Anticipating Alice

Benny, 14, is smitten by new neighbor, Alice, who is equally charmed by Benny. Will the morals of the early 1960s prevent them from doing what comes naturally?

Part One

My name is Benjamin (Benny) Millard. In the spring of 1962, I was 14 years old. As an eighth-grade pupil, I was a mere two months away from graduating from middle school. I was also a horny teenager, utterly obsessed with sex, which sort of comes with the territory of being a 14-year-old lad in any era.

From a young age when I discovered what makes the world go around, I thought girls were absolutely lovely creatures, built to be admired, and beautifully designed for sexual intercourse with males. Unlike a lot of my peers, I did have some experience in that department having “gotten lucky” with females the same age as I was at summer camp both in 1960 and 1961. Luck really had nothing to do with it. Each year I saw a girl I fancied, pursued my quarry diligently, and sweet-talked a fair beauty into having a literal roll in the hay with me during our free time. That was possible because the camp did, in fact, have a hay wagon. I quickly discovered that the physical sensation of being fully intimate with a member of the opposite sex was addictive. I knew I’d never get tired of screwing until the day I died.

A couple of days prior to the start of the 1961-62 academic year, a new family moved onto my street. They had bought the old Fleming home that was located three houses further up the gentle slope that was Latimer Avenue. I watched them move in just before Labor Day. I especially watched the family’s only girl, whom I heard being addressed as Alice. Despite being on the small side, she was extremely pretty and graceful with shoulder-length, chestnut brown hair. When I saw her clad in a tight-fitting blue dress with white polka dots, I was completely smitten.

That night at dinner, my parents asked me what my plans were for that night. I said that I might take a short walk and say hello to the new family on the street. “After all,” I explained, “it’s the neighborly thing to do.”

“Yes, Benny, I noticed they have a pretty daughter, too,” Dad deadpanned.

I just sat there and eventually broke into a guilty smile. “Oh, do they?” I asked in a very non-convincing manner.

“Benny, I was 14 once, too—and you have inherited my genes,” Dad stated. “When I was your age, if there was a pretty girl within 300 yards, I somehow always knew about it very quickly. It’s sort of like the way that butterflies instinctively know where their breeding grounds are thousands of miles away.”

“I’m not sure I like the breeding-ground analogy, dear,” my mother interjected. “After all, Benny is not even in high school yet. Breeding shouldn’t even be on his mind.”

Dad uttered a slight snicker, but Mom was right. I wasn’t thinking about breeding; I was thinking about fucking.

Part Two

Once dinner was finished, I put on my jacket and headed up the street with a prepared line. I knocked on the door, introduced myself as my family’s official representative, and welcomed the new clan to the neighborhood. I learned their last name was Montgomery. There were three children, two twin brothers (Todd and Tom) and one daughter whom I had especially come to see. Her name was Alice—and she was even cuter up close than she was from my vantage point three houses away.

The Montgomerys had just finished their evening meal, too, but they invited me to have dessert with them. A store-bought blueberry pie was cut into six pieces. I accepted a cola to wash it down. I learned that their previous home was about 75 miles away. The father had recently switched jobs which required the family to uproot. It was all quite interesting, if you were an adult. I listened politely, but I focused on pretty Alice.

I told her that she would likely be attending the same school as I did, but her twin brothers were old enough to be enrolled in high school. Alice politely said that her previous school had sent her academic records to West Haven Street Elementary School which was the school I attended. I volunteered to walk her to and from school “as a courtesy each day”—an act which her mother thought was very chivalrous. I nodded, but I wasn’t interested in chivalry. I wanted to get intimate with her pretty, brown-eyed daughter. She was a doll.

Accordingly, the day after Labor Day, I knocked on the Montgomery’s front door and became Alice’s escort. She was dressed in a cute blouse-and-skirt combination that highlighted her attractive legs. I told her she had a good start at being the prettiest girl at the school. Alice blushed at my positive comment. I told her to stay close to me on our walk to school and on the grounds once we arrived so she’d learn exactly where she should go.

“If I hold your hand, Benny, I can’t possibly get lost, so that’s what I’ll do,” she told me. Things were moving along nicely for me.

On the way to school, Alice held my left hand in her right hand and we strolled side-by-side to West Haven Elementary. She expressed the typical concerns of a new student: fear of getting lost inside the school, fear of not making friends, fear of running afoul of unfamiliar rules and protocols. I tried to downplay them by telling her she had nothing to worry about—especially the fear of not making friends. “Anyone who looks like you can’t help but make friends easily,” I exclaimed. To my complete surprise, Alice halted her gait and kissed me on the cheek.

“Are all the boys at this school as nice as you are, Benny…or do you stand alone?”

“I try to be polite and friendly,” I told her, “but so does everyone else at the school. There aren’t many bad apples here.”

“I’m not going to take any chances with bad apples,” she told me sweetly, “I found a real jewel with you, Benny. May I kiss you again?”

“Only if I can kiss you twice. I owe you one already,” I said.

Therefore, about half a block from Alice’s new school, we had our first real, romantic-type kiss. I of course was interested in accelerating this new, exciting relationship.

Alice and I made it a habit to walk to and from school every day as a couple. We visited each other's houses frequently once school had concluded for the day. Our recreation consisted of watching television and engaging in a lot of smooching. That was about as far as Alice was willing to go. This was 1961 (and later 1962). Virtue was still an important trait for an unmarried female to guard and protect. Occasionally while we embraced, my hands drifted to places on Alice's anatomy that were verboten. She never got angry with me, but she was firm in telling me I ought not to do that, despite our obvious affection for one another. "Kissing, yes; groping, no!" was seemingly Alice's mantra.

Our elementary school was not exactly open-minded about outward displays of affection between students. Alice was once chastised by a teacher for having the audacity to greet me with a kiss when we met for lunch. According to this particular teacher, kissing was a major no-no and absolutely against the rules. When Alice asked to see a copy of these rules so she could see for herself what was and wasn't allowed, the teacher balked at the request and gave her a detention for being impudent.

When Alice's mother complained to the principal that it seemed heavy-handed for a student to be penalized for merely asking to see the actual rule in writing that she was alleged to have violated, Alice's detention was quietly rescinded. When Alice's Mom persisted in demanding to see a list of rules pertaining to student behavior, the principal was forced to admit no such list really existed. However, an official one was created shortly thereafter. Alice was given a personal copy. Kissing ("and other excessive displays of affection") was specifically mentioned as being outlawed on school grounds.

Alice's Mom responded by asking the principal if the rule also applied to staff members as well since they were supposed to set good examples for the pupils. The principal quickly said yes without thinking of the ramifications. If the rule was universally applied, it would stop the two teachers on the staff who were married to each other from smooching, which they were known to do frequently. Not long afterward, Alice demonstrated, with my willing assistance, how to split hairs. We positioned ourselves on the public sidewalk—mere inches from school property but within full sight of the staff room's large window—to engage in the most passionate display of affection we had ever had, even in private. Alice had prepared a sign that said, "Tough luck for you! We're off school property so you can't do anything about this!" My feisty girlfriend was quite the maverick.

Because Alice seemed to be quite the rebel, it did not surprise me by the spring of 1962 that she began to question the prevailing morality regarding premarital sexual relations for females. One day as we walked home from school, arm in arm, she asked me a highly personal question. It was, "Benny, have you ever had sex with a girl?"

I was taken aback by the query. I had never discussed my limited sexual escapades with anyone, not my friends, not my father, not my guidance counsellor. That topic was generally considered socially off-limits in the early 1960s. Yet, somehow, I felt very comfortable in giving Alice an accurate answer. "Yes, I have Alice. Does that shock you?" I asked her. She shook her head, expecting that to be my reply. I explained to Alice about my two summer camp flings and the brief carnal encounters they produced. I did not divulge how long I managed to last before ejaculating; the duration for both was embarrassingly short. I did stress, however, "They occurred before you moved here. Once I met you eight months ago, I knew you were the girl for me. One of these days we're going to do it, Alice. I think in your heart that you know that's the case."

Alice then said something to me that I wasn't expecting at all. She took a deep breath and announced, "I've decided that celibacy, virtue, and other rubbish like that are not what they are cracked up to be. I think we should have sexual relations starting very soon. Would that be agreeable with you, Benny?"

Of course, I gave her a swift and affirmative reply followed by a long kiss. This time when my hands slightly wandered to her burgeoning little breasts, Alice did not remind me that doing such a thing was wrong. That was a first for us—and I enjoyed feeling Alice's goodies. Being naturally curious about the schedule that Alice had in mind, I quickly provided a follow-up question for her. "So where and when are we going to fuck, my love? I can hardly wait to do it!"

"Today is Thursday," she said, stating the obvious. “Tomorrow is the Friday when my parents and my brothers vacate the house because Tom and Todd have an important basketball tournament out of town. I will be staying with Mrs. Foster across the street—but I'll still have access to the house. Benny, I figure this presents an excellent opportunity for us to become very intimate there starting tomorrow after school."

That suited me just fine--so I kissed Alice a second time, once again letting my fingers do some exploring. Alice gave me a dirty look and said, "My mother was right when she gave me the talk. She said that all males are wired for sex and they generally won't or can't control themselves if you give them any opportunity whatsoever."

I laughed at that blunt assessment, but I would not and could not deny it.

Alice continued, "Benny, be a good boyfriend for just another 24 hours, please. Stop groping me now, and you will get absolutely everything you want tomorrow. I promise."

I could hardly wait. As a typical 14-year-old male, just the thought of bedding lovely Alice in a day's time gave me a huge erection. It did not subside for about half an hour, long after I had given Alice a final goodbye kiss.

Part Three

I had dreadfully sleepless night. My mind was racing as I anticipated my sexy romp with Alice. I kept visualizing Alice's lithe, nude body and what I'd be doing with it and to it in the name of love, romance, and basic lust. I was tempted to masturbate to my visions as I had done a hundred times before, but I wanted to make sure I was overly ready for sex the next day. Thus, I did not dare jerk off and waste a load. I did wonder what was going through Alice's mind, however, as this would presumably be the first time she had "put out"—a term my male classmates often used to describe what our promiscuous female classmates allegedly did for their boyfriends.

As usual, I met Alice to walk to school with her. This time was different, of course. She had a mischievous smile that she tried her best to hide from her parents. "Ready for tonight, Benny?" Alice asked me once we were on the sidewalk and out of earshot of her mother, father, and siblings.

I feigned ignorance. "Tonight?" I asked her. "What happens tonight?"

At first, Alice gave me an incredulous look, but then she realized I was putting her on. She playfully smacked my arm. Then she smiled and said, "Alright, I realize that was a stupid question!"

At school that day I was completely useless. Normally I enjoy taking part in all classroom discussions and raising my had to answer the teacher's questions. Today, though, I was preoccupied with thoughts of sex with my beautiful sweetheart. Mrs. Calhoun asked me if anything was wrong when I failed to offer my opinion about a point of history. I just chuckled and said no. I explained truthfully that I'd had a difficult time sleeping the previous night, so I had difficulty maintaining my focus in class because I was overtired. My teacher just nodded and continued with the lesson. I was glad that Alice was in a different classroom, because seeing her nearby me all through that day would have made the waiting absolutely unbearable.

When the final bell rang, I tried to leave class in a hurry, but I was intercepted by two male classmates who wanted to know if I was available to play in a touch-football game they were organizing that very minute.

"Sorry, Marty," I told one of them. "I'll have to take a raincheck this time; I have other things to do."

"Got a hot date with Alice?" Marty accurately guessed.

"The hottest!" I confirmed. "The last thing I need today is to suffer a groin injury!"

I grabbed my jacket from the classroom closet and hustled to meet Alice outside her classroom. She was waiting for me. "What took you so long?" she kidded. "I figure that you could have been here at least 20 seconds earlier." Alice lowered her voice to barely a whisper and said, "Have you changed your mind about our fuck today, Benny? I certainly hope not!"

I laughed and responded, "Well, Marty from my class made me an excellent offer of spending the next couple of hours playing touch football. After weighing football versus fucking in my mind, however, fucking came out slightly on top."

"Only slightly?" Alice asked me, not quite getting my sarcasm.

"Yeah, it was 99 percent in favor of fucking with you compared to one percent in favor of running around touching other guys. I'd much rather touch you with a certain part of my anatomy that is already hard as a diamond and straining to be freed from my pants. Alice, my dear, let's get to your empty house as quickly as possible before I burst!" We practically ran all the way there.

Part Four

When we got to Alice’s house in record time, I was so incredibly horny at that point that I considered tackling her to the kitchen floor and fucking her on the linoleum. However, Alice separated herself from me briefly so she could phone Mrs. Foster, report that she was home safely, and that she would arrive there for dinner at about 6 o’clock. It was 3:45 p.m. when Alice made that call. That left us more than two hours to fuck to our hearts’ content.

At first, I decided I was going to live up to Alice’s Mom’s stereotype of a wild, sex-crazed, teenage boy and simply ravage pretty Alice for my pleasure. Good sense overtook me, however. I figured that sort of boorish behavior would end my relationship with Alice just as it was getting good. I instead decided on a romantic approach—with enough lustful behavior mixed in to make it a truly fun experience for me—and perhaps Alice, too.

“Follow me, Benny!” Alice commanded and led me to her parents’ bedroom, which I had never glimpsed before.

“I thought we do our fucking in your room,” I told Alice.

“I considered it, Benny, but my parents have a huge bed,” she replied. “Look at the size of it! There’s much more room here for fun and games!”

I was all in favor of that. Without saying another word I began disrobing, starting with my shoes and then my shirt. It occurred to me that Alice had never seen my bare chest before. (I certainly hadn’t seen hers!) Alice removed her shoes first, too. Without further ado, she pulled off her long-sleeve top and something akin to a brassiere. Alice was not built like Brigitte Bardot, but I didn’t care. Her sexy little breasts turned me completely on. I was fixated on them. My erection had returned after a short hiatus and was ready to be put to use. I quickly removed my socks, trousers and briefs. My penis was high and hard.

“For you, my dear!” I told her. “Please enjoy it.”

Alice smiled, giggled slightly, and removed her shoes, skirt and panties. Her underwear was virginal white. It concealed a vagina with just the slightest trace of hair. Nude Alice, standing a few feet in front of me, was the most appealing thing I had ever seen in my short life.

I was twice Alice’s size, so I had little trouble scooping her up in my arms and depositing her onto the center of the spacious, soft bed. We looked at each other for a moment, then Alice informed me, “You’re the one with sexual experience. I have none. I’ll let you take charge of this, Benny.”

I nodded and said, “Okay, Alice, you sexy little thing. I’ll do my best to please you with my dick, but the last thing I want to do today is hurt you in any way. If I do something you don’t like, please let me know.” Alice nodded her consent—and I was off to the races.

I immediately targeted Alice’s pokey little titties for the ample attention they deserved. They captivated me. Each one was small enough to put my entire mouth around, so that’s what I did as I sucked on one then the other. I specifically tongued her nipples until they became rock hard. I wanted to do something I had done at summer camp with Viola Kramer—rub my dick between and against her budding boobies, so I did. I knew If I continued doing this for very long, I’d ejaculate all over Alice’s chest, so I refocused my attention downward to a lower part of her anatomy.

“You have a sexy, pussy, Alice. I like it!” I told her as I began to finger it with my right hand. She had the slightest, fine bit of pubic hair covering it. Alice hadn’t said much when I was enjoying her girlish breasts, but she reacted wildly when I began working on her vagina. She squirmed when my fingers massaged her clit. She moaned in ecstasy when I began to apply long licks from bottom to top and back down again. She experienced an orgasm very quickly. It was apparently something new to her. She even squirted slightly, which amused me but puzzled her.

“That tells me that you like what I’m doing,” I explained.

“May I lick your penis in return?” she asked me. “It looks like it was made for my mouth.”

I had not received fellatio in my two previous sexual romps, so I was ready and willing to accept Alice’s offer. We switched places in bed so Alice would have unfettered access to my stiff rod. Alice cautiously opened her mouth and placed it around the head of my dick, licking on it slowly. She mustered the courage to take my penis deeply to her mouth until she ran out of room for it. I gently helped her with the blowjob, by moving my shaft in and out. It was a sensational feeling.

Again, I feared an early ejaculation, so I told my pretty bedmate I was going to “get down to the serious business of fucking” while I still had a full load to shoot. I repositioned Alice on her back, spread her legs apart, and moved into a kneeling position with my dick inches from her vaginal opening. I knew this was a momentous event in my lifetime, so I didn’t want to rush it.

“Here goes!” I warned Alice. “Be prepared. I’m going to slide my dick into your tight little vagina.”

“Please do. I want it,” she told me.

I had thought that Alice's mouth was nicely built for my erection, but her pussy was a custom fit. As I slid it inside her, Alice sighed happily. I was so happy that I wasn’t hurting her with it. I pushed it into her as far as I could. Then I slowly withdrew it…and then pushed it back in again…and then withdrew it again.

“Fucking is fun!” Alice stated.

“I agree!” I told her. “You have the best pussy I’ve ever fucked,” I exclaimed.

“Thank you, Benny.” She cooed.

“I want to please you with my dick, Alice,” I told her. I’m going to increase my pace a little bit. I think you’ll like it with faster strokes.” Accordingly, I grabbed Alice her waist so I could enter her more forcefully. Her little breasts were jiggle sexily, so, every once in a while, I’d stop my rhythmic screwing to grope them.

I could feel an ejaculation mounting, but I didn’t dare come indie my bedmate. “I’m going to come all over your chest, Alice. You’ll get a big load of my warm goo. Three especially hard thrusts—which elicited three groans from Alice—was enough to set off my cannon. I pulled out with perhaps a second to spare, placed my shaft on top of Alice’s pussy, and merrily shot my load on her. It was the best ejaculation I’d ever had. It came as two separate but large spurts. Strands of semen coated her tits. Some of it pooled in the hollow of her neck. It was the sexiest thing I had ever seen in my life—and I was responsible for it—with a little help from Alice Montgomery.

“This was way, way better than touch football!” I told her. “It—and you—were definitely worth the wait. I then shoved my still hard dick back into her pussy and fucked her for another two minutes until I could feel my erection begin to fade.

“Why did you stop?” Alice asked me. “I was really enjoying that, Benny! Your dick felt so good inside me. We should have had sex together years ago!”

I reminded Alice that we had only known each other for eight months.

“Doesn’t matter!” she uttered. “You should have racked me down long ago. Your dick belongs in me.”

“There’s no way I’m going to dispute that!” I concurred.

After a suitable recovery period, I instructed Alice to mount me as I was lying in the center of the bed with a fully revised penis waiting to please her again. She had a confused look on her face.

“It’s quite simple,” I informed her. “This time you do the active fucking instead of me. Face me. Straddle me. Ride my dick until I come.” Alice caught on quickly and through enjoyed controlling the fuck. When I told her I was about to come, she dismounted my penis with about five seconds to spare, finished me off with a hand job that she successfully aimed at my chest.

“We’re even now!” she said. “We each have a load of your cum on our chests.”

“Yours looked sexier hanging in ropes from your little titties,” I declared. “Mine is just a mess.”

More cuddling and a lot of kissing followed. We were getting good at long, romantic busses. They now included tit-fondling. I suspected they always would.

I noticed the clock read 5:25 p.m. I suggested that Alice take a cleansing shower before heading across the street to Mrs. Foster’s house for dinner. Alice had a better idea. She suggested that we both take a shower to cool off. We did, but it was hot stuff—and I’m not referring to the water temperature.

While washing Alice’s vagina, I stuck my middle finger in it. Alice said she liked the sensation, so I repeated the action. I must have rammed it inside her pussy five dozen times, causing her to sexily squirt again. I eagerly licked her pussy afterwards. Alice returned the favor by giving me another blowjob. This time I came in her mouth without warning. It was a tepid shot—after all, I had already come twice before stepping into the shower. Alice let my jism fall from her mouth to the floor of the shower. We both watched the cascading water push it down the drain.

“Do you realize that could have been our child that was just swept away?” I joked. “But there’s more where that came from."
Alice pointed at my tired, flaccid dick and said, “Really?”

I replied defiantly, “Of course…but there’s just not anymore today!”