Julie’s Dating Orientation

Julie’s Dating Orientation

By Happierman

Dad gives his daughter a five-day dating orientation.

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This is my first story. I hope you enjoy it. I’m looking forward to your comments and suggestions.

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Chapter 1: Sunday

“I want you to do it and I know she wants you to do it too,” my wife said.

“We’ve argued a lot about this and I’m still not convinced it’s a good idea.”

“I want her to learn with someone who loves and cares about her, not some random guy. You have a wonderful relationship with her, and this will really cement it.” she argued.

“I love and care for her but think that she needs to learn from someone other than me.”

“All the boys she dates have only one thing in mind and that’s fucking.”

“You’re correct about that. I just need to think about this some more.”

“George, this is the perfect time. I’ll be out of the way, and you can focus on Julie and her needs and desires. Think of this as a five-day date where you will give her a good head start on her dating life.

“Yes, the timing works, but other than her learning as she goes, there probably isn’t another option.”

“Please say yes! It’s really important for a number of reasons to me and Julie.”

“OK, I’ll work out a plan.” I was saying this as we pulled up to the airport drop point so my wife could fly off for a meeting. I got out first and pulled out her carry-on and we kissed. She leaned into me with a hug and with a big smile said, “Please take care of all of Julie’s needs. I know that she will take care of all of yours. I’ll be back on Thursday night. Julie is expecting you to do it. We’ve talked and she is more than up for this and so am I.” We kissed again and she ran into the airport.

I got back into the car and pulled away. My wife was away on business, and I had four nights alone with my anxious and horny sixteen-year-old daughter. She wanted to learn from me about what to do with a boy. She was starting to date and felt very insecure. Apparently, her friends were of little help and her mom and Julie came up with a plan that I would play the part of the boyfriend. My options ran between total abstinence and then putting up with a frustrated and horny daughter or at the other extreme, having four days of a boy’s wet dream. At age thirty-seven, I was hardly a boy but could still deliver it with my wife on a regular basis. I’m still trim and in shape. My only shortfall is that I’m pretty short at only five foot five but that makes my seven-inch cock look even bigger. Julie is a bit taller than me at five foot eight. Lately Deb had been playful and adventurous in bed. She started calling me Daddy once her plans with Julie were hatched. I hate to admit it, but this had excited me. Also, for the last week she refused my advances and preferred to discuss Julie’s needs and how I might fulfill them. She even said that she was resting me before my five-day date.

Julie was a beautiful, perky, trim, and athletic brunette. She had bright blue eyes and a mischievous smile. It was my impression that she was the most mature girl among her friends. I hoped that she was ready for this big step. Her B-cup breasts and nipples always seemed to be at attention. I love to jog with her, especially from behind so I could watch her firm ass. I knew that birth control had been discussed but was pretty sure that she hadn’t started yet. Pregnancy wasn’t really a worry for me since I had had a vasectomy ten years ago, but I knew that if I was going to be her date, I needed some preparation. I sat in the parking lot for about an hour thinking and working on my plan. I decided that since I was going to go ahead and do what my girls wanted, that I needed to be prepared. On the way home I stopped at a drugstore and bought a dozen condoms. I wondered, would I need this many or more?

Our family consists of my wife, Deb, who is a lovely and a spirited thirty-seven-year-old CFO for a manufacturing company. I’m David, an independent graphic designer and work from home. Since it’s summer, I’ve been available to help with Julie during her school break.

When I got home, Julie came bounding down the stairs and jumped into my arms. She kissed me and exclaimed, “Mom texted and said that you were going to do it!” She was braless in a very thin tee shirt and with very tight shorts on. Her nipples were pointing out and the shorts were so thin that I could see her camel toe. I put her down and told her that we needed to talk. I told her to get something more appropriate to wear and come back.

She came back in a blouse, bra and longer shorts. I sat her down on the sofa and I asked what specifically she wanted. For years our family policy was to ask for what you wanted. We all followed this rule and understood that you don’t always get what you ask for. The key phase was “What do you really want?”

Julie looked down and swallowed and told me, “I want to know what it’s like to be with a guy, what to expect and what I should do. A lot of the guys seem to expect a girl to let them do whatever they want.”

I thought for a second and asked, “You’ve been on some dates, what do the guys do that you like and what don’t you like? Don’t think of me as your father but rather as a friend so your honesty is important. I’ll be completely honest with you, and you need to do the same with me.”

“OK, for example, last weekend I went to the movies with my best friend Suzy and two guys. My date, Bill, didn’t want to sit close to Suzy and we sat several rows away. I wasn’t sure why, but I soon found out. Once the movie started, he put his arm around me, kissed my cheek and reached over and started feeling my breast. I pushed his hand off but soon his hand was on my thigh and sliding up. I had on shorts so he couldn’t get far but I pushed his hand off again. He did this again and again.

Later he told me I was beautiful and moved my hand to his crotch. He was hard and asked me to rub him. I pulled my hand back and told him to stop it.

I asked if the same thing happened to Suzy, and she said yes, but she let him feel her up a bit. She went on, “Afterwards we walked over to McDonalds and had a soda and then he walked me home. It was sort of awkward when we stopped in front of the house and we kissed. As we kissed, he put his hand back on my boob and I let him give me a little feel. I had a good time but didn’t enjoy fighting him off.

I asked, “Why did you let him cop a feel?”

Julie blushed and said, “I thought it would be something we both would remember.”

We talked some more about her dating, and I tried to reinforce that I wanted to educate her as well as protect her. There were physical safety issues, diseases, and of course pregnancy to discuss.

“Dad, I’m not on the pill yet but Mom wants me on it as soon as I have a serious boyfriend. Plus, I know that you’re shooting blanks so that won’t be a problem with me,” she said with a big smile.

She indicated that she had seen some porn and I reminded her that porn isn’t like real life despite how you might want it to be. She seemed a bit vague about how some of the “bits” and “acts” actually worked.

“OK, here is what we’ll do tonight. We will have a real date tonight so we can talk more about all of this. I’ll pick you up at 6:00 so you have two hours to get ready. Dress like you did for your double date with Suzy and the two boys. You have some homework to do as well. Without using the internet, I want you to make two lists. The first list is all the sex words and bits that you know about. The second is to list all the sex acts that you know. We’ll talk about them later.

Before she went upstairs, I asked her, “Is this what you really want?”

She squealed, “Oh yes!” She kissed my cheek and ran off.

At 6:00 I knocked on her door. She opened it and gave me the two lists and I put them in my pocket. She was dressed very nicely in slacks, a knit blouse, and a bra. I told her how she looked old enough and beautiful enough to be in college. She was so cute and sparkly.

We went to our local pizza place and got lucky with a very private corner booth. I started by asking how the idea of our date started?

Julie said, “I talked to Mom after a date about the boys’ expectations and it grew from there. I had lots of questions that Mom answered but wasn’t sure about others. We sort of decided that since you had the experience and the right equipment that you would be a good teacher, sort of like the perfect date.”

I asked what else she said?

“Mom told me that if we did this, it was our family’s most private secret. I can’t tell anyone, even Suzy, about what happens. I can’t even act like I know anything about sex or boys, at least for a while. The only people I can talk to about this are you and mom,” she explained. “I guess there are laws that we might be breaking that would destroy our family and I don’t want that.”

“Have you talked to Suzy today.?”

“Yes,” she said, “but all I told her was that we were going out for dinner. Dad, can we go over the lists?”

“Sure,” I said, “but let’s order first.”

After ordering, I opened the “bits are bits” list and went over it. Her list was surprisingly complete, and we talked about some of the differences like a cock versus a boner. She asked a bunch of questions and for our bits we decided to use cock and pussy. Her list of sex acts was long and some of the names were unknown to me. I told her that we were going to go slow and start with the most common. We didn’t have the time or energy to do her whole “acts are acts” list.

After dinner we walked down by the river and Julie wanted to hold my hand. We walked together, hand in hand for a while until I reminded her that our public display of affection could be misinterpreted by others so we couldn’t hold hands all the time. Of course, at home it would be different.

When we got home, she gave me a big hug and kiss as soon as we were in the door and we sat down on the couch. She reached for the TV remote, but I asked, “Wouldn’t you rather make out a little?”

She smiled and moved over and kissed me on the lips. We hugged and kissed for a bit, and I started to rub her right breast. The nipple was pointing out straight, and I spent time tickling it.