**You can view full the illustrated version of MY MID-LIFE FLING at** [https://eroticprose.com/](https://eroticprose.com/milf-literotica/)
It all started innocently enough. I was running some errands at the local mall of our college town on my day off. Just the usual stuff, you know, picking up some food for the dog and cats, getting a prescription filled, and browsing through the department stores looking for bargains- one of my favorite hobbies.
As I was looking at some blouses, I overheard a man’s voice that I recognized, but I couldn’t place. He was talking to someone else nearby in the same department. When I turned to look, I recognized him immediately. It was Randy, someone I had had a fling within the distant past, about 30 years before.
It really hadn’t been much of a fling. I had fallen hard for him when we were both students at the university. He had sandy brown hair and was a member of the university soccer team. I remembered thinking that I couldn’t believe someone as attractive as him could be interested in a girl like me.
The first time I was alone with him in my apartment (when he had come over looking for my roommate), I had impulsively started flirting, then making out with him. I wound up giving him a blowjob right in the living room. I felt a little slutty, but at that time I had multiple boyfriends and was far more adventurous than I was when I settled down and got married.
As it turned out, Randy had not been interested in me, but only used me to fulfill his needs. I would blow him whenever he wanted, dutifully swallowing every drop, while he never did anything to please me. One night when I had finished sucking him, I blurted out how much I liked him. He replied that he did not feel the same way and that he had a serious girlfriend out of state. I was only some convenient entertainment. It had been a real blow to my self-esteem.
Now here he was, apparently, he was a salesperson in the department store. I immediately felt very shy and hid from his sight. However, just the thought of those adventurous days had made me a little excited.
That night my husband of 30 years and I made love. I had a crashing orgasm, helped along by my fantasy of seeing Randy again. I assumed that it would remain only a fantasy. My husband Jim and I had what I would call a satisfying sex life. He was quite a considerate lover, always assuring that I had an orgasm by eating me or playing with my clit. I enjoyed sex with him, though his penis is quite small, about 5 inches long when fully erect and pretty skinny as well.
I remembered that Randy’s cock was much larger, a good 7 and a half to 8 inches long and very thick. I had always longed to have it in my pussy, but he had never obliged me, insisting that I suck him off.
Jim and I were very open about our fantasies and desires, so when he asked me what I was thinking about when I had my big orgasm, I told him about seeing Randy that day. Jim knew the whole story about Randy and me and even seemed to enjoy hearing about my slutty days.
We talked for a while and lay in the afterglow of our lovemaking. Suddenly, Jim said, “You know, I bet if Randy knew what he had missed and how hot you are still, he’d jump at the chance to have sex with you.” I liked to think that this was true. I have gotten myself in shape over the years running about 3 miles a day and exercising. My breasts are still perky for a woman of 48 years and I am slimmer than I have ever been.
Jim continued, “If you wanted to try and seduce Randy, I wouldn’t mind, though I would like to see some of the action.”
I laughed and dismissed him, though I knew that he was serious. He had often brought up the idea of me having sex with another, and this appeared to be a great turn-on for him. I always said that it was he who wanted to have sex with a man. Anyway, I had always assumed that these fantasies would never become a reality.
However, as the days went by I found myself more and more consumed with thoughts of Randy and what he would think of me now. I decided to give him a little show of what he had missed one day.
Donning a short black skirt with thong underwear, sheer black hose, high heels, and a clingy top that gave an ample view of my cleavage, I decided to visit the department store for a little shopping. I had to admit I looked sharp as I viewed myself in the mirror. What could be the harm in a little flirting?
At the store, I spotted Randy. He still looked handsome and in shape, a quite attractive man. I approached him as if to ask him a question, pretending not to recognize him. He recognized me immediately and gushed about how good I looked. I know I must have blushed with the attention.
We chatted a while, I found out that he had moved back to the area recently after divorcing. When he asked if I was married, I hesitated, and then said no. I don’t know why I did that but I was enjoying the attention from him so much. I felt prettier than I ever had before. He said we should go out sometime and I impulsively asked him to come to dinner at my house. He immediately accepted.
My head was spinning as I left the mall. What had I just done? Why hadn’t I told him that I was married? Deep inside, I knew why. I was hoping to have one last fling with him. I tearfully confessed to Jim that evening. Jim seemed taken aback, but then he said that he wouldn’t mind if I had a one night stand. He did say that he would like to watch the scene if we could figure out a way to do it.
When the night came, I was dressed to kill. I was wearing a red silk blouse without a bra with the first two buttons undone. My nipples were constantly erect in that top. I had on a tight-knit skirt, black hose, black shoes, and no panties.
We had devised a hiding place for Jim. He would watch from our living room closet as the show unfolded. I had never been so excited in my life. Randy arrived and greeted me warmly. He was already being more affectionate than he had ever been when we were in school.
We had a nice meal and some wine. I made sure to bend in front of him, nearly revealing my nipples several times and I could feel his eyes on my ass when I bent over, which I did often. I suggested we go sit in the living room and we did so. We were drinking wine with some music on and the feeling was getting very cozy.
When I sat down in the chair across from him, I let my skirt ride up my legs. As I crossed my legs, I know he got a glimpse of my shaved pussy. I know because his eyes nearly popped out of his head. “Oh Carrie,” he said. “You look so beautiful.”
I teased him some more, showing more and more of my pussy as my skirt slid up. “You know Randy,” I said. “I never could get you to lick my pussy before. Do you think that you could do it now?”
He immediately got up and walked over to where I was sitting and kneeled between my legs. What a switch this was! Now I was the one being serviced! He lifted my skirt to reveal my twat in all its glory. I threw my legs over his shoulders as he began licking my clit furiously.
Soon I had my legs up in the air as wide apart as I could get them while he raked his tongue across my open pussy lips. I could not believe I was exposing myself like this to a man who wasn’t my husband. Very quickly I had a shuddering orgasm and groaned loudly.
We began kissing frantically after that and he pulled my top and skirt off, leaving me clad in only my black hose. I helped him out of his clothes and took my turn kneeling in front of him. His cock tasted so good and I knew I was driving him crazy. I squeezed and kneaded his hairy balls with my free hand. Then I stood and leaned over the couch, exposing my ass and pussy to him. He quickly took his place behind me and began pumping furiously.
His dick felt bigger than I had had in 30 years and it was driving me to ecstasy. He reached around and fondled my breasts, caressing my rock hard nipples. Suddenly, I felt something I hadn’t felt in 30 years, a searing orgasm as I was being fucked. That took Randy over the edge and he spurted his load inside me. It seemed to go on forever as he groaned over and over.
When he finally pulled out, his cum poured out of my reddened pussy.
Afterward, Randy told me how beautiful he thought I was and he apologized for the way he had treated me in college. We shared a long kiss at the door.
I had almost forgotten about Jim in the closet. I found him cum stained and happy. Without my knowledge, he had taken a video of the whole escapade. We watch it often now as a prelude to our lovemaking. Randy has called me often trying to arrange another meeting, but I have turned him down so far.
It’s kind of fun watching him be the one who is left hanging.
Source: reddit.com/r/eroticliterature/comments/lbhzll/mf_milf_voy_my_midlife_fling_the_story_of_how_i