Hanson, aged 25, had always been interested in older women. After casting the net out on dating sites/apps, he had grown bored of the mundane cycle of sending messages, getting occasional replies and meeting up with self-centered wannabe career women.
And so, one evening, he found a message from a woman who he couldn’t even remember messaging. Leslie, aged 38. Blonde. His favourite. She was prompt in her replies and things started off quite normal. General chat about life, but she did have three kids and was separated – but not divorced. Apparently her husband had cheated on her and was now living out of town. She was tall (5’8) which he liked and would answer anything. There was no pretending to be offending or skirting around anything too personal.
After a few days, Hanson asked her “so what’s your favourite part of a guy?”
She replied, “Do you mean his body?”
“Yes.”
“Well it would have to be eyes or arms…but if he has a cute ass I ain’t going to complain LOL”
Hanson re-read the message a few times and took it as his signal to up the ante. “Haha so you like to grab bums?!”
“Indeed I do…:P”
“Ass is probably my favourite part of a woman, I love sexy thongs and g-strings.”
“Oh really? I’m wearing a thong right now.”
“Yep, def my biggest turn on.”
“That’s very interesting.”
“Why’s that?”
“Well, I am not wearing anything else…”
She then sent a picture – her long, smooth legs and part of her red thong. She was lying on her bed.
Hanson, who was also lying in bed, sat up.
“Wow, stunning,” he replied.
“Off to sleeps now. chat tomorrow xx”
He was pissed she ended it so quickly, but he was very excited, his cock bulging in his underwear.
Sure enough, the next day, they chatted again. This time, from the off, it took a turn for the raunchy. Hanson learned that she loved long deep kissing, having her nipples bitten and giving head. He divulged that he had a proclivity for the 69 position and actually had a thing for feet. She found this hilarious and sent a another picture of her feet up in the air, her toes freshly painted. Hanson thought of this that evening when he jerked off and blew his load in what seemed like seconds.
He had to ask to meet her. She seemed nervous at the idea at first, and explained she found it hard to get her kids babysat. She could only meet while they were at school. Hanson was fine with this, and after nearly two weeks of chatting they set a date at a local cafe. 10am.
She was about 10 minutes late, but Hanson was pleased that she looked just as she did in her pictures and was dressed in leather jacket, white blouse, jeans and heeled long boots. He knew right away he wanted her but promised himself he’d just play it cool. A quick coffee, get to know you in person and see if they wanted to arrange something else at a later date.
“Hello, mister…” she said as she greeted him. He could just tell she had a real foxiness to her nature. But, unfortunately, as they sat down to their coffee, the chat didn’t flow as he would have liked. It was ok, but not comparable to their online talking. There was the odd silence and clear sign they were thinking of what to say to each other. Hanson took the lead on most occasions, concentrating on her job (office work) and her kids. He even asked more about why she was no longer with her ex-husband, which she gladly shared. Hanson downed the last part of his latte and she said “I feel it’s going well, don’t you?”
“What is?” he asked
“This. You seem really nice.”
“I am really nice,” he said jokingly.
“Oh I know you are. Well I can’t stay too long, I was shitting myself before coming here.”
“There’s no pressure,” he said. “It was just good to meet up.”
They got up and left the cafe together. Hanson was disappointed to see that she had already taken her car keys out of her purse. Then he said “Would you want to go out again?”
“Yeah sure. It’s just so hard for me to find the time with the kids. But yes we will sometime.”
“If you have more time, you could come back to my apartment now for a while?”
He had no idea why he said this. He hadn’t even contemplated it during the date. Leslie looked thrown off by the question and looked at him.
“Uhh yeah…just for a bit.”
They walked to her car and Hanson told Leslie to follow him back. He couldn’t believe it. It was only 11.18am. It was just a short drive back to his building. Leslie looked nervous as they were in the elevator, her heart seemed to be beating faster than usual. Hanson kept up the conversation to ease the tension but she did seem distracted. She wanted to be there, but felt that, on a first date, it was ‘inappropriate’. What must he think of her? After exhausting himself of more conversation, Hanson started flicking the channels of the TV as the sat together on the sofa. Nothing good was on. Leslie said daytime TV was for boring people like her. Single mothers.
“You’re not boring at all,” Hanson smiled at her.
“Oh no?” and she smiled back. He noticed she edged closer to him. They watched TV for a few more minutes in silence, but it felt like hours. Leslie adjusted herself in the sofa, again edging even closer. Hanson went for it – leaned in and kiss. The ‘fuck it’ approach had worked thus far – why not try again?
And work it did. They locked mouths, tongues at use immediately. Hanson quickly moved his hands all over her body as they sunk into each other deeper. Leslie then moved to straddle him and they kissed even longer, their sexual tension at its absolute zenith. But, suddenly, she stopped.
“I think that’s enough.”
“That’s ok, you’re right.”
Hanson didn’t think it was anywhere near enough, but he let her take the lead now. He stood up, his hard-on clearly visible through his pants.
“Excited, are we?” she said with a laugh. Her hair was messed up a bit and her blouse slightly scraggly.
“Well, how could I not be?” And he pulled down his pants just to the pubic line, so that his boxer-shorts were showing, and his erection more visible. Leslie’s eyes widened. She hadn’t dreamed this would happen today. Neither had Hanson. He adjusted his cock with his hand and noticed that, as he did this, she leaned in towards his crotch. She restrained herself, but it did not go unnoticed by Hanson.
“You like that?” And he revealed his cock. Leslie couldn’t resist. This time she took the ‘fuck it’ attitude and grabbed his cock. She slowly started stroking it but every inch of her was telling her to put her mouth around it. She obliged. It felt so good as she took every inch, the smoothness making her even hornier than she was. She held one of his ass cheeks and clenched it as she picked up the pace of her sucking and she loved that Hanson was breathing deeper with pleasure. She was in full rhythm. She felt she was fucking soaking through her g-string.
There she was, on her knees in his apartment, first meeting, sucking him dry. Well, he still hadn’t cum yet. Good duration, she thought. But sure enough, as she gripped his cock and sucked hard, she felt his body tighten and his warm load pour into her mouth. She wanted to make sure his balls were bone dry. Mission complete. Hanson awkwardly moved back towards the sofa and Leslie swallowed his cum. This would be all for now, she thought to herself.
She couldn’t believe what had happened. They chatted for only about 10 more minutes before she had to go. “Don’t be thinking that’s going to happen again,” she said with a wry smile. They arranged to see each other the following weekend. Again, it had to be in the morning. Same cafe. As Leslie drove off, she was very unsure about whether she did the right thing. It was exhilarating, but she would never be used by some younger man as a sex toy. But she already couldn’t wait until next week.
Source: reddit.com/r/gonewildstories/comments/g3pz1a/mf_meetup_with_milf
Well written. Thank you for sharing