The time had come, as it had with any and all teenagers, where sex was all that was on my mind. Hormones were raging and the tiniest sliver of a thought of anything sexual, resulted in potentially hours of masturbation.

But for me, things felt different. Whilst I was certainly attracted to girls/women, I also had a desire to have a sexual experience with a man.

Which made sense to me, since from a young age I embraced my more feminine side, that had now begun to change from innocent clothing, to more risque attire.

I often found myself raiding my sisters and mothers drawers whenever I was home alone, finding lingerie, suspenders, dresses and corsets. I would walk around the empty house with untold confidence in high heels, the soft fabrics gently caressing my skin, driving me wild with lust, until I couldn't hold back any longer and masturbated to the point of escasty.

But as the months went by, masturbating wasn't enough anymore, simply IMAGINING the sexual encounters wasn't enough. Despite my age, I NEEDED to experience the real thing. So I took the first step towards that goal, on the eve of my 16th birthday. I signed up to a gay hookup site, setting up a profile and loading it with pictures of me in various outfits and poses, being careful not to show my face in any of them. A few weeks went by without any messages or matches, so I began to worry that it wasn't going to work, when one day I recieved a message which read;

"Hey there hot stuff!"

That message alone, sent shivers of excitement through me. I immediately checked out thier profile to find that he was a man in his 30's by the name of Richard. Handsome to say the least, so I quickly responded;

"Hi! Glad you like what you see ;-)"

We sent a few more messages back and forth, until he eventually requested moving over to MSN, I immediately created a new profile and added him, the excitment almost bursting through my chest as he continued our conversations well into the night. I felt a buzz whenever I spoke to him, and soon found myself rushing home and hoping he was online. This went on for quite sometime, with cam sessions, roleplays and even simple, mundane conversations, even finding out that we lived not too far from one another. Eventually, the big question came up, Richard asked if I wanted to meet up in person and take things further.

As soon as he asked that question, anxiety hit me like a train. I wanted to take it further, take the plunge and meet with him, but fear and nerves kept preventing me. I wanted to explore myself and my sexuality, but the reality was simple. I had never done anything like this before and as much as I wanted to, I needed to be honest with him. Having not responded to him for a good few minutes, I calmed my nerves as much as I could and without a word, requested a video call.

A few moments passed before he picked up. Before his camera adjusted, I made sure that I was in full view, showing my face as he showed his. A gorgeous smile across it;

"Hello there beautiful" He said, which made me blush on the spot. "Thought about my offer?"

"I have" I said sweetly, though the shakiness in my voice was obvious "But I need to be honest with a couple of things before we go there"

"Okay." He said in a dubious tone, causing my nerves to skyrocket. Wondering if honesty was the way to go, worrying that I'd lose out on the experience if he knew. But I had to know, he deserved an honest experience, same as me.

"I'm a virgin." I say sternly "I've never done anything with anyone before and -"

"And?" He asked curiously.

Nerves setting in again, I needed to say it there and then or not at all;

"I'm 16. I wanted so badly to have an experience with someone like you, but I wanted you to know. I won't blame you if you block me, I just wanted to be honest."

There was an uncomfortable silence for what felt like forever, wherein he just looked me over, I had no idea what he was thinking, so all I could do was wait.

"Thank you for being honest with me, Harry." He said softly "It's rare to find someone that honest"

I forced a smile, hating myself for clearly ruining my chances.

"I'd still like to take things further with you." He said quickly afterwards "When are you free?"

"Next Wednesday!" I blurt out automatically. As if my subconcious knew what he was going to say, ready to give him the time. "I have a half-day, so I'm free then!"

"How about we take the whole day?" He suggest, a smug grin on his face. "Something tells me we might need it." 

I couldn't help but agree with him, so we arranged the time and meeting place before leaving the chat. I put my own affairs in order, claiming I was meeting with friends after school and my mother believed it. Having never skipped school, but having friends who'd done it plenty was definitely a benefit to my situation, all I had to do was tweak it so that they thought I was hooking up with an older woman, and they were more than happy to cover for me.

The day finally came around, the excitment nearly bursting from my chest as I got ready to go, packing school supplies as a cover up for what I was actually takong, various lingerie and a sex toy that I stole from my older sister. I said goodbye to my mother and went out the door, body shaking eith every step. Only one more piece of the plan was to be put into play, so once I was far enough from my house, I called the schools receptionist and put on a sickly voice, claiming I was too unwell to come in that day. The receptionist bought the ruse and wished me well. All I could do at that point was smile.

I texted Richard to let him know I was on my way, to meer me at the library thatbwas only a few minutes from where he lived;

"See you soon, babe X" he sent back, making me giddy as I almost skipped to my destination. Arriving soon enough, I looked around the main entrance, wandering where he was. When I couldn't see him, anxiety began to kick in, fearing that I'd be played for a fool, or worse. Something might happem to me, somethin-

"Harry!" A voice called out, knocking out of my worried trance. I looked behind me to see him, butterflies filling up my stomach as he approached me. I must have been blushing hard as he couldn't help but chuckle;

"Excited?" He said semi-sarcastically, brushing his hand against my cheek which nearly made me putty in his hands.

"And a little nervous" I chuckle coarsly "I-I brought a few th-things, that I though y-you'd like, I mean I like th-

"Harry." He said sweetly, interrupting my stutters "Don't worry, we don't need to fly straight into sex"

He leaned in close to whisper in my ear placing his hand on my lower back as he did;

"If I'm honest, I got a really good view from behind, so I'm just as excited" 

My entire body shuddered with his words, like honey dripping into my very soul. I'd never been this desired before and the feeling was too intense to ignore. But he was right, we didn't have to rush it, instead we took a slow walk back to his house. Talking like old friends would, no-one the wiser to what we were going to be up to soon enough. 

We reached his home and he invited me in, his eyes glued to my ass as I passed him to get inside. We both headed into the living room, where he began to try and make small talk. It was awkward, as the sexual tension between us was incredibly strong, so I interrupted;

 "Richard, I...I want us to get right into it" I said softly, my hands gripping the edges of my school trousers, if only to stave off the nerves.

 "Are you sure?" He responded, sitting opposite me.

 "I'm, breaking so many rules by being here" I chuckle through anxious breathes, trying to calm myself "I've skipped school, lied to my teachers, my friends, my mother even, all so that I could explore a part of me that has been itching to get out for sometime now" 

I pause for a moment, Richard silently nodding, assuring me that he was genuinely listening to me.

 "If I don't act on it, my mind will force me back to my everyday life and I don't want that anymore" with more confidence in my voice, I stand up, slowly unbuttoning my trousers and shirt as I continued to speak.

 "I want...you, Richard and I know that you want me." I say, letting my clothes drop off of my body, stepping out of them to reveal the red lingerie that I was wearing underneath. His eyes widened, as of everything he had just heard and seen had ticked every box off in his head. He stayed silent for a moment, taking in how I looked before standing up and walking over to me, holding my chin in his hand as he pulled me in for a long, sensual kiss. It was my first kiss! My first kiss was with an older man and the feeling was sensational! I closed my eyes and leaned into it, letting him control the motions as I felt his other hand caress my bare skin, his touch sending shockwaves through my entire body, resulting in my cock standing to attention as he pulled away, our breaths heavy as we lingered in the silence before I decided to break it.

 "Will you make me your girl?" I asked bashfully, my cheeks burning red, but my body aching to submit to him, it knew what it wanted. *I* knew what I wanted and I couldn't hold it back anymore.

 "Kneel." He said softly, but his tone of voice commanded pure dominance. That single word made my legs feel like jelly as I was ready to take the final step towards what I wanted. With a small nod, I lowered myself down to the floor, knee's pressing against his hard laminate flooring. As I adjusted, he began to unzip his trousers, where I could see the throbbing bulge pushing against his boxers. My eyes widened as I finally got to see his cock, already semi erect, flop out in front of my face. Literal centimetres away from my lips, passion and lust erased all sense of reason within me as I began to lick and suckle on his shaft.

It. Felt Incredible! The taste, the size, the girth was everything I could've asked for! The moans he let out as I continued to carress his cock with my lips