The Tailback and the Cheerleader - Cover

The Tailback and the Cheerleader

Copyright© 2006 by Douglas Fox

Part 7

Erotica Sex Story: Part 7 - 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 36

I woke up soon after sunrise. Sherry wasn't beside me. I guess she was up already. I got dressed and climbed out of the tent. Joe and Barb were sitting at the campfire circle.

"Joe. Barb. Do you have a few minutes?"

"Sure, what's up bro?"

"Can you talk to Jon and Amy? They had sex yesterday. They didn't think about pregnancy and protection. They are worried."

"Well, Barb and I couldn't miss the show last night."

"Actually, I think that was the fourth time that you heard last night. Jon said they had sex three times during the day."

"OK, we'll talk to them. I think we better talk with Will and Katie too."

"Oh, you heard them too."

"It was hard to miss."

"Thanks Joe. Thanks Barb. I appreciate how understanding you guys are."

I went over to Jon and Amy's tent and Will and Katie's tent to wake them up. It was time to get moving.

When everyone was out, I told Jon and Amy that they were cooks for breakfast. They prepared our pancake breakfast. Half an hour later, we had devoured them. I said, "Jon, you and Amy go talk with Joe and Barb. Sherry and I will finish the dishes. Will and Katie, go pack up the tents and other gear."

Joe and Barb took Jon and Amy out to the edge of the large rock that overlooked Crow Bay. They talked for about ten minutes. Jon and Amy packed their canoe when they were done. Joe called Will and Katie over for their talk.

I went over to Jon and asked, "How did the talk go?"

"Well, Amy could be fertile. I might be a dad much sooner than I expected."

"Scary, isn't it. I know EXACLTY how you feel." I felt terrible for my friend. No one should have to go through what Sherry and I were going through.

Will and Katie were joking and laughing when they finished their talk with Joe and Barb.

Everyone finished loading their canoes. When we were ready, Sherry and I hopped in our canoe, pushed out and headed south to the lower end of Lake Lavielle. It took our crew about two hours to reach the southern end of the lake. The map showed a short 90 meter portage between us and Lake Dickson. We simply picked the whole loaded canoe up and carried it across the little hill and dropped them in the water at the other side. It only took ten minutes to get everything on Lake Dickson.

We paddled south to the middle of Dickson Lake. We choose a nice flat campsite nestled in a grove of pines. The site had lots of room. It probably was the nicest campsite we had on the entire trip. I directed camp set up. We were well drilled by now and we finished in about twenty minutes. I told everyone that we had a free afternoon, but they had to be back to camp by 4:30.


Chapter 37

Jon and Amy picked up a Therm-o-rest and headed into the woods east of our camp. I didn't need a sign to figure out what they had in mind to pass the afternoon. Will and Katie did the same thing, but headed along the lake shore to the south.

Joe, Barb, Sherry and I stayed at the fire circle. "Joe and Barb, can Sherry and I talk with you for awhile? We need some help with our plans for the future."

"Sure. Have you made any decisions yet?" Joe said.

"Well, we have considered some of our options. I'm Catholic. We're not going to have an abortion, even though that is the easiest way out of this. We can't just get rid of our baby." Sherry explained.

I continued, "We talked about giving the baby up for adoption, but we hate the idea of our child growing up with strangers and never knowing us."

"Yeah, some how we want to find a way to keep and raise our child." Sherry explained.

"Joe, Barb, can you help us figure out how we can do this? We're planning to invite both families together for my birthday dinner the week after we get home. We want to be prepared with a plan that we can present to our parents."

Joe looked surprised. He said, "Wow! You have been thinking about this a lot haven't you? OK, we'll see if we can help."

Joe asked, "I assume you are planning to finish high school?"

"Oh, of course. This is the twenty-first century. We don't want to flip burgers or be clerks in a grocery store the rest of our lives." I explained.

Barb asked, "Let's start with what you want out of life. What do you want to do if you didn't have a baby to worry about?"

Sherry answered, "I'd like to be a teacher, a science teacher. Probably in middle school."

"You're not just sucking up to a couple of teachers are you?" Joe asked, laughing.

"No. No, of course not. That's what I've wanted to do for the past three or four years."

"OK, I was just joking. How were you going to pay for college?"

"My parents have been saving for my college. They plan to pay for it."

Barb asked, "Do you think this will change that?"

"Uh, I don't know. They're going to be pretty upset."

"Do they know you have been having sex?" Joe asked.

"Uh, yeah. They found a couple used condoms in my trash last spring. So they know."

"How did they react to that?"

"They were really upset. They grounded me for a month. They said they wanted me to cool off a little."

I added, "I'm sure they knew it was me that had sex with Sherry, but they still treated me decently after Sherry was done with her grounding."

Joe continued, "It sounds like your parents are pretty reasonable people. I think for now we assume they will help you through college." Joe turned and looked at me. "What are your career plans?"

"I want to be an engineer." I answered.

"Hmm... What do you like about engineering?"

"I'm good a math, I like the idea of dreaming up something, figuring out how it works, drawing up plans and then having someone build it. That's really cool."

"Bingo! That's it. I got it."

"Huh, what's it?"

"Drafting. You don't need a college degree to get a job doing that. You could work for an engineering firm as a draftsman and make a living while Sherry completes college."

"Cool. I had the required ninth grade drafting and I took Architectural Drafting in school last year. I really enjoyed it. But everything I did was pencil on vellum. Everyone uses CADD now. How do I learn that?"

Barb spoke up, "I think the vo-tech has a two year CADD program."

Joe added, "Yeah, I remember reading something about that in the school newsletter last month. You should call Mr. Hart, the guidance counselor, when we get home. Find out if they have any openings."

I cleared my throat and spit out the big news. "There is one other thing you should know." I looked at Sherry. "Shall we tell them?" She nodded. I asked Sherry to marry me yesterday. She accepted."

"Wow, are you guys sure about this? This is a very big step for sixteen year olds. Just a few months ago, Justin, you were asking me how to know if your were in love with someone. You sure as hell didn't seem like you were ready to commit your life to someone then." Joe warned.

"I know Joe. I listened to what you said then. The longer Sherry and I have been together, the more sure I am that I love Sherry. Spending the night with Sherry a week before this trip was what really convinced me. We just fit..."

"Whoa, Whoa, Whoa. You spent the night with Sherry before the trip? How did you manage that?" Joe asked.

"Well, You remember when Mom and Dad went to Pittsburgh a couple weekends ago? Well, after a telephone conversation with Amy, she asked her parents for permission to sleep at a friend's house. Her parents assumed she meant Amy. We didn't correct the impression." I answered.

"Umm. I see. Continue."

"Well, we've had sex frequently. And that is great. But I knew we belonged together when I spent the entire night with her. It wasn't the sex. It was cuddling. It was holding her tight as I fell asleep. I know we belong together. This week has just further confirmed that." I explained.

"I trust Justin completely. I know a couple girls at school that have the same problem as me. Their so-called boyfriends split and left them alone as soon as they found out about the pregnancy. Justin has been there when I cried my eyes out. He was beside me at the clinic when we found out I was pregnant. He is willing to put his future on hold to help me through this. I'll never find anyone more dedicated to making me happy and helping me in rough times than Justin. I love him and want to spend my life with him."

Barb smiled and said, "I guess my future brother-in-law is pretty special. I think it runs in the family." She squeezed Joe's hand.

"You two know that you need your parent's permission to get married before you're 18?" Joe asked.

"Yes, we know. Do you think Mom and Dad would give their permission?" I asked.

Joe thought for a second and then answered, "I don't know. You'll just have to find out when you talk with them."

"One other idea I had, do you think Mom and Dad would let us fix up the old garage apartment? It would be a good place for Sherry and me to live until we earn some money." I asked.

"Hmm... Good idea. That could work." Joe said.

"Well, we discussed education, jobs, money and a place to live. That certainly covers most of the bases." Barb said.

"Are you getting used to the idea of becoming parents yet?" Joe asked.

"I guess, it doesn't seem completely real yet. But I guess it will in a month or two when Sherry starts to show."

"You know, you two might become and aunt and uncle soon too." Barb said.

"Oh?" I asked, a little confused.

"I'm not pregnant, at least not yet that I know of. Joe and I love children and we plan on starting a family right away. Well, the wedding is next month, and we decided that we didn't feel like fooling with birth control anymore. My period is due in a couple weeks and we have been doing it bare back every night on this trip."

Joe asked, "What do you think Mom and Dad will say if they have two grandkids next spring?"

"Before or after they faint?" I asked.

Everyone laughed at this.

"I hate to break up this party, but Barb and I have some unfinished business in our tent. Will you excuse us?" Joe asked.

"Sure. That sounds like a good idea. I think Sherry and I have unfinished business in our tent too. Don't we?" I asked smiling at Sherry. She nodded, grabbed my hand and dragged me off to our tent.

Sherry and I stripped our clothes off when we got inside the tent. We lay down on the bed roll and cuddled for a couple minutes. We kissed deeply for a few minutes.

"Sherry, would you be willing to try something different?"

"What did you have in mind?"

"Could we try anal intercourse? I read up on it on the internet."

"Uhh. If you had asked me that a couple days ago, I would have said absolutely not. But when you licked and stuck your tongue in my asshole..."

"That's called rimming." I offered.

"OK, when you rimmed me, it felt unbelievably good. I'm willing to try it, but you have to promise, if I want to stop, it's over. Immediately!"

"Absolutely. We'll go really slow." I kissed Sherry, my tongue probing and feeling for hers. Her tongue pushed and slipped over mine.

"Are you ready, Sherry?"

"I guess. Just go easy." I reached into my bag and pulled out a small sample of ID Glide. I picked it up a few weeks ago at a drug store. I opened the pack and poured the lubricant onto my cock. I rubbed it over the head and shaft. I poured the remainder on my fingers. I rubbed my slippery fingers over Sherry's asshole.

"Ohh! That's cold." Sherry moaned as she shivered. I pushed a finger into her ass. I rubbed it all around, trying to spread as much lub as possible inside her. I pushed my finger in and out slowly, letting Sherry get used to it.

"How are you doing?" I asked.

"Oh. OK. It feels different, but good. Keep going." I pushed a second finger into her ass. I pushed the two fingers in and out. I twisted them around. I wiggled them. The internet said I needed to stretch Sherry's asshole enough so it wouldn't hurt when I stuck my cock in."

"Sherry, are you ready?"

"I guess. Go slow Justin."

"OK. Let's try this with the two of us lying on our sides." Sherry turned on her side with her back to me. I held my cock in my left hand and slid in close to her. I placed the head right on her asshole.

"Here goes Sherry." I pushed my cock against her asshole firmly. It didn't go in. I kept pressing against her. "Sherry the internet says you should relax and press out, like you are going to the bathroom."

"OK" I felt her relax a little. My cock head slipped through her tight ring of muscle. I stopped pressing immediately.

"Oww. That hurts."

"Should I take it out?"

"No, just wait. It doesn't feel too bad." I held my cock just inside Sherry. I draped my arms over Sherry and rubbed her tits while I waited for her to get used to this.

"Are you OK Sherry?"

"Yeah. Try to press in a little more." I pressed against her again. My cock slid in a little, maybe a half inch. I rubbed her tits some more.

"Still OK?"

"Yeah keep going." I pushed again, another two inches slowly slid into Sherry's bowels. I paused a few seconds. I pushed again. This time all seven inches of cock slid into Sherry.

"My God. This is tight. How do you feel Sherry?"

"I'm OK. It feels good, but full. Wait a couple minutes while I get used to this."

"I love you Sherry. You are the greatest, lover." I held my position, my chest and belly pressed against her back. My pubic area pressed against her butt.

"Are you ready lover?" I asked Sherry as I twiddled with her nipple.

"Uh, huh. Go ahead, fuck me."

I pulled out part way and pushed back in. Her asshole seemed to be trying to skin my cock. It was incredibly tight and hot.

"Honey, why don't we do this with you on top? That way you can control how hard and fast we do this."

"OK" I held onto Sherry around the chest and rolled onto my back, pulling her over top of me.

"Sherry, turn around so you're facing me."

"Umm, I'll try." She rested her weight on me and twisted around. The feelings as she pivoted on my cock were different. And very exciting. She lifted her feet over my torso and placed them on the bed roll. Then she lifted up a little and tucked her feet and legs under herself, straddling me.

"How are you Sherry?"

"Wow! I feel like I'm stuffed full. I never would have thought that something in my bottom could feel as good as in my pussy. Unbelievable!"

Sherry lifted up part way off my cock and then carefully let herself slide down my shaft. "Oh God Sherry. I can't believe how tight you feel. I don't think I am going to last very long."

Sherry took that as her cue to get going. She lifted up and sank down my cock faster and faster. Sherry was moaning like crazy. My hands were free so I decided to increase Sherry's pleasure. I pushed my finger into Sherry's pussy while I rubbed my thumb on her clitoris. I drove my finger in and out as Sherry impaled herself on my cock.

"Ohh... Ohhh... Ooooooohhhhhhh..." Sherry moaned. I rubbed her clit furiously. "Aaaaaaeeeeiiiii..." she screamed as she came. Her juices flowed out and ran all over my belly. Sherry didn't stop fucking herself on me. I tried to thrust my cock up to meet Sherry, but I was pinned down by her weight.

I didn't take my finger out of her pussy when she came. I kept rubbing her clit and fingering her pussy. I pushed a second finger in and tried to reach her special spot. Sherry was frantic now. She rode up and down on my prick and writhed from my vaginal stimulation. I was close to coming too. I worked her clit to try and bring her off again before I shot.

"Oh God Sherry, keep going... Oohh..." I moaned as she grunted and groaned. I managed to reach her g-spot. I rubbed furiously. Sherry went off like a sky rocket and burst. "OHMYGODOHMYGODOHOHOH... Oooohhh..." She screamed as her pussy spasmed and squeezed my fingers. Her asshole squeezed and relaxed alternately in time to her climax. My poor abused cock had enough. I shot gobs of sticky cum into her bowels.

Sherry closed her eyes and fell over onto her side. I rolled with her, staying connected to her. I brushed the hair out of her eyes and caressed her cheeks. "Wow, Sherry! That felt wonderful."

"I know. I had no idea that would feel so good. I thought doing anal sex would feel dirty. I loved it." Sherry leaned in and kissed me. We lay cuddled together, still connected for fifteen minutes.

"I guess we should get cleaned up Sherry." I finally pulled my semi-erect cock out of Sherry's asshole. My cum started to dribble out and run down Sherry's legs.

"Yeah, I think so." Sherry started out of the tent naked.

"Hold on love. We're not alone on this lake like Lavielle. You better get dressed."

"Oh, yeah. I guess I will need to get readjusted to the civilized world." Sherry wiped the cum off her legs and put on her bikini. I put on my shorts. We walked hand in hand down to the lake shore and waded in. We cleaned up and then swam for half an hour. Will and Katie returned while we were swimming. When we came back to the tents they were sitting at the campfire. The two of them seemed in a very good mood, a multiple orgasm, life is unbelievable, kind of mood. I winked at Will as I walked by to my tent. He smiled back and blushed. Oh, yeah! He definitely had a very good afternoon.

When Sherry and I had dried off, I let Will and Katie know that it was their turn to cook dinner tonight. They were almost finished cooking when Jon and Amy finally came back. They also looked very happy. Amy was walking a little funny, like she was sore. 'I wonder how often they did it since yesterday?'

We ate dinner and then made a huge fire. We burned every scrap of trash we had. The next morning we had a 3 1/2 mile portage. We needed to lighten and consolidate our load as much as possible. This portage had to be done one time. No second trips to get the rest of the packs. We consolidated things down to four Duluth packs. Barb, Sherry, Amy and Katie would carry them the whole way. Joe, Jon, Will and I would carry the canoes.

I held Sherry close as we watched the fire burn down. I thought, 'Wow, what a week! I found my life mate this week. And she wanted me. I spent the night cuddling and sleeping with the mother of my child. I am amazed at myself. I will be seventeen next week. Life is certainly moving fast. I hope I can keep up with it.'

Couple by couple, we went to bed when the sun went down. When Sherry and I went to our tent we stripped and lay down on our bed roll. "Do you want to make love again, honey?" Sherry asked.

"If you want. I am perfectly happy just cuddling until we fall asleep." I answered.

"That sounds wonderful, lover." Sherry lay on her side and I spooned with her. I wrapped my arm around her and held her tight. We listened to the sounds of Joe and Barb, Jon and Amy, and Will and Katie making love to each other. We fell asleep to those sounds.


Chapter 38

The alarm on my watch sounded. 'Oh, God it's too early I thought as I tried to see in the dark.' I woke up Sherry and got dressed. I woke up the rest of the crew. We ate a cold breakfast and packed up camp. The crew left the campsite just as the eastern horizon was getting light. We paddled for 5 minutes to the portage. The guys helped the girls get their packs on. Then the girls started walking west on the portage trail. The guys picked up the canoes, flipped them over and followed. We stopped half way through the portage for a long break. The entire portage took about two hours to complete. We came out on a small lake. We loaded our canoes and shoved off. It didn't take more than five minutes to paddle across this small lake. At the other end we did the next portage. It was short. It only took five minutes to cross. We found ourselves standing on the shore of Wright Lake.

The paddle across Wright Lake took about twenty minutes. At the other end of the lake we arrived at our last portage. We loaded up and started walking. It took about 10 minutes to complete this portage. The wind was blowing in my face and making it hard to handle the canoe when I crested the last hill and started to walk down to Opeongo Lake. The wind was really blowing at this end of the lake. The waves crashed on the beach. After a rest, I had the crew split up and check out the campsites at this end of the lake. Mr. Ritter had arranged to have a water taxi pick us up here tomorrow morning at 9 am. Boy, was I glad. It would have been murder to canoe in these waves.

We picked a campsite at the southern end of the beach. We floated our canoes and packs down the beach to the campsite. We set up our last camp for the trip efficiently. We ate lunch.

Joe spoke up, "I want everyone to remember. Some of the things you did on this trip need to stay private memories for our crew only. Barb and I could get in a lot of trouble if your parents find out that we let you have sex on this trip. Keep this to yourselves. Also remember we are nearly back to civilization. We expect to see more people here. Please be circumspect about where you 'show your affection.'"

The crew went for a swim in the lake. We splashed and played like little kids. The surf on the lake was fabulous. Eventually couple by couple we dispersed.

Sherry and I took a walk north along the lake shore. We sat on the stone foundation near the monument by the portage trail. We talked at length about our experiences and our plans for the future. We reviewed them to make sure we would be ready for our meeting next week with our parents. When we were talked out, we made out. Kissing and rubbing. Nothing too daring. We didn't know if someone would see us. It was good. We could make love one more time on the trip. Our tent this evening would be perfect.

We were kissing when Will and Katie walked by. We stopped our kissing to check them out and to say hi. Both of them were sweaty, panting and flushed bright red. It was obvious what they had been doing.

"Wow. You look exhausted. Were you exercising?" I asked. My devilish streak was coming out.

"Ummm... Uhh, yeah. We were exercising." Will stammered as he turned bright red from embarrassment.

"Oh, were you jogging?" I asked.

"No."

"How about push-ups. Were you doing push-ups?"

"Uhhh... not exactly." Will answered.

Sherry, getting into this, "I know, I know. Two person gymnastics?"

I couldn't take it any more. "Sorry guys. I couldn't help it. I love the way you blush when you're embarrassed. Did you have a fun time making love?"

Will laughed. "Yes, we had a wonderful time... fucking. There I said it."

Katie added, "Will is a wonderful lover."

Will continued, "I can't believe I just said that. Two weeks ago I couldn't even get two words out around a beautiful girl, like Katie. Now I have a girlfriend. I have lost my cherry. How did all this happen?"

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