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How's Your Aspen?

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I was home for the Winter Holidays, but not in a comfortable situation. I had gone to Aspen with my school for winter break to try my luck out west. the slopes weren't that bad, but the people on them were. So, basically, I am sitting at home with a torn MCL, and i can't do anything without the help of another. I thought this would suck, but as it turns out, my step-sister, and step-mom are both very attractive. My step-mom, named Jess, has dirty blonde hair, stands at about 5'6, has peach tanned skin, and legs as smooth and breath taking as the first snow of winter. her breasts aren't all too big, but I like to think of a 34 B good enough. she is a nurse, and likes to dress the part. My step-sister, Courtney, is very attractive. She has brown hair, brown eyes, 34 A breasts, stands at 5'4, and is a high school cheerleader. she is very attractive for her age.

After a few days of being at home, and doing nothing, i try to move around a bit. though not wise, I thought it best. While trying to go upstairs, I hear a voice behind me," Now what do you think you are doing? You know you can't go up the stairs in your condition. What were you thinking?"

Knowing this is my step mom, I simply replied, "Well Jess, I thought that since I smelled bad, I would attempt to take a bath. If you could, would you help me into the tub, and to wash what I cannot reach?"

"Sure honey, I would be glad to help you out. Anything you want, I will help you with. Just let me change into something that can get wet, since you will probably splash anyways".

She proceeds to help me up the stairs, and into my room. She heads off to go change and I do likewise. By the time I get out of my pants, she's knocking at the door, saying i should probably wear some gym shorts in the tub. I agree, and tell her I will be ready in a few moments. what I didn't count on was getting hard at the thought of Jess washing me. this made it hard to put my shorts on. I had to find a way to hide it. i thought of my life at school for awhile, and the hardness went down.

When I called her in, she was wearing a robe, tied at the waste. I tried not to, but i couldn't help but imagine what she had on underneath. While walking to the tub, I started to get hard again. This much I couldn't help. When Jess was helping my into the tub, I caught a glimpse up here robe. She had some very sexy black panties on. Now, my erections was clear as day. I think she saw it, but ignored it, or jess was truly oblivious.

"Hun, I'm going to come right back, i just got to make a phone call. Be sure to call me if you need help with ANY thing. okay?"

"No problem Jess, I think I can cover the basics from here. Thanks for all you have done."

and with that she left. oddly enough though, the door was slightly ajar. it didn't faze me for a minute though. I immediately pulled my shorts down some, and started to masturbate. I could feel it in my balls, that I was about to cum, when i noticed a pair of eyes watching my from the door. I froze, and just stared open mouthed. I didn't know whether to cover up, or keep going. I didn't even know who was staring at me. they must've noticed though, cause they stepped away, the reappeared at the door. it was Jess.

"Anything I can do to help you dear?"

"uuummm....I uh..."

"Well, I noticed what you were doing, and uh...well, I wanted to give you a hand if possible."

This blew me away. Here was my step-mom, hot as hell, asking if she could help me. All i could do was stutter a yes.

"Let's not tell anyone about this okay? I get lonely here by myself sometimes, and it's good that you are here to keep me company".

"Sounds good Jess, this is awesome thanks. But i should warn you, I am a virgin, and i probably won't be very good."

"Aw, it's not a problem dear, you need practice is all. And since I can work from home for the rest of the week, i can help you."

I took my hands away from my crotch, and let her hands roam free.

"My, you are bigger then your father, quite alot bigger. And your balls are of a good size. Do you mind what I do, it's been awhile."

"Sure, no sweat, go as you please."

"Be sure to warn me when you are about to cum, i wouldn't like a surprise in my hair if you catch my drift." she said with a wink.

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She started to massage my cock slowly, getting a good rhythm. this felt amazing. after about a minute she stopped, and undid her robe. Her bra matched her panties, and even made her tits look bigger. she started to undue her bra when i asked her to leave it on.

"Why do you want me to leave my underwear on Hun?"

"Well, you see Jess, I kind of have a panty fetish, and it will keep me hard seeing you in panties and bra." she agreed, but looked at me weird.

After she was done with herself, she started to slowly lick the head of my penis. this was unbelievable for me. I had never experienced a feeling like this.

"Jess, would you mind if I felt around your body a bit?"

"Not at all dear, start with my breasts if you will?"

I started to feel around, and when i got to her chest, I gave them a big squeeze. they were soft, and creamy. I wanted to play with them all day. i pinched her nipples a bit, while she went to town on my balls. I couldn't help but squirm, and moan. After playing with her nipples, I started to move my hands south, until i found the top of her panties. I slowly dug my hand underneath them, looking for her sweet spot. One thing that amazed me was how well shaved she was. I swear it must have been freshly shaved. I was also amazed at how wet she was. Her Panties were literally dripping. I slowly started to rub the folds of her cunt, when I felt my balls expand.

“OH GOD! Jess, I’m cumming!”

“Just go ahead and cum dear, it’s fine”.

At this point she shoved my cock into her mouth, and I just released my hold. It felt really good to finally cum, but never before so hard.

“Well, seems you’re still hard. You up for a bit more fun?”

“Sure, but can I get out first and dry off? I will still be hard, just stay as you are.”

“No problem. Would you like a help up?”

We got out of the bathroom, and went back into my room. I noticed that she locked the door. At first I was puzzled, but when I saw the time, I understood. Courtney will be home soon.

I proceeded to lay on the bed, with my leg propped up, and still hard as ever. Jess walked over to me, swaying her hips, and slowly undoing her bra.

“Yeah Jess, just let your tits hang free. But if you could, keep your panties on….for now.”

She sat on the edge of the bed, and started to massage my cock again, while massaging herself.

“Now Rob, this is going to feel really good. Just try and hold your orgasm as long as you can, and I will do the rest.”

From there, she sat on top of my chest. I moved her panties aside, lifted her up, and slowly impaled her with my cock. It felt wonderful. She just kept moving back and forth, lifting herself ever so slightly with her knees, and then swiftly coming back down.

“I don’t mean to kill the moment Jess, but what should I do when I do cum?”

“It’s no problem; I can just steal a few pills from Courtney’s room. It’s not like she uses them anyways.”

(It’s not going to be that way when I get through with her)

 

She kept riding me for a few moments, when I felt the urge, and just came right there. I was in heaven. I laid back, and just let myself enjoy being inside Jess. I guess it was the pain killers, or the numbness of joy, but I didn’t know she had flipped herself around, and I was now penetrating her ass.

 

“Jess, what are you doing?”

 

“Just relax Rob, I saw this in a movie, and I wanted to try it. Though, it’s not as comfortable as they made it look. In fact, it kid of hurts.”

 

“Pull me out, rub some KY on there, and we will try again. It is supposed to feel good, but then again, I don’t have much experience in this field either.”

 

So, after a few adjustments, she started again. Being that I had cum twice it took longer. Fortunately, long enough for Jess to have her own orgasm.   On my final push, I came in her ass, though not that much protruded. As I lay back, I could hear the soft words from Jess, telling me to sleep well, for tonight we go again…

 

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Written by Born2Serve
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