The Hitchhiker Ch. 10

Story Info
Playing Hooky With Jessica.
5k words
4.5
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3

Part 8 of the 14 part series

Updated 06/12/2023
Created 10/15/2019
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Author's note: i finished this story a while ago and have over 20 chapters. Not sure why i stopped publishing so catching up now.

I must have slept like the dead because I didn't remember anything until my alarm sounded at 6AM. I needed to take a piss so I quietly retrieved my clothes so I didn't wake my sleeping beauties and made my way to the bathroom. As I finished, the door opened and Jessica walked in half asleep in a very sexy nighty which caused my dick to start to get hard.

When she realized I was there she apologized for walking in on me. "Sorry Tony, I didn't realize you were in here but judging by what's going on down there I'm glad I did."

"That's fine Jess, I'm happy to see you. You were pretty quiet last night. I thought you would have popped in at some point."

She said, "I thought about it but wanted to leave Char alone so she could enjoy her time with you. Did you have fun?"

"Of course I did and I think Mary Ann and Char won't be waking up for a while after the workout I gave both of them. I'm looking forward to our time together tonight."

"About that, I'm not sure if you realized this but I don't have any classes today and I know those two have to be outta her by 8AM. Can you call off work so we can have the entire day alone instead of a couple hours tonight? I will definitely make it worth your while."

"I don't know Jess. I hate to call off work like that."

She walked up to me and gave me a long passionate kiss and started stroking my cock. "Please Tony, it was so hard listening to you make the girls cum over and over again last night and I really need you. I'll let you do whatever you want to me, I promise."

"Sounds like an offer I can't refuse but I want to lay low until they leave so they don't know what we're up to. It'll be our little secret until later, OK?"

She was beaming and said, "Of course daddy. Whatever you want."

We quietly made our way to her room where I first called my boss and told her that I woke up with the stomach flu and wouldn't be in today. Fridays are usually slow so she told me it wasn't a problem and hoped I felt better. I felt a little guilty but after I turned to look at Jessica I never gave work another thought.

I took off her nighty and marveled at her young body, especially her big tits. They were nice and firm and very perky given their size. We lay down in her bed and spooned under the covers which allowed me to rub my cock on her ass while I ran my hand over her body.

"Mmmmm this is so nice Tony. We get to take our time today and really enjoy each other."

"It is nice Jessica and your ass feels amazing on my cock."

I lay back in bed and she ran her hands all over my body and teased my cock with her fingers. I caressed her at the same time, rubbing her massive tits and lightly brushing my fingers over her clit.

She whispered, "Fuck, I don't know how much more I can take of this. You make me so fucking hot."

I checked my phone and it was 730AM so I told her, "They'll be gone in half an hour so we need to be patient and quiet so we don't ruin our plan."

"OK Tony, I know. Just a little while longer."

We spent the next half hour kissing passionately and lightly caressing each other. We could hear the girls getting ready and finally the sound of the front door opening as they left.

"I'm going to go see if the coast is clear OK? I want to make sure they're both gone and headed for campus."

"Good idea," I said.

She left and I stroked my cock as I waited for her to return. After a couple minutes she was back. "All clear and not a minute too soon. I love watching you jack off but I need your cock in my mouth right now."

She got in bed and started to slowly suck the length of my cock. "Mmmmm Jess, I love how you suck my cock but if I'm being completely honest I'm feeling a little funky right now. I have cum all over me from the girls last night and I'd like to get in the shower and freshen up a bit for you."

"I don't mind but I can see how you'd be more comfortable if we were both a little fresher."

She took my hand and led me to the bathroom where she started the shower and we got in together. We soaped each other's bodies with plenty of lather and I took extra time when I got to her ass. After it was nice and soapy I rubbed my cock between her ass cheeks while continuing to run my hands up and down her hot body.

"Oh Tony, that cock feels so good between my ass cheeks. I am so fucking horny right now!"

"Your hot ass is simply amazing Jessica. It feels so fucking good on my cock I could do this all day long."

Her ass was indeed amazing but she was getting me close to cumming so I had to stop. I turned her around and we kissed passionately as the hot water rejuvenated us so we were better prepared for what would undoubtedly be an amazing day of fucking.

"Let's go back to bed doll. Your pussy has waited long enough for me to take care of it."

We got out of the shower, dried off and made our way back to her room where we got into bed and I continued to caress her hot young body. I sucked on her tits as I began to tease her clit and she moaned with pleasure.

"Fuck Tony, you drive me fucking crazy when you do that. Mmmmmm!"

I started making my way down her voluptuous body. Kissing and licking my way down past her stomach then licking between her thighs before I finally started to lick her clit.

"Oh fuck me, that feels so fucking good. God you really know what you're doing. I love this so much."

I then grabbed her by her legs and lifted her ass off the bed so I could stick my tongue in her tight ass as well. "Oh fuck yes, tongue my ass for me Tony. Oh that feels so fucking amazing."

I moved between her ass, pussy and clit, making sure to get her very wet and as her breathing increased I knew she was close to cumming. I slowed just a little bit to keep her on the edge but she was overcome with pleasure and started to have her first orgasm of the day.

"Oh fuck Tony I could have you do this all day but I am going to cum right now. Please don't stop or I will lose my mind. I want to cum all over you. Oh fuck yes I'm going to cum right now! Mmmmmmmmm!"

Her body started to spasm and her ass bounced up and down off the bed as she shoved her pussy into my face. She squirted a huge stream of pussy juice into my mouth and continued to spasm with a massive orgasm until her body finally settled.

"Of fuck me, that felt so fucking wonderful. I'm sorry I came so fast but I couldn't stop it. You are a magician."

"Get ready Jessica because that was just the start."

I got up next to her so she could stroke my cock and I started to diddle her clit like I did to both Mary Ann and Char last night. It didn't take long before another stream of pussy juice sprayed across her bed.

"Oh God yes, please don't stop doing that to me. Mmmmmmm."

I definitely wasn't going to stop as I knew she was going to continue to squirt for me and she sprayed stream after stream of pussy juice during orgasm after orgasm. I needed to feel her tight wet pussy on my cock so I pushed the length into her and started to pound her.

"Oh Jessica, your pussy is so fucking hot. So fucking tight and wet on my cock. Mmmmm!"

"Fuck your fucking cock is going to make me squirt again. Mmmmmm!"

I pulled out so I could see the stream of pussy juice as it covered my cock and then rubbed the head on her clit.

"Fuck that is too much Tony. My clit is so sensitive from cumming I can't take it."

That didn't stop her from cumming again and I stuck my cock back into her pussy and fucked her with long slow strokes. It felt like I was fucking an angel from heaven. I wondered what her ass would feel like so I pushed her legs back, exposing her asshole.

"I hope you know what's next," I said as I pushed my cock deep into her asshole. It too was extremely moist from all her cum and I fucked her ass with long slow strokes using every inch of my cock.

"Fuck Tony, that feels so fucking good in my ass. I need you to pound me hard."

Since she asked I flipped her over so she was on all fours and stuffed my cock back in her ass so I could give her the pounding she asked for.

"Oh God yes, pound my little asshole Tony. Fuck me fucking hard. Make me cum again while you pound my ass. Oh please!"

Her cum was flying all over the bed as I pounded her ass hard until she had another orgasm. I couldn't believe it but she squirted more while I fucked her ass than she did with any of her previous orgasms.

"God help me, this feels so fucking amazing. Mmmmmm! Oh I love how you make me cum over and over again Tony. Mmmmmmm!"

Now that she was finally finished for the time being I pulled my cock out and rubbed it on her heavenly ass. "Fuck your ass is unbelievable. I am going to grind on you until I get ready to cum and then I want you to take my hot load in your mouth."

"Oh yes daddy, I need to taste your cock covered in my cum and I'm dying to swallow your hot fucking load again. I don't care what you do to me as long as I can have your cum."

I continued to enjoy the pleasure of her ass mostly with long slow strokes but it felt amazing when I buried just the tip between her cheeks as well. That move made my own orgasm start to build and I changed to long slow strokes again to prolong my pleasure.

"Fuck Jess, I'm going to cum soon but I really want to enjoy your ass. I can't take much more though so get ready."

I fucked her ass cheeks hard and I could feel the cum getting ready to erupt from my cock so I stopped. "This is it Jess, take my cock in your mouth."

She sucked my cock hard and fast, taking the entire length down her throat as I started to cum.

"Fuck me, I'm going to blow down your throat! Mmmmmmmmm!"

I filled her mouth with stream after stream of cum and somehow she managed to take the entire load without spilling a drop. I continued to pound her face hard as wave after wave of pleasure rolled through my entire body.

When I was finished I collapsed onto the bed and she said, "Fuck Tony, I thought I was going to suffocate on your cum for a minute there. "You are such a fucking stud I wish all the girls out here could experience your cock. My pussy feels so fucking good right now too."

"You are totally amazing Jessica. Man what a fucking body you have."

"Thank you my darling. God how I love you."

I ignored that comment for the time being and saw that it was just 10AM so we'd been fucking for two hours. "I'm not sure about you but all that fucking has made me pretty hungry. What do you think about running out for a quick breakfast?"

"You read my mind. I'm fucking starving."

She put on a pair of shorts and a t-shirt and didn't bother with her bra and I got dressed quickly as well.

"Oh boy Jess, that's a pretty daring move. You are going to turn some heads going out like that."

"I don't fucking care. If guys want to check me out let them. They can go screw themselves. I only want you Tony."

"Allrighty then, I'm not complaining and I can cop a feel when no one's looking. How does the Dinor sound?"

"It sounds wonderful."

We walked to the Wallboro Dinor, grabbed a table and watched as beautiful Beth came over to take our order.

"Well, well look who we have here. I wasn't expecting to see you two. What brings you here this morning?"

Jessica said, "Well, Tony just made me cum something like ten times and I'm freaking hungry."

"How nice for you. Shouldn't you be at work or something stud?"

"Jessica made me an offer I couldn't refuse so I suppose I'm playing hooky."

"Damn. Wish I could join you but I have to work. Maybe tomorrow then."

I said, "Yeah, Mary Ann and I haven't talked about what happens after our 1 on 1's but we do have an entire weekend ahead of us. We'll talk later and let you know."

"OK, please do. I haven't thought about anything else since Wednesday." She took a napkin from her pocket and wiped something from below Jessica's chin. "You two really smell like sex and you have some leftover cum on the side of your face. I see you didn't bother strapping in those tits either and just so you know, all the cooks are peaking at you right now.

"So the cooks are spying huh? I dare you to reach up my shirt and feel my tits." I looked around and it seemed safe so I reached under her shirt and pinched her nipples.

Beth said, "You should probably knock that off or they may kick you out. I'll get you some coffee."

I admired Beth's ass again as she walked away and Jessica gave my balls a hearty squeeze under the table and said, "Don't get any ideas stud. You are mine today."

Beth was back in a flash with coffee. She noticed Jessica's hard nipples and the bulge in my pants and said, "You two are very bad."

We both ordered a hearty breakfast and I said, "I need to build up my strength so I can survive the rest of the day."

"I'll bet," Beth said cooly as she left to put in our orders.

Jessica leaned in, kissed me and said, "God you are so fucking sexy. I can't believe what you did to me this morning and can't wait to go back for more. I think my pussy is still dripping."

I slid my hand in the side of her shorts and said, "It certainly is doll."

Beth was back with our food and we made short work of our breakfast. Jessica said, "This tastes so fucking good, I never knew that fucking like that caused me to have such an appetite. Thanks so much for doing this Tony," and she leaned over the table and gave me a long kiss.

I said, "It's definitely my pleasure sexy girl and I know what you mean. It probably has something to do with hormones, endorphins or shit like that but I've never really studied it. Remind me when we get back to google it. I'm curious but I would never for one moment take my phone out when I'm on a date with you."

"You're such a fucking gentleman and I love your philosophy on the phones. When I'm out with girls or guys my age they're always on the fucking phone and it drives me crazy. I think I'm going to start a no phone movement."

"Good for you sexy girl," I said. "Shit that reminds me of one of my favorite jokes, do you want to hear it?"

"Please entertain me Tony."

I said, "How do you make a hormone?"

"I don't know Tony how?"

"Don't pay her."

She looked at me for a minute until she got it and said, "That's funny but I'd stick to fucking if I were you. You're a better lover than comedian."

"Why Jessica my dear, I think that's the best complement I ever received," and gave her a kiss.

Beth was back with the bill and I chuckled when I saw it came to 9 dollars. I gave her a 50 and told her to keep the change. She said, "You know I don't expect you tip me like this all the time right Tony? I'm grateful and it helps but I don't want you to feel obligated."

I said, "Beth honey, by now I would have thought that you knew me well enough to realize I only do what I want to do. I do appreciate the concern but we are all good here, OK?"

She leaned over, kissed me and said, "You're amazing, make sure Mary Ann calls me later."

I looked over toward the kitchen and saw most of the staff staring at us with their mouths open. "We're definitely drawing a crowd so I think we should get outta here," I said.

"I agree and watching what you just did with Beth made my little pussy horny again."

I said, "Well we can't have that can we," as we quickly left the restaurant and made our way back to the apartment arm in arm.

We were no sooner in the door when Jessica dropped my shorts and starting eagerly sucking my cock. "Sitting next to you like that was torture because all I could think about was sucking your cock." She then pulled off her shirt and started fucking me with her tits. "I wonder how many guys at the Dinor would like to be in your place right now stud."

"I'm guessing all of them," I said. "Since we have all day still what do you think about a nice relaxing bubble bath?"

"That sounds wonderful but I need some hard, dirty fucking right now," and she pushed me down on the couch, removed the rest of our clothes and mounted my cock. "Oh fuck yes. That's what I needed. Pound my fucking pussy with your big dick Tony."

I really didn't need to exert a lot of energy because she was fucking me like a wild woman. Her pussy was soaked and gripped my cock tightly with each thrust of her body. Then she took the length of it inside her and ground her clit across the length of my shaft which caused both of us to cry out in pleasure.

"Fuck Jess that feels so fucking good when you do that with your clit."

"Oh God I know but it wouldn't feel this good if you didn't have such a huge fucking cock. Mmmmmm!"

She continued to grind her clit up and down the length of my shaft until she cried, "Fuck Tony, I'm gonna cum all over your dick right now. Oh God it feels so fucking good. MMMMMMMM!"

I felt fresh pussy juice collect in my lap as she shuddered through another orgasm. When she was finished she collapsed against me to recover and I decided I needed another go at her tits. I was also feeling like my own orgasm was close so I sat her down and had her push her amazing tits together so I could fuck them with my big cock.

"Oh daddy, I love when you fuck my tits like this. I can tell you love it too."

"Your tits are amazing Jessica and yes I love how good they feel on my cock."

I continued fucking her tits and occasionally shoved my cock in her mouth and fucked her face but I really wanted to get off on her tits. All of a sudden my orgasm was right there and I started spraying her face and tits with my cum. "Fuck I'm cumming! MMMM!"

"Wow Tony, no warning at all that time. I love it! Spray me with your cum baby. Oh yes I love it!"

"My God Jessica that felt totally fucking amazing. Usually I can hold off but your tits are too much to resist."

She gave me a long kiss and said, "You know I meant what I said this morning. Didn't you hear me?"

"I did hear you honey but all of your girlfriends told me they loved me too and I have a wife who means the world to me. I'm really fond of you but we need to need to live in the moment for a while and see how things shake out."

Tears started to roll down her cheeks and she said, "I've never felt like this about any man before. I know I try to come off as tough and self assertive but I want to be with you all the time."

I held her in my arms and said, "Now, now Jessica. Let's not worry about any of that right now. I'm not going anywhere and will always make time for you. I'm really fond of you but I don't want to lead you into thinking something might happen that won't, OK?"

"No, it's not OK but I guess I have to accept it for now. I guess that just means I'll have to work harder and get you to love me too."

I let that comment hang in the air and tried to comfort her as best I could. "Why don't you let me draw us a nice bath so we can relax for a while. I'll make you feel like you don't have a care in the world."

She was still openly crying but shook her head yes.

I went to the bathroom, started the bath and added a good amount of bubbles. When the temperature was perfect I went back to the living room and said, "There's my perfect girl. Her face lit up with a smile as I kissed her then carried her into the bathroom and placed her in the tub.

"I love when you call me that Tony. It makes me feel really special."

"You are special Jess now lean back and let me take care of you."

I knelt on the floor and reached for the shampoo and carefully washed her hair, massaging her scalp and neck. Then I added conditioner and took a healthy amount and rubbed it into her tits. "MMMMMM, oh that feels so nice." I joined her in the tub and bathed her entire body from head to toe.

"How's your ass feeling? I was pretty rough on you this morning."

"It hurts a little right now. Do you know how to make it feel better?"

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