My first MILF


16th December, 2013 - Posted by Ann Lee in Short sex stories

 A prohibited pleasure

‘I really think we should go, man’
Steve was always the type of man who ran before a fight even started. However, he never ran…

…without dragging me away with him, while I showed off, trying to fake confidence in front of our opponents. He was the chicken, while I was the hero.

‘No! I want to teach these shit-faces a lesson’, I yelled.

Sex

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That night, I was the only one who learned a valuable lesson: sometimes it’s better to be a live chicken, than a dead hero. Yes, we got our asses kicked so badly, that we barely got to Steve’s house. All the way, he repeated the same phrase: ‘hope mom is not home, hope mom is not home’. Bad luck!

‘Hi, mom’, Steve opened the door, rushing his way into his bedroom.

‘For God’s sake, Steve, what happened to you?’

The curvy young-looking woman followed us into his room. If he had not called her ‘mom’, I would have taken her for his sister. She was probably in her mid-forties,wearing a white nightgown, which fully emphasized her huge boobs.

‘We’ve got beaten up by a street gang, mom, it’s nothing serious’

‘You look awful’ she looked at me.

My eyes were blacker than Steve’s were, as the three boys focused all the attention on me during the fight. It is obvious why.

‘You should have seen the other ones’, I lied just to look like a confident man in front of her.

She crossed her arms, looked me into the eyes and said:

‘It was your fault, wasn’t it? I know my boy and he would rather listen to Beethoven all night than getting into a fight!’

I did not know what to say. I knew it was my fault, but admitting my mistake in front of her seemed impossible. She walked out of the room and came back after several few minutes with some clothes filled with ice and some other stuff.

‘Thank you’, I could not help myself admiring her body from head to toe.

‘You’re welcome’, she replied lifting up the upper side of her gown, as she caught me staring at her cleavage.

She shook her head in disappointment and left the room. Steve started complaining about how dick I was to put him at risk once again, while I could not help thinking about his hot mom. She was what I used to call a MILF.

Have sex

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‘Dude, thanks again for letting yourself kicked with me. See you tomorrow’

‘Yeah’, he replied disappointed, ‘just make sure it won’t happen again’

I got out of his room and closed the door, to make sure he would not see what I was about to do. Fucking his mom was everything I could have thought of. I quietly walked on my tiptoes and sneaked into her room, under the excuse of thanking her for the ice and medicines.

Her room looked antique but extremely beautiful, just like her. When I entered it, she was lying down on a huge bed, with the gown lifted up to her knees, looking hotter than a 20-year-old chick.

‘Hey, hi again’

‘Can’t you knock?’she shouted, getting up tempestuously.

‘Uh, sorry. I just wanted to thank you one more time, before leaving’

‘For what’, she raised her eyebrow and crossed her arms over her chest, showing a defensive attitude.

‘Uh, for the care, for the ice and, um, the other stuff’

My usual low pitch of the voice turned into a female voice in just two seconds. I stood there like a complete idiot, wondering myself how to grab her attention.

She looked at me, while running her fingers through her long blonde hair and said firmly, but still sweetly:

‘You are welcome. Is there anything else you want to tell me before you leave?’

‘Yes’. I knew it was the right time to say something, but I was so nervous that I could not find the right words. I swallowed heavy, waited for a couple of seconds and told her how I felt. ‘You are so cool. And you are great woman and a great mom’

Ah, you’re such an idiot! How could you tell her that she’s cool? I thought to myself.

‘What do you mean’, she asked confused.

‘I think you are a wonderful woman who deserves the best. I just wished I had a girlfriend like you’

Sexy woman

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The next moment, she started laughing. She uncrossed her arms and laughed unceasingly. After a couple of seconds, she sat down on the bed and smiled.

‘It has been a long time since someone complimented me’

Her smile was everything I needed.‘Maybe you were so busy being a mom that you forgot to look at yourself in the mirror. You are a very hot woman‘, I pronounced the last three words very slowly, to emphasize how attracted I was to her.

‘Well, you are also a very good-looking young man’

Her words made my dick rise up instantly, forming a noticeable curve to the left in my pants. She looked at my erect penis, smiled and discreetly wet her lips with saliva. Without a second thought, I put my hand on her cheek and kissed her.

‘No, this is wrong’, she pulled back.

‘No, it’s not. It’s perfectly right! I am a man and you are a woman’

‘I am your friend’s mom and you are a kid’

Everything she said contradicted the way she responded to my kiss. The truth was that she felt as attracted to me, as I felt to her. As far as I knew from Steve, she had been single for a long time, which meant she needed some action badly.

‘A kid’s body would not react like this to you, right’, I said pulling my erect cock out of my black track suits.

‘That’s quite big…for a kid’, she gasped, looking at it ‘but I would feel like a pedophile if…’

‘No’, I interrupted, taking her hand and putting it on my cock, ‘you just need to feel a woman’

As I was speaking, her hand started moving slowly up and down my horny cock. At the same time, she began breathing really fast and shallow. Her straps fell down as soon as I put my hands on her huge boobs. She had the most wonderful pair of tits I had ever seen.

I began rubbing her pink nipples, while she was playing with my cock, giving me the most intense sensations of my life. None of us was able to say anything. Knowing that we tasted a prohibited pleasure only increased my arousal.

‘Can I taste you’, I sat on my knees and pulled down her gown and panties.

Her pussy looked more clean, fresh-shaved and good smelling than I was imagining. As she was at the edge of the bed, I spread her legs open and softly pressed my tongue against her clitoris. My touch made her startle and let out a loud moan.

Shht‘, I whispered afraid of being heard by Steve,‘let’s keep it quiet’ I started to lick her clitoris passionately.

‘I don’t think I can’, she replied extremely aroused.

She tasted so good that I could have kept licking it forever. Seeing her horny look made me put two fingers inside her cunt, thrusting them deeper and deeper. Her legs started shaking violently, making me even more aroused than ever.

My cock got so impatient that it was about to explode.

‘I need you now’

I got up from the floor and sat on top of her, holding her arms above her head with one arm. The other arm I used it to rub one of her tits, while gently pushing my cock inside her wet cunt.

‘God, it feels so good’

‘Yeah!You’re so hot’, I mumbled while thrusting myself deep inside her cunt.

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The faster I thrust into her, the heavier she was breathing, until she lost her breath completely. She closed her eyes and let out a very deep moan, while her vagina walls started contracting hard. I knew she was reaching the climax, so I pushed harder into her, struggling to resist for at least five more seconds.

I pulled out and came on her clitoris and all over her belly. That orgasm was by far the best one in my entire life. However, the most intense seconds of pleasure all of a sudden turned into the worst ones, when Steve, my best friend and the son of the woman I was fucking came in.

‘What the fuck…Mom!!! You bastard, get off her!!!’

‘Wait, man, I can explain’

‘Explain what, why you were fucking mom’, he yelled, coming towards me threateningly.

His mom was speechless. She was so embarrassed by the whole situation that she got dressed in only two seconds, trying to calm down her son. Meanwhile, I put my pants on, stuck my panties in my pocket and got off their house before being killed by my best friend.

Unfortunately, that was the end of a long friendship. Was it worth it? Well, since it was also the beginning of another beautiful ‘friendship’, I would say YES, it was worth it!

‘Hi, mommy.My place tonight?’

‘Hmm, I’ll be there at five o’clock. I’ll bring whipping cream…’


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