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The Older Woman  

CommodoreZod 53M
0 posts
2/1/2019 2:27 pm
The Older Woman


When I was in my 20's, I was essentially just an erect penis with legs. I was DTF any woman who passed by, and had more than my fair share of risky encounters. Thankfully, I came through it unscathed and still scoring Negative on all of my STD lab tests. I've grown up a lot since then, but there was one woman who helped me to mature sexually. Her name was Jacquelyn... but I just called her Jac.

I met Jac when I was 22... and when she was a youthful 56. Jac was browsing through some mild erotica at Borders Books, and was reading the covers... uncertain of what to purchase. I just happened to be browsing the shelves that day, and spotted her at a distance. At first, I would have sworn she was younger... as her body was shapely and firm, but with just the right amount of jiggle in it. I also found the long, flowing white skirt she was wearing rather appealing. The only really age-telling things about her were her hands (which were beginning to show signs of wrinkles) and her long brown-grey hair. For a moment, I debated approaching her, but in the end, she was just a turn on... so I had no choice.

I wandered up and started browsing next to her, and picked up a book... glancing her up and down, I said in all honestly, "I love your skirt." She thanked me, and told me where she got it. Then, I commented that rather than a bulky sweater, I thought that she'd look amazing "if she wore that skirt with a black top... maybe one with some metallic buttons". Well, she smiled broadly, and pulled open her sweater. Serendipitous-ly, she was wearing a black blouse with silver sequins. I laughed, and said "Very nice! The blouse is pretty too", and gave her a wink.

Then, we introduced ourselves and I asked what she was<b> shopping </font></b>for... what kind of erotica did she like. We talked about the subject for a few minutes. I'll admit that I haven't read a lot of erotica, but I knew enough about the genre to talk about it briefly. Jac told me that she'd always been very traditional, but was usually a little turned on by the idea of bondage and spankings. Her husband hadn't approved of such things, so she'd put it aside for years... but he'd passed on a few years back, and she was looking for something to read along those lines. At this moment, I found her particularly lovely for 2 reasons... first, because she felt brave enough to open up like this to a complete stranger... and second, because she was a little embarrassed, and her cheeks took on a rosy school- glow.

I knew immediately what I wanted to recommend to her... and told her not to go anywhere. After a few minutes of hunting, I found my quarry, and presented her with a copy of "The Claiming of Sleeping Beauty" by Anne Rice. She wasn't sure, as she told me that she wasn't into fantasy fairy tales, and she was on a tight budget... but I told her that this was the book that she wanted to read. Still not convinced, I made her a deal... " going to give you the to this book. You take it home and read it. If you don't like it, then you're no worse off and you can simply discard the book... however, if you enjoy it, then you have to make me dinner in compensation for the of the book." Then, I opened the book, pulled out a pen, and wrote my name and cell phone just inside the front cover. Tucking some into the book, I handed it to her... and said "What have you got to lose?" She told me I was cute and daring, and agreed to our deal. She took the book, and headed to the register. Then, while I did feel rather satisfied for directing such a beautiful, mature woman towards the Sleeping Beauty novels, I figured that I would probably never hear from her again... and set about trying to figure out where I was going to find enough to make it through the next couple days until my next paycheck.

Skip ahead about 3 days, and sitting in the cafe my college when my phone rings. I didn't recognize the , but decided to answer it anyway. Jac was on the other end of the line, and telling me how much she was enjoying the book... and asked when I wanted to have dinner. "Anytime that's convenient," I responded. So she told me to come over tonight... around 6pm. I wrote down the , and asked if I could bring anything. She suggested a bottle of wine... something white. Thankfully, I had a newly-cashed paycheck burning a hole in my pocket. Deciding that Jac would like something sweet, I stopped at the liquor store and picked up a couple bottles of Moscato and a bag of ice. Dumping the ice in a cooler that I had in the trunk, I chilled the wine in this manner. By this time, it was 4:30, and I didn't want to keep her waiting... so I ran home, grabbed a quick shower, pulled a razor across my face, and put on a nice shirt. Leaping back to the car, I took off and had a devil of a time finding the ... but I still managed to pull up to her door 5:58pm.

Jac answered the door in an off-the-shoulder peasant dress... the look was sexy, but also relaxed looking... which was emphasized by her bare feet. She beckoned me in and we started chatting. She told me that she got a late start on dinner, and apologized for not being ready sooner. I told her that I had all night, and was in no rush... and suggested that we start with some wine. not much of a wine drinker myself, but I will accompany a woman so she won't have to feel like she's drinking alone. I pulled the cork and she produced 2 glasses which I poured heavily. Our conversation proceeded to talk about books of other genres. Before dinner was ready, we'd already polished off one glass each and were on to the second... and her cheeks had turned a delicate shade of pink.

The alcohol and the heat from the stove had her sweating, and her skin started to take on a dewy appearance. She waved her hand in front of her face to fan herself while talking about TV. Sidling up next to her, I picked pulled a dish towel from a hook, checked to see it was clean, and started to wipe the perspiration from her neck and shoulders. She tried to seem like she was ignoring it but she stammered slightly while telling me she liked "Home Improvement". I turned and wiped across the back of her shoulders, and placed one hand on the side of her arm. I could feel her shiver slightly... which I took as a good thing, so I stepped closer to her back and kissed her on the neck.

It was only going to be for a moment, but I didn't seem to end it... and I heard her turn the stove off before I felt her left hand running through my hair. Apparently, she'd been trying to wipe her right hand off on her dress, but I hadn't noticed... and as a result, when I pulled her closer, she ended up with a handful of my groin. She turned her hand and pressed it against me... which caused it to harden instantly. She pulled away, and pushed me back. "I need to finish making our dinner." Not one to press, I agreed and stepped back. I could see her nipples were hard through her dress, and knew that I was going to enjoy suckling upon them. However, that would take time, but I was in no rush.

I set the table, poured us each a 3rd glass, and sat at the table waiting. She'd become quiet, and probably wasn't sure what to say. So I commented on liking her dress. This gave her something to talk about, and she relaxed again. Soon, dinner was served, and she sat down at the table adjacent to me. She'd prepared a Chicken Tortilla Casserole and some side vegetables... which I actually thought went well with the wine. We continued to talk and laugh during the meal.

She put the leftovers away, and deposited the dishes near the sink. "How can I help?", I'd inquired, but she told me that she'd take care of it all and to just talk to her. She proceeded to rinse the dishes off and load the dishwasher, and I think she was talking about one of her friends when she was a . That's when I took her shoulders in my hands, and massaged them briefly. She leaned into it, and stopped talking for a moment... so I kissed her neck again. She let out the smallest moan as a ran my hands down her back, and slipped them onto her waist. Kissing her shoulder, I allowed my right hand to slide around to her stomach and upwards to her breast. Gently grasping her breast in my hand, I whispered in her ear... "You are such an amazing woman." Pulling her closer and pressing my newly erect cock against her bottom, I continued with... "Don't deny me any longer. Let me have you." Jac turned, and wrapped her arms over my shoulders and around my neck, and kissed me deeply. Then, took my hand and led me back to the table. Pulling out the chair, she beckoned me to sit down again. Raising up her long dress, she stepped over my legs and straddled my lap.

Our kissing began anew, and my hands wandered around her body and eventually to her legs and under her dress. I ran my hands up her thighs and around to her bottom, and that's when I discovered a very important detail. I was confident that Jac definitely meant to fuck me that night...because she wasn't wearing any panties. Armed with this new information, I pulled one hand free, and tugged at the bowed string that held the front of her dress closed. As the string loosened, the dress sagged around her torso, and her breasts came into view. With a gentle grasp, I raised one to my lips and kissed upon the nipple... tracing it carefully with my tongue. Her fingers ran through my hair and she pulled my face closer into her chest.

The heat coming from between her legs was intense, and my grip on her bottom was involuntarily getting tighter. This was apparently some kind of signal to her, because she stood and stepped back from my grasp. Then, she knelt. With some assistance, she removed my pants, ran her hands up my thighs, and then guided my cock into her mouth.

Hours later, after we'd had sex twice, once on the kitchen floor and again on the living room couch, we sat on the carpet... with the lights out, but in the soft glow of a muted television. She told me about how her husband had died, how her only was living in military housing as her -in-law was US Army, and how she wanted to move closer to them, but was waiting for them to settle down first. We also discussed her desire to explore some fetishes, and I told her that I would gladly help her to pursue them. However, what I liked the most was that she told me that she didn't feel lonely with me there. She didn't want a relationship or love... she'd had her love, and it was time to start a new chapter in her life. Now, she just wanted to experience new, exciting things.

I visited Jac many, many times over the next 2 years. She always made it clear that we were merely keeping each other company... which suited me well. Sometimes she would invite me over for a meal... sometimes I would ask to take her out to dinner, but she rarely wanted to go... but mostly, we just shared each other. Day or night, weekday or weekend, rain or shine... if we wanted to visit each other, then we did. There were some times when I went to her home, and I didn't leave for days... we'd talk, play board games, watch TV, and have sex... lots of sex.

After about two months, she gave me a key to her house and gave me permission to use it any time I pleased, but that I had to return it if she asked for it. One of my favorite memories of Jac was a Saturday night when I stopped by after 1am. I'll admit that I'd been drinking a bit, and wanted a place to sleep it off. As we'd always agreed, I rang her phone first and asked I could come over. She was groggy, but agreed. She simply said that she'd be in bed waiting. The house was dark, so I let myself in and locked the door behind me. It had been a long day and I probably smelled a bit, so I dropped all of my clothes on the bathroom floor and took a shower. Afterwards, I toweled off and felt my way down the hall to her bedroom. I slipped into bed next to her and collapsed into the pillow. Without a word, I felt her snuggle up to me and assume the little spoon position. Wrapping an arm around her, I heard her sigh gently, and I feel asleep.

Jac and I were discrete lovers for nearly 2 years. I never mentioned her to any of my friends, and I'm quite certain that she never told anyone about me either. Some people might think that I took advantage of her, but I don't... because I loved her. No, I wasn't "in love" with her, but I loved her like a good friend... as close as two friends can be without actually being in love.

Eventually, Jac told me that she was moving. She was putting the house up for sale, and I would have to return her key before she moved out. She packed and sent much of her things to storage, and staged most of the house for potential buyers. During this time, I told her that I wanted to spend as much time together as we could, and I brought her dinner every night. We even made a game out of having sex in places we'd never thought of trying before. On our last morning together, I brought her breakfast, lingered over her body for hours, and eventually thanked her for all of our memories,... as I was leaving, we kissed for what seemed like hours.

Once she was settled in her new home, we called each other a few times. I was happy that she was near her family, and told her about what was going on in my life. She'd tell me about how much she missed me and wanted me inside of her. We made promises to visit... but it never happened, and the calls eventually stopped.

I suspect that Jac saw the same thing that I did. We enjoyed being together, but really had nothing else in common other than pleasure. I was always happy to talk with her, but I couldn't call her now even if I wanted to. I've lost her number long ago, and my old mobile is long gone as well. So all I have left of her are my memories. Jac should be in her 80's by now, but in my thoughts, she'll always be a hot and sexy 56.

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