My [m] first time with an older woman [f]

I was on this random dating app, not even a particularly popular one and I matched with Jules she was 38 and I was 26 so this was definitely a bigger gap. At this stage in my life I wanted to experience an older woman, it was a sense of thrill.

Anyway Jules was stunning. Blonde hair, attractive, lovely blue eyes and had an amazing body, two kids later; impressive!

We got to chatting and it quickly became flirting, I knew Jules was attracted to me and could sense that she definitely wanted to let loose. She was in the process of being divorced but not officially. I remember asking her what she had been doing since she separated, was she making up for some lost time? Jules had been with a few people since her split but nothing really clicked. The conversation quickly turned naughty, Jules told me how she first squirted with a semi serious partner, she liked it but was adamant it required trust. We talked about her toys and what I might do to her… and what she enjoyed in the bedroom.

My opportunity was clear… I suggested gin and see where the night ends

She was a little hesitant, both her kids were at home but after very little persuasion, more flirting really she agreed. In hindsight, we started chatting about 4 hours ago and she agreed to invite me round to her house well technically their family house! Brave? Stupid? Maybe.

She lived about 30 minutes from me, swing by the supermarket for the gin and on I went . She asked me to park away from the house so no nosy neighbours would see. Queue me about to knock on the door and a neighbour walked past, oops?

Jules had a black tank top on and some fitted jeans, she looked great!

On I went, we chatted for hours and got very drunk with that bottle of gin. Not a word about sex and just chatted about life. About I assume 12/1am – we went to the bedroom, not a word was spoken… she led me to the bed and started unbuttoning my shirt, I immediately helped her with hers and quickly followed with her jeans, my hand went instantly to her pussy through her thong… it was soaked so I knew already that she was turned on with this younger guy about to fuck her in her husbands bed.

In all honesty, he was definitely an idiot for letting her go but I guess you can never judge what it’s like actually living with someone.

My fingers flicked over her clit and within a few minutes the thong was on the floor – she hadn’t got to my jeans yet but my fingers went inside her freshly shaved pussy.

What happened next surprised me, she let out a moan 2 minutes after I started fingering her, she orgasmed and Jules wanted more. Two fingers quickly became three, then she grabbed my belt and aggressively ripped off my jeans and underwear, my cock was unsurprisingly rock hard which I’m still impressed about after the amount of gin.

I asked her where she kept her toys, I grabbed them and the bottle of lube. She stroked my cock and then squirted plenty of lube all over it, I knew what she wanted, I got on top and slide straight inside her, no condom and some 8 hours after first speaking. I’m fucking Jules, kids in their bedrooms completely unaware, some stranger is about to have a wild night with this beautiful but innocent looking mum.

My cock slide straight in and her pussy wrapped around my cock and this is when Jules really got turned on, her hands were scratching my back and she’d started to bite my chest; hard! She kept going, digging her nails and teeth into my skin with every thrust, she let out another deep sigh as my balls slapped against her ass, orgasm number 2 and I’d only just thrust inside her 30 seconds ago?

After that orgasm, she was on the bottom in missionary but she thrust herself towards my cock fast and hard, which I only met with equal enthusiasm, I’m on top fucking Jules as hard, deep and fast as possible. You can hear every thrust of my cock, her pussy becoming stickier by the minute from her own cum, 3/4 minutes pass and again Jules orgasms over my cock again, my whole cock is covered and a mix of lube and her own cum is dripping down her thighs.

I’m unbelievably turned on and it has only been about 20 minutes since we turned on and due to the amount of gin we had, I was ready for a long session but so was Jules…

Should I share more about the night with Jules? There’s a lot more…

Source: reddit.com/r/gonewildstories/comments/yk3biv/my_m_first_time_with_an_older_woman_f

7 comments

  1. More please, additional retrievals from the memory bank are requested by the citizens…We didn’t hear what happened with the belt or the toys.. or about oral adventures… Was she a screamer or a moaner or a dirty talker… still, you are getting an A grade from reviewer #2 for this first chapter..

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