Seducing the MILF Pt. 01

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A young man seduces his mom's friend.
3.8k words
4.6
15.2k
32

Part 1 of the 2 part series

Updated 05/20/2024
Created 05/19/2024
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Seducing the MILF - Part 1

I had just finished my second year of college and getting ready to start my Junior year when a small calamity hit my parents. My dad's business, a building company, lost a major client and they told me that they couldn't afford to send me away to school any more. They had been paying for my complete tuition and room and board at a small California college and it amounted to about $20,000 a semester after my scholarships. There was no way they could afford that any more until the business turned around.

In the end, they decided that they could afford to pay for classes, just not room and board. I started looking for a way to live there, but unfortunately it's really expensive. After a few days, my mom told me she talked to a college friend of hers, Emmanuelle, who happens to live close to the university. She talked to her and they agreed I could stay there for the year and if things didn't turn around, I could probably come back the next year too. I was a little nervous to stay with strangers, but figured I'd just have to get used to it if I was going to continue going to school.

I moved in with Emmanuelle and her husband Jacob in early August, a week before school started. They were a nice couple, the same age as my parents. Emmanuelle wore conservative clothes normally, but had killer taste in shoes. She loved wearing high heels, at work and when they went out. Jacob was a hard worker, generally working long hours in some white-collar office job. I think he was a lawyer. He was a bigger guy, who could have used a few hours working out, for his own health, even if not to keep Emmanuelle happy.

During my first month, there were many nights when I'd come home and Jacob was still at work. Emmanuelle seemed to be depressed about it, moping about the house. I didn't talk with her about it and she never brought up anything about it with me. So although I had free room and board, it wasn't very pleasant.

Early in October, I came home and found Emmanuelle crying on the couch. I wasn't comfortable consoling her, but I tried to. It seemed that Jacob had been having an affair with someone at work and had decided that she was more exciting than Emmanuelle. He had already packed up some things earlier in the day and had left her. The divorce papers sat on the coffee table in front of her.

I was shocked and wasn't sure what to do. I also wasn't sure how this would affect my future. I didn't know if I could still stay there or if I'd have to move home and leave school. Luckily, without even asking about it, Emmanuelle said she wanted me to stay. She felt better with someone around at least.

November rolled around before I knew it and I was preparing for Thanksgiving, Christmas, and winter break in just a few weeks. It was Friday and while I was hoping to go out, my friends changed things up, leaving me with nothing to do. I walked in the door slipped down the hallway towards my bedroom. Emmanuelle's bedroom door was slightly opened and I saw movement as I walked by. I was... I don't know... intrigued, maybe. I stopped and moved closer to the crack in the door and peered inside.

Emmanuelle was standing beside her bed, her foot on the top of the bed as she slowly rubbed lotion into her legs. She was wearing skimpy panties and hadn't even put on a bra yet. Her breasts pressed into her thigh as her hands moved over her calf, shin, and foot, rubbing the lotion into each leg in turn. Then they moved higher, sliding up over her knee and deep into her thigh. It was incredibly sexy and I couldn't help but get hard. I imagined I was sitting on the bed and it was my hands rubbing the lotion into her beautifully long legs. I imagined my hands sliding inside her thighs, my fingers sliding up to either side of her pussy and slowly pulling it open.

I could feel my erection straining my jeans and rubbed it with one hand as I continued watching her. I could have sworn she slid a finger over her pussy, and maybe even inside, but her raised leg blocked any view of it. She slowly slid on a pair of thigh-high stockings, sliding them up each leg and adjusting the thigh portion until it was comfortable. I imagined kneeling below her, between her thighs, licking along the seam of the stockings, over the soft, sensitive flesh and up to touch her beautiful pussy. I imagined her slowly settling herself onto my waiting tongue and then her hand gripping the back of my head. She casually put her leg down and continued dressing. As she slid her bra on, she turned towards the open door and I bolted down to my room so she wouldn't see me.

I closed my bedroom door, tossed my book bag aside, and quickly lay on my bed. My cock was absolutely throbbing as I unbuttoned my pants and slid them down my legs. I slid my fingers around the shaft and stroked it slowly, closing my eyes to remember every detail of her beautiful body. I'd been attracted to her before, but never like this. She was my mom's age, but she was sexy as hell. I couldn't get the thoughts of her body out of my mind... how her breasts hung, giving me plenty of access to her plump nipples... to her her panties were snug against her pussy, begging to be licked.

I was so close to cumming when I heard her come out into the hallway and call my name. "Vince, are you home?"

I tried to control my breathing. "Yeah. I'm... I'm in my room."

"Do you have a minute? Can you help me with this?"

I wondered what she could need help with and was immediately scared that she'd seen me spying on her earlier. I wonder what she'd do if she had. Would she make me move back home? Would she call my mom? I would be mortified if my parents found out!

"Yeah... sure," I replied, pulling my pants back up. It was difficult to cover my erection, but I'd have to do the best I could. I checked myself in the mirror to make sure I looked ok and opened my door. I could tell Emmanuelle was in the living room so I made my way down the hall. At the end of the hall, I entered the living room and found her sitting on the couch with a box on the floor. I came up from behind her and first saw her exposed chest. She was wearing a black dress that showed her figure very nicely. The top of her breasts were exposed, showing incredible cleavage. The dress came down below her knees and while it looked sexy it was still modest. I felt my cock throbbing with desire.

"What can I help you with?" I asked, standing beside the couch, trying to hide my hardness.

"I bought a new pair of shoes and I was wondering if you can help me put them on. It's a little hard to bend over in this dress." She pointed to the box on the floor and indicated for me to kneel in front of her. I felt my mouth go completely dry as I envisioned so many naughty things happening. I moved around in front of the couch and knelt down until I was level with her. She seemed very shy as she licked her lips.

I opened the box and lifted out one of the shoes. It was a beautiful pair of strappy high heels, with black straps adorning the top and ankle. She lifted her foot for me and I held it gingerly as I slid it onto her foot and then slowly buckled it on. She seemed to hold her foot in my hand a little longer than normal and then dropped it to the floor when I released it, giving me the other foot. I slid the other shoe in place as well as my hand slid a little higher up her leg and onto her calf.

I put both hands on her leg and massaged her calf for a moment. I could feel her shiver above me, as if she didn't know what she wanted. She seemed to want me... but was afraid. Which was very much the way I felt about her. I released her leg as she stood. Now I was kneeling beside her as she stood, testing her shoes. I wanted to grab her legs and bury my face between them so badly.

"Thanks," she said, smiling weakly. Then she turned and walked away from me with a swish of her dress, and grabbed her purse off the table. "I'm going out for a while. I should be back before eleven. There's food in the fridge if you're hungry."

I was still caught dumbstruck and knelt there looking at her as she looked back, waiting for a response.

She smiled. "Ok, then. I'll see you later." She opened the front door and was just closing it behind her when I was finally able to reply.

"Ok... have fun!"

My hands were shaking as I stood and walked to the front window. I watched her get into her car, back out, and drive away, still unable to think clearly. My cock was raging hard, throbbing and threatening to burst through my jeans. I quickly moved to my room and masturbated. I came in record time, thinking about Emmanuelle's long legs.

*****

The next few days were a complete distraction. I couldn't get Emmanuelle out of my mind. I ached to catch a glimpse of her changing again, catch a glimpse of her in the shower, catch a glimpse of her in a bathing suit... anything. I desperately needed her at this point. And every time I imagined her, I got achingly hard and had to masturbate. I even masturbated in her room once when she wasn't home.

On Tuesday, when I came home again, her bedroom door was closed and music was lightly playing inside. I figured she was changing to go out again and was disappointed I couldn't get a peek. I dropped my books in my room and went and sat on the couch, playing a video game. She came out about twenty minutes later. This time she was wearing a dark red dress. It showed a little less cleavage, but it was off her shoulders and the skirt was shorter. She came out with a pair of red heels and stood by the couch.

"Vince, would you be a dear and help me put these on?" She held the shoes out for me to take.

I hooked my fingers around the straps and stood, giving her a seat on the couch. She adjusted her skirt, but it only came down to her knees, so it didn't cover much. She seemed embarrassed, but almost eager as she sat there, with her hands holding her skirt down, her knees close together. I knelt on the floor and took one of her feet in my hands. I slowly massaged it and watched her reactions.

"You have such impeccable taste in shoes," I complimented her softly. "And your legs are so soft."

I watched her shiver and lick her lips. "Thank you," she said, almost inaudibly.

I slowly massaged her feet.

She watched me, obviously loving the feeling of having her foot rubbed. "I'm thinking about going to the spa and get a really good foot massage."

"The spa? Don't do that," I said, holding her foot more firmly and driving my thumb into the bottom of her foot. "I'll just rub your feet for you."

She shook her head. "What? That wouldn't make you feel weird?"

"It's just a foot rub. It's not like I'm propositioning you for sex or anything."

She giggled, almost nervously. "That does feel good." She closed her eyes for a moment, enjoying the feeling. My eyes trailed up her legs as I tried to spy above the line of her skirt. "That feels so good. Where did you learn how to do that? Oh..." She opened her eyes, catching me looking at her.

I felt brave and in control and kept kneading the sole of her foot, sliding up and massaging her calf as well. "I dunno. I guess I just like to make people feel good."

"Mission accomplished," she moaned softly. "Damn, I wish my husband would have known how to do that."

"He never rubbed your feet?"

"No... especially not like that."

I switched easily to her other foot and began massaging it as well. "I was dating this girl once and she was obsessed with her feet. She loved my massages. And, oh my God, you just can't imagine how it got her off." I paused again as I saw the shock on her face. "Oh, I'm sorry, Emmanuelle, does it bother you when I tell you these things?"

"No," she said timidly. I knew better, though. I knew that it was exciting her.

"Good." I switched back to her other foot and continued the massage. "She was so obsessed with her feet," I said, continuing my story. "She loved when I rubbed them and constantly touched them. She especially loved it when I sucked on her toes. She had the best orgasms ever. It was like constant foreplay."

I could hear Emmanuelle sigh a little. "I don't blame her. Your foot massages are incredible."

I locked eyes with her and lifted her foot in front of my mouth. Slowly, my tongue emerged and slid over her toes. I could feel her shudder and hesitate before quickly pulling her foot back.

"I... I'm sorry... but... I have to get going or I'll be late," she said, rushing to slide her shoes on and move to the door. She grabbed her purse and was out the door before I could even stand. I smiled. I was getting to her.

I stood and moved to her room. I slowly unfastened my pants and pushed them down before laying back on her bed. My hand slowly stroked my cock as I lay with my eyes closed, the vision of her foot and legs right there playing in my mind. I could see myself licking up her legs, pushing them apart to see her thin, black lace panties beneath me. In my vision I pulled them aside and slid in to lick the most delicious pussy I'd ever tasted.

*****

It was Friday again, only a week after I'd first started seducing Emmanuelle. I felt very confident now. Every time I'd seen her the past few days she seemed uneasy. She seemed excited, but unable or unwilling to express it. I knew it wouldn't take much more pressure before I had her.

I walked into the house that day and walked back to my room. I heard a low moan from the other side of her closed door and I stopped to listen. I couldn't really hear anything, but with the few low moans I heard, I figured she was masturbating. I smiled. So close now. I set my book bag in my room and came back out to the living room and put on an action movie with martial arts and guns.

Emmanuelle came out fifteen minutes later, looking a little flushed, and was wearing a bath robe.

"Sorry," she apologized, pulling her robe tighter around herself. "I'm going out again and I'm going to take a shower. Dinner is in the oven and should be ready in twenty minutes or so."

"Ok, thanks!" I said, smiling at her.

She moved into the living room hobbling a little as she moved towards her bedroom. She grabbed the back of the couch and moved to settle herself onto the couch across from me. She bent over and rubbed her foot.

"Wow those new shoes need broken in." She winced as her fingertips dug into her foot.

"Here," I said, sliding onto the floor in front of her. "Let me."

"No, I'll be alright..."

"Hey... I know what I'm doing, remember?" I picked her foot up and began massaging it as she settled back into the couch.

"Oh... yes... yes you do..."

I moved her foot a little as I massaged it and watched her bath robe part a little. Her pussy was barely blocked from my view at this point and I switched to her other foot. As I massaged her foot, I moved it higher and higher until it was in front of my face. With her leg higher, her robe parted more and I got a better glimpse between her legs. She was completely naked beneath her robe.

Our eyes locked again as I moved my lips closer to her foot and, ever so slowly, sucked on her big toe. I felt her shiver and saw her eyes close a little, but she didn't pull her foot away.

"What? You can't do that?" she protested weakly.

I smiled and pulled my lips off her toe. "Yes I can. It's not like you're married any more." I sucked her toe in deeper this time and let my tongue slide between her toes. She looked almost orgasmic and it was such a turn-on. My cock was throbbing as I felt her reactions.

"Please..." she protested. "What about your mom? She'll kill me..."

I moved down her foot and licked the sole from her heel to her toes and let my tongue slide between them again. "I promise she won't find out. It'll be our little secret."

Emmanuelle closed her eyes, giving in to me. "Oh yes. That's good."

I smiled. "That's exactly how excited my girlfriend got."

"Yeah, that's amazing how that feels."

I lifted her foot higher and massaged her calf before running my tongue down it.

"Your foot massages really are incredible," she whispered, her hand moving to slide inside her robe at her chest. I could tell she was aching to touch her nipples.

"It must be working on you. I bet you're getting very wet." I looked in her eyes before looking down again between her legs.

I felt her shudder in my hands as I kissed up the back of her leg to behind her knee. With her leg lifted that high, her robe parted easily exposing her bare pussy. I hadn't expected her to be shaved bare, but there she was. She had a small triangle of short, dark hair above her clit, but her lips were shaved perfectly bare. Her lips were distended and wet, begging to be licked.

The belt holding her robe closed had come almost completely undone and her hand was inside the top, obviously pulling and tugging on her nipple. I kissed higher up her leg and around her knee and thigh.

"Keep... Keep going... oh my God I had no idea you had this in you," she moaned softly.

I gently lowered her leg to the floor as I moved between her thighs, closer to her. I leaned forward and kissed her, tenderly at first but then more hungrily. I pulled her robe apart, exposing her breasts to me. Her nipples were so hard and dug into my hands as I grabbed them and squeezed. She gasped in pleasure. I moved lower, kissing over her chin, down her neck to her chest and quickly moved to her hard nipple, engulfing it in my mouth. Her hand wrapped around my head, tenderly cradling it while I suckled.

She was whimpering, her head back and eyes closed as my lips, tongue, and teeth teased her nipple and breast before moving to the other. I lifted from her and slid a hand into her hair on the back of her head, holding her tightly as I leaned in and kissed her hard. Her hands grabbed my upper arms, holding me, not wanting me to stop any of this.

I released her head as she gasped and moved my hand to her neck, lightly choking her as I kissed between her breasts and then lower. My lips moved to her belly button where my tongue slid in it, teasingly. My right hand circled beneath her left leg and lifted it, spreading her legs wider as my kisses moved onto her mound. My lips kissed the her short, wiry pubic hair and I stopped, my mouth inches over her wetness. I smelled her musky goodness and felt her shivering with need.

I locked eyes with her as I moved slowly, lowering my mouth towards her center. I extend my tongue and let it just barely touch her clit as her face registered pure pleasure. I ran the tip of my tongue up and down her clit and then swiped it side to side making her moan excitedly.

"Oh God, yes... Yes, eat that pussy like that. Oh that's very good baby. God, you do that so good, too."

I delved lower, sliding my tongue into her as much as I could, occasionally letting my lips trap her clit and suck on it. She was moaning loudly, her hips pushing up into my mouth. She was going to cum so beautifully in my mouth. I slowly pushed two fingers inside her, palm down, and slowly but forcefully stroked in and out. She was shaking beneath me, ready go cum any second, but I was going to tease her. I fingered her slow and steady, letting my tongue play with her clit and lips as I did.

"Oh my God... please!" She was nearly screaming at me to make her cum. I laughed for a moment, realizing how much power I had over her. Then I gave it to her. My fingers were like jackhammers, slamming into her hard and fast as my tongue lapped at her clit rapidly. She pushed her hips up and into me, trying to help drive herself over the edge. Then she'd suddenly try to retract, try not to cum, as if scared of the pleasure. But I didn't relent. I followed her, everywhere she tried to go, never stopping or slowing my assault on her pussy.

Then she finally came... so hard... her juices pouring out of her hard, spraying my face and hand. I didn't stop, milking everything out of her that I could. She was yelling as she squeezed my fingers inside her pussy, squeezing every last ounce of pleasure out of herself.

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