My Sex Education Pt. 07

My Sex Education, Part 7

The restaurant was noisy as Hailey, Mom, and I sat at our table. It was a large Italian place with a lot of customers in for the dinner rush on a Saturday night. It was nice to have our family back together again, even if it was for a quick visit.

"Thank you both for this," Mom said, looking a little down.

"Our pleasure, Mom," Hailey answered first. "Happy birthday!" She giggled, trying to keep it all upbeat.

"Yeah, Happy Birthday, Mom," I answered.

"Your father used to bring me here for my birthday," Mom said, looking around the restaurant, fondly remembering times past, then looking down at the table in front of her. "I'm sorry. It's been a year. I shouldn't be so down still."

"It's ok, Mom," Hailey said. "It's expected."

I reached out and touched my mom's hand and she took mine between hers, squeezing it. "It's really ok, Mom." My Dad had died about a year ago from a heart attack. A year after I left the house. He seemed to go downhill so quickly. The last time Hailey and I were home was for his funeral. Unfortunately, Rascal, our dog, died the same year, so my Mom was truly living alone.

"Well, at least I have my babies here with me," she said, smiling at both of them. "Thank you both for coming into town," Mom said.

I'd come in for a week, taking some vacation time to help Mom around the house a little bit. But Hailey was only in for the weekend, leaving tomorrow since she had to work on Monday.

Suddenly, the waiter appeared in her stark white, button-down shirt with her black apron. She held an electronic pad in her hand, ready to type in our order. "Have you decided yet?" she asked.

"Yeah, I think so," I told her, nodding and looking at the other two.

"Yeah, I'm ready," Mom said.

"What would you like?" the waitress asked her.

"I'll have... uh... how about the Chicken Marsala," Mom said.

"And you?" the waitress asked, turning towards Hailey.

"I'll have the Grilled Salmon."

"Very nice. And last but not least..." she turned towards me.

"I'll have the lasagna," I said, closing my menu. I gathered the three menus and handed them to the waitress.

"Very nice. I'll put this in. Any appetizers? Salads?" she asked.

We all shook our heads. "Ok," she said and walked towards the kitchen to put our order in.

Dinner for the next ninety minutes went really well. Our wine and the dinner were great and we were all having a good time. Hailey had bought a cake, hiding it at the house, so when it came time for dessert, we all declined. I then paid the bill and we went back to my Mom's house.

Mom and I immediately went into the living room, still talking about my job and my life outside of work with my girlfriend. Hailey went into the kitchen to get the cake ready. In just a few minutes, she peeked her head out of the archway.

"Ok, Mom. Keep your eyes closed," she said.

My mom looked at me. "Seriously?" she asked. "I'm fifty. I think I know what she has in her hands."

"Are they closed?" Hailey asked, refusing to come out until they were.

"Better do it," I suggested.

My Mom sighed as she brought her hands to her face, covering her eyes with them. "Yeah, yeah," she said.

I laughed. "I don't know... I think she's peeking."

"I'm not peeking!" she said emphatically.

Hailey walked into the room with the cake in her hands, two lit candles on top. "Ok... happy birthday Mom!" she said as she set the cake on the coffee table.

"Happy birthday to you... happy birthday to you..." we sang, celebrating like school kids.

"Go on, make a wish and blow out your candles," I said when we finished singing. Hailey giggled, clapping her hands as my Mom closed her eyes for a second, then blew out the candles.

"Very good!" I said. Hailey and I both grabbed our wrapped gifts and handed them to her, letting her open them. Hailey had bought her a Kindle so she could read her books more easily. I had bought her an iPad so that she could watch her shows more easily. Our Mom was fully moving into the twenty-first century.

All in all, it was a good day and we all went to bed late. I was laying in my bed at 1:00am, just going through my socials on my phone and texting my girlfriend a little when Hailey quickly opened my door, slipped inside, and closed it behind her.

"Hey you!" she said, crawling up and kneeling on my bed. She was wearing a button-down pajama top, with the top two buttons undone. Down below, she was only wearing panties. She made my cock start to harden. "Wow, you're looking really good."

"Thank you," I answered without looking up from my phone.

"Looks like you're going to the gym more."

"Hmm?" I asked. My phone was distracting me from what she was saying. "Sorry, I don't really want to hang out right now."

"Why not?" she asked, sounding almost like a needy little girl.

"I'm just relaxing," I said. "I just kinda want to go to bed, mess around on my phone for a little bit."

"You can mess around with me, too, you know," she giggled, sliding her hands over her breasts.

"Umm... no," I laughed.

"Come on. I just want to hang out for a little bit," she said.

"Alright," I said, annoyed but we really hadn't seen each other in the last year. "If you want."

She giggled. "It was such a nice day today, with the sun out and everything... it's made me a little horny." She licked her lips and stroked her thighs as her hands continued to play over her body. "Ok, I'm really, really horny." I looked at her, not surprised. But I really was tired. "Don't act like you don't want to hear it. I thought about going back to my room and just fucking myself, but I don't want to do that again. I want some real meat."

Hailey reached out and touched my thigh, stroking it up close to my growing cock. "Yeah, you definitely look good."

"Hailey, what are you doing?" I asked, annoyed, looking up from my phone again.

"What? I'm just saying you look good."

"Ok... But I'm not going to do anything with you," I said.

"Yeah, yeah," she said. "But in case you didn't notice, I'm just a little bit sexually frustrated." She slid her hand over her pussy, playing with her clit through the thin material. "God, I'm so fucking horny."

"Quit!" I said, seeing her playing with herself. "I don't feel like doing anything tonight."

"I didn't do anything," she said, sounding like a little girl. "I just touched your thigh." I looked at her sternly, trying to convince her that I really just wanted to go to bed. "Alright. Ok, I won't."

"Just sit there, ok?" I asked.

"Ok. I'm just saying... I'm, like, leaving tomorrow."

"I know."

"I have an idea," she said, giggling, sucking on the tip of her finger. "Why don't you fuck me. I mean, the way that you're looking at me... at my tits."

"I don't know... I'm just tired," I said, setting my phone aside.

"Don't act like you don't want a piece of this," she said, squeezing her breasts. "Come on... it'll be fun... just like old times. I think I see something getting hard in your pants. Don't act like it's not happening. I just thought you'd maybe want to, you know, mess around a little bit." She unbuttoned the three buttons that held her top closed, letting it part, giving me a slight view of her naked breasts.

"I think we should do a quickie. I know you want to," she said, sliding her hands beneath her top and squeezing her breasts while I watched.

"No," I said, shaking my head. "Come on. Mom's right down the hall."

"Ok. I'll just sit here," she said. I went back to looking at my phone, but I could still see her. She slid her hand down to her pussy again and, sliding it inside her panties, slowly played with herself. "Are you sexting your girlfriend?" she asked.

"Yeah," I said, finishing up and sending a text. I loved the way my girlfriend and I teased each other when we were apart. It definitely made our time together much more exciting since we were constantly horny.

"What are you doing?" I asked, looking up at her obviously masturbating in front of me.

She giggled. "Nothing."

"I see you playing with your pussy right now," I said. That was obviously something. "Can you just go back to your room to do that?"

"What's the big deal?" she asked, licking her lips, obviously very excited.

"Nothing... just... come on." She was becoming very annoying.

"I'm just sitting here," she giggled.

"Yeah, yeah."

Right after I went back to typing another text on my phone, Hailey went right back to masturbating.

"Hailey!" I said, getting tired of this.

"I'm horny!" she said a little too loudly. I prayed that my Mom didn't hear and come to investigate it. "I haven't seen you in a long time." She smiled as she looked down at my crotch. I was only wearing shorts that I slept in and my boxers underneath. "And you kind of look bigger than the last time I saw you. Can I just touch it a little bit?"

"Really? Are you serious?"

"How about I just take your cock out," she quickly suggested, sliding her hand on my bare thigh again. "Only for a minute or two. Just... just a handjob."

I set my phone down again and looked at her. Obviously there was no way I was going to convince her to just leave me alone. "Ok, ok... Just a handjob." She giggled like a schoolgirl and bent down on all fours, sliding between my legs. "Hey! Why are you getting your face so close. I said just a handjob."

She smiled at me as her hands slid under the material at my thighs, her fingertips trying to touch my hard shaft underneath.

"I know what you're up to. Just don't, ok?" I said.

She giggled as she tugged at my shorts, trying to pull them down. I lifted my hips to help her as she started sliding them down my legs.

"Oh my God, I'm so excited. It's been over a week since I've had sex," she said. When she pulled my boxers down, my cock sprang up. It was harder than I wanted it to be for her right now. "Oh my God, it's so much bigger than I remember. Your dick is huge. My brother has a fucking, big dick."

After throwing my shorts and boxers aside, she started sliding her hand up and down my shaft. I have to admit, it did feel incredible. And once she started, I knew I was going to want even more. I moaned softly as her hands twisted around the head.

"Mmmm... yeah, you like that don't you," she moaned with me. "That cock is getting harder and harder. You like it when I jerk that big dick?"

"Mmhmm," I moaned, watching her work her magic.

"Oh, I want that big cock inside me. That is so... fucking... sexy," she said, sliding both her hands up and down in a nice rhythm. "God I want to fuck you so bad. Come on. Let's fuck. Mom won't hear a thing."

"Hailey!" I protested.

"Tell you what... how about I suck your cock while you think about it," she suggested. As I watched, she moved forward until I could feel her breath on my shaft. She ran her tongue up the length of my shaft, from my balls to the tip.

"Mmm, I remember this cock," she said.

"Your mouth feels so good on me," I moaned.

She giggled, sliding my shaft deep into her mouth several times. The heat and wetness made my cock throb with need. "You like watching my mouth stretch around your big cock? God, I love the taste of you. I love being a dirty little cock slut. You like this, right?"

"Yeah... it's really good," I moaned. "I just... I just feel like we shouldn't be doing this, though."

"It'll be ok. Don't worry," she said, trying to relax me. "Your cock is so big inside my little mouth. I love choking on it. I can't wait to feel this monster inside my pussy again. It's so nice and big and hard. I like to suck on it like a little lollipop."

She licked up the side of the shaft again and then sucked on just the head, letting her tongue flick underneath a few times. "You like it when I lick right here?"

I groaned. I absolutely loved when she licked right under the head like that. God, it sent shivers down my spine.

Suddenly she slid my cock all the way into her throat, gagging on me. When she pulled out, she was coughing and sputtering. "I love feeling you inside my mouth... so deep... gagging on your hard, hard cock." Her saliva was dripping off her chin there was so much of it. "I love being all sloppy on your dick."

She went back to deep throating me again, using her spit as lubricant to pump her hand up and down my shaft below her mouth.

"God, this makes me so fucking horny. Your cock feels so good in my mouth," she panted. "I feel like a dirty little whore, playing with your big, fat cock. It feels so good, doesn't it?"

"God yeah," I moaned, grabbing her head, wrapping my fingers in her hair.

"I'm so fucking wet for you... my panties are soaked," she panted. "Sucking on your cock makes me so horny."

I pulled her head off me. "That's enough of that for now."

"That cock is pretty tasty, though," she giggled. She loved when I got so riled up that I manhandled her.

"You know what?" I asked. "I know you want to fuck me. So... let's fuck. Come on." I sat up. "Just take your fucking clothes off. Let's do it."

Hailey, smiling excitedly, took her shirt off and threw it aside, then did the same with her panties. "I can't wait to have that big dick inside me. I really need your cock! God, I really need you to cum inside me."

She lay on her back and spread her legs wide. "Come on, get on top. I want you to fuck my pussy and make me cum so hard. I want to cum all over that big cock."

I crawled between her legs, my cock throbbing after her incredible blowjob.

"Come on. Yeah," she panted as I lay my cock against her pussy and started sliding the head up and down her slit. "Yeah, put it in, Vince. Put it in." I pushed forward, letting the head of my cock slide just inside her pussy, squeezing between her lips. "Sorry, my pussy's really tight right now. It's been so long. Oh God! Yeah... fucking put it in."

I put my hands on either side of her and leaned on them, allowing me to push my hips down even more, sliding my cock deeper and deeper.

"Oh my God!" she panted. "Oh fuck! God, I've missed your fucking big dick. Yes! Give it to me."

I moaned as I slid out slightly and fucked her slowly, moving just an inch or so either way, slowly driving deeper until I was as deep as I could go.

"Oh my God your cock feels so good," she moaned beneath me. I bent down and kissed her, letting our tongues slide together into each other's mouth. Then I started making longer strokes, sliding my cock almost all the way out, then driving in as deep as I could go. "Yeah... fuck that pussy. Oh my God you know how to fuck. That feels so good."

I sat back on my knees and grabbed her legs. I bent them and put her shins on my chest as I leaned forward again, using her legs to hold me off her. Then I lay my forearms beside her head and grabbed her head with both hands, forcing her to look up at me. Our noses were an inch apart as I began pounding into her, hard and fast.

"Fuck you like a fucking animal," I panted.

"Oh God... fuck yeah!" she moaned, looking up at me with almost a worried look on her face. She couldn't believe how good it felt. "Right there. Yeah, yeah... fuck yeah... right there. Oh my God, yes! Yeah... fuck my tight, little pussy."

I did just as she asked. I was slamming my hips into her ass hard and fast, making long strokes and sliding in deep again and again. The bed was squeaking beneath us and I prayed my Mom didn't hear it. We'd be so dead.

"Oh my God... oh my God... you're gonna make me fucking cum!" she said excitedly, barely able to breathe. "Oh fuck!"

I watched as her eyes rolled back in her head and her body started trembling below me. She tried to push me away with her legs, but I held her tightly and kept slamming into her pussy. She came hard, her pussy gushing out over my cock. I could feel her pussy squeezing my cock, trying to milk me. After a few moments, I slowed my strokes again, making them slow, long, and deep.

"Oh God!" she panted. "I haven't cum that hard in... fuck, it's been so long. Geez, your dick feels so good."

"I'm glad you like it," I laughed. "I kinda like how your pussy is feeling right now."

"I am so fucking wet," she said.

I sat up again and released her legs, but continued my long strokes. "Oh fuck," I moaned. "I am so fucking close."

"Are you going to cum?" she asked, hopeful.

"Fuck yeah... it's coming," I hissed. I could feel it building up inside of me. Her pussy felt so good wrapped around my cock like that. My girlfriend didn't even compare to my sister in fucking.

"Cum inside of me, Vince... just do it... yeah!" she panted, encouraging me. She grabbed my arms with her hands and wrapped her legs around me to put her heels on my butt. With every thrust, she pulled me with her legs, driving me in even deeper.

"Ok... cum for me," she panted excitedly. She knew the signs. She knew I was going to cum soon. "Oh my God, fucking cum... fucking cum inside me."

Suddenly, I picked up steam again, thrusting harder and faster once more. It felt so fucking good to feel her pussy clench my cock like that.

"Oh my God... oh fuck! Oh that's so... fucking... deep. Give me that hot load... cum all over me. I want all that cum. Give it to me.

"Oh... fuck! Oh!" I panted as I felt my cum spray inside her, filling her up. It felt like it was never going to stop!

"Oh my God you're so bad!" she giggled. She knew I shouldn't have cum inside her just as much as I did. If she got pregnant, that would definitely complicate our lives. "But that was just what I fucking needed."

I pulled my cock out of her, my shaft covered with our combined juices, and flopped to my back beside her. "Ok... ok... time for bed."

Hailey slid her fingers through the mess at her pussy, delighting in the warm gooiness as she slid it around her clit. Then she leaned over and kissed me. "Thanks bro. I'll see you tomorrow."

With energy I didn't know she had left, she jumped off the bed and ran out the door, closing it softly.

I think I was asleep before my head finally even made it to my pillow.