The Tailback and the Cheerleader - Cover

The Tailback and the Cheerleader

Copyright© 2006 by Douglas Fox

Part 2

Erotica Sex Story: Part 2 - Star running back Justin Baer meets, falls in love with and loses his virginity to Cheerleader Sherry Jones. The story follows their experiences making love over the course of their first year together. This story begins before Algonquin Memories in time.

Caution: This Erotica Sex Story contains strong sexual content, including mt/ft   Consensual   Romantic   First   Oral Sex   Anal Sex   Pregnancy   Slow  

Chapter 11

I called Sherry around 11 in the morning. "Sherry, we need to talk about last night. Can we get together for awhile?"

"Sure lover."

"I'll meet you in fifteen minutes, OK?"

"See you then."

I drove over to Sherry's house. She hopped in my car and we went for a drive. "Sherry, we forgot something last night."

"What?"

"I didn't wear a condom. Are you on the pill?"

"No. I wasn't expecting to have sex. What are we going to do?"

"I don't know. I'll ask my brother Joe for advice." Our drive back home was very quiet. Each of us was consumed by our own thoughts.

My 24 year old brother Joe was home when I returned. He came over for a traditional Lancaster County New Years Day dinner of Pork and Sauerkraut. I asked him to come to my room.

"Joe I need some advice. You know my new girlfriend, Sherry Jones?"

"Yes, you introduced me to her last month. What about her?"

"Well we have been getting pretty serious in the last month. We didn't plan on it, but we ended up having sex at a party last night. Neither of us thought about protection. What do we do?"

"Is she on the pill?"

"No"

"Well, you are going to have to wait a few weeks and see if Sherry has her period. If she does, then you don't have anything to worry about this time. Find out when she normally has her period. She is fertile about two weeks before her period. If she is fertile and gets pregnant, let me know. There are people available to help with this situation. Also do you have any condoms to use in the future?"

"No. Where do I get them?"

"They sell them at any drugstore."

"I don't know if I could go in and buy condoms. What will Mr. Groff think? I couldn't do that."

"Justin, you are having sex! If you are having sex, you better be grown up enough to take proper precautions! Just this once, I'll buy some for you. But you need to take care of them after this, OK?"

We went downstairs. Joe announced that he had to go out for a little while, but would be back before dinner. He drove off towards Lancaster and the nearest Wal-Mart.

I called Sherry and relayed Joe's information to her. She told me that her last period was about two and a half weeks ago. I told her I loved her and that we would talk more a school tomorrow.

Joe returned about an hour later. I followed him upstairs to my room. He handed me a bag with a box of ten Trojan condoms.

"Read the directions carefully. Use a new one every time. OK?"

"Yes, Joe."

"Did you make sure Sherry came too?"

"I don't know."

"Justin, you need to be considerate of your partner when you have sex. I always make sure that my fiancé Barb comes when we have sex. If intercourse isn't enough, and it usually isn't in the beginning, I give Barb oral."

"What do you mean?"

"OK, I guess you have figured out the major parts of a female's anatomy. Do you know what her clitoris is?"

"Uh, is that the little bump at the top of her pussy lips? Sherry loves it when I play with it with my fingers."

"Yes, that's it. I take it that you two have played sticky fingers?"

"What's that?"

"That is when you pleasure your lover with your fingers. You rub her labia, her clit and rub your finger in and out of her vagina."

"Yes, I've done that for Sherry."

"Good, you're not hopeless as a lover I guess."

"I've given her half a dozen orgasms in the last month."

"Good. Now back to what oral sex is. It is similar to stimulating Sherry with your finger, except you use your mouth and tongue instead."

"Eww, that sounds gross. I don't know if I can do that."

"Justin, you have no idea how good it tastes to do this to a woman. Take my advice and try it the next time. Never leave your woman after you cum without making her orgasm too. It's only fair."

"OK. What else?"

"You know she can pleasure you orally too?"

"You mean a blow job?"

"Yes. They are almost as good as having intercourse. After you bring Sherry off orally, ask her to do the same for you. It adds another dimension to love making. You want to try as much variety as possible to keep things going. OK?"

"I guess. Thanks for all your help Joe."


Chapter 12

I met Sherry in the hallway before home room the next morning. She wasn't smiling like she usually did when we met. "Justin, what are we going to do? I can't be pregnant. My parents will freak." I pulled her close and hugged her.

"I know. There isn't anything we can do right now. We just have to wait and see. I spoke with my brother Joe and..."

"You told someone? Why did you do that?"

"Sherry, it's OK. Joe won't tell anyone. We need someone we can trust to help. He even bought us a box of condoms in case we want to do it again." I hugged Sherry again and gave her a kiss.

"I can't believe this is happening. What are we going to do? How will I tell my parents? What about college?"

"Slow down. We have to take this one step at a time. We need to wait right now and see if you have your next period. How soon do you expect it?"

"I guess it should be in a week and a half. But they aren't real predictable."

I kissed her again. The halls were filling with other students. It was time that we went to our homerooms. "Sherry, I love you. The night before last didn't change that. If anything, it made me love you more. We'll work this out."

"OK. I'll try to. Can you meet me at lunch? I have an early lunch today."

"No, I have a late lunch. I'll see you after school." I kissed Sherry one more time before we separated and went to our homerooms.


Chapter 13

The next week and a half went slowly. I tried to calm Sherry when ever we were together, but the stress from waiting and worrying was getting to her. We went out the next weekend. We went bowling on Friday night and went to a movie on Saturday night. We made out but didn't go any further.

The following Tuesday after school, Sherry called me. Her voice was bubbly. "Guess what."

"I don't know. Did you get an A on your Biology test yesterday?"

"No silly. I had my period. It started this morning."

"Thank God." We talked about school for a few minutes and then made plans to get together at school in the morning.

On Thursday Sherry and I got together as usual before classes. Sherry asked, "What are you doing after school today?"

"Nothing special. Why?"

"Do you still have the condoms that Joe gave you? I thought we could make love again."

"Wow. OK. But my mom will be home a half hour after school is over."

"My mom is going shopping in Reading today. She is having dinner there with friends. My dad doesn't get home until six. We have three hours free today."

I kissed Sherry again and said, "OK, it's a date." We went to our homerooms just before the bell rang.

As usual, I met Sherry at the library during our sixth period study hall to go over geometry and biology. The anticipation of things to come later in the afternoon made it hard to concentrate on home work. I kissed Sherry at the end of the period as we left for our last classes of the day. "I'll meet you in the parking lot after school. We'll save time this way." After a boring English lesson, I bolted out the door when the dismissal bell rang. Sherry met me at my car a couple minutes later. We raced out of the parking lot and headed for my house. I ran in, grabbed some of the condoms Joe bought for me and ran back out to my car.

We arrived at Sherry's house a few minutes later. We went directly to Sherry's room. She fell backwards onto her bed and I lay down on top of her. We kissed for several minutes as our lust increased. I sat up and removed my shirt. Sherry pulled her blouse and bra off and tossed them on the floor. We laid down side by side and kissed some more. Sherry's tits were poking into my chest as we kissed. My cock pushed painfully against my pants trying to get out. I kissed a trail down from Sherry's mouth to her tits. I squeezed and felt her left breast and then kissed and licked her nipple.

"Justin, let's get undressed. I don't want to wait any longer."

"OK." We stripped and laid back on her bed... I continued kissing her tits and then proceeded kissing down her chest, stomach towards her pussy. 'I hope Joe knows what he is talking about' as I reached her pubic hair. I stuck my tongue out and slid it down along Sherry's labia lips.

Sherry stammered, "Justin, whhhatt... are... you doing... ?"

I licked up and down her labia a couple more times before I answered, "It's called oral sex. Do you like it?"

"The butterflies in my stomach are fluttering. It feels really funny."

"Should I keep going?"

"I guess."

Taking the initiative, I licked up and down her labia until I found her clitoris. Remembering what Joe said, I licked and kissed all around it.

"God, Justin. Keep doing that! It... ohhhh... ohhhh... GOD! KEEP GOING! Uhhhh..."

Mentally smiling to myself I kept working. I sucked on her clit and then licked all around it. "Justin... Oh GOD!" I flicked my tongue across the bump. "Ohhh. It's too... much... " Sherry was squirming under me. I pushed my finger into her pussy while I continued licking and sucking on her clit. Sherry's pussy was dripping with lubrication. Finally she bucked her hips up and nearly smashed my nose.

"Ohhh... God... Unnhhh... Unhhhhh... Ohhhh... Ummm... ummmmm..." she said as she rocked and then relaxed and collapsed onto her bed.

I looked at her big grin and closed eyes. I knew that Joe had given me great advice. I watched her for a minute.

"Sherry, are you OK?"

"Oh... I'm... more... than OK. I... didn't... know... anything could... feel so... gooood. Where did you, uhh, learn to, uhh, do that?"

"My brother gave me a few suggestions."

Sherry slowly returned to her senses. Her first orgasm certainly didn't quench her thirst for sex.

"Justin, get that condom on right now! I want you in me immediately."

Not wanting to cross a horny girl, I took a condom out of my pants pocket. Hmm... Trojans Lubricated with Ribs. I opened the package and looked at it. I wished I had followed Joe's advice and read the directions before I came over here. It looked simple enough. I placed it over my cock and tried to unroll it. It wouldn't budge. I looked a little more carefully. It was up side down. I turned it over and unrolled it over my cock. It felt weird. It was tight over my cock. It gently squeezed it. I ran my finger along the back of my cock. That didn't feel too bad. It was almost as good as when I jerked off my bare cock.

Sherry looked at me impatiently as ordered, "Come on. I want you in me now!"

I moved over Sherry and used my hand to guide my condom covered cock towards her pussy. I pushed the head of my dick into her pussy. It slid in a little easier than the first time. I pushed and watched as two inches slid into Sherry.

"Keep going Justin, that feels great."

I kept pushing. Three more inches disappeared. It felt pretty good even with the condom on, but not quite as good as my bare cock felt the last time. I could get used to this. I pushed and the last two inches of my cock slid into Sherry's cunt. I paused for a moment when I was all the way in. I leaned down and kissed Sherry on the lips.

I pulled back out until on the head of my penis remained inside Sherry's cunt. I pushed slowly back in, savoring the warm squishy feeling. Sherry wrapped her arms around my ass and pulled on me. I pulled out again. I thrust in a little faster this time. I pulled out again. My cock almost slipped out this time. I repositioned myself and thrust in quickly.

"Unhhh... that's... the... pace..." Sherry murmured. "Keep... up... like... ttthat..."

I tried to follow Sherry's directions. I pulled out and pushed in. Sherry pulled on my ass each time I thrust in. I looked down where we were joined. I watched as Sherry's cunt lips pulled out each time I withdrew. They pushed back in with my cock as I thrust in. My cock glistened in the afternoon light.

I was moaning too in answer to Sherry's groans.

"Justin, go faster. I need to come again." I thrust in hard and fast, rubbing my pubic area against Sherry's. She started to wiggle and buck up and down in time to my thrusts as we fucked. Sherry's cunt spasmed and grabbed at my cock. The feelings around my cock were so intense that I was pushed over the edge.

"Oh God! Keep going lover. Ohh... Unhhh... GOD! Keep... going..." Sherry shouted. Her cunt grasped and squeezed my cock as my cum burst out into the small piece of rubber.

Sherry collapsed onto her bed and I dropped on top of her. When my senses started to return I leaned in and kissed Sherry gently on the lips. We remained motionless for several minutes.

"Sherry, that was wonderful, even if I had to wear a condom."

"Justin, I love you. I didn't know such feelings were possible. The way you brought me off was amazing."

My cock was slowly deflating. I pulled it out of Sherry's cunt. "Oops. The condom slipped off."

Sherry's eyes widened. "Get it out! Please be careful."

"Hold still, I can get it." The end of the condom was sticking out of Sherry's cunt. I reached down and squeezed the end of the condom closed and pulled it out.

I laid down on the bed beside Sherry. "I love you." I declared. I stroked Sherry's hair as I stared at her beautiful body.

"Justin, are we going out tomorrow?"

"No, I have a camping trip with the Boy Scouts."

"Are you kidding, it's January. Who goes camping now?"

"Well, a couple hundred scouts from southern Lancaster County are, thats who. We are staying at Muddy Run Campground. The troops are having a derby where we have scouting skills contests and games. We do this every year."

"I didn't realize that the Boy Scouts do so many things. I used to be in the Girl Scouts, but we hardly ever went camping. We certainly wouldn't have gone camping this time of year."

"I love all the activities and trips we do in Boy Scouts. You really shold join. It's a blast."

My naked girlfriend rubbed her nipple, smiled and said, "Uh, in case you didn't notice, I'm not a boy. How can I join the Boy Scouts?"

"We have a co-ed program called Venturers for ages 14-21 years old. I belong to a Boy Scout Troop and Venturer Crew both. We have a meeting next week. You should come and see what we are doing. I would love to share this experience with you."

"I think I may do that." I gave Sherry the details of the meeting time and place and told her I would give her a ride there if she wanted.

She looked over at the clock on the night stand. It said 5:15. "We better get cleaned up and dressed before my dad gets home."

I walked over to the bathroom and took a quick shower, got dressed and headed for home. I kissed Sherry good bye as I left.


Chapter 14

The derby at Muddy Run was awesome. A patrol from our troop placed in the top five of the 30 some patrols that competed. I thought I was going to freeze my gonads off Saturday night. The temperature dropped down to 10 degrees and all we had for shelter was tents. I told Sherry all about my weekend before school started on Monday. When the warning bell rang, we kissed and parted to go to our home rooms.

I met Sherry at the end of the day and gave her a ride home. I had scouts every Monday night, so we didn't have any time to get together. "Sherry, remember that the Venturer Crew meeting is tomorrow night at 7:00pm. I'll pick you up around 20 of, OK?"

"Sure, that sounds good." I leaned over and gave her a kiss before she got out of the car and walked to her house.

On Tuesdays, Sherry and I met in the hallway the way we always did. We kissed a little, but we tried to keep things cool, so the teachers wouldn't bother us. We met in the library in sixth period to study. When we got up to leave at the end of the period, I reminded Sherry, "I'll see you about 20 minutes of seven tonight, OK?"

"Yep, I'll see you then." Sherry had cheer leading practice after school, so I wouldn't see her again until the evening. I looked at her as she walked away towards her last period class. 'I hope she likes the Venturers. It would be great if we could spend time together camping.' I thought.

I arrived at Sherry's house promptly at 20 minutes before seven. She bounded out of the house with a big smile. "I missed you." she said as she leaned over and gave me a kiss. We drove over to the church that sponsored our troop and crew. The meeting was in Fellowship Hall.

Sherry and I walked into the meeting together. I took her across the room to meet Mr. Ritter.

"Mr. Ritter, I'd like to introduce you to Sherry Jones. Sherry is a friend of mine and might be interested in joining our crew."

"Nice to meet you Sherry." Mr. Ritter said as he extended his hand to shake and welcome Sherry. "We will be starting in a few minutes. I'll let Justin explain a little bit about how our crew operates. He has been in for two years and knows pretty much everything about how we operate. If you have any questions, don't hesitate to ask me."

I showed Sherry to a seat near the front. I waved to my friend Jon. He was here with his friend and neighbor Amy Holt. Jon is dating Wendy Herr. My mind wandered as I thought, 'I don't know what he sees in her, but I guess she makes him happy. I always thought that Jon and Amy would make a nice couple. Oh well, I guess it isn't my business.'

Sherry waved to Katie Landis. I asked, "How do you know Katie?"

"We go to church together."

"Attention everyone. Please sit down so we can get down to business." Bill Groff announced. Bill is the leader of our Venturer Crew. He is a senior who will be graduating in a few months. Bill's dad owned the local drug store.

I whispered to Sherry, "Bill is the leader of the crew. He runs the meetings, plans the trips, with help, and make sure everything gets done."

"Our first order of business is to discuss the details for our ski trip at the end of February. We have a cabin reserved at the scout camp near Jack Frost Ski area. We will leave on Friday night at 6:30pm. Justin has lined up rides for everyone. We will arrive at the camp around 9:00pm. We will get up early and arrive at the ski area as soon as the doors open. Our tickets and rentals will be good for all day. Mr. & Mrs. Ritter will have food available for lunch and dinner." Bill continued on with detail of costs, when permission slips were due, etc.

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