My Stepmother’s Friend

"A young guy get his wish."

Font Size

When Jason was seventeen his father married a friend of his, after the untimely death of his own mother. He liked her and she liked him. She used to work as a market trader and exhibitor at trade shows. She had a partner who was a thirty six year old, very attractive, voluptuous woman, in an unhappy marriage.

After a few months, being that Jason was unemployed, his new step mother asked him if he wanted to work with them. He accepted.

Over the next few months he went to market after market with them. They did like a drink and so did he. They started early and usually finished at mid day, so they would have lunch in a pub. He would eat and have a beer or two, they would just drink.

Well, anybody who knows anything about alcohol, knows that it gives you confidence. Jason always fancied his stepmother’s friend, Diana, though he said nothing. As time went by, they got to know each other.

One day when his stepmother had gone to the toilet in a pub, Jason had a moment of self confidence and turned to Diana and said, “You know, Diana, you are so beautiful. Please don’t say anything, but I am in love with you.”

“Jason, you are very sweet, but, you don’t love me. You are in lust for me. Nothing more. When you go home, have a little play with yourself. You’ll feel better. Don’t speak of this again. If my husband ever heard you say something like this to me, he’d have your legs broken.”

Jason heard her but, as the beer took hold, he couldn’t leave it.

“But Diana, you are so amazing. I know you are older than me but I want to kiss and lick every inch of your body. I have never met a woman like you. I promise you, I will worship you in bed. You will never have a more attentive lover. I want to eat you in between your legs, and…”
“Stop Jason. Enough. You are a boy. I am nearly twice your age. Really it could never happen.”

“Diana, I want you so much. I wank over you every night. Please, think about it.”

Then his stepmother came back and there were a few moments of an uncomfortable silence.

“So, what’s going on with you two. Diana, he’s not trying to chat you up is he?”

“No, not at all. He was just talking about some of his left wing politics. You know me, always ready for an argument.”

“Honestly Jason. Your hippy crap won’t work on her. Ha ha. Bless him.”

Diana had managed to successfully change the subject, but she couldn’t stop thinking about this young sexy guy pumping away on top of her. What she said was true. He did go to bed and wank over her, and funnily enough, so did she.

The next day was uncomfortable at first. As soon as she had a moment alone with him she pulled him close to her. Looking him straight in the eyes, and feeling his cock with her hand, she said, “So, you want me do you. We’ll have to find a time and place. You must never say a word about this to your mates. And I mean that, really. It’s sex, nothing more. It is not a macho thing that you can boast about in the pub. If my husband found out, we’re both dead.”

After a few weeks of being discrete, with the odd little feel ups, from both of them, they found a place and a time. Jason couldn’t believe his luck. Just thinking about sex with this woman made him want to wank. He wanted to lick her and fuck her for hours.

She had manipulated a situation where they could have some time together. It was going to be an afternoon when they didn’t have any work, in a hotel twenty miles away. When Jason got there, he waited in the car park, still not quite believing that this was going to happen. Just a few minutes later she arrived. She parked and got out of the car. She was wearing a blue knee length dress and stockings, he hoped. She was made up and looked so beautiful, he was beside himself with passion and lust.

They walked inside and she told him to keep quiet and just go with it.

“Hello, I booked a reservation for Mr. and Mrs Jones.”

“Yes, of course. This is your wedding day. Congratulations. I hope you will be very happy together. Here is your key. Suit number three, the wedding room.”

They walked through the foyer, she made sure they were holding hands. They got in the lift and Jason turned to Diana.

“Husband and wife. That’s a good one.”

“Jason, just go with it. We have got an afternoon, evening and night together for you to fuck the living daylights out of me. Are you really going to start complaining about how I arranged this?”

“No. Sorry. Great idea. God I want to lick you dry, you horny little…”

“Horny little what?”

“I don’t want to be rude. I have to think about what I say.”

“You say what you feel and want. Go on, what did you want to say.”

“I was going to say, mmm um, slut.”

“Really. So you think I am a slut do you? Well, if that is what you think, then you will have to treat me like that. Make sure your tongue is ready, boy, ‘cos you’re going to use it like you never done before.”

They walked into the room and Diana, throwing down her bag, kissed him passionately. She pulled him towards the bed. She sat down, pulling up her skirt. Jason, didn’t have to be told. He got on his knees and moved towards her.

When he took off her panties, the only thought in his mind was to lick her.

He moved her thighs apart and sank his head into her bush. He hadn’t had very much experience, but knew that women liked guys doing this. As he started to lick, he realised that he liked it, and so did she. Diana was a very clean, and classy lady and it tasted wonderful. He pulled apart her lips and found her clit, licked and passionately kissed it. He had never done that before. She loved it.

“Oh Jason, you little darling. Don’t you dare stop doing that. You keep going until I say so.” Diana said, gasping her breath. No one had done that to her for fifteen years and no one had done it like this rampant little teenager. She had him where she wanted him. She knew, without a doubt, that this was going to be the best fuck she’d had in years, or ever.

He was besotted with her and she knew that he had probably wanked over her for months. If the truth be told, she had wanked over him, laying in bed with her monstrous husband sleeping and snoring next to her. The idea of a young guy fucking her senseless, with all his youthful energy was something she desired desperately. She was a sensual, attractive and knew that her new lover wanted to make her happy. That was every woman’s dream.

As he continued to lick her, she pulled off her dress. He stopped and looked up at her. His cock was so hard, he was practically cumming in his shorts. She was beautiful. He slid his hands from her waist to her breasts. They were large and full. He asked her to take her bra off and she obliged. His mouth went straight to her right boob and sucked it like crazy. Then the left. He went from one to the other, kissing, sucking, caressing, squeezing. This was heaven.

“Stand up, Jason.”

He did and she unzipped his trousers and took out his rock hard cock.

“Wow, you’re big. Not only do I have a young, vibrant guy in front of me, I also have a massive cock to play with. This is twice the size of my husbands. God, I want this.”

She grabbed his hips, forced him towards her and sank his cock into her mouth. Both hands were on it in seconds and Diana sucked and licked. Jason, already turned on beyond belief, seeing this woman he had desired for so long, sucking him was too much. He came, groaning, and shot into her mouth. She expected that and swallowed immediately.

“Sorry Diana, but I couldn’t help it. Just too nice to hold back, which I couldn’t have done anyway, even if I tried. I love you.”

“No problem babe. But you are going to have to fuck me right now. Come on, I want that gorgeous dick inside me.”

He pulled his tee shirt off and his trousers. She had moved up the bed, wearing only her stockings and suspender belt. Her legs were wide apart. Jason mounted her and slid his still hard cock inside her wet pussy. It felt so good he could not believe it. He started to move and then just came again.

“Oh, God, I am sorry. I just want you too much.”

Jason was so crazy about this woman that he could stop himself from cumming. Diana knew that he was young and that was to be expected, so it didn’t matter to her. She knew that he would probably want to keep fucking her for hours. That was fine by her.

After a quick cigarette, he started again. This time he was fired up. He got inside her and started to move slowly in and out. Then quicker and quicker until he was fucking her like mad. With every thrust her juices started flowing and very soon after she came too. The overwhelming feeling of passion inside her made her feel like she was in love, but she wasn’t. She knew it could never be. This was just great sex.

Nevertheless, they fucked for hours until it was mid-evening. Then they showered and changed and went down for dinner. They ate, drank and Jason kept telling Diana that he loved her and she enjoyed the feeling, knowing that it wasn’t real. After the meal they went to the room and he fucked her until three o’clock in the morning. She’d hadn’t ever had sex like this and Jason wouldn’t stop.

The next morning first thing, he mounted her and made passionate love to her again, twice, before breakfast. They went to the restaurant at about eight thirty and had a full English breakfast.

“You are a wonderful man, Jason. But this is the only time we can do this. The consequences of us being found out are too much of a risk for everybody. It has been great, but we really can’t do this again. You are sweet.”

With that Diana left the table, quickly followed by Jason. They got to the room and before he could say a word, Diana sat on the bed, pulled him towards her and told him that this was one for the road. She sucked him and she swallowed as he came.

“It was good darling. Leave it at that. There will always be a special place in my heart for you. Think of me when you’re in your bed alone and wank yourself like crazy over me. I would like to think that you were doing that, over me. It will help me carry on. Please say nothing more. Let’s go.” She stood up and kissed him and they left.

Jason felt sad because he wanted to see her again and again but knew, deep down inside, that it could never work. He did do what she said though, often, and when the moment was right, he used to say to her, “I had the most amazing wank last night thinking of you. I wish you could have swallowed it for me.”

She would wink and blow a little kiss and say, “Me too.”

Published 9 years ago

Leave a Comment