It was a warm summer night in nineteen seventy-four, and I was sitting in the front seat of my boyfriend’s full-size Ford, making out. Earlier, we went to a drive-in for burgers and sodas, our usual Friday night date. While eating, Bob produced a small bottle of whiskey, adding it to our drinks. Before leaving the drive-in, Bob ordered two sodas to go.
Bob was twenty-four, almost four years older than me. We met in the building café where I worked and developed a friendship before he asked me for a date. I was enamored with him and agreed to a date. We went out several times before he kissed me the first time. While I had dated other boys, my sexual experience was limited. One other boy I dated felt me up over my clothes but broke up when I wouldn’t go further. After dating for two months, I didn’t complain when Bob massaged my breasts.
As our session heated, Bob undid the buttons of my blouse, pulled the tails out of my shorts, and spread my shirt open. He gazed at my bra-covered breasts, then looked into my eyes.
“You have great boobs, Laura,” Bob said. This was the first time he opened my shirt.
“Thanks,” I said.
Placing his hands on my breasts, he massaged them. I pressed my mouth to his, kissing him as he moved a hand behind me. Bob rubbed my back for a moment, felt him fumbling with the clasp of my bra, then it went slack. When he pushed my bra up, exposing my boobs, I gasped. Covered my boobs with his hands, caressing my bare flesh.
Bob broke our kiss, leaned back, and looked at my chest. I was afraid he wouldn’t like my softball-sized breasts, but I needn’t worry. A smile grew on his face as he removed my blouse and bra. Dropping his head, he kissed my boobs, then sucked one of my nipples, causing a tingling between my legs.
“Is this okay?” Bob asked while looking into my eyes.
I nodded. “Yes.”
Bob returned his mouth to my boob and sucked my nipple while I held his head against my chest. After a few moments, he stopped, sat back, and handed me my soda. I drank the whiskey-laced cola, feeling it warm me.
We rested for a few minutes, then picked up where we’d left off. Bob alternated between sucking my nipples and kissing me. Before the end of our date, I came from his attention to my breasts.
Our next date was a repeat of the last one. The only difference was while kissing my naked breasts, Bob rubbed my pussy through my shorts. When I came, I thought I’d pass out. I played with myself, but the feeling of Bob’s hand rubbing my pussy was more intense.
Later, as I lay in bed reading one of my romance novels, I ran my fingers through my dark pubic hair and rubbed my naked pussy, wondering how it would feel to have Bob touch me. I decided I would welcome his hand in my pants if he wanted to touch me. The steamy scenes in the stories fueled my thoughts regarding sex.
When I inserted two fingers into my pussy, I winced. My hymen was still partly intact and pinched when I pressed against it. I used tampons, so there was an opening. However, it wasn’t big enough to accept the two digits I tried to use to penetrate me.
While toying with the membrane guarding my virginity, I thought about the first time I’d have sex, knowing it would hurt. As I thought about it, I realized it might take away the pleasure. I went to my bathroom, drew a bath, stripped, and settled into the tub. Resting against the back of the tub, I toyed with my breasts and pussy. As I played, I felt myself becoming turned on.
When my orgasm approached, I shoved my ring and middle fingers into my pussy. I gasped, feeling the stinging sensation of my hymen ripping. Keeping my hand still, I held my fingers inside me, waiting for the throbbing to stop. Glancing down, I noticed the pink water between my legs.
I played with myself for the remainder of the week when I went to bed. Finding my fingers weren’t enough, I used the handle of my hairbrush in my pussy. My favorite way to masturbate was on my hand and knees, drilling myself with the thick handle of the brush. I was happy my parents slept in a bedroom on the first floor, leaving the second floor to me. My brother used to have one of the two bedrooms upstairs, but he was in the service.
My best friend Kim asked me if I wanted to meet after work Wednesday evening. I told her I would and agreed to meet at one of the local bars for happy hour. She attended college out of state, so I hadn’t seen her for months but was home for the summer.
“Hi, Laura, over here,” Kim called out when I entered the bar.
“Hi, Kim. How’s it going?” I said as I sat at the table.
“I’m doing great. How about you?”
“I’m dating a guy I met at work. Bob and I go out on Friday night. Are you still seeing Steve?”
Kim and Steve started dating after high school and have been together since.
“Yes. Steve comes to school almost every weekend.” Kim stopped talking when a server came to the table to take our drink orders. “He gets a motel room, and we seldom leave except to eat.”
Kim told me she and Steve shared their virginity before she left for school. I never asked her for details. The server delivered our drinks, then left us alone.
Leaning closer, Kim said, “So, how is Bob’s dick? Does he have a nice one?”
“I don’t know. I’ve never seen it.”
“Really? How long have you two been dating?”
“We’ve been going out for about three months. We make out, and Bob feels me up, but that’s it.” Kim listened as I gave her details of what Bob and I did together.
“Damn, Laura, you better get with the program, or your boyfriend will find someone else. You shouldn’t leave him high and dry after he gets you off.”
“How long did you date Steve before you guys did anything?”
Kim chuckled, looked around, and said, “Steve felt me up on our second date, and I jacked him off the fourth time we went out. On our fifth date, I gave him a blowjob. We fucked two weeks later.”
“He didn’t force you, did he?” I asked.
Kim laughed and shook her head. “Hell no! I liked him and didn’t want Steve to go out with other girls. My sister told me it was the golden rule of sex.”
When I scrunched my brow, Kim said, “You know. Do unto others as you would have them do unto you. If your boyfriend gets you off, it’s only fair you do the same for him. Besides, sex is fun.”
While talking, the server came to the table, and we ordered another drink. Kim and I sipped our cocktails as she gave me details of what she and Steve did together. When I asked about oral sex, she chuckled.
“Oral sex is the best. I love giving and receiving,” Kim said.
Kim and I ordered dinner. We spent the evening discussing her relationship with Steve, among other things. By the time we left the bar, I had more questions than answers. The descriptions of sex Kim related were like some I’d read in the stories I read.
On Friday, after work, I stood in my bedroom wrapped in a towel. I’d showered and fixed my light brown hair, pulling it into a ponytail. Now I needed to decide on my outfit. In the past, I always wore a blouse and shorts or jeans. This night, I decided on a halter top and skirt. Since meeting with Kim, my mind spun. Some of the things she said made sense.
Not long after graduating, I decided to get birth control. I didn’t have a boyfriend at the time but wanted to be prepared if and when I decided to have sex. I wasn’t sure if or when I would have sex with Bob. There were two things I knew for sure. I wouldn’t become pregnant and didn’t want my first time in a car.
Bob smiled when he picked me up. It was the first time I had worn a skirt on a date.
“You look great tonight, Laura,” Bob said after getting into his car.
“Thanks.”
We went for a ride, then Bob pulled into the parking lot of a restaurant. He held my door while I exited the car, took my hand, and led me into the building. It was different from the drive-in restaurants we usually went to.
Bob and I ordered drinks and our meals. While eating, we made small talk. I told him about my brother, and he told me about his family. I learned he was the oldest of three and had a sister and brother. We talked about our jobs and some of the things we liked to do. Bob told me he enjoyed bowling and was in a league. I said I spent my free time at home, reading and watching television.
When we left the restaurant, Bob stopped for sodas before driving to the secluded area where we parked. He mixed whiskey in our sodas, then gave me one. As we sipped our drinks, he moved next to me. We placed our drinks on the dash a few minutes later, came together, and kissed.
Bob removed my halter top and kissed my braless breasts. I held his head, moaning as he sucked my nipples, put a hand on my leg, and slid it under my skirt. When his fingers pressed against my crotch, I opened my legs. Bob rubbed my crotch the last time we went out, but it was over my shorts. The feeling of his fingers against the gusset of my nylon panties was more intense.
After rubbing me for a few minutes, Bob removed his mouth from my breast and kissed me. As his tongue went into my mouth, he slipped his fingers into the leg opening of my panties. I moaned and gasped as someone else touched my bare pussy for the first time. While stroking my pussy, Bob pulled his head back and looked into my eyes. I smiled and spread my legs, letting him know I enjoyed what he was doing.
When he kissed me again, I put my hand on his thigh. Remembering my conversation with Kim, I moved my hand up until I felt his stiff cock, flattened my hand, and rubbed him. While we maintained our kiss, Bob slipped his finger into my pussy. I groaned and gripped his crotch as his finger moved deeper.
As Bob fingered my pussy, Kim’s words echoed in my mind. “Do unto others as you would have them do unto you.” I moved my hands to Bob’s waistband, undid his belt, unbuttoned his slacks, and lowered his zipper. Reaching into the gap, I discovered Bob wasn’t wearing underwear and felt his bare cock.
None of the stories I read could have prepared me for the feeling of Bob’s cock. I curled my fingers around his shaft, moving my hand up and down. He shoved his finger deeper into my pussy, threw his head back, and moaned.
I glanced down and noticed my skirt had risen, and my pink panties were exposed. Bob put his arm around my shoulder, dropped his hand to my breast, massaged it while his finger moved in my pussy, then looked at my hand stroking his cock. The full moon provided enough light to see his genitals. I didn’t think I could be more turned on when Bob added a second finger to my pussy and rubbed my clit with his thumb, sending me higher.
Bob rolled toward me, held my head, and kissed me as my orgasm hit me like a freight train. As my body shook, I felt my pussy quiver and contract around his fingers. While my climax rumbled through me, I felt his cock swell, looked down, and watched his semen shooting out. His spend hit my leg and coated my hand.
“Oh shit, that’s so good,” Bob said. He removed his hand from my crotch.
“What you did was good too.” I chuckled. “I made a mess.”
“Baby, you can make a mess anytime you want. That was the best hand job I’ve had.”
Bob leaned across me, opened the glove box, and searched for napkins. I ensured he wasn’t watching while I licked his semen from my fingers, discovering the taste wasn’t what I expected. Kim said she liked the taste and texture when Steve came in her mouth. I agreed with her.
After cleaning up, Bob and I relaxed while drinking our spiked soda. He repeated what he said about the hand job, and I told him I liked it when he fingered me. A few minutes later, we dressed, and Bob took off. We made out in my driveway for a while, then he said he had to leave. I kissed him, saying I’d see him at lunch on Monday.
When I crawled into bed, I smiled. I didn’t need to play with myself after my date. I helped Mom clean the house on Saturday, did several loads of laundry, then went to my room. While putting away my underwear, I decided to go shopping. I wanted to get sexier bras and panties. Up until then, I bought underwear based on function. My bras were plain white cotton garments, like most of my panties.
At the mall, I selected colorful bikini panties and bras. When I tried the bras, I found my size changed from thirty-four B to thirty-four C. After picking my new underwear, I looked for new dresses and skirts. I didn’t need work clothing but wanted something to wear when I went out. I flipped through the racks and picked items based on how sexy they were and how easy to remove.
While putting my new things away, I thought about my feelings for Bob. We had been dating for almost four months, and I was falling for him. After our last date, I decided I was ready to accelerate our relationship.
I selected a cute blue sundress to wear over my power blue panties and bra for our date the following Friday night. Standing in my room, I looked at myself in the full-length mirror before buttoning the front of the dress. Grinning, I felt I looked sexy and hoped Bob would think so too. When I buttoned my dress, I left the top and bottom two buttons undone. While I fully intended to return home a virgin, I planned to go further than our previous dates.
Bob arrived on time. I went out, opened the door, and slid into the front seat, moving to the middle. He put his arm around me and took off. Like on our last date, Bob took me to a restaurant rather than the drive-in. We chit-chatted as usual, but my thoughts were about what would follow.