Getting off with an older woman [MF]

At the age of around 25, I’ve always been told I am good looking, and have had mixed results with girls over the years. At this time I had a serious long distance girlfriend, and sometimes satisfied my need to feel desired or for quirky sexual fulfilment on the quiet. Through fear of diseases like herpes or HPV I always largely kept these interactions to foreplay only. Luckily I have a ‘thing’ for lubed handjobs.

I had downloaded tinder, and maybe for the fear of rejection, tended to strike conversations either women that you could say were ‘below my league’ for want of a better phrase. I never met with any of them, apart from one. I’d chatted to a few older women, but one of them seemed lonely, not very confident and we chatted lightly sexual. She had dark hair, was slightly overweight and the last person anyone would expect me to be looking to hook up with. She explained she had a few young men bail on her at the last minute, it was all just words and they never carried through.

She was not looking for full sex at this point, she wanted ‘something of her own’. Maybe she was damaged from past relationships etc. She was well aware of the sort of thing I was after, I put her at ease and we agreed to meet.

I arrived at her flat, heart pounding. I was entering a strangers home and you can never be sure what could happen. I knocked and she let me in. I decided to bring the confidence and take control of the situation to make her feel better. She made me a drink and we talked, I felt so much younger and out of place but it wasn’t awkward. I enjoyed the feeling of being out of place in this situation and potentially an object of desire to her.

Eventually she sat on the sofa next to me and I kindly said ‘let’s do you first’. She flushed with embarrassment and intensity but removed her jeans and underwear. I did think ‘what the hell am I doing’ a few times. A guy with a lovely young girlfriend, sat on a working class 45-55yr old woman’s sofa, about to service her large pussy. I ran my fingers through her lips, already moist, and explored her all over. She was quiet but locked in to the experience. Eventually I went to slide a finger into her, and her pussy hole flexed and tightened on my finger with such strength. ‘I’ve not been touched in so long I am practically a virgin!’ She said. It passed through my mind how, if this went well, I could potentially be back in this same position in coming days or weeks, sliding my unprotected cock into this alien, wet, large pussy, yet with the tightest hole and contractions I’ve ever felt. She became more and more relaxed as I massaged her full labia and clit, occasionally drifting down to brush her butthole. I asked her to pull down her top a bit and she flopped two fairly large breasts out. I flicked my tongue and occasionally sucked one of them as I brought her to climax. We didn’t kiss once.

Almost immediately she was ready to play with me and I suggested that as she was right handed, we swapped sides. Out came some lube and I dropped my trousers. My skinny smooth body looked a boys compared to hers. You could tell she was nervous and hadn’t touched a cock since she was MUCH younger. She leant her head on my chest, my arm round her shoulder with my right hand resting on her right breast. My cock was soft with nerves, and she innocently played with it and rubbed lube into the area. The feeling was amazing. A stranger playing with you really is a rush. Eventually I got harder and harder and she slide her hand up and down. I showed her that I liked fingers being stroked on my tight hard frenulum area on the underside of my cock, and she did what I asked. The nerves sustained my arousal and I genuinely was in a pre orgasm state for ten or more minutes as she stroked me. Eventually I said ‘you know what’s going to happen now?’. ‘Uh huh’ she said quietly working her sloppy hand up and down. I prepared myself and bolted multiple ribbons of cum up my stomach towards my chest, some landing inches from her face. I cleaned up and we said our farewells. As she closed the door to her little flat she said ‘thank you’ to me.

Source: reddit.com/r/gonewildstories/comments/bmgo5r/getting_off_with_an_older_woman_mf