Group Sex

A Drive-In Movie Experience in Paradise

Nineteen-year-old Rob experiences his first sexual encounter at a drive-in cinema.

Spankmasters
May 30, 2024
14 min read
romanceoral sexParadise at the Drive-in Movieolder womanvirginteen-agerdrive-in theater
Paradise at the Drive-in Movie
Paradise at the Drive-in Movie

A Drive-In Movie Experience in Paradise

A while back, in a distant location, this happened:

"Rob, how about coming out with me tonight?" This person was Darrell, my buddy. He resided on the same floor as me in our dormitory.

"Possibly. What's your plan?"

"My girlfriend's older sister is staying over the weekend. I'm planning on going with my girlfriend that night, so I'd like to find something for her sister to do rather than her tagging along. If you understand what I'm saying." He winked at me.

"How old is the older sister?"

"I've only met her once. She's probably around 21-22. Friendly, not unattractive. She's a six. She has big boobs."

Six was above average in our rating system - a 10-point scale. I was intrigued by the idea of being with an experienced woman. I was a young 19-year-old, yet I still hadn't had much experience with women. That only consisted of a few encounters, some passionate kissing, and a couple of boobs.

"I don't have cash to spend on her," I admitted.

Darrell took a five-dollar bill out of his wallet and handed it to me. "Here's a loan. If she's not worth it, you don't need to pay me back. If she's a hit and you end up getting laid, double the money." Five dollars was a decent amount of money in those days. My weekly entertainment expenses were about what that single bill could buy.

"Even if I don't get ten back," I remarked. While Saturdays often found me without a date, that wasn't surprising since I didn't have a girlfriend back then and rarely had a partner for the night. I was somewhat unskilled around women and awkward. However, I had grown to be tall and slender, handsome, but my romantic interactions were limited to a few casual romps and some licking of boobs.

"Her name's Alice," Darrell revealed.

***

Alice was smiling and chatty when I picked her up at her sister's dormitory. This made me feel more at ease. She was of medium height, with light-brown hair in a ponytail, and was wearing a knee-length skirt and a white stand-up button-up shirt. Her cleavage strained against her blouse, indicating her full-sized breasts. She seemed mature, far older than me. I considered her a seven, five for looks, and another point for her chest and demeanor.

As we drove away in my 1956 Oldsmobile, I asked, "What would you like to do? A movie theater or a drive-in?"

"The drive-in," she answered. Drive-ins were outdoor theaters where people parked their cars in a huge, dirt lot facing a movie screen and put a speaker onto the window of their car. They then enjoyed the film from inside of their automobile. These were known for opening up the possibility of intimate encounters. Costing a dollar per car and 50 cents per person.

I trekked to the concession stand and bought two sodas and a bag of popcorn while Alice waited. When I got back, she sat close to me. Our bodies were touching. We sipped our drinks and munched on popcorn while watching the movie through our car's windshield. I gently placed my arm around her and she snuggled closer, a big breast pressing against me. We conversed casually. She had left college to work as a legal secretary in her hometown. She hoped to return to school to be a lawyer, but she required cash to help support her family and her sister's tuition. I found this noble. Though her demeanor suggested a mature adult, her family background was similar to mine. I felt at ease when speaking to her. She didn't need me to impress her.

After about an hour of talking, while ignoring the movie, I timidly kissed her forehead. She responded by kissing my neck and raised her face to mine. I kissed her, starting softly and then intensifying, and she moved closer to me. I felt both her breasts pressing against my chest. But then, the car horn blared loudly! She had pressed the horn button on the steering wheel by accident. She jumped away from me, laughing. "I can't believe I did that. This is so embarrassing," she said.

I joked weakly, "Accidentally honking the horn is a trait of drive-ins. Not me. Um, the horn, I mean." My attempts at smoothness were not very successful.

She scooted over towards me, adjusting me away from the steering wheel. We locked lips in a passionate kiss. Her hand roamed over my back. Leaning back against the car door, she stretched her legs on the car seat. I settled between her legs and continued to kiss her lips, her cheeks, her neck, running my hand through her hair.

"Just wait a second," she said. She released her hair from its ponytail, which fell onto her shoulders in the dim light from a nearby light pole. "This will feel better for you," she said.

I combed my fingers through her hair as I resumed kissing her. "This feels nice," I told her. "I like your hair."

"You are gorgeous," she replied, running her fingers through my hair, down my neck, and over my belt. I leaned heavily against her, the motions felt exquisite. Her hand touched my buttocks and remained there.

That was my cue to move my right hand onto her breast over her heart. I could feel her heart beat rapidly as I touched her bra. She didn't protest once I found her nipple and began sucking on her chest through her blouse. I leaned back to look at her in the faint illumination. She was pressed against the car door, hair a tangled mess, skin glowing in the light from the light pole, and her legs spread open, offering me space to lie down between them, so I could crouch with her skirt still up near her hips. "You're beautiful," I said, firmly believing it. She was clearly not a seven. "Do you want to watch the movie?" Another mistake, I thought, as soon as I said it. "Don't ask, just propose" was the accepted advice on dating.

She chuckled. "I couldn't care less about the movie. You're incredibly good-looking, and I'm enjoying our time together." Her language was unfamiliar to me, including the word "damn."

I peered out of the car to ensure nobody was peering into the window. Then, I began unbuttoning her blouse, and she helped me by arching her back. The blouse slid away, exposing her body. She helped me remove it, showing no hesitation. I then sought to unhook her bra.

"It's simpler using both hands," she said.

"Oh, of course," I replied, attempting to be smooth and cool which I clearly failed at. "I'll do it." I felt foolish, she was leading me step by step. I generally believed experienced women were off-putting. However, her playful and humorous approach wasn't making me feel that way. She was simply pleasant and smiley, chiding me for my incompetence.

I glanced out the car window, checking for any nearby people. A car was parked next to us, but its passengers were invisible. Various people proceeded among the parked vehicles, heading to the concession stands or restrooms, but none of them were close. Relieved, I returned my attention to her bra. After fumbling with the hook, I finally got it unfastened, the strap popped off and slapped into my hand. "Or, would you like to do it?" I offered.

She wrapped her arms around my neck and pulled me toward her, and I kissed her nipples while relishing the curve between her boobs. I slid my hands up and down her limbs, beginning at her calf and moving toward her thighs, then between her spread legs to her thighs. I only reached this far with two women, and both times they turned me down and swatted my hand away. Alice allowed my hand to remain in place.

My penis was noticeably extended beneath the fabric of my blue jeans, and I could feel the moisture there, similar to the wetness that came before I ejaculated when masturbating - an almost daily practice of mine.

I continued my journey, sliding a hand under the fabric of her undies, sensing the hair covering her crotch, discovering her groove, the tiny bump that must be her clitoris, and the entrance to her vagina. This was the first time in my life that I'd felt a pussy. Alice moved when I inserted a finger into her. "Take off my underwear," she suggested.

"I can't believe this is happening," I thought to myself. I sat up and removed her pound denim jeans and unzipped the fly, allowing her legs to be free from me before taking off her pants and tossing them in the back seat. I gazed down at her. She was completely naked. I could see the patch of dark hair covering her pussy, the long brown hair obscuring her dark nipples and white breasts, her face upturned to look at me, waiting. "Oh, damn," I said to myself. "I don't have a condom. I didn't anticipate this. Would she fuck me without one?"

She swiftly undid the button holding my pants on, unzipped the fly, and reached into my briefs to extract my meat. She inspected it, then said, "I want you."

I didn't hesitate. I pulled down my pants and my shorts to my knees. Fortunately, I was wearing boxers rather than the tight underwear my mother always bought me. Boxers appeared more mature. I crouched over her and she took my erection in her hand and pointed it towards her vagina, whereupon I lay on top of her, entering her and we gasped in unison.

Then, there was the thumping on the car window. "Come on, kids, get out of here! The movie's over and I'm locking the gates." The face of an older man appeared at the window, shouting at us. I'm unsure if he could see our connected bodies or not, but I panicked. I pulled my penis out of her and sat up, attempting to force my jeans over my naked buttocks and groin. Alice remained in her position on the car seat, unclothed.

"We have to depart," I said. I completed dressing and started the car. Alice sat up but made no move to put on any of her garments. I inquired, "Will you accompany me home?"

"No!" she exclaimed firmly. "I want to complete what we've started. I want you to fuck me." She kissed my cheek while stroking my groin.

In those days, "fuck" was a term known to all boys over the age of about twelve - but I'd never heard it from the mouth of a woman. I was being seduced - and loving it!

"Know a place we can go?" she inquired. She unzipped my denim jeans and plunged her hand inside, caressing my meat.

I pondered for a moment. "The road to the country club is unoccupied. It's close. We'll go there." She rubbed my penis with her hand. "Not too hard," I said. "I want to also...um...fuck you."

She moved her hand away from my penis and planted a kiss on my neck as I drove. "I'm going to have sex!" ran through my mind. "Finally! This woman knows what she's doing. This isn't her first time."

I parked at the entrance of the country club and stopped on the dirt shoulder by a tree. The moon was obscured by a cloud, making it too dark to see.

"Let's get in the back seat," she said. "There's more space there. And I won't set off the horn," she said with a chuckle. I opened the car door. The interior light was on for a moment, and I admired her nude body. Then, I stepped outside.

I leaned in and touched my lips to hers, pushing her up against the car door as I nestled my penis between her legs. "Let's do this," I murmured against her lips, and we broke apart. She opened the back door of the car and lay down on the seat, spreading her legs wide. "She's an eight," I mused internally. "And pathetic old me, the guy who lately struggles with women, is about to fuck her." I removed my pants and underwear and left them in the front seat. I slid into the back seat, crouching between her legs, shutting the car door behind myself, and darkness surrounded us. I reached for her crotch with my hand and slipped a finger inside her. My fingertip felt her wetness. I leaned forward, crouching, and slipped my penis inside her. She lifted her legs to make room for me, putting them over my shoulders. I began to stroke, feeling her, the softness of her vagina walls, the circumference of my penis rubbing against something deep inside her, her pubic bone pressed hard against me.

"I want you! I want you!" She was almost shouting. "Fuck me hard!" I positioned my hands beneath her hips, lifted her up, and lowered her onto me. The back seat was too narrow for me to fully recline, so I crouched above her. I increased the pace of my strokes and she met my rhythm, pushing into my penis so fiercely it ached a bit, lifting her hips to take me deeper and deeper, our bodies colliding audibly.

"I'm about to cum," I said. "I'm going to....uh....finish."

"I'm almost there," she gasped. "Keep going as long as you can."

I felt the buildup of an orgasm, my cock pulsing within her, the intensity of my ejaculate. I resisted the urge to stop my thrusts while ejaculating and continued thrusted as hard as possible. I could feel my penis softening when she cried out, "There it is! Now! I'm cumming! Cumming! Oh, Lord! That was so good." She raised her hips in ecstasy, paused a long moment, and then lay back on the seat. "Wow, wow, wow. So, so good. Thank you!"

My initial thought was, "I had no idea women referred to climax as 'cumming.' My second thought was, "Damn it! I am no longer a virgin. I want to do that again." My penis was now flaccid and slipped out of her, leaving me seated with her legs still over my shoulders. She was exquisite. The moon peeked out from behind a cloud, highlighting her body, her parted lips, the rise and fall of her chest as she strived for breath, the reflective moonlight glimmering on her breasts and erect nipples. I detected a trickle of my cum at my knees. "That must be my cum oozing out of her. I must have ejaculated a gallon," I thought.

She relaxed, her breathing returning to normal. She stretched out her arms and smiled at me. "That was amazing," she said. "And I also need to pee."

"Sure, sure," I replied. "Me, too." I got out of the car and helped her to her feet, then shut the door.

She took a couple of steps and squatted on the ground. I had never seen a girl urinate before. I took a few steps away and released my own stream of urine. Alice joined me and wrapped her hand around my penis, directing my urine into an arc over the ground. I was surprised.

"I enjoy doing that," she laughed. By the time I finished peeing, I was again erect. She giggled again. "Wow, that was a quick recovery."

We stood there silently against the car, my arms around her, and one of her hands on my erection, which was back to its rigid state.

"Was it your first time?" she inquired.

"Well, er...not quite," I stuttered. "I've engaged in a few activities...but never finished the act."

"I'm honored that I was the one to take your virginity. You've got quite the future as a lover."

"You think so?"

"Absolutely. A hard guy is not easy to find," she chuckled. "As you could have guessed, I'm not a virgin. But I'm also not a slut. I haven't been fucked in a while. I needed it. As you experienced, I needed it a lot."

"Can we continue this afterwards?"

"No," she raised the head to kiss me but her tone was firm. "This is a one-time event. Don't take offense. I enjoyed you, I loved your penis inside me. Under different conditions, I could have fucked your mind out. But, I have to go home tomorrow and can't get into a continuing relationship." Don't take it amiss. To clarify - I enjoyed you, I loved having your penis in me. Under different circumstances, I could have fucked you for hours. But, I have to return home tomorrow, and can't pursue a long-term affair."

"Yes, I took my wedding ring off and asked my sister not to tell you I was married. I'm hoping this deception doesn't upset you."

"Why are you married? And how old are you?"

"You slept with me. You're entitled to know my identity. I'm twenty-three, and I've been married for less than two years. My husband is an army lieutenant and has been in Vietnam fighting the war for the last two months. He's there for a year if he survives. I'm terrified."

"Your fear is justified."

"We're very happy together. We have sex every day, sometimes twice. And before my husband, I slept with a few other men, and I slept with them often too. But I haven't had sex for two months, and I've never gone that long without it in the last five years. This will help me survive until my husband returns. So, I forever salute you. I won't forget this night, and I will remember you. Think of me as you wish." She kissed me on the lips.

"I think you're amazing." I tried to crack a joke. "And if you need something again, don't hesitate to ask."

She stroked me rapidly. "I'll need your help very soon. Are you up for it?"

"Your hand is proving it." I pushed my penis into her hand. "You said you had two secrets for me. What was the second?"

"I'm pregnant."

"What?"

"It's not so surprising. Married women can get pregnant, and pregnant women can fuck. I'm only about two months along. I won't show for another month or so. It doesn't harm the baby to have sex. And if you're not disgusted by my revelations, you can fuck me again."

"My penis is standing ready for action."

"One last thing before we do it again."

"I'm listening."

"Why don't you ask my sister out? She's your age, still a virgin, and doesn't really like that friend of yours, Darrell. He's always trying to push her to do more than she wants. You're not like that. I like you. You seem like a pleasant person. You two might make a great couple."

"Asking your sister out... that sounds a bit like...?"

"Yes, incest. Sort of. Just remember I won't be mad if you go out with my sister. I'm not going to fuck you again tonight. You could use a girlfriend."

"I think you're gorgeous."

"Stop telling lies. Open the car door and let's get inside and make love. Consider what I said about my sister. You would make a fantastic pair."

"Do you think she suspects what we've been doing this evening?"

"Yes, but women are practical, not prudish. You're a catch. You just don't know it yet."

"I'll think about your sister." She moved to the back seat of the car and I followed her, settling between her spread legs.

"Can I suck your penis?" she inquired.

"Oh, yes." I let her guide me forward, positioning myself on her chest, until she grasp my penis with her mouth. She licked it and welcomed it into her mouth. I moaned in ecstasy.

"Don't ejaculate," she urged. "I want you to fuck me once more."

"Then, you need to cease your actions." I extracted my penis from her mouth and rolled downward to where she was spread out between her thighs. My penis was twitching. Uncontrollably. "Let me rest a minute," I said. "I won't last long."

"Kiss me while you calm down."

I wasn't exactly sure where she desired me to kiss her. I dove into uncharted territory by bending down over her sex organ and kissing her, touching my lips against her clitoris, and plunging my tongue into her vagina. Eating a woman was above my wildest dreams!

"Oh, God! That feels great!" she exclaimed. "Now, fuck me -- and let's have simultaneous climaxes."

"Is it acceptable for me to lay on you? Considering you're pregnant."

"Silly guy, it won't hurt me. Fuck me as hard as you like."

I slid into her and began to stroke, although I'd promised to take it slowly, we exploded together with an orgasm as magnificent as fireworks, lasting all night. I've never had a better one.

I refused to claim the ten bucks Darrell offered me if I slept with Alice on our blind date. It's better for only me and Alice to know the truth. And probably Alice's sister too.

I really wanted to see Alice again and repeat the magic we had during our one-time encounter, but I respected her declaration that our relationship was a one-time thing. A few weeks later, I asked Alice's sister out on a date. She turned out to be just as enjoyable and open-minded as her older sister. She never brought up her sister's date with me - it seemed wiser to stay quiet. I have no idea what I would've said had she asked. I'm not very good at lying.

My sister-in-law and I ended up getting married. That was fifty years ago. We still regularly meet up with Alice and her husband (who made it through the Vietnam War). Sometimes, Alice shoots me a knowing glance to remind me that she hasn't forgotten our one-night stand.

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