Halloween and Denise

So where do I start....

Some of the stories on here are fictional and derived from some great fantasies that the author wishes would come true, others are real life experiences that sometimes seem too good to be true.

My story is real, and probably falls under the category of too good to be true....

It started back around 1997 when I owned a small business and needed capital money for a job, and I had no credit history or collateral. A woman who was married to a friend of mine worked for a local bank and I approached her about the circumstances, and she agreed I probably wouldn't get a loan. Denise was just a nice person; great personality and she had a great body that she kept hidden because of her conservative business attire.

She offered to personally loan me five thousand dollars, due in 30 days with nominal interest. I was just overwhelmed at her generosity and accepted. It got material rolling in and she was paid her loan back on time with the interest we agreed to.

Not much of a sex story, is it?

We would see each other occasionally as friends and soon her marriage went south, they sold the house, and she bought a condo in another close-by town. No cell phones back then so we kind of lost touch with each other.

As luck would have it, I ran into her just before Halloween and she gave me her new address and told me to stop by on Halloween with my kids. So that Halloween night, after walking around locally I decided to stop over with the kids and say hi. She had special bags for them, turned on a TV so they could watch a show and brought me up into her kitchen for what I thought would be a drink. Boy was I ever mistaken. She asked if she could give me a treat. I don't exactly remember what I babbled, but I must have agreed, and she took me into another room and undid my jeans. I don't think I could speak; I was so taken back. In a million years I could never imagine Denise acting this way. My cock was released and almost immediately became hard. Her lips were on it instantly and I just could not believe what was happening. It was like something out of Penthouse Letters.

She never touched my cock with her hands, instead she just used her warm wet mouth in ways I can't properly describe. Her mouth was like velvet, and she would alternate between licking and sucking, going up and down my hard shaft until I just couldn't stand it anymore and I exploded into her mouth. It was like heaven. My heart was racing, my breathing was like I ran a mile, but I was so satisfied. I got dressed, collected my kids and we exchanged phone numbers, and she insisted I come back soon. Come back soon? I wanted to come back the next day.

My marriage wasn't going well so I found ways to stop by and have a quick dinner, watch a TV show or just chat, but it always ending with her giving me oral sex. She wouldn't let me touch her or reciprocate but her oral skills were just so perfect that I couldn't help but go there, even if it was one way. After a while we drifted apart, she moved to be closer to work and met a guy she eventually married, and they moved out of state.

Then 25 years later came 2022.....

We would say hi on Facebook occasionally and she sent me a message saying she would be back in the area during the summer and asked if I would like to have lunch. I agreed and we picked a place in between where she was staying and my place. It was nice to see her again, and she hadn't changed much. She was still charming, and bubbly and we had a nice lunch and reminisced about mutual friends and caught each other up on our respective lives. We gave each other a hug and a kiss and promised to do it again soon.

She sent another nice note on Facebook when she got home, saying it was a great time and she often thought about those meetings we had and wished she never moved away. She said she was in a loveless marriage and yearned for excitement once again. I couldn't believe what I was reading because I missed the excitement too. I told her Halloween was never the same again. I am in a relationship but there is no passion, so I was eager to hear her out.

In the coming weeks we became more closely connected than ever before. She wrote of fantasies, I wrote of the incredible way she had made me feel and we started sending nude photos online at first of my penis, her breasts, her vagina and always an erotic thought. Denise wanted to talk dirty so we were on to cocks, tits, cum, her shaved pussy and almost anything imaginable. I couldn't stop touching my cock.

You must understand that she was so prim and proper that I could never in my wildest dreams imagine her acting like this, but I was powerless to stop her, and I was just mesmerized about this situation.

She told me she loved playing with her pussy and would send me short video clips of her masturbating to orgasm. She told me she would look at the photos of my cock I sent and fantasize about me playing with my cock watching her and when I was about to cum, she wanted me to cum all over her face, lips, tits, and nipples.

She would write me letters and mail them describing what she wanted me to do to her and with her. By the time I finished reading the letter my cock was in my hand and I was reaching yet another orgasm.

In one exchange, I asked her if she ever played with sex toys, and she admitted she hadn't so I purchased a 7 inch dildo and sent it to her. Her response was to send me a video of her fucking her pussy to an incredible orgasm. I watched it twice and at the end of the second time, I was having an orgasm myself. I admitted to a lingerie fetish and the next photos were of her in beautiful lingerie with and without her dildo. I also admitted to her that I liked to masturbate in women's panties, which I thought she might object to, but exactly the opposite happened. She would masturbate in lace panties, take a video and mail them to me, instructing me to wear them and cum in them. I have a beautiful collection of panties now.

We made plans to spend a weekend together and work on some of her fantasies. She stayed at a friend's house the first night, then the next day she texted me, instructing me to be wearing a pair of her panties when I picked her up. We went to dinner at a nice restaurant, and I was incredibly nervous about the whole situation. Dinner was fun, and the ride to my house was filled with thoughts and fantasies. I had never in my life touched her breasts, nor had I seen them except in photos she sent (and she had gorgeous tits, perfect pink nipples, so hard and erect) I had to caress them even if it was just for a moment in the car. They were everything I hoped for, and her low moan excited me even more if that was possible.

We got into my house and poured a couple of glasses of wine and there was no stopping anything.

I needed to touch her and apparently, she needed to touch me everywhere. It started with the most sensual kisses and proceeded to kisses on her nipples, my nipples, her pussy and my cock. She has an incredible sex drive, and it was most welcomed. As she played with and sucked my cock, I was having flashbacks of that incredible Halloween night so many years ago. She was actually having mini orgasms as she sucked me, which excited me even farther if that was possible. I couldn't hold on much longer and I told her I had to cum soon. With that, she removed my cock from her mouth and I shot hot, wet cum all over her tits.... And she enjoyed every minute of it. I massaged it into her beautiful tits and then began to lick her clean, finally sharing a cum kiss with her. I went back to her nipples and sucked and kissed them until she orgasmed. A nipple orgasm. Incredible.

We recovered for a while, went to my bedroom, and kept exploring each other. My next orgasm happened while she concentrated on my nipples. She played with them with her fingers, her tongue, sucked them and then back to the fingers. All the while I furiously stroked my cock because the nipple play felt so good, but it didn't last forever... I had to cum again. As she sucked another stream of cum landed on her beautiful tits again. I'm only sorry I didn't take a picture to keep to always remind me of this incredibly sexy woman.

The weekend went by quickly, but it was so incredibly erotic. Denise had to go home but we assured each other that we could have online playdates and have mutual masturbation sessions and forward naked selfies and videos.

That has turned into weekly masturbation sessions. She now mails me letters that excite her on Literotica, and I do the same for her. This past week she started emailing erotic photos and videos that excite her while we play.

And I thought she was so prim and proper....