, mild humiliation, anal play, cum play -- including eating some of his own cum. Among other things, there is NONE of the following: pain, bondage, incest, underage sex, homosexuality, bisexuality, or non-consensual sex, of any kind. If anything above bothers you, please don't be upset if you keep reading! (Please DO make use of the Tags for stories to see what you may like or not like.)

= = = = = = = = = = = = = =

All day my mind was filled with thoughts of Jill and with planning our date tonight. Yesterday was a fantastic sexual experience and the thought of it, and what might follow, had me distractedly horny all day. It had been our third date, when we had our first kiss, which was quickly followed by a fantastic time in bed together. Afterward, she had readily agreed with my suggestion that I could take the lead tonight and she do whatever I asked of her, although she would be able to decline anything she truly found objectionable.

We learned yesterday that we're both very open to trying new things sexually, and interested in doing some 'sexual exploration' together. We also found out that each of us enjoys some anal play, both as a receiver and a giver, but that she has even less experience with it than I do. I wanted to pursue that tonight, and thought a trip to a nearby 'adult store' to get a butt plug, or other anal toy, would be a fun little adventure for us to try together. I had a plan on how to carry it out that I thought she would find erotic, novel, fun, and I hoped, not too uncomfortable, either emotionally or physically. I was also hoping she wouldn't refuse any of my requests tonight, but if she did, I could adapt.

I went straight from work to Jill's house and when I arrived to pick her up she greeted me at the door in a cute floral dress that extended to about her mid-thigh. It did a nice job of accentuating her long, fit legs, slim waste, and moderately sized, but very shapely breasts, with some of her cleavage invitingly showing. Her long blond hair was in a cute ponytail. She greeted me with a big hug and a warm kiss. I eagerly returned the kiss and let my hands caress her shapely ass. After a full minute or more of tongue wrestling and groping each other, I stepped back and told her that she looked, felt, and tasted great. She thanked me and said it was all very mutual, admiring the look of my button down shirt and khakis -- particularly the "nice bulge" in front. We were off to a good start...

I asked her if she was ready to go out and she said she was. I replied that there were a couple of adjustments to make first, "Take off your bra for me, please." She gave me a bit of a questioning look, and I said, "You agreed that I would lead tonight and you would do as I asked."

She rolled her eyes a little and nodded, turning around while slipping the straps of both her dress and bra off of her shoulders. She asked me to undo the bra clasp, which I did, and she let it drop to the floor. I ran my hands around her sides to her front and fondled those pretty, perky breasts, gazing at them from behind while kissing her shoulder and neck. She moaned softly and tried to push her butt against my growing cock, but I turned her around, moving my mouth to her left breast and my hands down to fondle that cute ass again. After kissing and nibbling each of her erect nipples, I dropped down onto one knee, slid my hands up the backs of her thighs, under her skirt, and started to pull down her lacy undies. She quipped, "I thought we were about to leave for dinner, but you seem to be going somewhere else -- though I'm not complaining, mind you."

"I'm just making one more adjustment to your wardrobe before we go. Please step out of these," I requested, holding her panties open at her feet. She complied and watched with a smile as I sat back on my heels, examining her frilly underwear and lifting them to my nose, saying, "Hmm, these are already fairly wet and enticingly fragrant."

"That's what your attention does to me, as well as anticipating our date tonight. Are

you

complaining? Or, are you just changing my wet undies? Did you bring a different matching set for me?"

"So many questions. No, I'm not complaining. I've been eagerly anticipating tonight as well -- all day in fact -- and I'm glad to know you have, too. I'm also very pleased to see, and smell, the evidence of that and your appreciation of my attention. I like your wetness, your scent, and your taste! But, underwear interferes with my plans for this evening, so you won't be wearing any. And, now you're ready to go out, but as long as I am down here..." I lifted the hem of her dress, ducked my head under, and buried my face between her legs, licking her wet labia while my hands grouped her bottom.

"Ooo, that feels so good that it's making me a little weak in the knees. I don't want you to stop, but I need to sit down," she sighed, turning slightly and taking a step back to sit in a large cushioned chair.

I turned with her and leaned forward on my knees, my head still beneath her dress, mouthing her luscious pussy. When she sat I took hold of her ankles, lifting her feet up and telling her to rest them on the edge of the chair cushion. Her knees were now bent with her legs up. I spread them apart widely and licked at the wetness between them. She started to pull up her dress so she could see, as well as feel, what I was doing, but I pulled it back and told her, "Pay no attention to the man behind the curtain. I'm just cleaning up all the deliciousness that's spilled down here. Mmm, I don't want it to go to waste."

I licked between her thighs, across her labia, and chased the trickle that ran down her perineum, into her ass crack and around her puckered anus. I lapped it all up, and then paid a bit more attention to that place I had plans for a little later. As I spread her ass cheeks and ran my tongue between them she whimpered and squirmed slightly. I teased her little rosebud and then started to push my tongue inside it. She began to breathe heavier, audibly panting, and pushed against my tongue to shove it in further.

"Ohhh, doing that is gonna make more for you to clean up," she moaned. "No one has ever licked me like that, not there. It seems so bad but it feels really good."

I leaned back a bit and said, "Mmm, I know it doesn't seem like it should, but it tastes really good, too. Your arousal is so delicious. We'll get back to this later, I'm sure, so let me just have one more taste and give it a little kiss good bye, for now." As soon as I said that I ran my tongue up the length of her ass crack, pushing on her butt hole as I passed it. Once clear of that spot, I teased the hole gently with finger as I slowly ceased spreading her ass with my hands. I continued to gently trace my tongue from her bottom upwards up, pushing it between her moist lips until I reached her clit. After momentarily sucking it into my mouth, I gave it a little farewell kiss. She moaned again and tried to clamp her legs together on my head, but I pulled away before she could trap me.

I placed her feet back on the floor, stood, and leaned down to kiss her, letting her taste herself on my lips. Taking her hands and helping her up from the chair, I said, "It's time to go now. Please grab a small towel to sit on in the car so you don't make a wet spot on that pretty dress."

"Well, it's your fault for causing the wetness, and for taking my panties, although they were probably too wet to protect my dress much anyway. I was really hoping you'd mop me up some more with your tongue. You really know how to give me an appetite, of sorts; you do make my mouth water, among other places..."

During our short drive I asked her if she liked Japanese food, and she said she enjoyed sushi rolls, but hadn't really tried anything else. "That's fine. We can make a meal of that, or see if anything else interests you." My mind immediately considered how that was a setup for sexy commentary on the rest of the evening, but I chickened out on following it up. I was getting a little self-conscious, and nervous, about being so very 'forward' so far this evening. It was new to me, but so far, was working out well, and was a lot of fun. I hoped the next part would be as well... I told her we had a little errand to run before dinner, though I didn't explain further.

I teased her about being wet from anticipating the evening, confessing that my own anticipation had given me a hard-on for most of the day. She remarked that she was happy to see it, patting my crotch gently. I asked her to pull up her skirt and let me see how the towel was holding up. As she did, she replied sarcastically, "I'm sure it's just the towel you want to check out." Looking down, she continued, "Maybe not as wet as I was, but I'm still pretty damp."

I grinned back at her and, forgetting my previous inhibitions, said, "I think you should dip a finger or two in there to see how damp it is, and you could give me another taste while you're at it."

"I'm thinking you just wanna watch me finger myself. I've never really done that for anyone before, but since you're in charge...," she responded with a touch of shyness. After running two fingers through her sodden slit, she slipped them in my mouth. "Okay, that felt good. And rubbing myself a little in front of you was kinda hot, too. Do you need another appetizer before dinner?" She was rubbing herself again, perhaps almost unconsciously.

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This is really working out well, so far...

, I thought to myself.

"I don't think I'll ever refuse a taste of your sexy nectar, but we're here now, so give me just a minute. You can scoop up a little serving for me while I park." I tried to watch her fingering her snatch while I parked the car in a somewhat secluded part of the restaurant parking lot, not too far from another building. It was so arousing to see her sitting with her head back, eyes closed, knees spread, and two fingers in her lovely furry pussy.

I've got to see this show more often...

When the car came to a stop she opened her eyes, slipped her fingers out and quickly put them in my mouth again. I sucked n them as they stroked my tongue lightly. She looked around and asked why I parked there, and not in front of the restaurant, then inquired if we still had to run an errand to do. I said we did, and got out of the car.

She pulled down her skirt as I opened her door and extended my hand to help her out. I led her toward the other building, with my hand on her beautiful ass, and told her we were going to do that errand right now. As we approached the store we saw a sign indicating it was for 'Adults' and another hyping 'intimate apparel.' She remarked, "This place looks

interesting

. Planning to get me some new undies to replace the ones you removed earlier?"

"No. They have other things here that we should find more...'interesting.' I want you to help me pick out a something else for you, well, for us. Though it could be something you'll end up wearing, in a manner of speaking." Her face showed some puzzlement and some amusement.

So far, so good...

Once inside, we didn't see anyone else except for the 30something woman behind the counter who gave us a welcoming smile and told us to just let her know if we needed any help. I thanked her and said we certainly would. Jill started to head towards the clothing area, but I steered her off in a different direction, saying a little nervously, "Yesterday we both seemed to enjoy playing around the, um, 'backdoor,' so to speak, so I thought we might look for something that'll help us explore there some more."

"Oh you did? Well, I guess we do think alike. Exploring that kind of thing some more had crossed my mind earlier today, too. Then your attention before we left my house tonight made me sure I wanted to. But, did you think I don't have any sex toys of my own at home?"

Wow, why was I nervous...

"Well, I might've had a little hope that you do, but I assumed none of them would be anal toys since you said you didn't really have any experience with that kind of play before yesterday. Let's browse around and see what could be of interest. I'm figuring on something at a beginner's level, at this point anyway. And we don't have to get anything at all if nothing appeals to you."

"Oh, I'm up for browsing around, and I really wanna see what would interest both of us. I'm definitely curious to find out about

all

the things

you

find appealing in here. Do you have anything in mind already?"

"Well... Okay, I had thought of us trying a butt plug, or something along that line. I think that little thing would be cute on -- or in -- you, especially when you bend over for me," I said, pointing out a silver teardrop shaped plug with a jeweled end. It was down on the lower part of the display rack. "Get that for me, will you, I want a better look."

She glanced around the room. With no one in sight, she bent over at the waist and pulled her dress up to flash me a perfect view of her beautiful ass and tempting pussy. "I know what you really wanna get a better look at! But I'll play along, since I'm curious about this kinda toy, too," she said, looking over her shoulder at me. With that, all my prior nervousness and inhibitions vanished completely.

"Well, you wanted to know what I found appealing here, and these are the most appealing things I see right now," I said as I rubbed her ass, then slid a finger down to her moist slit to feel her wetness again.

She stood quickly, pulling down her dress, turned and said, "No trying out the merchandise in the store. You break it you buy it. And any other slogan that applies so you don't do that where someone might see it! And, don't make me start dripping again!" she scolded with a smile. She handed me the box, along with a little kiss, and a light squeeze of my crotch.

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"Hey, no trying out the merchandise, or something like that," I teased her, with a grin. "You're the one who lifted your skirt, though. How was I supposed to resist that?" I glanced at the box she gave me, then pointed to some rubber plugs with tee shaped handles, "Or, we could go with something more plain, like these. We could try a single style, or an assortment. What do you think?"

"I think that little silver jeweled thing would look cute in

your

butt, especially when you bend over for

me

. I hadn't really thought much about this sort of thing before, but after yesterday, I think some kinda plug thingy might be fun to try, on both of us -- or in," she giggled. "I could go for the metal one with bling, but I wonder if a rubber one would just be more comfortable."

"That's a fair point. I have no experience with these. I wanted to do some research today, but really couldn't at work. Maybe we should ask the woman up front."

"Okay, I'll do that, girl to girl," and off she went with a couple sample items. I kept looking around the same section to see what else there was. There were so many items, but most were just a minor variation of a few designs or products. Aside from the major function and style, the main choices seemed to be size and material. Currently, comfort and practicality were my primary considerations. Simple stimulation was the main idea right now, so I wasn't looking for vibration and such, but the idea of a remote control was definitely something I'd keep in mind for the future.

When Jill returned she echoed these basic points and brought up a couple other things as well. We settled on a 'beginner's set' of 3 silver aluminum plugs with jeweled ends, in small, medium and large. And of course, plenty of lube. I paid the girl up front and she winked at Jill, saying, "Let me know how it goes."

Jill smiled and nodded in reply, adding her own wink. I raised my eyebrows at the two of them, and said to Jill, "That was awfully chummy. Anything I should know about?"

"Nope, just girl talk. But I, or we maybe, need to come back and browse around some more. So, are we going to dinner now?"

"Very soon, one more thing to do first," I said, walking us to the car. I opened the back door of my SUV and directed her to get in. "We need to get you dressed first," I said as I opened the box of plugs and retrieved the small one. I told her to kneel on the seat, facing backwards, and lift her dress. She gave me one of those looks again, but did as she was told, while I found some hand sanitizer.

I sat there a minute, openly admiring the view, as I cleaned the new toy, then placed it and the lube on the seat next to me. I caressed her ass cheeks and spread them apart, commenting on how nice she looked, and smelled, with her pussy getting wetter by the second. She wiggled her ass at me and sort of giggled. I moved my thumbs into her butt crack and rubbed softly around her hole. She whimpered. I continued rubbing as I leaned in and kissed her ass cheeks, kissed her pussy near her crack, then licked up to her anus, and teased around it, with my tongue. While still holding her cheeks apart, I slid my thumbs down to her pussy lips and teased them as well. She was moaning now, pushing her ass into my face and spreading her legs a little farther apart.

I licked harder, right on her butt hole, and soon started to push my tongue into it. Her sweet juices were almost dripping from her pussy, and I moved one hand so that I could slide two fingers into her hot sex. She squirmed a bit while moaning louder and pushing back on my face and fingers. I shoved my tongue into her harder and rubbed on her g-spot with my fingers. Her hands went to her ass, pulling it open, while she groaned and ground herself against me. I moved my tongue in and out of her while continuing to caress the sweet spot inside her vagina, until she came, with a great shudder, and slumped forward against the seat back, away from my face.

I slid my fingers out and put them to her lips to suck. I then picked up the plug and lube from the seat with my other hand, and licked at her hole a little more.

Putting a generous bit of lube on the plug, I smeared it around with a finger, then put that finger to her ass, rubbing around, then inside her opening. Jill pushed back against my finger and said, "Umm, yeah, let's do it." And I put the plug against her open pucker. With gentle pressure and a little twisting back and forth, the plug began to slip in. She moaned and pushed back, pulling her ass cheeks apart with her hands. I told her how really sexy she looked and sounded, encouraging her to take the plug into her hot ass. She pushed back a bit more and it slipped all the way in.

"Good girl, babe, that really does look hot," I told her. "Now let's go to dinner."

"Are you gonna take it back out first?"

"No, that would spoil it. I want you to wear it through dinner. I'll take it out back at your house, after I come in your pussy. Are you okay with that?"

"Well, I think I can deal with it, considering the reward," she said. "How quick can we finish dinner?"

"Are you in that much of a hurry to get the plug out of your ass? Don't you like the feeling?"

"Oh, I do like it, but I'm a kinda nervous about wearing it in public. What I'm really in a hurry for is your dick in me. I'd like to suck you off right here if you'll let me. Or I can keep kneeling on this seat while you slide your hot cock into me from behind. That would be really nice."

"I love the way you think -- and taste, and feel," I told her, "but we need to get some dinner, and then we can go home where we'll be much more comfortable sucking and fucking."

"Then let's get going, you're wasting time," she replied, scrambling out the door.

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