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#Teen #Virgin

Comparing Connie with Cathy

3.3k words | 3 | 4.73 | 👁️
Quillpen

After bedding free-spirited 21-year-old Connie, will Rick be coerced into doing the same thing with her younger sister the very next day?

Part One

Back in the mid-1980s, when I was a college student, I enjoyed attending the various extracurricular activities on campus to have a bit of fun and meet fellow enrollees.

One Saturday morning and afternoon, the students registered in the food services/hospitality program were hosting a “fun fair” to raise money for some charity. There were several booths where hot food was sold, a stand that sold ice cream sundaes, and another that sold a wide variety of baked goods. There were also raffles and various games of chance. Someone had procured a juke box filled with hit records from the 1950s and 1960s, which appealed to me. I had always been something of an old soul, so I dropped a lot of coins into that machine to hear many of my favorite songs.

The Fun Fair wasn’t particularly well advertised, however. I only knew about it from a single flyer posted on an out-of-the-way bulletin board that I happened to see just one day in advance. Thus, the attendance was a little bit disappointing considering all the work the students had put into preparing the event. I hadn’t intended to spend as much money as I did at the Fun Fair, but I felt a little bit sorry for the organizers, so I splurged.

I saw a very pretty blonde girl, about 21 years old, selling pies and cakes at a booth. I bought a chocolate fudge cake to take home. When I commented that she wasn’t very busy, she told me I was only her second customer of the day. Just to make light-hearted conversation, I casually remarked, “If you were selling kisses, you’d have a lineup of five dozen guys here.”

She laughed and said, “We hadn’t considered that as a way to raise money. Maybe next year we’ll try that! However, here’s a deal: I’ll kiss you for a dollar and put the money into the general donation box? What do you say?”

I said “You’ve got yourself a deal!” I promptly pulled a $5 bill from my wallet and said with a sly grin, “I don’t want any change.”

“Well, that means you’ll get $5 worth of affection from me!” she responded. To the amazement and amusement of the other students operating their booths nearby, this blonde cutie stepped in front of the display area where the cakes and pies were being showcased. She stood on tiptoes in front of me as I was at least five inches taller than she was. We fervently locked lips for what had to be at least two minutes. Her unspoken passion told me this was more than a business transaction. I wanted to get more than my money’s worth, so I continued planting kisses in rapid succession on her cheeks, forehead and neck.

It certainly seemed a little bit backward, but only after our smooching subsided did we tell each other our names. After I caught my breath, I said, “I’m Rick Haskell...and I’d be an idiot if I didn’t take this opportunity to ask you for a date.”

“I’m Connie Barris,” she replied with her arms still wrapped around my waist. “I’d be crazy if I didn’t accept your kind offer.”

When the Fun Fair ended, I waited for her to close up the booth and turn in her receipts to the event’s organizing committee. Then we drove a short distance to a favorite Italian restaurant of mine for a great meal. Things moved rapidly from there. By 10 pm., pretty, sexy Connie Barris was sharing my bed—at her insistence. There was truth in advertising. It certainly had been a Fun Fair for me!

Part Two

For years, the girls at my college who were enrolled in the nursing program or the food services/hospitality program both had developed solid reputations for being easy to bed. Connie Barris helped to further this sexy stereotype.

Connie was indeed a terrific bedmate. She was affectionate, uninhibited, fun, and a little bit crazy. A few minutes after she brought me to a magnificent ejaculation with her fucking skills, Connie said, almost alarmed, “I almost forgot something! I have something left over from the Fun Fair that we can use.” I had no idea what that might be. A moment or two later, she returned with a jar of chocolate sundae topping that was three-quarters full. She poured a couple of teaspoons of it onto my scrotum—which startled me. Connie promptly licked it off with great gusto!

“It’s your turn now, Rick!” she declared, and put the same amount on her vaginal area. I did what I was called to do...and I loved it! Wanting more, I grabbed the jar and put a large portion of the chocolate topping onto Connie’s beautiful set of perky breasts and slowly lapped it up. We both giggled throughout the weird sexual activity.

I had to ask Connie about it. “I’ve never heard of using chocolate sundae topping as a sexual aid. How did you think of it?”

“Ten years ago, I had my first boyfriend,” Connie explained. “His name was Martin. He was a year older than I was. I think he liked me because I was already sprouting tits. Most of the girls in his class didn’t have any. Our parents were okay with us being boyfriend-girlfriend at that age as long as there was no actual intercourse. We promised them we wouldn’t fuck, but we didn’t say we wouldn’t do other sexual things! We got around the rule as best we could. Martin came up with the sundae-topping idea one day out of the blue. It was a lot of fun and very sexy, too. It was exciting for both of us! That was the first time either of us had experienced an orgasm. It became our substitute for screwing. Did you like it, Rick? I hope so!”

I took Connie into my arms and said, “It was terrific, my dear. However, I think we need to include whipped cream and maraschino cherries, too.” She just laughed and suggested my idea had possibilities.

Connie’s story about Martin’s romp made me imagine Connie as a blossoming schoolgirl sexpot—a visual that made me extremely horny and revived me in a hurry. I rolled Connie onto her back. I rode her vigorously until I launched another blast of goo. This time I pulled out and deposited a load of thick semen onto her tits.

At about midnight, I asked Connie if she had to be home at a certain time. “Not really, Rick, ” she began. My parents don’t keep very close tabs on me. I often stay at my friends’ houses overnight on short notice. Mom and Dad won’t be worried. I think they know I like to sleep with college guys, too. They’re okay with it.” Connie spent the whole night with me. She wasn’t the marrying type, but if you wanted a weekend full of carnal delights, Connie was the perfect girl to have.

Connie had a weekend job bagging groceries at a nearby supermarket. I told her that I wanted to see her again that night. Although we made no tentative plans about what we might do together, I was to come to her house around 6 o’clock when her work shift had concluded. She wrote her address on a slip of paper. I told her I’d be there right on time.

Part Three

I actually arrived about 10 minutes ahead of time. Girls who were excellent in bed always encouraged me to be punctual for my appointments with them.

When I knocked on the door, a younger version of Connie answered it. I could immediately tell she had to be Connie’s sister as they looked the same—at least facially. Connie and I had done plenty of things on Saturday night, but discussing how many siblings we each had was not one of them.

“Hi!” she said warmly. “You must be Rick. I’m Cathy, Connie’s sister. She’s been delayed at work. Please come in, though.”

Cathy invited me to sit in a plush chair. She sat in a similar one on the other side of the coffee table that separated us. Cathy explained that Connie was now working until 8 p.m. The grocery store was short-staffed as one of the other baggers had gone home sick. Cathy continued, “Connie says you can just cancel tonight’s date or you can wait for her. She said she’d make it up to you regardless of which option you choose.”

I was amused that Connie figured she owed me anything. I had known her for less than a day and we had already fucked to orgasm twice, enjoyed a weird sexual fetish, and had shared my bed all night. If she had stood me up without explanation I would still have considered it a fantastic weekend!

Without much thought, I responded, “I’ll stay. I’m curious as to how she might make it up to me.”

“I know my sister well enough to give you a general idea,” Cathy retorted. “It involves using certain parts of her anatomy to please guys. Word has it she’s superb at it.” It appeared that Cathy Barris was a straight-shooter, not exactly the type to beat around the bush.

I was more than happy to discuss Connie’s horizontal talents with her younger sister—if that’s what she wanted to do. I just didn’t want Connie’s parents to hear about them from me. “Are you the only person in the house right now, Cathy?” I asked.

“Yep, my parents have gone to an out-of-town party. They will be out of the house until at least midnight.” Then she quickly redirected the subjects of our conversation to things more interesting: “Connie described you as her new boyfriend. Is that really the case, Rick?”

I actually hadn’t considered what my status was until Cathy brought it up. I was too busy having a few hours of sexual thrills with Connie to think about such long-term things. Nevertheless, I still answered, “I haven’t known your sister very long, but I guess so.”

“Can I assume you spend most of yesterday fucking?” Cathy eagerly asked me.

“Yesterday I bought a cake and $5 worth of kisses from Connie at the college’s Fun Fair. Then I took her out to an Italian restaurant for dinner. Then we promptly went back to my place for some intense fucking. So, yeah, Cathy, you’ve got the picture.”

Cathy then asked me, “Rick, please tell me this: Is she as good in bed as she says she is?”

“All things are relative,” I said, ” “but your sister is as wonderful in bed as anyone I’ve ever screwed. I’d fuck her day and night if I could. She’s that good.”

“And you came back tonight to continue your fun, is that right?” asked Cathy.

“Well, yes! I’m a normal 21-year-old guy.” I insisted.

“What makes my sister so good in the sack?” was the next question that Cathy posed.

I stopped to think about my answer so it would be a good one. I began, “There are three things I guess: Connie has a very good attitude; she’s very enthusiastic about her fucking. Guys enjoy that. Second, she has a terrific pussy. It just drew my dick inside her. It was as if Connie’s box was specially made for me. And third, she has excellent tits. They’re firm, round, and have perky nipples. What more can a guy ask for from a girlfriend?”

“Interesting!” Cathy exclaimed. “Connie thinks her tits are her best asset, but you mentioned them third, Rick”

“I wasn’t trying to rank Connie’s charms in any order, ” I said. “I just gave you a list of all her appealing qualities. Her breasts are certainly among them. I wish I was playing with them right now. Did I mention that I love her sexy nipples?”

“Yeah, you did,” Cathy commented with a touch of sadness in her voice. “That’s something that no one will ever say about me. That’s for sure!”

For the first time since I arrived, I took a good, long look at Cathy Barris. She was indeed quite flat-chested. She pressed her red t-shirt hard against her chest to show what little she had to offer a tit-lover. I saw the outline of a small brassiere—one that probably wasn’t necessary for Cathy to wear.

This was turning into an extraordinary conversation. Modesty and propriety had gone out the window. “Big tits aren’t everything, Cathy,” I said. “Personally, I like all shapes and sizes of women’s breasts.”

“Even mine?” Cathy asked hopefully.

“Yes, of course, I like yours too, ” I affirmed. Then I paused for a moment and said, “I’ll tell you a secret, Cathy. I got very horny last night after Connie and I had already fucked once. While I recuperated, she told me about her sexual adventures a decade ago with Martin when she was beginning to blossom. Picturing Connie ten years ago with a set of pretty little titties made me as hard as a rock. Instant erection! I gave her a thorough fucking right after that. My dick was like a steel rod for about 30 minutes. It was great!”

A wicked smile came to Cathy’s face. “Rick, are you telling me that you’d get the same reaction if I showed you my small set of titties?”

“I might even get harder than I did last night,” I insisted. “I was just using my vivid imagination to picture Connie as a small-breasted girl. I don’t have to imagine anything with you. You are right here...right now!”

“Well, Connie won’t be home for at least two hours, ” Cathy reminded me, “so let’s put your theory to the test, Rick!”

Before I had an opportunity to say yes or no—and there was no chance I would have given Cathy a negative reply—the junior version of Connie had lifted her shirt off and unclasped her bra a few seconds later. Her breasts were just slightly more than buds, but they were treasures pointing sexily at me. That’s all I needed to get my engine started.

I could feel an erection start to steadily grow. I promptly dropped my trousers and briefs to the carpeted floor to allow Cathy to see what she had wrought. It was great to be in the prime of my sexual life. I could go from flaccid to fully erect in just a few seconds—even without helping it along with my hand. Cathy’s sexy little titties were getting me aroused quite nicely.

I wasn’t sure what Cathy exactly had in mind. Was this an adult version of show-and-tell or did she want me to be intimate with her, so I asked the following question: “Do you want me to jerk off on your breasts, Cathy? I’d be happy to do it for you!”

“That’s not nearly enough, Rick!” she quickly informed me. “I want you to feel them, play with them, suck on them, lick them—you can do absolutely anything you want to do with my titties—and I’ll be okay with it. Maybe I’ll even let you fuck me, Rick. I like you.”

“Sounds good to me!” I said in response. “Yay! Let me at them!”

Cathy took the initiative. The topless teen rose from her soft chair and sat on my lap just in front of my prominent erection. My hands began to eagerly explore her underdeveloped, yet sexy torso. Her titties were great toys for me. I squeezed them together, pulled them apart, rubbed them, fondled them, caressed them, licked them, sucked on her erect nipples. It was time well spent! It occurred to me that I had not yet kissed this lovely example of femininity, so I raised my head from Cathy’s chest to her lips and engaged in some very passionate busses. “You and your sister are both great kissers,” I informed her. “I like yours better, though, ” because they’re not costing me $5.”

Cathy smiled and thought of the next item on her agenda for me. “Please, can you give me a titty-fuck, Rick? I want you to come on them.”

“Oh, that’s going to happen,” I assured Cathy. “I could do that right now and be a happy young man—or I could fuck your pussy and then come on your tits and be a happier young man! The choice is yours—but it’s a limited-time offer!”

“What do you mean by that?” Cathy asked me.

I replied, “Connie will be home in about two hours, so that why anything we do before we get here has a time limit!”

“Good point, Rick! Let’s fuck while we can—but make sure to shoot a load of cum onto my tiny tits. That will be the sexiest thing ever!”

Cathy briefly stood up to take off the faded pair of jeans she was wearing, plus her frilly white panties. (Those were sexy, too. I felt my dick twitch when I saw them for the small amount of time she had them on.”) My fun with Cathy’s boobs had a remarkable effect on her. Her vagina was quite wet from that alone. She just mounted me and slid down my rod.

Cathy’s pussy was virtually the same as her older sister’s. It fit my dick like a glove. “I can tell you are Connie’s sister from your pussy, too!” I happily proclaimed. I spent about two minutes lifting Cathy up and down on my shaft. “Ride it hard, girl!” I encouraged her.

“Don’t come inside me, Rick!” she reminded me. “I don’t want to be in the maternity ward in nine months...and I do want to watch you come on my tits.”

A moment or two later, I gently lifted Cathy from my erection, set her down on her original chair, and positioned my rock-hard phallus between her titties.

“Squeeze them against my dick, Cathy. It feels good and looks so sexy!” About a dozen seconds later, I erupted. Apparently my two ejaculations the night before with Connie had not hindered my semen-launching ability in the slightest. Most of my jism settled on or near Cathy’s breasts and neck, but some strands flew into her brunette hair. One was dangling from her left ear.

“That was marvelous, Cathy!” I said between long breaths.

“Yes, it was. Let me give that dick of yours a kiss!” She got to her knees and licked every trace of semen from my scrotum and gave my still-stiff shaft a good suck. I eventually lifted Cathy into my arms and took her back to my cushy chair. We remained nude and embraced lovingly for about 30 minutes.

After a few minutes of blissful silence, I asked, “Cathy, did I prove to you that tiny titties get me aroused?”

“Oh, yes! You certainly did!” she said. “I’m assuming that was a pretty fair come shot. That was a first for me, you know.”

That news startled me. “No, I didn’t know, ” I honestly said. “Was this also the first time you’ve been fucked?”

Cathy smiled and nodded her head.

I pursued the same line of questioning. “Was this the first time a boy had fondled your marvelous set of titties?”

Another vigorous nod was her answer.

Then a realization hit me. “I am 21 years old. Cathy Barris, how old are you?”

“Does it really matter?” she mischievously asked just before she passionately kissed me.

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Comments (3)

  • neutral observer: It was both sneaky and clever! Hey, do whatever you need to do...

    Reply↴ • uid:10cq6qgct0i
  • Quillpen: Sneaky? Perhaps. I like to think of it as clever. Thanks for the positive comment!

    Reply↴ • uid:4glpkaeql
  • fireballer: Now that was a nice, sneaky way to adhere to the new rules! (This story deserves to have way more reads than it has.)

    Reply↴ • uid:bhsju2adzk