[MF] My (38M) night with a mature cuckoldress (62F)

Disclaimer: Please excuse my english. I’m not a native speaker.

Also sorry for the length of it. It’s my first time writing a text like the one below .I hope I’ll get better in the future. Any criticism or directions are welcomed .

A few background facts.

I’m considered a late bloomer (now 38 M). I had my first kiss when I was 25 and first time sex 30 years old with an escort . From the age of 18 until around 32 I was a totally sexually frustrated young man with a constant thirst for sex .

Anyway! The following story happened during the summer of 2016.

It was after me and my now ex gf decided to break up after 3 years of a slightly toxic relationship. It was a 3 years period filled with pure vanilla sex and emotional blackmailing. Out of this situation I was left broken and with a bucket list full of desires and fantasies.

Towards the end of the summer I realized that my bucket list is still full and things didn’t go as planed so am spending my time between work and drinking with coworkers after work. So September comes and during a night out with my work buddies ,at the bar we’re hanging after work. The night goes smoothly and it’s almost time for us to go when out of nowhere at the opposite table I see a guest from a hotel close by and I asked the waiter to get her a glass of wine, she nodded at us while accepting the wine and we invited her over to our table for small talk.

We’ve seen her before at the same bar with her husband. Later that night I learned that she visits my hometown quite often for vacations so she feels like home .She was 62 with a certain classy air, always having the same routine while she’s visiting . First, dinner with her husband and then an after drink before hitting the hotel. That night she was wearing a tight pair of jeans and a quite revealing black top , offering a clear view to her huge rack that made a face to face conversation with her really difficult .

As the night progressed ,with more wine, she became more flirty . Towards the end of the night she placed her hand on my knee and going slowly towards my crotch , I felt my dick getting bigger and one could see clearly my rising boner through my pants , and she whispered to me if I wanted to continue my drink to her hotel apt. I was both horny and shocked by her boldness. She made a move to leave and I said to her that I’ll maybe see her later. Couple of minutes later I paid my bill and headed back to my apartment for a quick shower and then straight to her hotel. Once I found the room and knocked her door my heart was beating like crazy, I was on my way to sleep with a woman same age as my mother .

So she opens the door and drags me inside , giving me a nice firm hug. I hug her too and placed my hands on the lower part of her back. She was still wearing her clothes and after couple of seconds she grabs my crotch and she could feel my boner. Next thing I remember is her on her knees undoing my pants and taking my dick in her mouth . Right there just behind the door. Me trying to stand during her breath taking blowjob. Slowly , I grab her from her shoulders and took her towards the bed , there I sat and she continued while I was getting ecstatic . After couple of minutes I took her pants and top off and went straight down to eat her. I was eating her doing my best to get her cum , maybe 7-8 minutes later I felt her first orgasm , a short break and then she dragged me towards her , passing me a condom.

Maybe an hour after it happened ! The highlight of the night . We were banging on the bed when she grabbed her phone and started texting someone. I was too horny to bother myself with that so I continued. Another 30 minutes passed and then her phone rings and guess who! The husband called. She turned on the speaker and it’s him saying hi and sorry that he missed the opportunity to be there. He said to me to enjoy his wife and do to her what ever I wanted as long as I wanted . My dick went “diamond hard” at that moment .The hardest I’ve ever been until that day. I fucked her another 4 hours to all positions possible , in the kitchen , in the bathroom while she was trying to get a shower and also to the balcony of her hotel with people passing by while returning from the bars. She had 5 orgasms that night and I came quite a lot to all over her body.

As the morning was close she went for one last time down on me and swallowed my last drops. From that night we met each other two other times with the same story involved. Me banging her while she was calling her husband to let him know. That was the night that I crossed out couple of things from my bucket list and I learned what a cuckold is. The next two years I continued to pursue my fantasies but more on that another time.

Fast forward to present , my current gf is expecting and doc said we can’t have sex for couple of months so two nights ago while I was horny AF , gf proposed in all seriousness that we should allow one of her friends to our bedroom for my needs. True story! Thanks for reading and reaching until this point .

Source: reddit.com/r/gonewildstories/comments/mipday/mf_my_38m_night_with_a_mature_cuckoldress_62f

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