[FM] Losing my virginity | 2016

As requested, here is the story of how I lost my virginity. This happened with Steven, whom I've mentioned in a couple of my previous stories. I was 21, so I was a bit of a late bloomer, and he was 23. He had slept with a few girls in the past, but he was very sweet and respectful, and I never felt pressured to go any further than I was ready to go.

Steven and I officially became a couple toward the end of December. We had fun for the first few weeks, just making out, exploring each other's bodies, but never went further than oral. Toward the end of January, I finally felt like I was ready to take the next step. I trusted him, and had already come to care quite a bit for him. I felt confident that he felt the same way. He'd actually gotten tipsy one night and almost told me he loved me, which I thought was adorable, though I was glad he didn't actually say it just yet. I had come to find that Steven was very in touch with his emotions, way more than I was. He was so demonstrative with his feelings, whereas I have always been a bit more reserved. To be honest, it was a little overwhelming at first; I'd never known someone who let their emotions flow from them so easily, and without shame. It took a little getting used to, but I found it refreshing, in the end.

When I first told Steven that I wanted to take things further, I think I may have scared him a little. We were over at his place, and had been going pretty hot and heavy. I was more turned on than I'd ever been, and I was so wet that it was going down the insides of my thighs. I whispered in his ear that I didn't want to stop, and I watched as his eyes got big when he realized what I meant. He asked me if I was sure, and I nodded. We kissed for another minute or so, and I reached between his legs, only to find that his dick had gone soft. This was the first and only time this happened between us, and I imagine the thought of actually, finally, taking my virginity (which he had never done to anyone else) must have been pretty daunting. He apologized profusely, but I wasn't really bothered by it. Now that we both knew that I was ready to have sex, I knew it wouldn't be very long before it actually happened.

In reality, however, it took a whole other month before we finally did it. It wasn't for lack of trying, either. We tried to have sex again the very next day, but quickly found out that it wasn't going to be as easy as we originally thought. Due to the fact that I never even fingered myself while masturbating, or did anything other than stimulate my clit, I was extremely tight, and he wasn't able to enter me. (I found out later that I'm just tight, regardless- which is mostly a good thing, but comes with it's own set of challenges.)

Over the next month, we tried to have sex whenever we saw each other. No matter how much we tried, though, he just could not get inside me, not even the tip. Needless to say, this started to wear on both of us. I was doing any research I could, but wasn't finding anything terribly helpful. I started experimenting using my fingers to help stretch myself when I was alone. However, due to being raised in a very strict religious atmosphere most of my life, I couldn't shake the feeling that what I was doing was "gross," or "wrong." Oddly, I had never been bothered by the concept of pre-marital sex, and had assumed I would almost definitely have sex before marriage. But, for whatever reason, the act of touching myself- especially to the point of inserting my fingers- was so taboo to me, at the time, that I could only bring myself to do it for a couple minutes before quitting.

Finally, Steven decided to buy me a vibrator that I could use to try and get used to the feeling of having something inside of me. Looking at it, I was a little intimidated, but after weeks of trying and failing at something that I felt should have come naturally, I was ready to do whatever needed to be done.

I took the vibrator home with me and got to work. Honestly, this is the least sexy experience I've ever had with a toy, so I won't bother going into too much detail. Basically, I spent a good amount of time slowly working it inside myself. For some reason, I didn't even turn the vibrator on (no idea what I was thinking), so it was a pretty clinical experience. Once I got it all the way in, I spent some time just moving it around- back and forth, up and down, in and out- until I felt like I knew exactly what to expect for when I came into contact with the real thing.

Flash forward a week, or so. Steven and I hadn't seen each other for a few days, and I was diligently working with my vibrator everyday, slowly getting more comfortable with the sensation. He had been having some serious confrontations with his dad, who lived very close to him and wouldn't leave him alone. I was living with my parents, at the time, about 30 minutes away, and they agreed to let him stay over for a couple days if he wanted. (I may have been raised strictly, but my parents had actually calmed way down, by this point in my life. It just took me a little while to catch up.) He accepted the invitation, and he came over the next day.

Steven and my parents had met once before, and they loved him. Most of my family is more introverted, so having him around felt like we'd gone out to a comedy club, or something. Watching him as he effortlessly entertained me and my family, I could feel myself starting to really fall hard for him.

He and I ate dinner in my room that night. I distinctly remember that we had buffalo wings because he commented on how hot he found it that I wasn't afraid to get messy. That made me laugh (and still does, when I think about it). I couldn't have felt less sexy, but I appreciated that he wasn't put off by me enjoying our food.

We cleaned ourselves up and laid down on my bed to cuddle and watch Futurama. (He'd found me watching it one day as I was waiting for him in the car, and the look of sheer arousal in his eyes was one of the funniest things I've ever seen. Who knew?)

As usual, I couldn't be close to him like this for long before I started to get horny. He was behind me with his arm curled around my stomach and his chin propped up on my shoulder. I usually prefer being the big spoon, honestly, but this position was nice because it made it so easy to tease him. Acting like I was just trying to readjust my position, I moved my hips so that my ass rubbed against his crotch. I did this a couple more times before I felt him starting to get hard against me. "What are you trying to do?" he chuckled, before giving in to my not-so-subtle hints. He lifted his hand and brushed my hair off my neck, lightly kissing the skin there. Burying his face in my hair and breathing in deep, he murmured, "Mmm, you smell so good."

I smiled and my breathing picked up as he trailed a finger down my neck and shoulder, along the dip of my waist, and back up to my hip. Goosebumps popped up all over my body at his light touch, and I rolled my hips against him, feeling his hard cock pressing against me through his jeans. His lips went back to my neck, kissing and sucking more fervently, and I reached back to tug on his hair, sighing and continuing to rub my body against his.

He worked his hand under my shirt, and I realized how hot and feverish my skin was as he glided his palm up my stomach, across my ribs, and coming to rest over my bra. He found my nipple through the fabric, lightly pinching and pulling until it hardened under his touch. A breathless moan escaped my throat as a wave of longing swept over me and came to rest between my thighs.

I couldn't take another minute of not being able to see his face, so I turned around. Grabbing my waist, he pulled me closer and kissed me. Something about the way he touched my face as he eased his tongue into my mouth was just so tender and sexy. For the first time, I really felt that need and overwhelming desire for him to be inside me. Now that I knew somewhat what it felt like, I wanted to see how my vibrator stacked up against a real man filling me up.

My hands dragged down Steven's chest to the waistband of his jeans, clumsily unbuttoning them and pulling his cock out of his boxers. I couldn't help but moan as I began stroking him, imagining the way he'd feel moving inside me. I kissed him, and did the move that I knew drove him wild, sucking on his tongue to the rhythm of my hand moving around him. He growled and kissed me harder. His hand moved under the skirt I was wearing, and he grabbed my ass and gave it a good smack. I squeaked in surprise, as spanking wasn't something we'd ever really talked about. It made me even wetter, though, and I knew my underwear were ruined.

I sat up on my knees and began pulling his shirt off. He returned the favor, and soon were lying naked beside each other. His hand went between my legs. "Wow," he said, giving me a smug look. I blushed and smacked him on the shoulder, then gasped as his finger entered me. Usually, my body required more build-up before I could take one of his (very thick) fingers inside me, but I was so aroused already that it eased right in. It felt amazing. He crooked his finger, making me moan loudly, and he covered up the sound with a kiss.

"You have to be quiet," he told me with a smirk, reminding me that my parents were just down the hall. I gave him a pouty look, but agreed to at least try. I wasn't very successful. After a few more minutes of him fingering me, and me bruising my bottom lip from biting it and trying to be quiet, I couldn't take it anymore. I grabbed his wrist and moved his hand away, getting up on my hands and knees and, without preamble, took his cock in my mouth.

Steven gave a surprised groan and cursed under his breath. Instead of kneeling between his legs like I usually did, I was kneeling beside him with my head between his legs, giving him a good view of my ass. "Mmm, I like this," he whispered, running his hand over my ass before giving it another light slap. I swayed my hips as I worked his cock deeper into my mouth, eliciting a low moan from him. Suddenly, I felt his fingers slide down to my pussy, and he started rubbing my clit. In this position, I felt extra sensitive, and my body jerked and I moaned loudly around him.

"That's right," he growled out, "use my cock to keep yourself quiet." I moaned even louder and my legs began to shake. He'd never talked to me like that before, and the raw sexual potency of his words nearly made me cum on the spot. He continued vigorously working at my clit, and I dug my nails into his thighs. I tried my best to keep blowing him, but I just couldn't concentrate. His fingers moved faster against me, and I lost myself. My orgasm came over me violently, making my whole body tremble. I bucked my hips against his hand, whimpering around his rock hard cock in my mouth.

A few moments later, I turned around and collapsed next to him, breathing hard. He turned on his side and started gently kissing me across my face, moving from my forehead down to my eyes, nose, cheeks, and mouth. I had seen people do this in movies and such before, but I hadn't anticipated just how good it would feel. Steven ran his hand up and down my waist, massaging it, until my breath returned to normal. He looked me in the eyes and said simply, but powerfully, "I want to be inside you so badly."

I whimpered at his words and nodded my head, saying the only thing that came to mind: "Please." I wanted so much for this to work, and I was feeling more hopeful from all of the practice I'd been doing. He gave me a quick kiss and moved to grab a condom. I watched him as he rolled it onto his cock, and I softly kissed his neck when he finished.

I laid back as he moved on top of me, and stifled a shiver of pleasure and anticipation as our bodies met flush with one another. We looked in each other's eyes as he reached down to position himself at my entrance. I gasped and moaned as he pushed inside me for the first time, pleasantly surprised that I didn't feel any pain. Steven closed his eyes and groaned. "Oh, there we go," he whispered to me. I smiled up at him and gripped his shoulders. At his first thrust, I let out a cry that even surprised me. He stopped and looked down at me in concern. "Are you okay?"

I giggled, a little embarrassed. "Yeah, sorry," I said. "It feels... really good."

He smiled down at me. "Yeah?" He gave another thrust, and my back arched up off the bed. It felt so much better than I had imagined. Definitely leagues ahead of my vibrator. Suddenly it all made sense why people chased after this feeling; there was nothing else quite like it. The only thing I didn't really care for was the feel of the condom at first, but I soon forgot about that.

"You still have to be quiet," he warned me with a teasing look.

I rolled my eyes at him and said, impulsively, "Just fuck me."

I had surprised myself, and his teasing expression was replaced with one of pure carnal lust. He kissed me hard and began thrusting, making me moan over and over against his mouth. I wrapped my legs around his hips and dug my nails into his biceps as he slowly picked up the pace. He buried his face in my neck, and I thought I heard him say something like "You're so warm."

I wrapped my arms around him and tried matching his rhythm with my hips. It was a new way of moving that I'd never done before, but I eventually found a good pace, biting back my moans as the pleasure increased.

A few minutes later, Steven paused and looked down at me, his eyes glazed over. " You want to try getting on top?"

The thought made me a little nervous, because I didn't think I'd be very good at it, but figured I may as well give it a shot. "Okay."

We both gasped as his cock slipped out of my pussy as we repositioned ourselves. Letting out a nervous giggle, I straddled his hips and brought myself back down onto him. Having him enter me a second time was just as good, if not better, than the first.

Unsure of myself, I tentatively began rocking my hips. This was a different sensation, but I found I liked it even better than when he was on top of me. I looked down at Steven and he gave me an encouraging nod. I moved more confidently this time, and couldn't hold back a whimper. This back and forth grinding motion felt so good, hitting every pleasurable place inside of me. Not to mention, my clit could rub up against his groin, adding even more to the sensation.

I went a bit harder and faster, and I heard Steven murmur, "There you go," as he reached up to squeeze my tits and play with my nipples. My brain shut off, and my body took over. I leaned forward, pressing my hands into his chest, raking my nails across his skin. I brought my body down to lay on top of him, testing the angle to see how it would feel. I sort of twerked my hips so that my pussy was moving up and down his cock, and he made a noise, grabbing my ass and moving me faster. I moaned against his chest before sitting back up. He took hold of my hips, and held me still above him as he thrust his hips upwards, rapidly pumping in and out of me. That move felt amazing, and I stifled a cry as my pussy tightened around him.

I sank back down onto him fully and started grinding again, occasionally bouncing up and down on his cock. I could tell he liked when I did that, so I went even faster. I started to feel a little self-conscious because my tits were bouncing around as I moved up and down, but the way he was staring at them told me he was enjoying the show. Steven started adding in his own thrusts every time I came down on him, making it feel like he was going even deeper.

Suddenly, he grunted and grabbed my hips, slamming me down hard on him. Thinking he might be about to cum, I ground against his cock as hard and as fast as I could. I saw his eyes go up into the back of his head, and he let out a rough gasp. I felt his cock twitch inside me, and I knew he was done. I continued to ride him through his orgasm before slowly coming to a stop.

I got off of him with a gasp and lay down next to him, utterly exhausted. I'd always imagined cuddling after sex, but at that moment, we were both way too hot to even think about getting close. My muscles spasmed as I tried to catch my breath. Though I hadn't experienced any pain during the sex, it didn't take long after we were done to realize how sore I already felt. (It would be a few days before we could have sex again, much to Steven's disappointment.)

Finally able to talk, I looked over at him, wiping the sweat from my brow. "Was that okay?" I asked, nervously. I knew he had cum, but that didn't necessarily mean it was any good for him.

He looked at me and gave a tired laugh. "It was definitely worth the wait," he said, kissing me lightly. "How about you? How was it for your first time?"

"Way better than I expected," I told him, grinning. "I didn't think I'd really enjoy it until after the first few times, at least. But that felt amazing."

He gave me a sly wink. "And it just gets better with practice."