Virgin Lover: A Forbidden Romance of Losing Her Cherry

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Terri’s Cherry


I first saw her at a local dirt race track. The track was located on the southern edge of a southwestern desert city. It was a hot Friday night in July of 1977. Earlier in the evening my car had suffered mechanical troubles so, I was out of the show for the night. Instead of racing, I was wandering around the pit area socializing with my friends and competitors.

One of those friends pointed out a young lady hanging out in a pit several slots down from my disabled car. She was with one of the rookie competitors, and seemed to be quite confused by her surroundings. Being the friendly, and horny, type that I am, I wandered over and introduced myself.

Her name was Terri, and she knew practically nothing about stock car racing. She said. I have no idea how the program is run here. How do you know what’s next?

“So, when I offered to explain the track’s procedures and get her a close up view of some of the better cars, she quickly accepted.

We spent the rest of the evening wandering around the track’s pit area, looking at cars, and getting to know one another.

Terri was young. She told me she was twenty-one-years-old. I was twenty-eight. I found out about a week later she had told me a little white lie that first night. She was really nineteen. She was 5’6” and a little on the hefty side, just the way I had come to like them. She weighed about 200 pounds and, like most bigger girls, had a great set of tits.

Of all the nights to meet a new friend, I was unable to see her again as soon as I would have liked. I was leaving very early the next morning for a business/vacation trip to Los Angles. I would be gone all the next week. So, as the night at the track came to an end, I got her phone number and promised to call her when I returned from California. With a quick kiss and we parted.

I returned home the next weekend at about 2:00 PM Saturday afternoon. To Terri’s surprise, I called her as soon as I got in my door. I was pleased when she accepted my invitation for dinner and a movie. It somewhat surprised her when I requested she wear a dress. In the past, when she had gone out with her friends, she had usually worn jeans. I had to explain to her that we were not going to McDonald’s and a drive-in theater. That was the kind of evening she was used to with her high school friends.

When I picked her up early that evening, I went to her door as opposed to just blowing my horn in her driveway. A gentleman should always go to the door to meet his date. Opening the car door for her is a nice touch as well.

Terri was wearing a light, snug fitting, blue and white print dress that came down to just above her knees. The front tapered to a point about even with her nipple line. Buttons ran from that point to her waist. This afforded me a nice view of her ample cleavage and offered easy access should an opportunity present itself later that night.

A nice downtown Polynesian restaurant was our first destination. Our mahi-mahi was delicious. After dinner, we took in a movie at a theater near my home. I didn’t see much of the film. I was too busy watching her breasts trying to escape the confines of that dress. Every time I tried to stroke the top of one of her breasts, Terri smiled and gently moved my hand away. Holding her hand was as close to her breasts as I was allowed to get at that time.

When the movie ended, I was pleasantly surprised when she accepted my invitation to come to my place for a drink.

After getting into my car in the theater’s parking lot, she slid over and sat close to me. I put my arm over her shoulders and pulled her closer. That afforded me the chance to brush the swell of her tits with my right hand. Though she didn’t pull away, she did tense up. I could tell Terri was not used to such familiarity. I lightened my touch, but did not stop stroking the exposed portion of her tits.

After a short time on the road, Terri placed her left hand on my right leg just above the knee. That’s how she stayed until we reached my home.

Upon entering my home, Terri seemed a little nervous. I led her to my living room couch, turned on some music, and left to prepare the screwdriver she had requested. When I returned with our drinks, Terri downed hers fairly rapidly and asked for another. I advised her to slow down. I didn’t need, or want, a drunk and/or sick girl on my hands. I’ve had that unpleasant experience and didn’t want it again. The next couple of drinks were consumed at a more leisurely pace.

After talking on the couch for a short time, we began dancing in my living room. As we danced, I ran my hands up and down her back from her neck to her nice round ass.

When I passionately kissed her lips, I could feel Terri relaxing in my arms. As our tongues danced with each other, I firmly squeezed both of her ass cheeks. That got a small sigh from her. I then lowered my head and planted a long wet kiss between her big tits.

Returning to the couch, it was then time to move on to some serious petting. I had hopes of getting some pussy from this sweet young thing before the night was over.

With my right arm over Terri’s shoulders, I again kissed between her tits. It didn’t take long for me to be rubbing those tits through her dress. She was quietly moaning. I slowly unfastened her dress buttons. A few minutes later, her dress had been lowered off her shoulders. As I unclasped her bra, a gasp escaped her throat. Terri then closed her eyes and leaned her head back against my cradling arm.

I immediately went to work on her beautiful tits. I licked, sucked, and fondled them with a relish. As I said earlier, they were a real nice set of tits. They turned out to be 36Ds and much more than a hand and mouth full. Her nipples were soon erect. She began rubbing the sides of her tits and pushing them toward my eager mouth.

Being a breast man, I can play with a nice set of tits for hours. However, that night, I had another objective in mind. Pussy!

As I continued working on her tits, I finished unbuttoning her dress and began rubbing lower and lower on her soft smooth belly. I reached her panties and gently rubbed her bush through them. I was soon slowly stroking up and down her panty-covered slit.

Terri was moaning softly, and almost imperceptibly lifting her pelvis to meet my touch. Her lubricating juices were beginning to soak her panties.

The only thing between my fingers and the objective of my desire was a thin piece of cloth. Gently, I pulled Terri’s panties to the side and started petting her pussy. She seemed quite tight as I began to insert a finger.

Just as I got my finger inside her outer pussy lips, Terri seemed to freeze up. She firmly gave an order. “Stop!”

Of course, I stopped. I asked her what was the matter. She didn’t say a word. My hand was still on her pussy. Then it hit me. I asked. “Are you a virgin?”

She replied. “Yes, and I intend to stay that way.”

I had been with many women before, but I had never run into a real live virgin. The only thing I could manage to say was rather lame. “That’s cool.” I then put her panties back over her slit and stroked her bush.

We continued to pet for a while, but the excitement and the hard-on I had a few minutes earlier were both gone. A short time later, I took her home. Terri told me later that she didn’t think I would ever call her again.

Brother, was she wrong.

As the summer progressed, I continued to see Terri. By late summer she would frequently let me pet her pussy, but no more. A single finger sometimes entered her outer pussy lips, but I was very careful not to do any damage we might both regret. She had gotten to where she would tentatively stroke my dick but seldom to the point of getting me off.

One night, after going out to dinner, we were parked in front of her parents’ house. Snuggling before she went in had become a ritual. I was squeezing her tits as she stroked my hard cock. All of the sudden, without saying a word, she turned, bent over, and took my cock into her mouth. She had refused to do that up until that moment.

Since she already had me horny as hell, I told her. “It won’t take much of that to get me off!”

She didn’t slow down a bit. If anything, she went even faster. As my cock began hitting the back of her mouth, I began to cum. Terri stopped bobbing up and down and held me deep in her mouth at the entrance to her throat.

I let go spurt after spurt of cum into her hot mouth. It seemed like I pumped a quart of cum into Terri’s mouth. She swallowed every drop of my load. She then licked me clean, sat up, kissed me, and went inside.

Several months later, we began talking about getting married. We settled on a date in the middle of December. I still wasn’t getting any pussy, but she would jack me off now and then. I only got the one blowjob.

In early November, we had been out visiting some of our friends. After leaving our friends home, we stopped at a drive-through fast food joint to get dinner. We took our burgers back to my place to eat them. We watched TV as we sat there eating. As soon as I finished my sandwich, I began playing with her tits. She continued to eat. I loved standing behind her and distracting her by squeezing both of those big tits. When she finished her burger, she put down her soda, half turned, and tilted her head back. We kissed fervently.

Without saying a word, Terri rose, took my hand, and led me to my bed. We had spent many evenings petting each other on that bed. Much to my frustration, we had gone no further than petting. I figured that night would be no different. Especially, since we were to be married in less than a month. Terri had frequently stressed how she wanted to be a virgin on her wedding night.

As usual, we began by me slowly removing her blouse and bra to give me access to her wonderful tits. I had told her many times how beautiful they were and how much I loved playing with them. Sucking her tits quickly brought her nipples to an erection.

Terri stroked my dick through my pants. It wasn’t long before I had a raging hard-on. It was such a relief when she lowered my zipper and took my dick into her hand. As she stroked, and I sucked, I heard her whisper. “Please finger me.”

I was more than happy to oblige. As soon as I had her jeans unzipped, she lifted her hips and helped me take them off. I removed my pants at the same time. As my mouth returned to her tits, my hand soon found its way into her panties and began sliding a finger up and down her tight virgin slit. Becoming bolder, I slid her panties down and gently slipped a finger into the outer lips of her love tunnel. I began slow shallow strokes. I was still taking care not to do any damage to her cherry. She responded by lifting her pussy toward my hand.

It shocked me to hear her whisper again. “More!”

A second finger found its way into her pussy. She began to moan as I used my thumb to massage her clit.

Again, I heard. “More!”

Since I had known Terri, she hadn’t had an orgasm. She said she didn’t know if she had ever had one. That told me she had probably never gotten herself off. Since she had gotten me off several times that summer, I thought I should at least try to return to favor, even if I couldn’t have sex with her.

I removed my fingers, and she sighed with disappointment. She perked back up when I moved toward the foot of the bed and finished removing her panties. I spread her legs and lay down between them with my head about a foot from her pussy. I returned to fingering her. First one, then two fingers found their way into her tight hole. Her pussy began to loosen, but just barely. She was moaning even more than before when my free hand began rubbing her bush and clit.

Again, I heard. “More!”

Her hips started to gently rise and fall. Slowly at first, then more rapidly she humped up toward my fondling hand. I could see she was nearing her first orgasm.

Just when I thought she was about to let go, I quickly removed my fingers, moved up, and covered her pussy with my mouth. My tongue was licking from the bottom of her pussy lips to her clit. As she lifted her hips clear off the bed, she grabbed my head and pulled it tightly to her pussy. I firmly sucked her clit, and she went over the edge.

“Oh, oh, oh, ooooooooh!” She cried out. Terri experienced her first orgasm.

I looked into her eyes and they were glazed. A soft smile was on her lips. I slowly started inserting my tongue into her pussy. Terri’s groans and desires started building again. She was twisting and pulling her own erect nipples. She whispered something I didn’t think I heard just right. I shifted to lick her nipples, and she said it again. “I want you!”

I was in heaven and shock. I told her she would have me in about a month. Kind of reversed from what you’d expect, isn’t it?

She said. “No, I want you now.”

“Are you sure?”

“Yes!” She said emphatically.

Without further talk, I moved to place my dick at the opening of her pussy. Very gently and slowly, I pushed just the head of my dick into Terri’s virgin pussy. It took all the will power I had to keep from plunging my entire cock into her tight pussy and taking her virginity. Again, I asked if she was sure.

She responded by raising her knees, squeezing my neck, and pivoting her pussy to give me a better angle into her tight hole.

I gave her a little more cock and slowly began to take very shallow strokes. It wasn’t long before I bumped into her hymen. That membrane had guarded her inner treasures for nearly twenty years. Holding my cock against her hymen, I asked for the third time if she was sure.

“Do it! Make love to me all the way. Please take me.” She was practically begging.

With that, I told her to hold me tight, and she did. I pulled back about an inch and shoved forward. I felt my cock's head meet, then break through, the resistance of her cherry.

She gave a small yelp, and her entire body tightened. I pulled back to where just the head of my cock was still in her. I waited just a second before plunging fully into Terri’s extremely tight pussy.

With my balls resting on her ass, my cock fully buried in her pussy, I held perfectly still until her body began to relax. As I looked at her, Terri had a tear on her cheek and a slight smile on her lips. Slowly, very slowly, I started stroking in and out of the tightest pussy I’ve ever been in.

Terri relaxed some, but I’m here to tell you, it was not like most of the stories you’ve read. After a few strokes, she didn’t start humping her ass off while yelling for me to fuck her harder. As she relaxed, I sped up a just bit. As tight as Terri was, it didn’t take long for me to cum. Even then, I didn’t just ram into her. After all, this was the girl I loved and was about to marry. As I began to cum, I shoved completely into her depths, pressed my cock against her cervix, and held it there.

She groaned and held me tighter. With a smile on her lips, she softly said. “I can feel your dick pulsing in me. I can feel your cum filling me.”

After I gave her my load deep in her pussy, we lay without moving for a while. I just kissed her neck and nibbled her ears. Terri responded to my kisses very affectionately. Then, a few more gentle strokes, and I pulled out and lay next to her. We tightly held each other for a long time that night.

We didn’t fuck again until our wedding night. She was still almost as tight as the night I popped her cherry. It took two weeks before Terri began to really enjoy getting fucked.

It has now been nearly three decades since I popped Terri’s cherry. We’re still together, still fucking often, albeit not nearly as energetically. She still has the bloody sheet on which she lost her cherry. Since that special night, Terri has learned many tricks that keep our sex life interesting, but that’s another story.