Chapter 78 – Taking Caiden’s Virginity
As it turned out, Caiden was telling the truth when he said that his bedroom was not all that far away. After a few more turns here and there, we arrived at the hallway that contained the door to his bedroom. What’s more, apparently his bedroom was only a few doors down from the rooms Vel and I had been shown. No doubt this information would come in handy sometime later, whenever I felt like paying the handsome young man a late-night visit.
With an eager spring in his step, Caiden led me to the door and into his bedroom. Inside was a fairly spacious area. Although it was only a bedroom, it was bigger than the entirety of the log cabin that Vel grew up in. Various dressers, wardrobes, desks, and bookshelves lined the ornate wooden walls of the room, covered in a scattering of personal belongings, giving the space a real lived-in look.
On the ground, in front of a large four-poster bed, was a dark black bear rug of impossible size. Given that the rug could have only come from a bear twice the size of a normal one, if we were back on Earth, I would have assumed such a thing to be an artificial creation, but here, in this world, it was more than likely real. As interesting as the size of the creature that rug came from was, my attention was focused mainly on the bed, which was the focal point of this room’s decor.
Various sheets of white silk hung from the four posts and were joined up top in the framework. Down below, the mattress and pillows were covered in matching white silk sheets that looked so damned soft and smooth, and that was just what they looked like. I could only imagine how soft they actually felt. Well, technically I didn’t just have to imagine it as I would be feeling it for myself soon enough.
To that end, I turned my attention to the handsome young man that had accompanied me here. As he shut the door behind us, I pushed him up against said door and went in for another kiss, bringing my eager, soft lips to meet his more rugged, firm ones.
Positioned like that, he was helpless against me as I pressed my body up against his and forced my tongue into his mouth. Although as helpless as he was, it wasn’t at all like he didn’t want this. No, he was more than eager for what was happening, as evident by his ineffective but eager attempts to return the embrace, which were mainly focused on his tongue while completely ignoring the fact that he had a pair of hands uselessly hanging to his sides.
I was sure he was going to get better at this the more experience he got, but a little push in the right direction wasn’t going to hurt him. As such, I pulled my lips away from his own and brought them to his ear, where I whispered. "You know you can touch me, right?"
"I ah… right… Sorry…" The man blushed and needlessly apologised, but he seemed to get the message.
When next I moved my lips to his and began to passionately kiss the young man, his hands didn’t hang uselessly at his sides. Instead, they held onto me, slowly inching further and further away from the small of my back as he explored the limits of what I was comfortable with. Luckily for him, I had very little, if no, limits for him to reach, and soon enough, said hands were firmly on my butt, coping a feel of my rear through the smooth silk of my dress.
As the kiss continued and the young man seemed to focus greatly on my butt, it was eventually time to pull away. Although I greatly enjoyed kissing him and having my butt groped, those weren't the reasons we came here. However, as I pulled my lips away from Caiden, he mistook my action for something else, and in his nervous, self-conscious nature, he couldn’t help but needlessly apologise. "Ah, sorry!"
The young man’s meek and shy side could be cute at times, but this wasn’t one of them. If he kept apologising for every little thing, whether or not he should apologise, it would ruin the mood. As such, I set about trying to fix this.
Reaching up with a hand, I lifted Caiden’s face with a gentle pair of hands resting on his jaw. Once and only once, when the young man was looking directly into my eyes, I then said. "Stop saying sorry when you have nothing to apologise for. If you do something wrong, I will tell you. Otherwise, enjoy yourself. You only get to lose your virginity once."
"I…" The man spoke up, and I could tell he was about to apologise again, but thankfully he cut himself off before he did. "Okay…"
Honestly, that meek, apologetic way of his reminded me greatly of Vel on the first day after I met her. She wasn’t as sure of herself around me back then and needlessly apologised frequently as well. However, Caiden seemed to be much more self-concious than she ever was. Just like his cousin, though, I expect that it is something he will grow out of the more confidence he gets in himself. Hell, I know that it used to be something I was guilty of back on Earth. Now though, with the confidence afforded me during my reincarnation and this amazing new body, the worst of my old habits were long gone.
"Good." I beamed with a happy smile as I took a few steps away from where I had pinned the young man up against the door as I kissed him. As I got within arm's reach of his bed, I turned back to face him and said. "Now, why don’t you come over here and help me out of this dress."
An eager, happy smile of his own crossed Caiden's lips as he didn’t hesitate for even a moment to follow along with my wishes. However, I didn’t just say these things to the young man because I thought it would be fun to have him help undress me, but because it was needed. There were more than a few strings tied up around the back of my silk dress to keep it tight on my body, strings that weren’t in easy-to-reach places. And although I could technically undo them myself and get out of the dress without anyone helping me, it took much more time than if I had a strapping young man to assist.
With Caiden there to untie those strings, it was only a matter of seconds before my dress hit the floor, leaving my curvy body covered by only a set of matching silk underwear. It was very obvious that the young man didn’t know where to look or if he even should look at me, but given what we were going to do together in that bed soon enough, his hesitation to do so was amusing.
With a bit of a giggle, I reached out and took one of the young man’s hands, guiding him towards my sizeable breasts. Even though the supportive but soft fabric of my silk bra, his fingers sank into the supple flesh of my chest. After a few tentative gropes over the bra, I then guided his fingers under it to my bare skin and the perky little nipples that adorned my tits.
"So, this is what a woman's breasts feel like." Caiden chuckled, rather amused as his entire attention was focused on my tits. "I can see why so many men are so obsessed with them. They are rather fun to play with."
As the young man said this, I reached around and undid the hooks on my bra, allowing it to fall away. Of course, this opened up my other breast for his attention, not just the one I had guided his hand towards. Thankfully, he didn’t act as reserved and meek as before, and his other hand soon found its way to my other breasts, which he fondled in equal measure as the other.
"Oh, they are very fun to play with. You don’t know the half of it." I chuckled back as he openly fondled my chest. At one point or another, his hands were a little too firm for my liking, but after a quick word about how sensitive my breasts were, he had adjusted his grip accordingly. "However, my breasts aren’t the only fun thing to play with."
Hearing this, Caiden cocked a curious eyebrow as if to ask if I was referring to what he thought I was referring to. However, I did not reply to him as he had hoped. Instead, I just gave him an eager, consenting look. I couldn’t constantly be telling him what to do and what not to do; that would take some of the magic out of it. If he wanted to touch me there, then it would be up to him to take that initiative.
Much to my delight, it appeared like Caiden understood this after only a few moments of contemplation, as before too long, one of his hands had slipped down from my breast. While his other hand remained there, fondling and exploring the curve of my supple tits, his other hand found its way to my crotch, where he tentatively pressed his fingers up against the thin silk of my panties, the only thing separating him from my pussy.
"Wow, you really are wet. I knew women could get wet when they were aroused, but I had no idea they could get this wet." Caiden gasped as his fingers pressed down on my pussy, testing out how much pressure and directness he could get away with.
"Just how wet a woman gets when aroused differs from woman to woman. However, it doesn’t take much to get me dripping with excitement. So when a handsome young man with a big cock is put in front of me, well, you can feel for yourself how wet that makes me."
"Yes… Yes, I can." Caiden grinned with a perverted look in his eyes as he realised the truth of what I had just said, even if it wasn’t directly what I had meant.
As such, it was to that end that the young man’s hand soon slipped under my panties, directly getting a feel of just how wet he had made me. With one hand fondling my breasts and the other now directly on my pussy, the young man was finally getting comfortable and confident when it came to freely touching me in such a sexual manner.
The only way it could have been better for me was if his fingers focused a little of their attention on my clit. However, his fingers soon found themselves tentatively exploring my vagina, something which felt quite good nonetheless, even if it wasn’t quite as stimulating as having my clit played with.
That said, I was already rather worked up and just a bit of fingering and groping wasn’t what I was looking forwards to. As such, I turned my head towards the pristinely well-made bed and said. "As much as I would like to continue standing here and let you explore my body as much as you like, I need you inside me, not just your fingers though, but that big cock of yours."
Caiden’s eyes lit up upon hearing such a lewd thing come out of my mouth. Without wasting even a moment of delay, the young man ripped his hands free from me and started getting undressed with such haste that one would have thought it was a race. In fact, he undressed so quickly that by the time I had taken off my panties and tossed them to the side, the only thing I had been wearing at that point, he was completely naked.
As the young man stood there, completely naked with his chiselled but still rather slender muscles on display, not to mention his vigorous cock at full mast, I couldn’t help but admire him. However, as eager as he was to get undressed, as soon as he had removed all his clothes, he looked a little lost. Although he no doubt knew the basics of sex from whatever sexual education he got when he was younger, it didn’t seem like he knew how exactly he should proceed. Given his lack of experience, this was normal, and as the more experienced one, it fell on me to take the lead.
As such, I made my way onto the bed, crawling over the covers as I gestured for Caiden to join me. Soon enough, we were lying side by side on the softest bed sheets I had ever had the pleasure of experiencing, and I could only hope that the bed in my room was just as lavish. Once the two of us were on the bed together, I went in for a kiss again, locking lips with the young man as our hands began to explore each other’s bodies. While my fingers trailed down his hard, toned chest all the way to his erect cock, his hands focused mainly on my breasts.
Focusing on my breasts wasn’t a bad call, but sometimes it paid to take your time to get there and caress other parts of a woman’s body first. That was something he would just have to learn later, as I was more than up to teaching him all he needed to know about pleasing a woman. Now, though, there was only one thing I wanted to do, and it was to that end that I gently pushed him back on the bed and repositioned myself atop him.
Taking the lead in the cowgirl position, with my legs straddling his waist and his cock pressed up against the slit of my pussy, I looked down at the young man with an exciting spark in my eyes. "Are you ready to lose your virginity?" I asked even though I was certain of what his answer was going to be.
"Gods, yes!" Caiden enthusiastically responded, his words turning into a moan of pleasure as I guided his cock into my tight, wet pussy. "Oh, fuck, Eve! You’re so tight! So warm!"
The way the young man’s eyes rolled back and his expression was completely overwhelmed by his pleasure were just too amusing and only further added to my enjoyment. Caiden really looked like he was enjoying himself, and I had only just slid his cock into me. As I began to bounce up and down on his manhood, taking it as far into me as I could take it, which was all the way down to its base, the young man’s pleasure only grew greater and greater.
Although fucking Caiden like this felt great for me, and the fact that this was his first time added to the experience, I wasn’t at all focusing on my own pleasure. After all, he was a virgin, and I highly doubted that he could last long enough to make me cum. Teaching him to make me cum would come later. For now, though, this was all about him.
As such, I focused all my attention and efforts on him, pleasuring him to the very best of my abilities as I bounced up and down on his cock. Just like I expected, it didn’t take very long for him to reach his limits. It was a good thing I sucked him off earlier, or he might very well have blown his load the moment he was inside me. As it was, though, he lasted long enough for me to have quite a bit of fun, but again, not nearly long enough to make me cum. The most important thing was making this something he would never forget, which I believed I was well on track to achieving.
When the time came and his climax approached, I pushed it over the edge with the help of my stimulate skill, which only added fuel to the fire that was his orgasm. As such, the young man groaned and moaned up a storm as his cock throbbed and twitched inside me, shooting out strand after strand of his thick, white cum deep into my pussy.
Even though Caiden hadn’t really been doing much and I was the one riding him, these few moments of sex were enough to turn him into a sweaty, panting mess. Something that made me wonder just how many stat points he invested into vitality to have so little stamina despite being so muscular. Given that he was only around level 5 or so, if I recalled correctly, such a low vitality score made sense. It might not even be one of his main stats, which would explain this even more.
As the young man lay there on the bed, recovering from what we had just done, I hopped off of him and curled up beside him, not bothering for even a second to clean up the cum leaking from my pussy and making a mess of my thighs and the bed sheet. Unlike most people, I didn’t need to worry about cleaning up post sex as freshen up made it rather trivial.
Eventually, Caiden recovered enough to catch his breath so that he could turn his head towards me and ask. "Was it as good for you as it was for me?"
"Oh, sweety… No. Sure, it felt good for me relatively speaking, but I didn’t cum as you did." I responded with the harsh truth of the matter, watching the light in his eyes dim. However, this was something he needed to know and keeping him in the dark wasn’t going to benefit him or the women he would sleep with in the future. After all, the only way to get good at sex was to learn to listen to your partner, and if I had my way, he would learn a whole lot by the end of the day, or even just in the next few hours. Blissful ignorance just led to dissatisfied partners and strained relationships.
"But that’s not unusual. Not only were you a virgin, but it's harder for women to cum from this kind of sex than it is for men." I went on to explain, trying my best to ease his worries. "Your first time was all about you, which was something I specifically went about because I wanted you to enjoy yourself. You don’t need to worry, though. From here on out, I’ll teach you all you need to know about pleasuring women. Soon enough, you’ll be making me cum so hard, I won't be able to think straight."