Falling for an older married man

by Maikol

13 Aug 2023 6942 readers Score 8.6 (37 votes) PDF Mobi ePub Txt


I had an affair with a married man when I was 18, he was in his late forties. He was in sales and traveled a lot out of town!  We met on Grindr and he hit me up. I was looking for a man and was thrilled, first man I liked to hit on me! He was athletic, muscular, he had a daddy like body, hairy, and tall. I was his shoulder height, slim, smooth face and body, looked like I could be his son. He asked me to leave my curly brown hair longer, which I gladly did.  We started to go out on dates. Went shopping and he would buy me nice things, clothes, shoes, accessories, we ate together at sports bars, watched baseball games.

It was summer time and many times I wore shorts to show off to him my shapely legs and bubble butt, He had a very masculine voice, I  enjoyed talking with him, he talked so nicely about me, my boyish looks and friendly attitude! I was happy with him, on our dates we figured people would just think we were dad and son as that was how we behaved together!  Then we started going to the movies, action and mystery films, we held hands and whispered sweet nothings into each others ears, He would put his arm around my waist and call me his baby, his boy! I loved it, made me feel so his!

Then one day he bought me some lovely lingerie at Victorias Secret!  It was bright pink sheer nylon with lace trimming and little bows! it felt so soft and dreamy! He suggestively told me he wanted me to try it on and see if I liked it and to send him photos of me wearing it! I was surprised but excited and agreed to fulfill his wishes, I had never before worn lingerie and that evening in the privacy of my room I put it on, it fit me beautifully and excited me so much to wear it, I was so surprised and aroused, my cock became hard and had to tuck it in between my legs for the photos, the bra pushed up my breasts and gave me some cleavage, my tits became hard and pointy and they showed it through the sheer material, I started taking photos of myself using  the closet door mirror, first standing, then sitting and finally lying on my bed! I chose the best photos and sent them to him, he immediately replied, praising my looks and sending me a photo of his suntanned body wearing a thong which clearly outlined his huge thick cock! I thanked him so much for the photo and pleasured myself looking at it! Then I sent him that photo too of my cum stained pink pantie!  He was ecstatic in praising me, Unwittingly I was becoming the good sexy sissy toy boy he wanted! 

After a few more wonderful dates and gifts, he told me he was married and had a family!  I was in shock but I liked being around him and being his steady boy friend, by then I took the news in stride! Then one late afternoon, he took me to a hotel room, called his wife in front of me and told her he was working late, then asked me to undress and dressed me in a new slutty lingerie set he had just bought me. I looked incredibly gorgeous and slutty and began to feel  and act that way too. He picked me up and put me on the bed and started kissing my body, my neck, my breasts, my lips and I was kissing him back, calling him my sweet daddy man and we started making out.

I feel his dick throbbing in his pants against my thigh. I was so nervous but so horny and felt so close to him so I reached into his pants to fondle his cock! It was my first time and couldn’t get enough of his uncut hung and thick man tool, it was everything I had dreamed off. I swung around on top him and started sucking his dick and playing with his hairy balls, He had some white pubes which I found super sexy. Meanwhile, he started eating my ass out, holding my globes open with his big hands, I squealed with pleasure and felt his finger enter my man virgin boy pussy! He asked if he could fuck me and I said yes please daddy. He asked if it was my first time and I said yes except for my dildo, He liked that I had trained my hole! He took off my slutty thong, ran his fingers through my curly hair, kissed me passionately and called me his good girl. I couldn’t believe what was happening to me, he had turned me into his new girlfriend!

 By now his cock was very wet with my saliva and he dribbled some of his saliva on my boy hole and he gently entered me completely pushing his huge cock in and out of my pussy It felt awesome, much better than my dildo and like my friends had told me I would feel! So full in my hole, as if he was meant to be inside me, soon I felt him shoot his cum inside me but just before he had given me an incredible sissygasm, I shook all over as I leaked my juice helplessly, Later after enjoying some time together in bliss, he picked me up, we showered together, he put a jeweled plug in my sore worn out hole, made me put on the slutty lingerie and took my picture. I shamelessly posed for him as he ordered me. We both got dressed and went to our respective homes.

After this wonderful evening together we kept on dating and having sex for about two years till he moved away. I think he is the reason I still at 32 have a thing for older married men. They still make me feel slutty and fem for them!

by Maikol

Email: [email protected]

Copyright 2024