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Became a Cuck with an Older Woman
26/08/2025
So this happened a few years ago but I have only recently come to realise just how much of a cuck I was and how much of an effect its had on my sexuality.

It started when I met a lady from a dating site. I was only in my early 20s at the time and she was in her mid 50s. I was just looking for any action I could get.

I reached out after checking out her pictures, she was curvey but still looked great i was not expecting to get a reply due to the age gap but within a few hours she had responded. We went back and forth for a few days talking about our interests and how she was recently separated and exploring her sexyality, she sent me a few picts of her playing with a big black dildo and I sent some messages back saying how much I loved seeing her stretched around a big cock and how I enjoyed being submissivein the bedroom.

We quickly organised a time to meet at her place that week. When I got to her place around the agreed time and messaged her to say I was out front she replied telling me she'd there in 5. I thought this was a bit strange having agreed on the time but nothing to odd.

When she pulled into her driveway I went over and greeted her and she explained she had just met up with a friend and lost track of time. So all good we headed inside and as soon as the door closes she pulls me close and plants a kiss on me, I was instantly turned on. She was a bit curvier than her pictures but still looked great.

We move to the bedroom and she demands I strip, she was still fully clothed at this point and pushed me back on the bed and started giving me the best bj I had ever had. She makes me finish in about 2 minutes flat and takes my full load in her mouth, she then moves up and kisses me and I could taste my cum on her lips and in her mouth. She then says its her turn and to help her strip.

I take off her top revealing the sexiest set of breast in a lacy bra, I leave her bra on because I love seeing lingerie on while Fucking and then move down and take her jean off realising she isnt wearing and panties. Once they were off she pushes me down and I get to work eating her, she is already soaking wet and tastes amazing, her thighs are wet with her juices after not wearing panties and I can already see her pussy gaping a bit.

I do my best for around 5 minuets before she says I want to cum now and tells me to open her bedside draws, inside I find the big black dildo from the pictures she sent. It was a lot bigger in person and my dick started to twitch again seeing it. I take it out and feel the size and weight of it in my hands, she looks at me and goes, you'll need to lube that up for me to get it in.

I start to look for lube in her draw but don't see any, she sees me looking and goes no I want to see you suck it. Now I had only recently discovered my bi urges and hadn't acted on any of them yet which she knew, so this was a bit of a shock and as I was staring at the head of this big thick black cock my mind was racing very conflicted. She said go on you’ll love it and that was it I just committed and put the head in my mouth. She kept offering encouragement as I was sucking it and trying to get it nice and wet for her.

Finally she said thats enough and she needed it inside her. I then get down between her legs and slide the monster in. Seeing her pussy stretch to accommodate the huge head and shaft had me rock hard and leaking cum. I worked the dildo in and out of her for almost 30 minutes in multiple positions while sucking her clit and her cumming over and over. When she had finally had enough she pushed me away and told me to suck it clean.

I didn't hesitate this time. Once I had sucked and licked the big toy clean she said ok your turn now and bent over in front of me. Her pussy was gaping open and wet from the pounding I gave her with the toy. Now im only average size if that and nothing compared to the toy so when I slid in I could feel how loose and stretched she was.

She simply moaned and said how does it feel, do you like sloppy thirds? I didn't really know what she meant by thirds but I moaned yes and started pounding, its safe to say I wasn't big enough to make her cum but I was so turned on by the events before that I only lasted a couple of minutes before I blew inside her. She rolled over and told me how great she felt after it and how she could really tell the difference between me and the toy. I layed next to her my cock slowly going down in a state of bliss.

After laying like this for around 10 minutes and talking about how many times she had cum and how much she enjoyed me licking her with the toy she started rubbing her pussy feeling my cum leaking out, she asked if I liked the look of her pussy leaking cum, I said yes of course and she said I should take a closer look. I got between her legs and she then grabbed my head pulling it closer to her.

I understood what she wanted and went in and suckerd her clit, she then guided me lower until I was eating my cum from her well used pussy. She held me down there for a while until she was happy I had gotten as much of my cum out as I could. All the while I was rock hard again. I moved up from between her legs and she noticed my cock, she said you should fuck me again and feel whats left of your cum inside me. So I did and it felt amazing. She kept asking me how I like her used pussy and if I liked the feeling of cum inside her. I just kept groaning and thrusting until I eventually filled her again.

We finally decided that was enough and showered and I left. When I got home that night I was browsing her profile on the dating site and noticed she had a new vouch from a guy. I read it and it said that he had the best morning with her filling her up multiple times and stretching out her pussy. It was then that it dawned on me the friend she had been with, the reason why she was late was this guy. I clicked on his profile and saw he was super fit and had a huge cock almost as big as her dildo. All I could think about was how she had no panties on and her pussy was gaping when I first took her pants off. The taste that I thought was just her juices when I first went down on her was actually what was left of the three loads he put inside her that morning.

I realised I had officially been made a cuck and didn't even know it had happened. I messaged her and mentioned the new vouch on her page, she just replied with a winky face emoji and asking if I enjoyed how she tasted. I still get hard thinking back to that afternoon and thinking about the taste of her pussy.

I'm so glad she didn't tell me or I probably would have chickend out. I met up with her a few more times but that first time was special.


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