[mF] 18 Year Old Luke is Ready to Become a Real Man w/ This Older Woman

Freddie was the first woman I ever saw naked.

Of course I’d seen pictures of naked women in magazines. I’d seen movies with nude scenes. I’d watched porn, like very boy does.

But she was the first woman I really saw naked.

She’d been in life since I was a kid. Her son had met and married my mother when I was just a toddler. She wasn’t old enough to be a grandmother. She was only in her mid-thirties, despite having a grown son. But she was like a grandmother to me. She played a huge role in my upbringing. And I only saw her in a maternal way for most of my life. But in only a few weeks, everything changed.

Freddie was a work out freak. She was at least 15 years older than my mother. And she worked twice as hard. Yoga was her big thing. As long as I can remember she had been laying her mat in front of a big screen and spending an hour going through an intense workout. I’d seen it a hundred times. Maybe even a thousand. So I don’t know why that one day made such an impression. Maybe it was just that I’d become obsessed with sex. And I was getting scared that it was never going to happen for me. I’d had brief relationships with girls, but I never got past second base.

That afternoon I was actually supposed to be at an after school activity, but the teacher had something come up and had to leave. I’d spent the next hour making out with a girl and desperately trying to get my hand in her blouse or her hand down my pants. But she’d frozen up and I’d gone home frustrated.

My parents both worked late, so I always went to Freddie’s house after school for dinner. She lived right up the street from us. I showed up earlier than expected and let myself in. I found her in her basement working out. She didn’t hear me come in. When I peaked in the door her back was arched with her hands and feet on the ground. Her ass was pointed right at me. I didn’t want to interrupt, so I didn’t say a word.

She was wearing a floral patterned sports bra and skin-tight black pants. She shifted positions along with the people on the screen. And then pushed herself back into the previous position–hands and feet on the ground with her ass sticking straight up in my direction. I hadn’t actually watched her work out in years. It dawned on me how strong and fit she was. And how flexible. And she had an amazing ass.

I kept watching silently. Her body was drenched in sweat. I watched her move again. Her arms were tight. Her stomach was flat. And her ass was incredible. How had I never noticed before? She was showing a lot of skin. Her big tits were swaying with her movement. I felt like an idiot. The woman I’d been told to call “grandma” since childhood didn’t look anything like a grandmother. She was sexy as hell. I was suddenly fantasizing about how it would feel to slip up behind her and grab her hips. I wanted to rub my growing cock on that tight ass.

I turned and darted up the stairs. I was worried she’d turn around and see me with a hard on. I rushed into the bathroom and dropped my jeans. I closed my eyes and grabbed my big boner. I started breathing heavy and thinking about Freddie. I kept replaying her movements in my head. I came hard thinking about how it would feel to slide my dick inside her.

After that noon, I was obsessed. I couldn’t stop thinking about her. I lost interest in girls at school. Every afternoon I ended up jacking off and thinking about Freddie. I made up scenarios where I would touch her body and one thing would lead to another and we’d fuck. But I knew there was no way to make it happen.

But I couldn’t stop thinking of her. And soon another idea popped into my mind. I wanted to see her naked.

It wasn’t hard to come up with a plan. I just needed to walk in on her showering. And to make it look like an accident. If I could do that, I would at least have a better mental picture for my fantasies.

The problem was that there were multiple bathrooms in her house. I couldn’t come up with a good excuse to walk into the one that she’d be using. I tried for days to figure out a way to pull it off.

A week later she sprained her ankle. It was nothing serious, but enough to keep her from working out. It was frustrating. Without the long afternoon work out I didn’t think I’d be able to time it right. I wouldn’t be able to get home and then walk in on her.

A few days later I was standing in the master bathroom and trying to come up with a plan. Just thinking of seeing her was enough to give me a hard on. And maybe that’s what led to me making a bold decision.

The linen closet in the bathroom had French doors. She hardly ever opened them since she had clean towels out on the rack. I decided I could hide there. Instead of walking in on her and getting a glimpse, I could sit in the room with her like a voyeur and watch her bathe.

After dinner I told her I was going home. I called my parents and told them I would be late. And then I went to hide in the bathroom closet. My heart was racing as soon as I sat down. If she came in and opened the closet, my best plan was to shout “boo” and pretend it was all a juvenile prank. She’d find it ridiculous, but I didn’t think she’d ever suspect what I was really doing. At least she wouldn’t be certain if she did suspect something.

Close to an hour passed before Freddie came into the bathroom. She was still dressed for work in a conservative black and white shift dress that came past her knees. She stood at the mirror and removed some clips from her long auburn hair. It fell to her shoulders. I knew she was about to undress. Just anticipating the moment was enough to make my dick get hard. I started to get paranoid. My heart was racing. I was breathing heavy. I felt that she would hear me. I knew it was crazy, but I couldn’t stop myself from thinking it.

She sat down on the toilet and slid her skirt up. She was wearing a silky black slip with a sexy lace hem beneath her dress. She pulled both up past her knees. The top of her black stockings were trimmed in lace. I watched her carefully roll down the stocking on her left leg. Then her right.

Suddenly my heart froze. In the dim light I could see that her clothes hamper was at the opposite end of the closet from me.

“How could I be so stupid?” I thought.

I was certain that I was going to get caught. She stood up and faced the closet. I tucked into the corner on her right. I was desperate to hide in the shadows. She opened the door on her left a crack and casually tossed the stockings in without a glance.

She turned away. I wanted to sigh loudly, but I didn’t dare breathe.

She went to the counter again and removed a necklace and her earrings. Then she swept her hair aside and reached for the zipper at the back of her dress. It was awkward to watch. She struggled for a second with the hook at the top. It looked like she could use a hand. A fantasy popped into my head. I should step out of the closet and help her. I could slowly unzip her dress and take her in my arms. And we wouldn’t even speak to one another. She’d just smile at me in the mirror as I undressed her. And then I’d stand behind her and play with her titties. We’d watch one another in the mirror. And I would fuck her from behind. Freddie would be my first. I suddenly knew that if I stepped out of the closet, that was exactly how things would play out. I had to open the door.

I closed my eyes and held my breath. I just needed a second to gather my nerves. I slid closer to the doors. I opened my eyes—ready to spring forth—but Freddie had already managed to find the zipper. I watched her slide it down her back.

I was disappointed. But I realized my idea had been stupid. I leaned back into the corner and watched.

She shimmied out of the dress. It slid easily down her slip and she wiggled it past her sexy hips. She pushed the thin little slip straps off her shoulders and it fell to the floor on top of the dress. She stepped out of it and tossed the slip in to the hamper. She hung the dress neatly on a hanger behind the bathroom door.

Freddie’s panties were black satin with a pattern of red roses and green leaves. Her bra matched. I ran my eyes up and down her exquisite, hard body. Her tits were huge and soft and her cleavage jiggled as she walked to the shower. She leaned forward to turn the water on. I stared at that perfect, toned ass. I wanted to rub my cock on it.

She reached behind her back and unclasped the bra. She took it off and tossed it into the closet. Her creamy white titties spilled out. They were magnificent. None of the girls at school had anything comparable. I wanted to bury my face in them. She wiggled out of her panties and exposed her auburn bush. She tossed them into the hamper and closed the closet door.

I watched Freddie test the water temperature again. Apparently satisfied, she stepped into the tub. She slid the glass sliding door closed. The glass quickly got covered with steam and water, but I could still make out what was going on. I watched her run water into her hair. She got the shampoo and poured it in her hand. And then lifted both arms to massage her scalp. Her tits bounced up and down.

I wanted to be in the tub with her. I wanted to stand behind her in the shower and press my throbbing cock against her so she knew just how much she was turning me on. I wanted to soap up those breasts. I imagined fucking Freddie against the shower tile.

I needed to cum. I unzipped my jeans. I grabbed my big prick and pulled it out. I started jerking it. I wasn’t worried about her hearing me over the running water. I was going to cum hard and quick. I didn’t want it to shoot everywhere, so I grabbed Freddie’s silky panties and wrapped them around my cock.

They felt amazing.

I slid my hand up and down my shaft. I had to bite my lips to stifle a groan as I watched Freddie wash her tits and ass and thighs.

My cock exploded. I bit my lip hard to stop from crying out. I kept pumping it until every drop was in her panties.

I felt guilty almost immediately.

I had to wait for an eternity before she finally finished showering and left the room. And then I forced myself to stay longer until I was sure she was nowhere near the bedroom and I could make my escape.

I slipped out of the house without being caught. I took the panties with me. There was no way I could leave them filled with my cum. I promised myself I’d wash them somehow and slip them back into her hamper the next day after school.

^^^^^^^^^^^^^

I would have fallen for Bree under any circumstance. At least that’s what I tell myself. She was intelligent and funny and attractive. We had tons of things in common.

Still, it probably didn’t hurt that she looked a lot like a teenage version of Freddie. She was thinner, but had the same tight muscles and luscious tits. She had the same long, auburn hair. And she had the same sense of style. Despite being born in the nineties, Bree still dressed like she’d grown up in the sixties. She loved old movies and retro clothing.

It’s impossible to say how much of the initial attraction was driven by my fantasies about Freddie. After that first night, I felt like I’d gotten away with something. I knew I’d pressed my luck. I was dying to spy on her again, but I was scared to death of getting caught. So I resisted the temptation.

But I thought about it all the time. I’d replay the whole scenario in my mind. And, even though I didn’t see her naked again, there were plenty of chances to catch her working out or in a swimsuit by the pool. And every glimpse I caught fueled more fantasies. I wanted to suck her tits. I wanted to feel her hand on my cock. I wanted her to take my virginity.

I was so consumed with Freddie that I forgot about girls my own age. I spent every afternoon downloading porn and then fantasizing about the things I could do with Freddie. I pictures us fucking nice and slow. I imagined her seducing me. I fantasized about having my way with her. In my mind, I fucked her in every position possible. I thought about her constantly when I jacked off. And then I met Bree.

We fell hard for one another. In a matter of weeks we were spending all our free time together. My family loved her. Her family loved me. We alternated evenings after school between the two houses. At first it was sweet and innocent. But, quickly, my wild fantasies about Freddie were replaces with naughty thoughts about Bree. Not all the time. But I got off almost daily thinking about fucking Bree for the first time.

Unfortunately, real life wasn’t nearly as exciting as the world in my mind. Bree wasn’t a virgin. She’d dated a guy for a long time before we were together. They’d had sex. But she didn’t want to rush things with me. So we took it slow. When nobody was around, we’d spend hours making out and touching one another through our clothes. Sometimes things would get really intense and I’d get her blouse open and rub her tit. I loved the way I could feel her hard nipple through her bra.

As our graduation approached, things really started to pick up. We started getting one another off with our hands. At first it was just through our clothes. But eventually she started jacking me off and letting me finger her. We started talking about having sex. And we came up with a plan.

Every summer, Bree’s family went and stayed at their lake house. Her dad was only there on the weekend, but her mom would live there full time. Because I had a scholarship, my family offered to take me on a trip. I knew they expected me to pick Europe or some tropical island. Instead, I asked them to rent a lake house for a few weeks. Bree and I figured we would be able to spend all day together. And eventually we’d find the perfect time to fuck.

We went the week after school ended. My mom and step-father could tell right away that I wanted to just spend time with Bree. And they seemed OK with it. I think they saw it as a chance to go out and have some fun. Freddie—my step-dad’s mother—seemed a little more disappointed. I knew she was hoping to spend some time with me before I went off to college. I felt guilty, but I rationalized my behavior. We’d only be at the lake for a couple of weeks. After that I could spend the rest of the time with Freddie.

On the first day I left the house right after breakfast. The plan was to get to Bree’s place and sneak off for fun. But it didn’t end up happening that way. Instead, her parents had a day of boating planned and wanted us to go with them. It was fun, but they were with us every hour of the day. I couldn’t so much as sneak a kiss. Much less get Bree into bed.

We planned better for day two. I told my family that I was going out again. She told her family that she was meeting me somewhere. I watched as my parents left the house to go out and explore the late. Freddie left carrying some stuff and dressed for the beach. I called Bree over. We waited a while to make sure nobody would return. And then we snuck into the house.

Bree was dressed in a sleeveless white button down and a dark blue skirt with a white pattern. She looked like a sexy housewife from an old TV show. I wanted nothing more than to take her to bed. But I knew she wouldn’t like it if I tried to get physical right away. So we sat down on the couch and started watching a movie on television. When we were alone, it never took long before we were kissing and touching one another.

“Let’s go to the bedroom,” I said. “So nobody walks in on us.

She quickly agreed. I started to lead her to the room I was using, but halfway there she pulled me aside toward the master bedroom.

“In here,” she said. “Let’s be naughty.

I didn’t argue. We left the door pushed open so we could hear if someone came in. If my parents came back and caught us in their room with the door shut there would be no way to avoid trouble.

We started kissing. It was slow and tender to start. But it quickly picked up. I ran my hand up her smooth thigh and grazed her cotton panties. They were damp. She moaned softly in response to my touch. I started to slip a finger in, but she played defense and pushed my arm away.

I started kissing her neck. I moaned again. Her lips parted and she sighed.

“Open your blouse,” I whispered.

She shook her head.

“Just a little,” I pleaded. “It turns me on. I like to look at them.”

“I like you turned on,” she responded.

She opened the top three buttons on her blouse. She had on a white bra and her creamy, freckled cleavage spilled out of the top.

I kissed the top of her tits. Then I went back to her neck. I slowly brought my hand under her skirt again. This time she didn’t resist.

I grazed my thumb over her mound and she groaned with delight.

“Finger me,” she whispered.

“I want to fuck you,” I said.

“Not yet,” she said.

I was disappointed, but that didn’t stop me from pushing her panties aside and plunging a finger into her cunt. Bree moaned with delight as I pulled it out and slid it back in. I pushed a second finger in and started fucking her harder. I reached over and grabbed her big tit. I wanted to make her cum. I started fucking her harder with my hand. She moaned loudly.

“Oh,” she gasped. “Oh, Luke. Don’t stop.”

She closed her eyes and tossed her head back. She let out a loud moan.

“That’s hot,” I said. “I like it when you’re loud.”

“What if someone comes home?” she panted.

“They won’t. My parents are out all day. And my grandmother is probably off somewhere with a book.”

I fucked her hard with my fingers. She let out another loud cry.

“Oh, YES,” she called. “Oh, YES! Make me cum, Luke.”

I fingered her faster. She started crying out repeatedly. Her tits bounced as I pounded her cunt.

“Oh! Oh! OH!” she called out. And then she came. Her body quivered and contorted. She threw her arms around me and we kissed. I buried my face in her titties.

“Now do me,” I said.

I stood up and dropped my shorts. My big dig was rock hard.

“Why don’t we just go all the way?” I asked. “I think we’re ready.”

Bree shook her head.

I started pleading with her. I whined. I didn’t want to wait anymore. I wanted to fuck.

She resisted. She took my big dick in her small hands.

“It’s this or nothing,” she said firmly. “Which do you want?”

“Just do it,” I said, frustrated.

“You know you like it,” she said teasingly.

I nodded.

“Just do it,” I said again.

She reached for her purse and pulled out a bottle of lotion. She dribbled it on my cock. I gasped when the cool liquid hit my hard on.

She wrapped her hands around the base and glided upwards. I groaned with lust. She stroked me nice and slow. Her eyes darted from my cock to my face.

I felt my knees start to shake.

“Oh shit,” I said. “It feels so good!”

She knew just what I liked. She gripped the head and started pumping it rapidly. Her tits shook wildly. I couldn’t take my eyes off them.

I groaned loudly. I was ready to pop. She gave it a few more tugs and I erupted. I cried out as my cum shot into the air. Bree kept pumping me until I’d unloaded every drop.

^^^^^^^^^^^^^

After we caught our breath, Bree and I straightened up and went back into the living room. Almost immediately we both noticed the sound of water running from the upstairs shower. Bree started to freak out.

“Your grandmother is here,” she exclaimed.

“I guess so,” I said.

“What if she saw us? My parents will kill me if they find out,” she said.

“She didn’t,” I reassured her. “If she had, we’d both know. She would have said something.”

It took a little while to calm her down. Eventually, we went back to watching a movie. I was hoping for a shot to fool around, but Bree would barely let me touch her with Freddie upstairs. The rest of the afternoon was uneventful.

By dinner, Bree had decided she wanted to spend the night. That way we could go out and do something first thing in the morning. Also, it would give us a chance to hang out with my family. My parents had even decided that we could have some wine with dinner to celebrate graduation. So there was no way we could seen Bree home drunk.

The only really issue was finding someplace for everyone to sleep. The furniture in the beach house was all too short for anyone to stretch out. Since my parents were letting us drink alcohol, I thought maybe they’d agree to let Bree sleep in my room. I promised they could trust us not to do anything wrong. Of course, the sexual fantasies were already filling my mind. I pictured Bree and I trying to keep quiet while we kissed and fondled each other under the covers. If we were together all night, I felt confident that she’d give in and let me fuck her.

My parents shot down that idea quickly. My step-dad suggested that Bree could stay with Freddie, since her room had a queen-sized bed.

Bree and Freddie both seemed pretty uncomfortable with that. I didn’t know if Bree would speak up, but fortunately she didn’t have to. Freddie suggested that it would probably be really awkward for Bree to half to share a bed with her boyfriend’s grandmother.

“What about me?” I said. “I’ve shared a bed with grandma plenty of times!”

It was technically true. I’d slept over at Freddie’s house plenty of times as a kid and we’d often shared a bed on family trips when I was young. But it had been years since we’d been in bed together. And that was long before I started to see Freddie for real. Before I’d spied on her in the shower and spent hours and hours dreaming about touching her body and driving my cock into her. Maybe it was the wine, but the suggestion to sleep with Freddie popped out before I really had a chance to think about what it really meant. But there was no way to take it back after everyone agreed it would be a fine option.

We all hung out playing games and then watched a movie on pay-per-view. My parents slipped off to bed after the movie. Freddie left shortly after.

Bree and I turned off the TV and sat quietly in the dark. We started to kiss. I pushed Bree back onto her back. We kissed again. I fondled her left breast. My cock quickly got rock hard. She started rubbing me through my shorts. I pushed her skirt up and started grinding my hard prick against her panties.

“I wanna fuck you,” I whispered.

“I know,” she said. “Soon.”

I fumbled with her panties until I had them pushed aside. Her pussy was soaking wet.

I heard a door open upstairs. I quickly jumped off Bree. The entire house was dark, but I could see Freddie’s profile as she walked to the banister and called me up. Bree said goodnight and shuffled off to the bedroom I had been using. I went up the stairs.

Freddie always slept in nightgowns. That had been the case for as long as I could remember. I hadn’t thought much about it as a kid. But in the last few months I’d been to her out early on a Saturday and caught a glimpse of her still in her nightie. They were never trashy, but they were always sexy as hell.

When I got upstairs, the bedroom light was still on. And Freddie had on a pale yellow gown that came to her knees. It was thin and silky and left little to the imagination. It clung to her big tits.

I already had a hard on. Seeing Freddie just made it worse. I had no idea how I was going to sleep next to her. I tried to keep my back to her as I walked in.

“Can I turn off the lights?” I asked.

She nodded. I flipped the switch and relaxed a bit. Freddie climbed into the bed and pulled up the sheets. I walked around to the other side. As I passed a window, I noticed Freddie staring at me. The moonlight was illuminating my boner. And I was sure she noticed. But she didn’t say anything.

I quickly plopped into bed and pulled the sheets up. I told her I was going to sleep and turned so my back was to her. My cock was absolutely rigid. I kept wanting to touch it and get myself off. I tossed and turned and couldn’t get comfortable.

“Is something wrong, Luke?” Freddie finally asked.

“Um…nothing,” I said.

I was quiet for a few minutes. But I couldn’t do anything to stop the frustration. It made me angry. I was tired of being a virgin. I was dying to fuck Bree. And it seemed like it might never happen. Freddie had always been like a best friend to me. She was someone I could talk to about anything. I felt overwhelmed by everything. And I wanted advice. And I thought that maybe she would help.

“Can we talk about something serious, Grandma?”

“Of course,” she answered.

“I know I should talk to my dad. But I just don’t feel comfortable,” I said.

“You know you can always come to me,” she responded.

“I don’t know about this, though.”

“Tell me,” she said.

“I’ve been with Bree for a while now. And I know my parents would say to wait. But…when is the right time to have sex?”

Freddie sighed.

“You know I was just a girl when I had your father,” she said. “And your mother was also young. Sex comes with consequences. And that change your life really quickly.”

“I know,” I said. “But still. It feels right. I think about it a lot.”

“Are you saying you haven’t had sex?” she asked.

“Yes,” I answered. “I mean, we’ve talked about it. And we’ve done some stuff. But not all the way.”

She was quiet for several minutes. I thought she might be angry. She sighed again.

“I could tell you not to do it,” she started, “but I don’t think that would stop you. Eventually you have to make your own choice. And you have to make it with Bree. Or whoever you’re with at that time. And make sure it’s right for both of you.”

“It will definitely be Bree,” I said. “Everything is great between us.”

I thought it was the truth. There were days when I thought I’d fuck anyone just for the experience. But I hoped it would be Bree.

“OK, then,” she said. “Then you and Bree need to have a serious discussion. And be safe. Use protection. Both of you. And don’t be foolish and impulsive. Don’t do something that’s going to cause problems with her parents. Don’t get caught by them.”

“Of course,” I said.

I thought about what she’d said. Just talking about sex was keeping my dick hard. I was thinking about Bree. And I was thinking about the sexy woman just inches away from me.

“The thing is that I’m nervous,” I admitted. “She’s more experience. I’m afraid I’ll mess up. I wish I’d practiced with someone else first. Someone less important to me.”

Freddie was surprised that Bree wasn’t a virgin.

“She’s not that experience,” I said. “But she’s not a virgin. I don’t want to embarrass myself. I don’t want to be bad compared to the last guy.”

It was actually something that had been on my mind for a while.

“You can’t worry about that,” Freddie said. “I’m sure it will be fine. You’ll grow into it. And I’m sure she’ll be patient.”

“Yeah,” I mumbled. “But I’m still nervous. I’ve watched some adult movies. There’s no way I can go that long. I get too excited.”

“Well, pornography isn’t the best place to learn, Luke,” she said. “Though I suppose there is no harm in watching it to get the idea. As long as you’re not watching something vile and disrespectful to women.”

“I’m not!” I said. “None of the weird stuff. You know. Just videos on the internet.”

It was a half-truth. I’d watched plenty of weird stuff. Including a lot of videos about young men with older women. But mostly I was just into couples fucking.

“I can’t last that long,” I said again. “I can’t last that long just watching the videos even. Without a woman even there.”

“Is that because you’re touching yourself?” she asked.

I didn’t know how to respond. It was an awkward thing to admit. Yet I was excited that she was asking.

“Yes,” I said.

“There is nothing wrong with that,” I responded. “Everyone does it. And doing that alone will help with the urges. And keep you perfectly safe.”

An image of Freddie touching herself popped into my head.

“I feel guilty after,” I said.

“That’s common when you’re young. It will pass,” she responded.

“I don’t know about that,” I said. “But it does help me get to sleep. If I could do that right now, I wouldn’t have any problems sleeping.”

It just slipped out. I couldn’t believe what I’d just said.

Freddie quickly turned to me. I could see the smooth outline of her large tits in the moonlight.

“Why are you having problems now?” she asked. “Were you two doing something downstairs?”

“Yes,” I admitted.

She seemed really interested.

“What were you doing?” she asked softly.

It was another awkward question. But, again, I was excited to talk about it.

“We were just, you know,” I said. “Kissing.”

“And that’s all it takes to get you worked up?” she asked.

“Usually,” I said. “Kissing. And touching.”

“Touching how?” she asked. “Where?”

Her voice seemed different. It was huskier. And sexy.

“Her breast,” I answered.

“Hmm,” Freddie said. “Do you know how to touch a woman’s breast?”

“Of course,” I said quickly.

“Show me,” she responded.

I froze. At first I thought she was asking me to touch her. Then I realized my mistake and I slowly lifted my hand and acted like I was fondling a phantom breast.

“No,” she said with a headshake. “Show me. Touch my breast.”

I started to protest. I was shocked. Then I mentally cursed myself. I’d dreamed of fondling her tit for months.

“What?” she demanded. “Do you want advice? Or do you want to be inexperienced and never figure things out. You can do that if you want.”

I was amazed that she was arguing with my protest. And grateful. I rolled to my side to face Freddie. I took a deep breath. I kept waiting for her to stop me and say she was joking. When she didn’t, I reached out and touched her left tit. I felt my cock actually start to tingle. Her hard nipple rubbed into the palm of my hand. Bree had big tits, but Freddie’s were even larger. They were also softer and more full. Freddie moaned. I couldn’t believe what was happening.

“That’s right,” she sighed. “And where was she touching you?”

“Down there,” I said with a nod.

“Where?” she asked.

I wasn’t sure what she wanted.

“On my cock,” I said slowly.

“Like this?” she asked.

She slid her hand under the sheet and gently brushed against my hard prick. I groaned.

“Or was it more like this?” she asked.

She wrapped her hand around my stiff pole. She squeezed the head. I groaned louder.

Like that,” I panted. “She was squeezing it. And moving it around.”

Freddie squeezed tighter and started jerking my cock. It was amazing.

“Do you want me to keep doing it?” she asked. “Do you want to practice?”

“Keep doing it,” I groaned.

“Are you OK with this?” she asked. “Are you OK with me touching your BIG COCK, Luke?”

“Yes,” I grunted. “It feels good. I want to learn.”

“What if I do this?” she asked.

She let go and then slid her hand inside my shorts. She wrapped it around my bare cock.

“Yes,” I groaned.

“Does Bree do this for you?” she asked.

“Yes!” I said again.

“Do you like it?”

“Yes,” I said for a third time.

“Does she like it?” she asked.

“I think so,” I responded.

“I bet she does like it,” Freddie said. “I bet she loves touching your BIG COCK.”

She pushed her body closer to mine. Her tits were pressed to my chest. She looked into my eyes. And then she kissed me. My lips parted and she slid her tongue into my mouth. It was different than any kiss I’d ever had. It was intense and slow and sexy. It was hungry. But not out of control, like when Bree got excited.

“Undress,” she told me.

I quickly shed my shorts and t-shirt. I laid back down and Freddie straddle me at my knees. She grabbed my cock again and started jerking enthusiastically.

“Does she do this?” she asked.

She leaned down and wrapped her lips around my swollen cock head.

“No,” I moaned.

“Do you like it?” she asked.

“Yes. Oh yes!” I exclaimed.

She tugged and sucked my cock. I moaned and gasped. It was my first blow job. And it was more amazing than anything I’d imagined. I could feel my cock start to spasm. Freddie tossed a pillow at my face and I groaned loudly into it. And then I exploded in her mouth. I shot my hot load down her throat. And she sucked until it was all gone.

Freddie sat up and flashed me a wicked smile. It was unlike any expression I’d ever seen on her face.

I felt good. At the same time, there was a rush of disappointment. I didn’t feel bad about not waiting for Bree to be ready. I knew I should have, but I just didn’t. I’d already decided I wouldn’t tell her about what just happened.

But I was disappointed that we hadn’t done more. I wanted to fuck. I’d spent so much time dreaming about sex with Freddie, and now it seemed like I had missed my only opportunity. I’d let her suck my cock and hadn’t pushed for anything more. I enjoyed the blow job, but I wanted sex.

“So you want a real lesson for your first time with Bree? So you can relax?” Freddie suddenly asked.

“Yes. Definitely,” I said.

“It’s OK if you cum too quick. It happens sometimes. But you have to remember that it’s not over until she says it’s over. Until she’s happy. Sometimes men forget that. A lot of men forget that. They’re finished as soon as they cum. It’s the difference between being a good lover and a disappointment. You have to satisfy your partner.” I nodded slowly. I hoped this wasn’t just a lesson that Freddie was giving me. I hoped she was opening the door for something more. I already knew I could get hard again quickly. I was more than willing to try to satisfy her.

“Do you get it?” she asked.

“Yes ma’am,” I responded. “I understand what you’re saying.”

“Do you think you can do that?” Freddie asked.

I nodded.

“I definitely can do that,” I said.

“Show me,” she said.

“Oh, I’m telling the truth, Grandma,” I said. “It’s not even an issue. I’m always horny,” I blurted out. “Even after I cum. I’m still horny. I want to do it again. I get hard again really fast.”

She nodded.

“I believe you,” she said. “You’re young and it’s all new. But it won’t always be like that. I want you to show me you know what to do. Don’t just tell me.”

“Show you how, Grandma?” I asked. I was getting hard again. I was ready to show her what I could do.

“You want me to get it hard again? I can do that,” I said.

“No,” she said. “Show me you can be there for your partner when she’s not satisfied.”

I puzzled. She must have been able to read it on my face. She took my hand and put it on her smooth thigh. Then she slid it up beneath her silky gown. I could feel her wet panties. Just touching her made my body start to tremble

“Luke,” she whispered. “Did you like what I did for you?”

I quickly agreed that I had.

“Do you think I’m satisfied?”

“I thought that you were,” I said. “I mean, I don’t know. Helping me. I thought that satisfied you.”

“That’s just you thinking about yourself,” she said playfully. “And what did I say about that?”

“That it makes me a bad lover,” I replied.

“Do you want to be a bad lover?” she asked.

I let her know that I did not.

“So what do you want to do?” she asked.

“I want to satisfy you. But what about Bree? She was going to be my first,” I said.

“We don’t have to fuck,” she responded casually. “There are other things. Your hands. Your tongue.”

She held my hand firmly against her damp panties. She stroked my hand. Then she moved it up and down so that I was rubbing her snatch.

“Do you feel how wet I am?” she asked. “Have you ever fingered a woman before?

I nodded to both questions.

“Do you like it? Are you good at it?”

“Yes,” I said. “Yes to both.”

“Take my panties off,” she said firmly.

“Yes ma’am,” I responded.

Freddie spread her legs and lifted the hem of her gown. I grabbed her little panties and pulled them off each hip and down her legs. It was the first time I’d ever undressed a woman. I savored the moment.

“Smell them,” Freddie said.

The request surprised me. But I took them to my nose and inhaled. The smell was sharp and I jerked my head back involuntarily. But then I wanted more. I lowered my nose to the damp panties and sniffed deeply.

“I like it,” I said.

“The real thing is even better,” she said.

She grabbed my head and pulled me toward her pink pussy lips. I inhaled the sexy scent.

“Taste it,” she said.

I stuck out my tongue and touched her pussy. Freddie’s whole body quivered.

“Lick it,” she gasped. “Lick it up and down.”

I slowly ran my tongue up and down her slit.

“Oh yes,” she groaned. “Now higher.”

She guided me to her clit. And then she moaned loudly when I found it.

“That’s my clit, Luke,” she said in a high-pitched voice. “Lick my clit. Swirl your tongue around it.”

I took my time at first. I responded to her groans and quickly got the hang of it.

“Now finger me. Put your fingers in my pussy, baby,” she gasped.

I drove two fingers into her cunt. She cried out as they penetrated her. I started fucking her with my fingers.

“Don’t stop licking it,” she commanded.

I licked my clit. I circled it with my tongue. And I pounded her pussy with my fingers.

“Faster,” she pleaded. “Faster.”

“Oh yes,” she moaned. “Oh yes.”

She started bucking her hips as I went faster.

“YES!” she cried out a last time.

She came hard. My fingers were inside her and my tongue was on her clit.

“Come kiss me,” she said in a husky voice.

I slid my body up and we kissed. But I wanted more than just a kiss. I wanted to have my way with Freddie. I wanted to make my fantasy come true.

I pulled at the thin straps of her gown until her big titties were out. I kneaded them with my hands. My cock was rock hard. I slammed my tongue in her mouth and then moved down her neck. I sucked on her rock hard nipples.

“I want to fuck,” I said.

“Are you sure?” she asked.

“I want to fuck you right now,” I said.

“Fuck me, Luke,” she said. “Fuck me right now.”

She wrapped her hands around my rigid cock and guided it to her waiting pussy. I thought I would explode. The sensation was intense. I groaned and started awkwardly fucking her. It took a second to figure out the rhythm. I sucked on her tits and tried to give it to her nice and slow.

“Are you going to cum?” she asked.

“I last longer the second time,” I said.

She grabbed my ass.

“Then fuck me hard. Fuck me hard right now.”

I started slamming it in her.

“YES,” she said loudly. “Give me that big cock. Blast my pussy, Luke. Blast my pussy.”

Her big tits shook wildly. She cupped them and pointed the nipples to my lips.

“Harder!” she cried out. “Blast my pussy, baby. Give it to me!”

She’d started groaning my name. She kept telling me to do it and talking about her pussy. I knew I was about to cum. I fucked as hard as I could. I was just hoping I could please her before I shot my load. But there was no hope. I grunted and came hard.

“Don’t stop fucking,” she pleaded. “I’m so close.”

She rubbed her clit frantically. I kept my cock inside her. I watched her eyes roll back and she cried out and came for a second time.

The two of us collapsed on one another. We kissed.

“Did I do good?” I asked, finally.

“Yes,” she said.

“So I satisfied you?” I asked.

“I could go for another,” she said. “You up for practicing doggie-style?”

(continued in the comments)

Source: reddit.com/r/sexystories/comments/90chzf/mf_18_year_old_luke_is_ready_to_become_a_real_man

5 comments

  1. (continuation)

    ^^^^^^^^^^^^^

    I’d been more than willing to take Freddie up on her offer for more sex, but after lying there for a moment it was obvious she was sleepy. I worried that maybe she felt guilty about everything that had happened. She drifted off to sleep. At first, I didn’t think I’d sleep a wink. But I feel asleep shortly after her.

    When I woke up the next morning I was alone in the bed. The bathroom door was closed. I dressed and left the room. Downstairs I found a note on the table from my parents. They’d already left to meet up with some new friends they’d made at the lake. They said they’d be back for dinner and maybe we should all grill out.

    I went to check on Bree. I was hoping maybe I could slip in quietly and I could practice what I’d learned from Freddie with my girlfriend. But Bree had locked the door before going to sleep. I pressed my ear to it, but I didn’t hear any movement.

    I walked back into the living room. I heard the sound of water coming on. I realized that Freddie was about to take a shower. I thought back to the time I had spied on her. A lot had changed from that day. I never really thought that any of my fantasies could come true. I’d spent hours thinking of ways to make it happen, but couldn’t come up with anything.

    I remembered how hard I had been sitting in the closet that day. How I’d considered popping out to help Freddie undress. And how I longed to climb in the shower and soap up her body. It would have been a disaster if I’d revealed my presence that day. But things had changed. I longed to see her naked body in the light again. And I wanted to touch it this time. And I knew that now was the time.

    I took the steps two at time and went back into Freddie’s room. I shut the door and locked it behind me. Then I walked to the bathroom door hoping that it was unlocked.

    I was in luck.

    I opened it quietly. Freddie’s back was too me. She was still wearing the little silk nightie from the evening before. She was waiting for the water to warm up.

    I closed the door behind me and twisted the lock. My cock was already hard. I took a few quick steps across the room and wrapped my arms around Freddie’s waist.

    She was startled and jumped before she realized what was happening. I held her close and leaned in so she could feel my hard dick on her round ass.

    “Luke,” she started to say. “We shouldn’t…”

    “My parents are already gone and Bree is sound asleep. I locked the bedroom door and the bathroom. Nobody is going to catch us.”

    “That’s fine,” she lectured. “But what we did last night was wrong. It was a one time thing.”

    “It’s already done,” I said. “It can’t be more wrong to do it again. I want to shower with you,” I said. “And then I want to fuck you like a dog. I’ve been dreaming of this for a long time.”

    “You have?” she said.

    She seemed surprised. And a little flattered.

    I started fondling her big titties. I slipped the straps of her gown off. It fell to the floor. I wanted to take charge of the situation. I wanted to be the man. I didn’t want to give her a chance to change her mind.

    We started kissing. She pushed my shirt off over my head and pulled down my shorts. Her hands instantly found my big cock and started tugging onto it. I pushed her toward the stand-up shower stall. We got under the water and kissed one another. I grabbed the soap and started lathering up her big titties.

    “I have an idea,” she said.

    She dropped to her knees on the tile floor. Then she took my cock in her and guided it to her lips.

    “No,” I said. “I want to fuck.”

    “Relax,” she commanded.

    She swirled her tongue around the head of my prick. Then she took it brought it between her big, soapy titties. She squeezed them together and made a tight canal.

    Freddie moaned when she grabbed and twisted each of her nipples. She bounced her tits up and down along my shift. I groaned loudly. It was extremely hot. I knew she could make me cum, but that’s not what I wanted.

    I grabbed her shoulder and prompted her to stand up. When she was on her feet, I turned her against the back wall of the shower with her ass facing me. I thought back to all the time I’d spent watching similar scenarios play out in porn movies.

    “You want this cock?” I asked.

    Freddie just nodded. She seemed surprised by my directness. And excited.

    I reached between her legs and rubbed her furry beaver.

    “You want my cock right in here?” I asked. “You want it in this pussy?”

    She nodded again.

    I found her clit and started rubbing it fast. Freddie moaned in response. She was wet, and I knew it wasn’t just from the shower.

    I got behind her and smacked my cock on her ass cheek. She reached back and took it in her hand. Then she guided me into her cunt again.

    She kept her arms on the wall for balance. I grabbed her hips and started fucking her hard from behind.

    Almost immediately she started groaning and crying out.

    “Yes, Luke!” she said. “Yes. Blast my pussy. Yes! Blast it just like that.”

    I was just as verbal.

    “You like that? You like the way I fuck your pussy?” I asked.

    “I love your big cock,” she blurted. “I love your big cock blasting me.”

    “I know you do!” I said. “I know you love this big cock!”

    I took one hand and squeezed her nipple. Then I pulled at her hair.

    “Yes! Fuck me hard,” she said. “Blast my pussy! Fuck me like a man, Luke!”

    Freddie started rubbing her clit feverishly. I recognized that she was about to cum. It didn’t take very long. I was shocked that she came first and I was still going.

    “On the floor,” she said. “Finish me on the floor!”

    She through a towel down and got out of the shower. The room was filled with steam. She got on her hands and knees. Her body was still dripping.

    I slammed my cock into her from behind and started driving into her with everything I had. I slapped her pale ass and turned it bright pink.

    Freddie rubbed her clit again. She was working toward a second orgasm. And I was ready for my first. I don’t know who started it, but second later we were both cumming. I unloaded in her pussy as she came. I pulled my dick out before I finished and shot a few gobs onto her bare ass cheeks.

    “So it seems you don’t like being offered something and then not getting it,” Freddie finally said.

    I nodded.

    “Interesting,” she responded. “Well, why don’t you leave so I can take a real shower. But maybe sometime I can teach you how to 69?”

  2. This was hot as hell! I really enjoyed reading this, and hope there’s more in you! Great job, and a gorgeous and sexy author to boot!

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