I was 19 at the time and home from uni on summer break. It was a hot July night and my stepmother, Julie, had her friend Ms. Stevens over for drinks and a swim. Now Mrs. Stevens was one hot milf. She was a divorcee without any kids. So technically, she was a cougar instead of a milf but you get the point. She was slightly older than my stepmother. If I had to estimate I would have said 46 but looked ten years younger. She was, as my grandfather would say: a tall glass of water with legs that went all the way to the floor. She was about 6 feet tall, solidly built woman with a tremendous set of D cups, a curvy 165 pounds. A true amazon with long red hair and blue eyes. She was very tan. I was upstairs in my room watching them lounge in the pool on and off from behind the shear curtains of a window.
At about 9 o'clock my stepmother calls out my name. She is a bit impatient if you don’t answer right away. So I get up and opened the window that faced the pool in my room and stuck my head out.
Julie: Hey would you mind driving Ms. Stevens back home. I have had a bit too much to drink.
Me: Umm… Sure, I was thinking of going out anyway.
Ms. Stevens: Thank you hun. I just need to change into something dry.
After She said that, she waded over to the ladder and climb out. She was wearing a dark navy one piece swimsuit. That was high cut near the legs and hugged her amazing rack. I must have had my mouth gaped open and stared too long because I heard Julie clear her throat. When I saw her, she had a very disapproving look on her face. Ms. Stevens however had a bit of a sheepish grin. I pulled my head back inside and closed the window. I got changed into to some shorts, t shirt, and a button up short sleeve shirt That I left unbuttoned. I grabbed my shoes, ratty old ballcap, and keys, then went down stairs and waited for Ms. Stevens.
Julie: I don’t want you out too late tonight.
Me: You do remember that I am 19 right? Also it is summer right?
Ms. Stevens (exiting the bathroom): Oh come on Julie don’t be a tight ass. He’s a young man. Let him have fun. I’ll bet there are a few girls that want to spend some time with him tonight.
She was wearing a skin tight pair of blue jeans and what looked like a white men’s dress shirt that was tied at the bottom with the the top 3 buttons undone.
Me: Thank you, Ms. Stevens.
Julie: Ha! This one? Nope. He is not very successful with women.
Me: Alright. No need for that. Are you ready Ms. Stevens?
Ms. Stevens: Yes hun. And please, it is Alison.
Julie and Alison said their goodbyes and Alison said she would call her when she got home. We walked outside to my jeep. It was an old wrangler and since the ac didn’t work very well, I had the roof and doors off.
Me: Shoot! Is this ok? I can grab the doors if you want me to. Would not take too long.
Ms. S: No way! This looks like fun.
I went to help her get in and when she got up to the foot step her fine, tight ass was in my face.
Ms. S: Excuse me.
Me: No problem.
I jogged around to the driver's side and jumped in.
Ms. S: Would you give me a hand with the seatbelt. I think it is stuck.
Me: Oh sorry, it does that. Here…
I leaned over and reached across and gave the belt a good yank. When I did, my arm bumped into her protruding breasts as I buckled her in..
Me: I am so sorry Ms. Stevens...
Ms. S: It alright sweetie and it’s Alison. The girls always seem to be in the way.
I gave a polite smile, buckled the seatbelt, and started the car. She told me where to go and we drove away. As we rode to her place the wind whipped her long, beautiful, wet red hair around as we we sped down the highway. The wind was trying to get inside her partially unbuttoned shirt but seatbelt kept it down just enough so that I did not see anything.
Ms. S: Whoo! This is fun without the doors!
We eventually arrived at her house.
Ms. S: Would you mind coming in for a sec. I don’t like walking into a dark house alone.
Me: Sure, no problem.
We walked to the door and she let us in. I went inside and waited by the door as she turned on the lights. She told me to have a seat. I did not want to be rude so I took a seat on the sofa.
Ms. S: Would you like something to drink? Or did you need to go?
Me: Sure. whatever you have, I am not picky. I can stay for a bit. I just wanted to get out the house.
Alison went to the kitchen and came back with two bottles of beer.
Me: You know I am not 21, right?
Ms. S: Yes, I just like corrupting America’s youth! I will make sure you are good to drive before I let you leave.
I took a beer and she sat down next to me on the sofa. Right next to me. We were chatting about several different things and the whole time she getting real flirty. Touching my arm and thigh.
Ms. S: So why was Julie teasing you about girls? You do like women right?
Me: Of course I do. She just thinks it’s funny. Besides would not bring anyone around her unless it was a serious thing and I had to. I not looking anything serious right now anyway. I just want to have as much fun as I can while I am young.
Ms. S: I am sorry she is like that. She is an odd bird sometimes. But you have the right idea. If I could go back and do my teens and 20 ‘s over again, I would. This time I would have a lot more sex. I guess I guess I am trying to make up for it now. Don’t let fun opportunities slip by, listen to me. Would you mind if I go change?
Me: Umm… ok.
Ms. S: I’ll be real quick. Grab another beer, I’ll right back!
She scampered upstairs and I went to the refrigerator. I grabbed a beer and opened it. I was drinking it when I heard footsteps on the stairs a few moments later. I turned around to see the vision that was Alison. She was stark naked. That deep tan I spoke of earlier apparently was not an all over tan. She had the sexiest tan lines that were made by a pretty skimpy bikini top and bottoms. That golden tan skin gave way to the most beautiful alabaster white skin.She didn’t know that I had a tan line fetish and she was hot as fuck with hers. Her nipples were long and hard. Her bush was full, soft and inviting. She walked to me and took the bottle from my hand and took a swig.
Ms. S: So… you wanna have a little fun, remember don’t let an opportunity slip past you.
Me: Absolutely.
Ms. S: I sent Julie a text saying you were here helping me. So we can forget about you having to get home anytime soon.
She took me by the hand and lead me by the hand up the stairs. We made our way to the bedroom. I turned her to face me. I pulled her body against mine. We kissed each other deep and passionately. As we danced our tongues in each other’s mouth, She removed my top shirt from me and let it fall to the ground. Next she started to raise my t shirt up. We broke off kissing long enough to get it over my head. Once it was off, I started fondling her magnificent breasts and kissing her beautiful, long neck.
I could feel her reaching down to my belt and unbuckle it it. Then she unbuttoned my shorts. She took half a step back from me and lowered herself down onto her knees. She pulled my shorts and boxers down all in one motion. My rockhard cock sprang up and pointed right straight at her face. She gave it a close examination.
Ms. S: Oh Hun, your cock is perfect.
Me: Really? I always thought it was average at best.
Ms. S: Oh no, this one is perfect. It is the perfect length. Not too short and not ridiculously long. Not thin and not too thick. Also a slight curve upward, fantastic for hitting that G spot. Trust me those porn guy’s cocks aren’t pleasurable. I shouldn’t forget about your balls either. Nice size and hang low enough to hit my clit when fucking from behind.
Me: Alison, you are very kind but...
Ms S: I am serious. Has Julie seen this? She might change her attitude toward you if she new you had this in your pants.
Me: My step mother? No, that would be weird.
Ms S: You never know…
She placed her mouth over the tip of my cock. She started to slide her mouth up and down my shaft slowly. Just a little at first, then increasing the amount she would swallow on each stroke of her mouth. She would occasionally stop to flick my frenulum with her lovely tongue. The sensation was incredible. I had never had a girl do that to me. It was hard enough to find a girl who wanted to give blow jobs, let alone one who knew what she was doing.
Me:Fuck! That feels unbelievable
She just smiled and moaned. She began to increase the speed of this amazing blow job. I don’t know how but my dick became even harder. Almost painfully harder. After a little while I began to feel my balls tingle and tighten. I knew it wouldn’t be long before I would shoot my load.
Me: I am going to cum! Oh fuck!
She took my pusing member out her mouth and started to jerk me off one handed, while she lifted her enormous tits up from underneath. A dozen strokes later and I was firing ropes of jizz on her chin and tits.
Me: God damnit. Man. I didn’t want to cum so quick.
Ms. S: Oh Hun, It’s alright. In fact, I consider it a compliment. The fact that I can drive a young man wild enough he blows his wad like that and we have plenty of time tonight to go again and again. Why don’t you lay on the bed, while I clean up a little.
I went over to the bed and laid across it. I started to play with myself, trying to coax my dick back to life. Alison went into the bathroom and I heard what sounded like a camera on a phone.
Me: You are taking pictures?
Ms. S: Yes, of your handiwork. It’s quite impressive.
I was feeling pretty good about myself and I was already semi hard again. Alison came back out of the bathroom and got in the bed with me. She climbed on to the top of me and started kissing me on my mouth. I responded by playing with her ass. I really enjoyed having the weight of her on top of me. This was the first time I felt like I was fucking a grown ass woman. Maybe because it was. Everyone I had been with up till then was my age. You know, your average tiny high school / college girl.
She put her hands on top of my chest and rose up to her knees. I thought that she was going to ride me cowgirl but she had a different idea. She positioned herself right over my face, her sweet snatch mere inches from my mouth. I lifted my head toward her dripping pussy and brought my nose right up against it. I inhaled deeply, taking in the intoxicating aroma that was Alison.
Ms. S: You like that baby? You little perv.
Me: It incredible. There’s no way I am leaving here without a pair of your worn panties.
Ms. S: Oh really? Well then you need to earn them then.
With that she grabbed my head and buried my face between her legs into her warm pussy. I was very excited and eager to please, so I began licking at and sucking her clit as best I could. She moaned with delight. She began to rock her hips back and forth, causing her sweet snatch to slide along my tongue. She released my head and i rested it on a pillow. She lowered herself on my face and her sliding motion turned to a grind. Her clit would rub the tip of my nose. We continued in this position for several minutes. She varied the moaning from soft to loud, deep to shallow the entire time. She had had her fill and repositioned herself so that she was laying on top of me again. She licked and kissed my face, tasting her juices.
Ms. S: I think it is time you put that cock of yours in me. Would you like that?
Me: Yes, very much.
We rolled over so that I was on top of her. My cock was so hard that I could have used it as a chisel. I rubbed the tip along her slit. I then took my cock in my hand and eased it into her moist vag. It was much tighter than I imagined that it would be for 46 year old. I started thrusting at a slow but steady pace.
Ms. S: that’s right dear. Nice and slow. Let's take our time and make it last.
I nodded in agreement. I was supporting my upper body with my arm. I was looking down at her massive breast and noticed that they would jiggle every time I thrusted into her. I became mesmerized by them. By this point, I was feeling very comfortable with the sensations that I was feeling at this pace and sped up slightly. Again I was transfixed by the bouncing of her tits.
Me: My god, your tits are amazing. I love watching them jiggle.
She licked her lips and moaned. I again stepped up the pace of my thrusts. She began moaning me frequently and increasing in volume. This got me going even faster and we both were working up a good sweat. Beads of sweat that formed on me were dripping on to her.She began to moan out loud in ecstasy. I felt her pussy convulsed on my turgid cock. She gripped and released her pussy several times as she came hard. I immediately stopped thrusting, in fear I would cum as well. I was ready for this to end.
Ms. S: That was wonderful sweetie. You really getting the hang of this. I want to try something with you. Do you trust me?
Me: Alison, you can do whatever you like.
Ms. S: Ooh, I like that. Lay down on your back and pull your knees toward your chest and toward the sides.
Me: Like this?
Ms. S: A little more toward your chest. (after I did) Right there. perfect . Here’s something I bet those school girls can’t do.
She stood up on the bed, God she was tall, and walked over to where she was standing over me, with her feet positioned to either side of my thighs. Then she squatted down over my erect penis. She grabbed it by the base and guided me into her. Next she leaned forward and placed her hands on my chest for support and lowered herself onto her knees.
Ms. S: alright, you ready?
I nodded. Then she started thrusting her hips, like she was fucking my cock! The sensation was extraordinary. The sight of her was even better. Her sweat covered body glisten in the light of the lamps. Her massive torpedo tits were hanging and swaying with her movements. She was right. The girls I had been with weren’t physically capable and lacked the sexual imagination to do this.
Me: Fuck me, that feels great. Don’t stop.
Ms. S: Yeah, that’s what I want to hear.
She grabbed my ankles and extended my legs full and more to the sides. She picked up the speed of her thrusts. My cock was tingling. She was moaning. I reached for her tits as they swayed. I squeezed and tugged on her nipples. She squealed in delight.
Ms. Fuck baby! I want you to cum for me. Cum in me!
She now was thrusting and bouncing on my cock with no abandon. As she did this my balls tingled and tightened. Her moans became howls. Her tits were flinging around. Her pussy clamped around my shaft as she orgasmed. It was just sensory overload. The sight of her sweaty, bouncing breast. The sounds of her moans. The tingling of my body. I couldn’t -- didn’t want to hold back anymore. I grunted and howled with her as I unleashed what felt like the largest load of cum in my life deep inside of her.
She collapsed onto my chest. We panted like dogs for several moments before either of us could speak.
Ms. S: Baby you are one great fuck.
She rolled off me. She looked over to the nightstand and then turned to me.
Ms. S: Would you grab my phone from the bathroom hun?
I got up and went in the there to retrieve it. When I came back, She asked me to take pictures of her and to make sure I got the “cum dripping out of her” in the shot. I was more than happy to play photographer and took several outstandingly sexy pics. When I finished I laid next to her. Then I heard the sound of a text being sent.
Me: You’re texting those to someone?
Ms. S: To Julie.
Submitted September 09, 2017 at 02:21PM by gavinmr http://ift.tt/2eMUbny gonewildstories
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