My(26) first date with Sharon the milf (54) [MF]

Sharon was, and in some ways still is, my krypronite. I only met with her twice but she was a genuinely lovely woman. A smart woman. A woman full of life and joy and laughter. She was also incredibly gorgeous and oozed sexiness .

She was a leggy tall blonde. At 54, her breasts were full and firm for their size at a hefty 38H or J, I can’t be sure anymore but they were enough to have trouble looking anywhere else on her body. If her smile and laugh wouldn’t melt you, then her confidence would.

I met Sharon online from an adult dating site when I was 26 years old and I had just moved to a larger city, just a few years ago. I’ve always been attracted to women more mature and older than me and had a few adventures with some but none as attractive as her.

Being new to the city and knowing only 2 people It was lonely those first few months so I got back online to this dating site and came accross her profile. Not knowing if she was a bot or not I messaged her and to my surprise she messaged me back. She liked that I wasnt like most younger guys just splashing their horniness onto their profile. Rather, I was different because I expressed a desire to find women of like mindedness and could connect with regardless of age.

After a few days of chatting and texting after getting her number, she explained that she owned a ranch south of the city and lived with her husband and his live in girlfriend. They had done some swinging as a couple but they each liked their fun and she even had a boy toy who lived on the ranch with them prior to me. When he moved, she was open to exploring future Cubs who might be of interest.

This woman was amazing! She was by all accounts a millionaire as they owned their own construction business, and she was very worldly. She travelled everywhere and wrote her own sexcapades into private short stories of which she showed me once before. Some erotic stuff too, about how she preferred fucking younger men and would lay it on heavy in their presence and boy did she.

Anyhow, we set up a date with me at a large restaraunt on her side of town where there was a second floor patio facing a lake, live band, lots of country folk and lots of fun. It was about an hour away from where I lived and I was so nervous to meet her. From her pictures of her hourglass figure, she could make you rock hard instantly.

She text me when she arrived and I met her outside the front door. I was stunned and I was melting on the inside. My cock grew in my pants instantly. She was wearing a black pencil skirt, with a red blouse that showed of her arms and her more than ample cleavage I had long awaited for from her pictures.

She walked towards me and hugged me, we kissed each others cheeks and walked inside. All of the younger people in the restaraunt looked at us. I could feel them looking and asking themselves “is she on a date with him?” Yes. Yes she was. We didn’t care. There was immediate chemistry. We grabbed a high top and talked each other’s ears off, all the while flirting and touching and laughing.

After a while, we lost track of time and had been the only ones left in the bar area. We had a lot to drink and I put my arm around her waist and walked her to her car. Standing underneath the streetlight in the parking lot next to her Cadillac CTS, I made the first move. We had been playing all night and we made out like teenagers against her driver side door. I grabbed her curvy ass and she said her hand down to my cock, squeezing it as if to confirm I was ready. She licked my ear and that’s when she laid it on me..”I don’t fuck young studs the first night but that doesn’t mean i can’t have fun in the car. I want to suck your cock dry and make you taste it.”

Who was I to say no?? As far as I was concerned this busty cougar was the woman of my dreams and by far the biggest age difference I had ever had and like I said before, she had been laying it on thick all night long.

I got in her passenger side door and she drove me to my car and parked right next to it. I was a bit uneasy since there were more cars by mine but ultimately I just didn’t care if we got caught. I wanted her, and I had to have her. When she placed the shifter into park she put her left leg on the dash slid her skirt up and put 2 fingers in her pussy. She was sopping wet. My jaw dropped and she placed those fingers in mouth and I sucked on them like she told me too. She flipped her blonde hair and squeezed her tits together and asked if I wanted to see them. Pssh! I had been dying to see them! I was fighting a losing battle all night long and now she was going to help me declare victory!

She pulled out her voluptuous ample tits and I sucked, squeezed and kissed them and her like my life depended on it.

She reached down and swiftly undid my pant, pulled put my concrete cock and spit on the head. To this point, most blowjobs I had were ‘meh’ by girls my age. Not with Sharon. No she started choking on my cock. Precum and spit all over her hands and my pants. She again put her fingers in my mouth so we could taste each other together. This was new to me but whatever I was enjoying it.

She then wrapped her huge firm tits around my cock and started fucking me with them. I was mesmerized that a sexy mature woman was completely uninhibited and was doing this to me. After a few minutes, I wasn’t going to last much longer and so I gave her a signal, ya know to be polite, and she politely ignored. I did it again to let her know I was going to cum and she stopped kissed me and said “I’ve been itching for this all night, I want to taste you, all of you”. Once she said that I felt it. Starting with the pulsating below my ass, the surge through my balls and cock and down deep into her throat. It felt like a gyser of cum, my whole body shook and I was in heaven. She sucked and sucked until there was nothing left to swallow. Some got on her hand and she licked it from her finger and kissed me immediately. This was also a first.

She put my hands on her breasts one final time and said to me “next time I’m taking you to my home and we aren’t leaving my bed.” All I could muster was a few grunts of affirmation. We cleaned up and made out some more and on my drive home, I pulled over next to a field got out and screamed out of pure joy that this just happened.

It would be some time before I saw Sharon again but that’s another much colorful story…

This was my first post, I hope y’all enjoyed. It’s 100% true and I’m glad to finally get it out and share it with everyone. I wrote this on my phone so hopefully no hiccups on the format. I still think about her all the time. She’s a beautiful woman and I hope you all enjoyed it. AMA if you want to know more. If the response is good I’ll post the second part soon!

Source: reddit.com/r/gonewildstories/comments/8zp986/my26_first_date_with_sharon_the_milf_54_mf