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EROTIC COUPLINGS

Paring Lot Intersection

Paring Lot Intersection

by Ollegio
20 min read
4.59 (5600 views)
oralanalcowgirlreverse cowgirl
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Running some errands I pulled into the shopping center to pick up some scotch at the liquor store. In the next row over I was treated to an interesting view. A woman wearing a short pleated dress was bent over, doing something in the very full trunk of her car. The dress was short enough that I could tell she wasn't commando but didn't know if I was catching sight of panties or shorts. Mentally shrugging, I went into the store to make my purchases.

I'm an introvert and, until I turned about fifty, very, very shy around women with low self-esteem. Prior to the advent of online dating, all the relationships and hook ups I'd had were initiated by the woman involved. Online dating sites were a revelation to me. I'm comfortable writing, and modestly like to think I'm half way decent at it. Breaking the ice through messages allowed me to form a fledgling relationship before talking and meeting.

But I had been consciously attempting to break out of my shell in real life. So after I stashed my scotch in the car, I walked over and said "There was a time when I would have given you a well-deserved wolf whistle, but I suppose that's no longer politically correct."

"That's a shame," she said, straightening up and turning to face me. "A woman always likes to be appreciated, so thank you anyway." She was smiling as she told me this.

"In that case..." I said and then whistled my appreciation, bringing forth a hearty laugh from her. "Quite a full trunk you have there," I said pointing to the car lest she think I meant her butt.

"Yeah, I'm staying with a girlfriend who had a spare bedroom when I dumped my cheating boyfriend a few months ago. But the closet is way too small for all my things, so I'm trying to decide what to donate." The Goodwill store was in this same shopping center, a couple of units down from the liquor store.

"Ahh, sorry to hear that. Been there, done that. It's no fun," I commiserated.

"Your boyfriend cheated on you?" she said with a grin.

"Quick but nope, girlfriend. Nothing against gays but that's just not for me," I explained.

"Good to know. I'm Lily by the way," she said, holding out her hand to shake.

I took her hand but rather than shaking I lifted it to my face and kissed the back of it. "Terry," I replied.

"Well, I think I've got this sorted so I guess I should drive over to Goodwill and let them take it. Nice meeting you."

"Look, it's about lunch time. I was just going to get a sandwich. Would you care to join me?" I invited.

"That would be nice. You made me laugh for the first time in like forever."

"Great. I'll wait until you finish your donations and then you can follow me over. I was thinking that little sandwich shop behind the Dollar General. Is that okay?"

"I don't know it so I'll rely on your judgement. You did whistle at an attractive woman so you have some sense of taste," she joked.

When we arrived at the sandwich shop and parked I escorted her inside. We stood at the counter reviewing the menu choices. Lily ordered a ham and cheese on rye with chips and a drink. I chose the small Italian sub, no chips, and a drink. I paid for everything and then we moved to the drink station. Lily got sweet iced tea while I selected sugar free lemonade. Then we selected a table and sat.

"So, you're not native based on your accent, or rather lack of one," Lily declared. "Where did you grow up?"

"The Hudson River Valley of upstate New York, with time also in the Berkshire Mountains, further east. They divide New York and Massachusetts," I explained. "And I'm guessing you are native as you have that sexy Southern accent."

"Bone and razed," she replied, adopting a grossly exaggerated accent. "Spent most of my life in the Atlanta area until the cheating incident," she continued in her normal voice.

"Big adjustment coming here from the big city."

"It is, but I'm learning I mostly like it here," she said.

"Mostly?" I asked.

"Well, I've been here about nine months. I've been hit on numerous times and even went on a few dates. But the locals here are pretty caveman - they seem to think women are possessions to use as they choose."

It was my turn to laugh. "I've heard that from other women, so I'm sure it's true. The guys I know aren't like that, but they've all been married for decades. I have similar issues with dating. Hard to find a woman my age who still has all her teeth - or at least crowns to fill in the empty spots!"

Lily laughed again, a delightful sound. I noticed she was one of those people who smile with their entire face, not just their mouth. It's infectious.

"Well, if you'll just give me your number, maybe we can solve both our problems," I said in a daringly bold move for me.

"Let me see your phone," she demanded, holding out her hand. I held it up to my face to unlock it and handed it over. She opened the phone app and entered all her info into Contacts. I was surprised that she gave me her fully name and address, something few women would do when first meeting a stranger.

Next she closed the phone app and opened messaging, sending herself a text so she, too, had my number. "Thank you," I told her.

"I hope you're not one of those guys who thinks he has to wait two days before calling a woman lest she think he's desperate," she said.

When she handed my phone back I opened the phone app and clicked on her number. When she looked at her phone and saw my number she grinned again and answered with "Hello?"

"Does that answer your question," I asked.

"It's a start. We'll have to see where it goes from here," she replied.

"I was thinking dinner. Tonight. Unless you have plans," I said, again shocked at my forwardness. By now we'd finished eating and walked out to the parking lot. We stood beside her car as we continued our conversation.

"Well, I was going to see if I could find a caveman to drag me by the hair to his cave, but I can probably reschedule that," she said.

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"Good. Would you like me to pick you up or do you prefer to drive yourself to the restaurant?"

"Let's meet there. Where do you plan to take me?" she said.

"Have you been to The Attic in Clarkesville," I asked.

"No, but Sandy, my roommate, says it's pretty good."

"Once upon a time it was considered the best restaurant around but there are a couple others I think outdo it now. They're further out so we can save them for future dates," I explained.

"You're assuming there will be future dates," she said, grinning again.

"Think positive, act decisive," I smirked.

"I like a man with confidence," she smiled.

"I'm hoping you also like a man who can fake confidence," I replied, smiling.

"We shall see. What time do you want to meet up," she asked.

"How's seven," I said.

"Perfect. Thank you for lunch," she said as she hugged me and kissed my cheek. I'll see you later!"

"I'm looking forward to it. See you at seven," I said and opened her door for her. After she slid in I closed it and waved as I turned toward my car.

I whiled away the afternoon and at five forty-five I started to get ready. I shaved my head and face, showered, brushed my teeth, spritzed some cologne and walked through the mist, and then picked out some clothes. I started with my black 'dress' jeans, black socks, compression boxers, and a purple polo shirt. I debated wearing my ankle boots but they were mahogany and I've never thought black and brown looked good together. Instead I picked out my Nunn Bush black leather trainers.

I left at six thirty for the twenty-five minute drive to The Attic. As long as I didn't have any problem finding a parking space I'd be there a few minutes early for our date.

There was one spot available directly in front of the restaurant but I took one on the opposite side of the road, hoping Lily would arrive in time to get the primo one. Then I entered the restaurant and explained to the hostess that I was waiting on my date. I hung around the entrance and in a couple of minutes saw Lily arrive and park right out front. I exited and met her as she stepped out of her car.

"Well, that's service for you! Nice touch, Terry."

We went inside and the hostess immediately showed us to a nice table near the corner. The surrounding tables were currently vacant so we'd have some privacy at least.

Most of our early dinner conversation was a continuation of lunch. What did you do before retirement, any family, how did you end up here, and so on. After we finished out entrees we both ordered coffee, and Lily surprised me.

"So, Terry, can I ask a personal question?"

"You may, but I may choose not to answer," I replied.

"Fair enough. Are you sexually active?"

"Not at the moment. I'm not in a relationship or dating anyone, so I have no opportunity to be," I told her.

"Any medical problems? ED?" she asked.

"Nope, I don't need any little blue pills, just a sexy partner," I replied.

"Great, that puts you in the minority for men your age. I have similar good news. Most women my age have dryness issues. In fact, I'm getting wet as we speak," she admitted, shyly. "There's something about you that attracted me right from the start. I don't want to blow this by moving too fast but I want you to know that I hope we get closer."

"Well thank you. I find you very attractive as well. And I love your open and direct attitude about sex. Let's be honest, we only have so many years left, so we might as well maximize our enjoyment while we can! Now it's my turn to ask a personal question," I told her.

"Fire away," she said.

"What would constitute moving too fast?"

"That would have been hooking up after lunch. But since this is our second date we don't have anything to worry about," she said with that sexy little grin back on her face.

"In that case would you like to come to my place and see my etchings?" I deadpanned.

"I'd love to, but I should be sensible. Can we do the license thing?" she said.

"Sure," I said as I pulled my license from my phone wallet. I held it up for her and she snapped a picture then texted it to her roommate. She added a comment 'be home later...maybe' with a winking emoji.

I drove a bit more slowly on the ride home as the route is very twisty and I didn't know how comfortable Lily would be driving it in the near dark. After I pulled into the garage I opened her door and helped her out of her car.

"This is gorgeous!" she exclaimed. "I can't wait to see the inside!"

Once I let us in I gave her the grand tour. With only twelve hundred square feet and really four rooms plus two baths that didn't take long. She did study each signed Peter O'Neill giclΓ©e closely and when we returned to the living/dining/kitchen open area I fixed her a gin and tonic and myself a scotch.

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"So, where are your etchings," she said as we stood facing one another.

"Well, I have to confess that I exaggerated about that. I don't have any. I guess I'll have to find some other way to entertain you," I admitted.

"You think about that while I use the facilities," she stated.

When she returned I noticed two buttons on her blouse had been opened, exposing some cleavage, and she had kicked off her sandals somewhere. She came back up to me, standing close as she said "Did you think of anything?"

I took her in my arms and pulled her even closer. I could feel her erect nipples through our shirts and suspected she had taken her bra off in the bathroom. I wondered what else she may have removed.

I leaned down and pressed my lips to hers. She returned my first true kiss. As we lingered together I felt her lips open and then her tongue on my lips. I opened to let her in and she quickly started a tongue wrestling match. I skimmed my hands down her back and took her ass cheeks in them. From the feel of it she had either skipped her panties or took them off with the bra.

I broke off the kiss and handed her a drink, then took her other hand and led her back into the bedroom. I set my scotch on my nightstand then took a coaster from the nightstand on the other side of the bed and she placed her drink on it.

The remnants of my past insecurities urged me to ask if she was certain, but I suppressed those thoughts. She wouldn't be here if she wasn't, Terry, I told myself. Stepping back I finished unbuttoning her blouse and was graced with a close up view of her magnificent breasts. A nice B cup, they sagged just slightly, in fact less than I would have expected for a woman her age. Her areolae were a light cinnamon color and at roughly the size of a quarter they perfectly matched her modest mounds. Her nipples were already erect, the diameter of a pencil eraser but a good half inch long.

Those mammaries were irresistible and so I didn't. Leaning down I started kissing the right one while I rubbed the other nipple between my fingertip and thumb. Lily began moaning, and I suspected she would be very vocal once things progressed.

"Oh god, you're killing me! It's been so long!" she exclaimed.

I stopped what I was doing and found the snap and zipper to her skirt. When it fell from her hips I saw I'd been right - no panties. She kicked the skirt off her ankles and stood there, completely naked in front of me. Then she grabbed the sides of my polo shirt and pulled it up over my head. As I puled my arms out of it she unbuckled my belt and opened my jeans. I sat on the bed and untied my trainers, pushing them off along with my socks.

She pulled me back upright and pushed my jeans to my ankles. Tapping my calf she said "Up" and I lifted first one then the other foot, allowing her to pull the jeans all the way off. As she did, her face was directly in front of my now very erect cock. Remaining kneeling she pulled the waistband of my boxers out to clear it and pushed them down to the floor. I kicked them off my feet and we were both naked.

"Very nice," she said, while admiring my package. She lifted her hand and cupped my balls in it, then planted a little kiss on my cockhead. "Time for a test drive," she said as she opened her mouth and engulfed my cock.

"Ohhhhhhhhhhh!" I moaned as she took me entirely in. I felt my cockhead brush her tonsils and then bump into the back of her throat. Her nose was buried in the short pubic hair I have, and I congratulated myself on both trimming that area and shaving my shaft and sac earlier while showering.

She stroked her mouth up and down my shaft, pausing at the head to swirl her tongue around the ridge, over my frenulum, and probing the tip into my urethra. She stroked several more times and I warned her, "Unless you stop I'll cum soon."

She pulled off me and kissed my head again, saying "Delicious." She stood up and we both laid back on the bed. "We haven't discussed any details but you need to know I'm fine with you cumming in my mouth. I'm looking forward to tasting you before I swallow. And I love that you shave and trim - no pubes between my teeth!"

"Good to know but I imagine we both want more tonight. I need to taste you as I love going down on a woman," I said as I positioned myself between her legs. Sliding my arms under her thighs I raised her knees until her pussy was completely revealed to me. She had a very thin landing strip that ended just above the top of her slit and clit. The rest of her was completely bare, either carefully shaved or waxed.

I started with a soft kiss on her clit, already poking out of its little hood. She began moaning again, even louder than before. I worked my way down her slit and on to her perineum, bringing out more moans. Taking that as a hint, I continued and rimmed her little rosebud. "Yessss!" she cried out, making me wonder how far her back door activities went.

I moved back up and took her clit between my lips. I flicked my tongue back and forth across its tip while I slid two fingers into her opening. She hadn't exaggerated about her lack of moisture problems. She was absolutely drenched.

I turned my hand palm up and, making the come hither movement with my fingers, found and caressed her G-spot. The two pronged assault on clit and G soon proved unbearable for her. She literally screamed out and began thrashing, every part of her body moving, seemingly involuntarily. I felt like I finally understood what a bucking bronco rodeo rider must contend with.

The sounds coming from her mouth were unintelligible noises, resembling no language known to man. She rode this orgasm for several minutes, never stopping either her thrashing or screaming. Finally she grabbed my head and pushed be off her clit as she settled onto the mattress and deep, desperate breathing took over.

I slipped my fingers out of her slowly and gently, and moved up to lay beside her. Her bangs were plastered to her forehead which was bathed in sweat. Her eyes were closed, her breathing erratic, but she had a smile on her lips.

"Fuck, fuck, fuck, fuck, fuck! I may pimp you out and make a fucking fortune! That was beyond fantastic," she declared.

"I'm glad you enjoyed it," I told her. "One thing is certain, after witnessing that you'll never be able to fake it with me, unless you're a world-class actor!"

"I would never fake it with you, and I suspect I'll never have reason to even consider it."

"Ready for round two?" I said.

"First I want more of my drink, then I'm taking charge of the next event," she said.

We both leaned against pillows on the headboard and sipped our respective drinks. "This is good but I think I need water," she said. "Which cabinet has glasses?"

"No need. There's a mug of water already chilled in the fridge. Help yourself."

Lily jumped out of bed and padded into the kitchen. I admired her pert little butt as she walked away. I saw the fridge door open as she spotted and grabbed the plastic 'Mason jar' mug with built in straw. She took a long drink then turned to the sink and refilled the mug before returning to the bedroom.

"Lay down," she instructed and I slid down the bed to lay on my back. She knelt beside me then lifted her knee and straddled my hips. My cock was still hard but she encouraged it by rubbing her wet slit up and down my shaft. Satisfied, she raised up on her knees, reached under her thigh and pulled my cock straight up. She positioned the head at her opening and then slowly lowered herself, taking all of me inside her.

When she reached bottom she widened her knees and pressed down even further. I felt my head against her cervix and her moan told me she was one of those women who enjoy that feeling. I've known a few others, as well as a few who found it extremely painful, and more who were neutral on the sensation. I was glad I wouldn't have to worry about hurting her if I accidentally hit it.

Lily took complete control, riding up and down on my shaft, tilting her hips to change the angle, varying her speed and intensity. It wasn't long before I told her "I'm getting close, hon."

"Not yet," she ordered and pulled completely off me. She turned around and remounted me, this time in the reverse cowgirl position. She slowly resumed stroking as I caressed her ass and eyed her rosebud. I found it irresistible and rubbed my thumb against my wet shaft as she lifted up. The ball of my thumb found its way to her back door and I rubbed it in a circular motion, eliciting a deep moan from her.

Taking a chance I pressed against her anus, waiting for her to tell me to stop or slap my hand away. When neither happened I pushed harder and my thumb popped past her sphincter, causing more deep moaning. As she rode my cock I fucked her ass with my thumb. I could feel it through her membranes almost as if I was jerking myself off while getting fucked at the same time.

"I'm about to cum!" I shouted out to her.

"Yes!" she answered just as I shot my cum into her pussy, pushing her over the edge. I pulled my thumb out of her and grabbed both hips with my hands, pushing myself as deep inside her as possible. Her pussy throbbed, clenching my cock over and over again until she could take no more and stopped all movement, resting atop my hips.

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