Tom & Sue & John & Debbie Ch. 01

Story Info
Best friends get their cherries picked...
19.9k words
4.65
55.7k
76

Part 1 of the 26 part series

Updated 03/19/2024
Created 09/19/2014
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

DISCLAIMER: All characters appearing in the series, 'TOM & SUE JOHN & DEBBIE,' are fictitious, as they do not exist. Any resemblance to a real person, living or dead, is purely coincidental, and should not be construed to associate a real person, living or dead, with the scenes or events described within the series 'Tom & Sue John & Debbie.'

I hope you enjoy my story

Reverse Cowgirl.

* * *

As I lay in bed relaxing, Tom was downstairs watching the NBA playoff games and I noticed the date, May 20, and a smile came to my face as my mind drifted back some 20 years ago...

My friend, Debbie, and I had been 'Best Friends Forever,' since the first grade. Debbie was more outgoing and popular than I was, since she had an older sister, Sally, to be her mentor. I was more of a 'tomboy' involved in sports as I played basketball and barrel raced. I was an only child and shy. Debbie and I weren't alike, but she was more like a sister that I never had. Debbie was always the adventurous one, daring me to keep up with her antics.

Debbie and I were the oldest in our class. We were held back by our parents for different reasons. I was a military child and Dad ended his tour of duty in February. It was my parents' opinion that I be held back a year to adjust to the new civilian environment. I received an extra year of kindergarten and was seven when I started the first grade.

Debbie was held back, like her sister, for social and maturity reasons. She was seven in the first grade, too.

When we were in the eighth grade, Debbie's sister, Sally, was the senior class president, head cheerleader, annual queen, homecoming queen, prom queen, and just about anything else she wanted to be. Debbie was following in Sally's footsteps—not quite as tall as Sally, but every bit the same 'knock-out' her older sister was!

Now it was our turn, the date was May 20th, the last night of our junior year in high school—the seniors graduated the following night, so we were about to become the new senior class.

Debbie and I just turned 18. Debbie's birthday was May 10th and mine was May 18th.

While we were talking in Debbie's room, Sally knocked on the door and entered. She came home, not for the high school graduation, but to tell her parents she and Steve, had gotten engaged. They'd met at Central their freshman year and had dated ever since, except for a few breaks along the way. Sally was Central's head cheerleader and Steve was the star quarterback and captain of the football team. They were planning on getting married in the spring after they graduated from college.

Sally said, "Baby Sis, and my adopted baby Sis, since you both just turned 18, I thought I'd give your graduation presents a year early and my advice regarding guys," as she handed us a handful of condoms.

Sally continued, "Sometime during your senior year some guy is going to pick your cherry, and when he does, you both make sure he uses one of these," as she held up a condom. "He'll tell you, 'Let me fuck you bareback, I promise I'll pull out', but he is lying to you. He has no intentions of pulling his cock out of your sweet pussy when he cums."

Debbie asked Sally, "Did it happen to you?"

Sally just grinned, adding, "Homecoming, my senior year."

I said, "OMG, it wasn't Steve?"

Debbie asked, "Who Sis? Who was it?"

Sally laughed, "Tom Wilson."

I looked puzzled, "Tom Wilson? Who was he?"

Sally laughed, "He was the star quarterback and was supposed to be this big college stud, but he was a flop in more ways than one!"

Debbie was curious, "Tell us Sis—tell us about it... Please?"

Sally laughed again, "OK, I was homecoming queen and head cheerleader, and Tom was 'THE' guy—or we all thought he was. We had started dating our junior year in high school...

"Homecoming night we planned to fuck after the dance out at the lake. Shit, the SOB didn't even get me turned on till he was trying to stick his little dick inside me. I gave him a condom and told him 'to use it,' but I believed him when he told me 'he'd pull out,' but like I told you both, they won't do it. I'll bet he didn't last a minute when he shot his load. So much for my first time."

Debbie laughed, "OK Sis, since you had been fucked, who else fucked you?"

Sally answered, "You nosy little bitch! But to cure your curiosity, it was such a bad experience I wasn't fucked again till my freshman year at Central."

I asked, "Steve?"

Sally grinned, "Yes, and it was everything it was meant to be."

Debbie chimed in, "So any others than Tom Wilson and Steve?"

Sally answered her, "For me to know, and you to figure out!"

Debbie laughed, "Dang Sis, I never thought you'd fucked anyone but Steve—please Sis, who else?"

Sally replied, "OK, I've had two more—four in all, not telling you anymore."

Sally changed the subject back to us. "Now listen to me. Make them use condoms, learn the rhythm method, and when you are sure of "the guy," get on the pill. Use all three and don't get knocked up."

I asked, "What about the Church and the Pope? Condoms are banned from our beliefs."

Sally immediately shouted, "Fuck the Pope! It isn't him that'll get knocked up! Hey, don't get me wrong, I'm as good a Catholic girl as the next one, but I don't believe in some of the Pope's decisions. Not using condoms to prevent getting knocked up is one of them. So you both USE them!"

A knock came on the door and there stood Steve, "What are y'all doing?"

Sally answered, "Just having some big sis time with my baby sis. You ready to go to town?"

Steve said "Yes," and looked at us. "Y'all want to tag along?"

Debbie and I both said, "Sure," at the same time.

We all got into Steve's car and headed toward the Dairy Queen.

Steve pulled in next to several of our classmates who were just hanging out. As Sally got out, in her tight shorts and t-shirt, David, who took Debbie to the prom, said, "Dang Deb, I wish you had the looks and were built like your sis!"

Everyone laughed as Debbie introduced Steve and Sally. The guys wanted to talk football to Steve since he was a 'real college player,' something that had been lacking in our school and community for a couple years now. Steve was telling everyone about football at Central when a pickup pulled in near where we were standing and two really good-looking guys got out and headed toward the Dairy Queen order window.

Sally asked, "WHO are those guys?"

David replied, "That's Tom Sanders and John Williams—the football player and wrestler who got full athletic scholarships to State—they were seniors when we were sophomores."

I replied, "I remember them now—they never gave us the time of day."

Steve asked, "State, huh?"

David replied, "Yes, Sanders NEVER played any last year, but Williams wrestled quite a few matches as a freshman."

Steve quickly added, "Playing big time college football is different than individual sports. A new assistant coach at Central, Coach Peterson, coached at State last season. "Coach Pete told us, 'State is going to surprise people this season in the conference. Coach Lewis has put together some young talent and groomed them for this fall like you groom a thoroughbred colt before you race him.'

"Pete went on about this one special kid—a freshman tight end, tough as boot leather, fast, good hands, and was blessed with that rare gift of speed, quickness, and strength. The kid's only negatives were that he has a quick temper and gets too jacked up before a game. They couldn't figure out where they wanted to play him till late in the fall and most of the staff wanted Lewis to take his red shirt off and let him play the last three games of the season, but he wouldn't do it."

Steve added, "I wonder if he is that kid?"

Jimmy, who played football and wrestled along with David, said, "Sure sounds like Tom—made everyone's All-State team and could have gone to 'THE' University."

Steve asked, "You know him?"

Jimmy said, "Yep, worked in the mines with him last summer."

About that time, Tom and John were heading back to the truck and Jimmy hollered at them, "Hey Sanders, you and John boy come over here. I want you to meet someone."

As they headed toward us, Sally told Debbie, "Sis get ready to do what big sis taught you. These two look like what you and Sue are looking for!"

Tom was about 6'3", 220 pounds, brown hair, and brown eyes. John was smaller at 6'0", 155-160 pounds, with blue eyes and blonde hair.

Jimmy said, "Hey guy, I want you to meet Steve, he plays quarterback for Central."

Tom shook Steve's hand and said, "Glad to meet you, we had a coach that left to join the Central staff this spring."

Steve added, "You wouldn't be talking about Coach Pete would you?"

Tom answered, "Yep, I miss that guy. He helped me through a lot last fall. Coming from a small school, you get lost up there." Tom then grinned, "You know my first class at State there were 400 students in that class—400. Shit, that's more than in our whole damn high school!"

Everyone laughed at Tom's description when Steve added, "Central's biggest classes are only about 80. The rest are pretty small—25 maybe 35."

Steve told Tom, "Good luck this season. I'm sure Coach Pete will keep us informed on how you're doing."

Tom replied, "Good luck to you too, and be sure to tell Coach Pete I said hello."

Steve added, "OK, I will."

As they walked off, Sally told Debbie and me, "OK girls, your turn now. Go flirt with them—Sis, remember what I taught you."

David hearing this, laughed, "You two will just be wasting your time."

Sally quickly commented, "Not if she does it right!"

Debbie and I approached them as they were getting into the truck. Debbie said, "Hey college boys—you remember us?"

Tom looked at us for a bit and laughed "Yep, sure do. Both of you have changed quite a bit."

John added, "I'll say, look at them boobs!"

Debbie answered with a laugh, "Our boobs have grown—we don't have those B's anymore. We're both D's now."

But she was right, I was a 34D and Debbie was a 36D.

After a few minutes or so of flirting with them, they asked us to go for a ride. As we were getting into the truck, Debbie gave a big grin and thumbs up to Sally.

Tom grabbed my arm and said, "Let Debbie get in first," meaning she'd be sitting next to John, and I would be next to him.

I overheard Sally tell David, "I told you it would work out if she did it right, and from the looks of things, she did!"

We cruised Main Street for about half hour talking about my basketball season, Debbie's cheerleading, how the old high school was doing, and how their first year at State went. When we pulled back into the Dairy Queen, Sally and Steve were gone.

I told Tom, "Guess you guys will have to take us home now."

Tom grinned and added, "I'd already planned to."

The guys asked us out for Saturday night after graduation. Our summer was off to a great start!

Tom took Debbie home first, and as John walked Debbie to the door, Tom put his arm around me and gave me a casual kiss. Another casual kiss and I knew what was going to happen next. For the first time in my life, I wanted a boy to hold me tight and really kiss me, but I suddenly pulled back.

Tom asked, "What's wrong?"

I replied, "I've got to tell you something. For the first time in my life I really want a guy to kiss me, but I'm as pure as the day I was born. No one has ever touched my boobs or my private area. Oh, I've had a few slaps on the butt after a good basketball game or run barrel racing, but a "go to hell look" puts the end to that stuff pretty quick. I've NEVER French kissed a boy but tonight I want to."

Tom looked at me saying "I'm a good teacher, just do what I do."

Tom and I then French kissed and I loved it. Another French kiss and I asked, "How am I doing so far?"

Tom grinned "Pretty good, but more learning is needed," as we kissed again.

John was heading back to the truck and I saw Debbie give a big wave as she went inside.

We arrived at my driveway and Tom walked me to the door and we French kissed three more times.

He then grinned, "Not bad, Susie, but you still need some practice."

I was on cloud nine as I went inside. Mom was waiting for me as I walked into the house. She asked, "Who brought you home tonight? Debbie has called here a couple times already."

"Tom Sanders," I replied.

Mom asked, "Isn't he a college boy?"

I said, "Yes, he was a freshman last year at State, we've got a date for tomorrow night."

Mom fired back, "Missy you aren't going out with any college boy. He's too old for you."

I answered Mom, "Too old you say? You were 18 when you dated Dad after he got back from the Vietnam. What was Dad—22?"

Mom replied in a very direct voice, "I said 'NO,' missy and that's the end of it. Now go to bed."

Dad was reading his paper and suddenly put it down as we continued to argue.

I fired back at Mom, "In case you forgot, I turned 18 two days ago, so I can do what I want. For your information, he's only a little more than a year older than me. He just turned 19 in April."

I then directed my comments to Dad, "What you both don't want to understand is your little girl is growing up, and for the first time in her life she doesn't have settle for second bests to Debbie or anyone else. Tom picked me tonight over Debbie."

I told them both, "If you won't let me date him then I'll date him behind your back."

Dad then spoke up, "OK everybody, just calm down. Lilly, she does have a valid point, and from what I've heard, this young man has a lot going for him. Sue, bring him over tomorrow night before you go out and let us meet him face to face."

Mom said, "I still don't approve, but I'll agree to meet him and you can go out this one time as long as you double with Debbie. And, there will be rules—and you'd best not break those rules."

I said, "OK."

I went into my bedroom and called Debbie.

Debbie told me her Mom said the same thing, but Sally was supportive of her going out with John, so she gave up pretty quick.

The next morning Mom was gone when I got up, so I drove over to Debbie's. Sally answered the door, and with a grin said, "Susie, I watched you and Deb through the curtains last night, There were a couple times I thought you weren't going to come up for air!"

I just laughed and said, "I'd guess Debbie told you what happened with Mom?"

Sally said, "Yes, but she'll get over it. It was just a shock that her little girl is growing up and she doesn't want it to happen."

Debbie got up and came downstairs and asked, "Where is everyone?"

Sally said, "Steve and Dad went up town and Mom went to the store."

Debbie grinned and said, "Sis, I heard you and Steve fucking last night—you sure were moaning a lot—must have been good, huh?"

Sally replied, "Shut up, you little bitch!"

Debbie said, "OK Sis, tell us who the other two were that got to fuck you?"

Sally said, "Alright, but no more details. Deal?"

Debbie and I both said, "OK," at the same time.

Sally said, "Steve and I broke up twice—once at the end of our sophomore year and then again during our junior year. Steve began fucking a Central cheerleader who was a sorority sister of mine. It pissed me off, so I started dating one of his teammates, Ted Willis. I guess we'd dated a couple months when I got drunk at a fraternity party with Ted and we went to a motel and fucked like two times.

"It pissed Steve off and he called me, asking, 'What the hell are you doing?'

"I fired back at him, 'You tell me what you're doing?'

"We both calmed down and started dating again.

Sally continued, "I guess it was a year or so later when he fucked another cheerleader behind my back. I got pissed and went out with a baseball player, Greg Simmons, and we fucked on the first date.

"Steve called me and said, 'OK Sally, let's stop this shit right now.'

"I said, 'You started it both times, so you decide if you want me or those whores.'

"Steve said, 'You.'

"OK, now you two know enough about me, let's talk about you both now.

"So little Sis, how was it last night?"

Debbie replied, "Great. I could really get off with this one."

Sally laughed, "See what happens when you meet a really great guy?"

Sally then directed her attention at me, "Your turn."

I grinned, "Last night I French kissed a guy for the first time."

Debbie said, "No shit—the first time? I would have thought you and Tony prom night."

I laughed, "No, Tony and I only had a couple casual kisses—nothing more, but last night was really different."

Sally said, "You must have liked it, huh?"

I didn't answer her.

I added, "I just hope Mom doesn't mess it up tonight as they both want to meet him before we go to graduation."

Debbie started in on Sally again, "Sis, how did you rate those four guys? Like who fucked you the best?"

Sally said, "I thought we made a deal no more questions about me."

Debbie grinned and said, "I lied! Please tell us Sis—please?"

Sally sighed, and with a smile, said, "The best is Steve. His cock is like 6-1/2 long and 5 1/2 inches around and when we fuck, it's like WOW! Steve can hit my 'G-spot every time! The worst—Tom Wilson and his 'whopper cock,' maybe 4-1/2 long and 3-1/2 around. The other two about the same. I'd guess they were both like 6 long and 5 around. Now are you satisfied?"

Debbie grinned at Sally, "Sis how many of those guys got to eat you out?"

Sally shouted, "ONE—NOW SHUT UP!"

I asked, "What's the G-spot?"

Sally laughed, "It's the 'holy grail' of female pleasuring!"

Debbie said, "Tell us Sis—what is our G-spot!"

Sally said, "The G-spot is located 1-3 inches back from the opening of your pussy behind your pubic bone. The 'G' is very sensitive, and when stimulated, can produce a powerful orgasm which sometimes causes a woman to 'squirt.' A guy who knows how to use his cock can hit your 'G' every time, giving you spine-tingling orgasms. Now are you both satisfied?"

Debbie said, "So Steve has mastered the holy grail Sis?"

Sally replied, "Shut up you little bitch!"

Debbie continued, "Sis, you ever give blowjobs?"

Sally replied, "Oh shit—yes, one guy."

I asked, "Bet it was Steve, wasn't it?"

Sally just grinned.

Debbie said, "Sis how did you do it? I mean tell us how... Please?"

Sally asked Debbie, "After one date, you already thinking about giving John a blowjob?"

Debbie just grinned and I did too.

Sally said, "OK, here is how I do it, you first start by kissing the head of his cock and slide your tongue over his 'cum hole.' As you put it in your mouth you use your tongue like a French kiss putting more of his cock in your mouth. Speed up the tongue action and begin to slide his cock in and out of your mouth slowly at first.

"Be careful not to put too much of his cock in your mouth as it'd gag you and screw up everything. Too many girls make that mistake and another mistake is, they try to suck too hard. Use your tongue and slide up and down his cock. If you look at the bottom of his cock you'll see an 'arrow' on the bottom pointing toward you. That's especially sensitive, so that's where you spend most of the time with your tongue.

"As he gets close to cumming, you'll feel his cock swell in your mouth. It'll be throbbing, and you'll hear him moaning. That means he's about to cum, so you speed up and take more and more. Once he cums, you keep going until he stops cumming.

"When he's done cumming, his cock head will be extremely sensitive, and he won't want you to use your tongue on it anymore, so then you take his cock out of your mouth, lick it clean, and suck his balls. Once in your mouth 'hum' on them. Then you give him a big French kiss and put some of his cum back in his mouth. That's how I give Steve blowjobs."

Sally asked, "Anything else you want to know?"

Debbie asked, "What's it taste like?"