Author's Note: By popular demand, here's chapter 2 in my hitchhiker story. Make sure to follow along because I now have seven chapters and this thing takes some amazing turns.
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The rest of that day was the usual football Saturday and we went to a local watering hole to eat wings and watch our team. My mind kept going back to Mary Ann and my cock would start to get hard every time it did. I had fantasized for years about picking up a hitchhiker and jacking off in front of her and I had a couple near misses in the past but nothing like this. To have a girl almost 40 years younger than me lust after my cock is blowing my mind. And that young pussy is so tight and soft. Things change as women get older and there is nothing like a young girl.
Mary Ann and I started to share secret texts and she added me on Skype so we could have private conversations. She started sending me naked pics but that quickly evolved into cam sessions where we both got naked and masturbated for each other. This also allowed us to plan our next date. As I told her, my wife was going to Florida for a week in October and we started to plan our next date. I confirmed that she'd have her room to herself on a Tuesday while my wife was away so I put in a request at work to take the day off. Everything was set but we still had two weeks to wait. After we got each other off during our next Skype session I suggested that we both abstain from sex until we met in order to make the most out of our date and she agreed. Personally this was going to be tough but I was intrigued to see how big of a cum shot I'd have with two weeks of abstinence and how many times I'd be able to cum. I was sure it was going to be sensational and I'd be able to fuck Mary Ann until she could not cum anymore.
Finally the day arrived. I woke up at 7AM, showered and shaved and put on a golf shirt and shorts with no underwear. I wanted to look nice for Mary Ann but I was sure the clothes would be an afterthought. I went downstairs, got a cup of coffee and sent her a message on Skype to make sure she was ready. She replied that her room mates would be gone by 9AM and she was getting ready to shower and make herself perfect for me. I had a thought that since we would be occupied with having sex all day she might appreciate it if I fed her at some point. I didn't want to take time taking her out so I packed a bag full of eggs, cheese, potatoes and bacon so I could make her a nice breakfast in between our fuck sessions. I knew exactly what I was going to do to her first and she would definitely need time to recover. Plus I was sure college students don't keep a lot of food on hand and I loved the thought of treating her to an amazing breakfast. I packed my supplies, left the house at 845AM and on the drive to her apartment I pulled my shorts down to my ankles and stroked my cock in anticipation.
I arrived at 915 AM, pulled up my shorts but my cock stayed rock hard as I knocked on her door. I gasped when she opened the door and was completely naked. Her eyes were wide as she noticed the huge bulge in my pants and said, "My oh my. It looks like someone is ready to show me a good time. Get in here you stud and fuck me."
I entered the apartment, set my supplies on a table and she asked, "Did you bring me something?"
I replied, "I sure did but it's a surprise that I know you're going to really enjoy. First I need to ravage your young body because my balls are aching for you since I haven't cum in two weeks."
"Me either baby. A couple guys tried to hit on me and it was nice telling them to get lost knowing I had this to look forward to."
She locked the door and added the chain lock as well just in case anyone came home unexpectedly. Then she took off my shirt and shorts and pushed me down on the couch, started stroking my cock and kissing me. "God I so need your cock. I want to jump on it right now but we should take our time since we have all day."
"Thats right babe. Today is the day when all your fantasies come true and you get to do whatever you want with me. I want you to sit back and play with yourself first."
"Oh fuck yes. I've always wanted to do that but was afraid to ask."
She leaned back on the coach, pulled both legs up onto the cushion and started playing with her pussy as I stroked my raging cock. "Oh daddy I feel so naughty when you watch me play with myself. Stroke that fucking huge cock for me. This feels so fucking good I can't stand it."
"You are perfect Mary Ann. Feel that clit and get that perfect pussy nice and wet for me. I love stroking my big cock while you watch. I didn't get to see your ass when I picked you up and I have a huge ass fetish. Get on your hands and knees so I can see your ass baby."
She did as I asked and continued to play with herself as I got on my knees so she could still see me jacking off. She had the most perfect round ass and it had some size to it for such a tiny girl. I couldn't resist anymore and started licking her ass. I slid my tongue all over both ass cheeks and slowly made my way to her asshole. I teased around the outside at first as she moaned with pleasure and finally stuck my tongue as far into her ass as I could.
She cried out, "Oh fucking hell Tony. No one has ever done that to me before. It feels so fucking good I could cum right now."
I pulled my tongue out and said, "No, no little girl. I need to bring you along slowly this morning so you have an orgasm that will blow your mind. Remember we have all day and there's something I need to do right now."
Her ass was wet from my tongue and I put my cock between her cheeks and started to grind her sweet ass. "Fuck Mary Ann, your ass feels so amazing on my cock. You are so fucking hot I feel like I could cum right now!"
She teased me by saying, "No, No daddy. Remember we have all day and you need to build up to that mind blowing orgasm."
I sat back on the couch, pulled her to me and we started to make out. She smelled so fresh and clean it was driving me crazy. I picked her up and sat her on my lap as we continued our passionate kiss. We explored up and down our bodies and rubbed each other as any tension melted away with our touch. My raging cock poked between her legs and she started to grind her pussy on it. She was already soaking wet and I thought about grabbing a towel for the couch but there was no way I was going to interrupt this.
"Oh Tony your cock feels so good and the way you caress and massage my body is so fucking amazing. Never in my wildest dreams did I think I'd meet someone as perfect as you."
"How do you think I feel Mary Ann? You're almost 40 years younger than me. I never thought I'd have a chance with a girl like you."
"Really Tony? You don't realize how fucking handsome you are and that bulge in your pants is always noticeable even when you're not hard. I know women and you could have anyone you want anytime."
