My "Innocent Boy"

I have been jaded for a while. I may have had my own bouts of 'infatuations' and then afterwards, I am over them. I seldom write about men I actually fell for but perhaps in order for me to let go of these feelings, I needed to write about it and just throw it out to the world, the universe, rather. (Props to those who got that :p)


I met a guy recently. Let us call him Mike. I met Mike in the online dating website I frequent to. When I met him, I was sort of already seeing this other guy (due to differences in interests he and I eventually went separate ways)but eventually had my entire attention to Mike. 

When I first met Mike, I had no expectations --- like zero, zilch, nada. Why? It was for the simple reason that Mike prior to us meeting already insulted me by asking the question whether we would meet as friends or was it a date. The insulted, 'older' me said snappily, "of course it is not a date, you are way too young for me." In fact, he is. His picture alone clearly reminded me of our age difference. Mike is white and although I have not really been dating American Caucasians, it is not a bad thing for me. Plus, his height clearly was in my preferred range. Nonetheless, friends was what I said so friends it will be. 

I met Mike and his best friend we shall call Karl at a major and busy area in the city where I live. After some frustrating messages, I eventually found them just as he described. The first thing I noticed was Karl being very young and I was like, wow, they are really way out of my league. And then I briefly glanced at Mike. He did not look 6'2 as he said but it was apparently because his back was always hunched hence. His look was very typical American boy next door; not handsome handsome but definitely not bad looking. Plus I like how he easily smiled back at me. I brought them to an izakaya place where they both said they wouldn't be able to order if I weren't with them. We then had coffee at another place within the area then we parted ways. No holding hands. No kiss. No arm brushing. No hugs. In short, it was the most wholesome date I have ever had in a while. 

We both then went to our respective ways after. That same night, Mike sent me the picture from the izakaya place (coz my phone was dead earlier) and also told me how he and his friend enjoyed the place I told them. As I was gonna be busy, I did promise him that I will show he and his friend some more areas before they leave.

We did not text the following day. 

Two days after we met(Saturday), he began texting me more and I guess that's where the flirting began. And before I knew it, we were talking (chatting) about him checking me out and me totally oblivious about it. Over the course of the next couple of days, Mike and I would send messages but my entire impression of him was still an innocent boy with his kind eyes and boyish demeanor. Not that of someone I would be intimate with. 

But all those dissipated when Mike and I met again for the second time. He was still somewhat shy but as soon as I made the first move of reaching for his hand, everything else felt natural and automatic between the two of us. As soon as we arrived to the Airbnb place he shares with Karl, Mike and I were more relaxed with each other. Karl was there at their place so Mike and I were just joking around on their place's sofa. It was relaxed and fun -- not my usual pre-sex moves. Karl, as if on cue, suddenly had to leave their place at midnight. I then looked at Mike (suddenly shy) but he said Karl may have to buy something. And in my mind, I was like, "yeah right." 

As soon as Karl left, I became self-conscious of Mike. I still see him as an innocent boy but I have to admit that on that night, he suddenly became someone else in my eyes. Being intimate with him somewhat made me excited but I still did not know how it would turn out. What if I disappoint him? After all, he was still way younger than me not to mention different culturally. Such insecurities came to mind but were soon to be erased when he and I went to the other room. I was scared of being close to him. It was weird because I was never the type to be overwhelmed with things like this but he and I soon snuggled towards each other, and boy, it felt good. His body frame accommodated my body perfectly. His face fell strategically on my forehead which gave him perfect access to my forehead. It was blissful. Refreshingly, it did not feel like it was going to be a one night stand. Mike's body was not perfect and so was mine but for me, it was what I would have asked for. We started caressing each other and I have to admit that for an innocent boy, his hands clearly were not innocent enough. He expertly went through my top and easily removed my bra. He sucked my tits and boy, it did feel good. He sucked them so softly at first and then with persistence later on. Soft and eager, just the way I like it. It was also not so saliva-ish. I am slowly beginning to lose my mind. 

Then Mike and I kissed. I was surprised by the kiss. As soon as his lips touched mine, I felt a spark that I would only feel for men I care for. I thought to myself: this is not good yet at that time, I did not have time to think, what I only wanted was to continue kissing this sweet, seemingly innocent boy on top of me...

(continued here...)




★ Piper ★

Of asses and fetishes...

I asked him, "so what's your fetish?" 
He replied: "ass" 

I didn't really think much about it and just dismissed it as just another guy thing. After all, some men are into boobs, legs, feet, and of course, ass. 

He likes curves and I was like thinking I could fit that, scratch, I fit that. 

He doesn't really chat much but I didn't think it would be a problem as long as his people skills aren't that bad in person. (I'd find out later on that they were much worse.)

We met on a weekday, right after his work. Thankfully, it was a relatively light day for me too. He picked me up from the station and off we went on his car. It was a good 30 minute drive from where he live and we took that time to reacquaint ourselves. (Read: more like me asking again his name, city, etc.) I have to admit I wasn't that interested in him, per se BUT I was interested in people and his Kik profile had this hot af picture and I knew I had to confirm its authenticity. 

He answered in short sentences. While I am no expert on communication, this is/was clearly a sign that this night might be a tasking one, in terms of getting responses...I then decided to shift to non-verbal communication. 

As he is focused on driving, I decided to just grab his hand. He didn't budge. If any, he clasped his hands around my small hands. Let's call him "Nick". Nick is younger than me (what's new), about 6'3 tall, and has an athletic built. Very typical for a white guy (oops). He also wears this glasses which kind of makes him cute geeky, in a way. 

Anyway, I tried to talk more about general and wholesome things. Still getting the short responses. I thought to myself, it's either I'm losing my game, I'm too boring, or he's just too like that. I later found out that I still had my game, I wasn't boring, and well, he was just like THAT. 

Nick asked me to slightly open my top. I was wearing a tunic top with zipper in front so I easily opened it to reveal my bra. He then let his hand explore my cleavage. Perhaps it turned him on because at the next stop light, he opened his pants' zipper and then took out his cock. It's a bit hard but not fully. It excited me so I then turned my attention to it. Nick's car isn't tinted but I trusted him when he said his seat is adjusted really low. Hence I decided to release my seat belt and scoot over to suck his cock. It was just okay for his height and size but I expected slightly bigger for an American (oops #2). (I'd later find out it's actually bigger than when in the car).

I went at it until I felt other cars' drivers might be looking at us. He seemed pleased. Of course he should be. I am not #1 for nothing. I'll share #1 later. 

As we were on the main highway, Nick made a request. He asked me to show him my ass which you know is impossible if you're on a passenger seat and a semi-tinted car. Nonetheless the thought of doing something new and kind of kinky excited me. As we passed by the toll plaza, I took off my seat belt and started unzipping my denim jeans. Nick then pulled up the partition between him and I. Soon after I took off my jeans, Nick said to for me to kneel and I'm like, what. He told me to face the backseat and assume a kneeling position on my seat. I incredulously looked at him and realized he wasn't kidding; he wasn't forceful either. As if in a trance, I slowly moved my position into a kneeling one and holding on to the seat head rest tightly. I can feel Nick's eyes on me, well not entirely but his peripheral vision was somewhat riveted on me. Then in a soft voice, Nick asked me to pull down my undies. 

I was like, what?
He said, "please."

And I did. 


I pulled down my undies and what happened next was something no one has ever done to me ever. 

I felt Nick's hand on my ass, softly; he's softly caressing them...I arched my back from the softness of his cold hand...a paradox of some sort. Then his fingers were outside of my pussy hole too --- teasing, prodding, testing...

The thought of Nick driving while his finger was inside my pussy (and I'm half naked) on the freeway was enough to give me this heady and exhilarating feeling. Nick continued to softly play with my hole until I felt myself getting wet...

We went at it until we were about to reach the exit. 

Once we did, I slowly began putting my clothes on. We finally reached his house. It looked similarly to the house where DG of this story lives. It was comfy and big, clearly evident though that it's a guy's place. Clean enough. He went to the bathroom and I could hear him brushing his teeth as I sat in the big couch and settled myself comfortably. He then went back to the living room and approached me. I stood up and asked him if I could use the shower. He said okay. 

I then showered and thought about how this guy and I will have sex. Nothing came to my mind. I wondered what he'll do to me. What's something new about him...

As soon as I stepped out, I already saw Nick naked. He then signaled me to follow him upstairs but before he did, I saw him grab a huge bottle of massage oil and I remembered what he told me earlier: he loves giving massages. As soon as we got to his room, I kind of got the mood on. His bed is huge and the type that people would make passionate love in and not kinky sex. His blinds were closed. Nick is tall but I saw him didn't get in on his bed that easily. He climbed in and I followed soon after. 

Nick then went to the side of the bed, placed a towel on his bed, and asked me to be comfy so he could massage me. I have not been asked, uhm enticed, to be massaged in this manner and who am I to deny him of that. Nick luxuriously lathered me with the oil he got taking his sweet time on my ass cheeks. I was thinking to myself: he clearly likes the ass. I then felt him go back to the bed and then position himself behind me. I then felt his hard cock on my body. I can feel it moving...like massaging my body...

And that's when I felt it. 
His hardness was ready. I heard him get open condom packet and then...

I moaned. 

I felt his hardness come inside me from the most amazing position ever. I was so relaxed. I felt pampered and it was amazing. We continued until he asked me to turn around. With my legs up on his shoulders, he then proceeded to pump on me. I felt myself getting wet, too wet ... It was an awesome feeling. 

Then Nick pulled out and that's when he saw blood. 

Sorry guys but I had my period and it seems like any action had to be postponed...

Nick and I then showered and that's when I saw how pale he was. He clearly did not like the sight of blood. 
I put my bra on and put on a sanitary napkin then went to the living room. He asked if I wanted to watch a movie and I said, sure. 

Before we did that though, he asked if he could take pictures of my ass. That has to be a first and well, I obliged. 

We then snuggled and watched the movie. He then took me back to my station and I went home...

What an ASS-some night...


What has been a weird request you've encountered? Do share. :D



★ Piper ★

Half only please...part 1

This happened twenty years ago when I was a teenager. You do the math. I am no cougar nor a MILF since I am still single and never had kids. 

The other questions you have kindly ask them here. 

Going back, I had my first serious "boyfriend". Technically, Casper guy was my first but our relationship was short-lived hence I had to consider this guy, Paranaque Playboy (PP) as my FSB (first serious boyfriend). PP and I met via crossline. Again, those who lived during that decade know what I'm talking about. We "threw" (gave away) our respective numbers and spoke extensively on the phone after that. PP then was a college student in DLSU. I was still in high school. (None of my batch mates interest me. I briefly dated a guy from an exclusive boys school in Katipunan but he was too goody-goody for my liking.) 

Anyway, PP and I eventually talked on the phone, on a regular basis. Then he asked if he can pick me up from school. Of course during this time, it was a big deal if you're 'dating' a college guy --- someone supposedly mature etc. Long story short, he picked me up at school. He lives in Paranaque and for him to go through at least a 2hour-travel time (one way pa lang) is E for effort in my juvenile mind. Little do I know that it was his own way of getting something from me. The courtship was not so long. A month of him picking me up everyday and showering me with gifts. Needless to say, I was fucking smitten with him. Who wouldn't be? He's tall (5'10), dark, and handsome plus charming and even my family already likes him. As with any other boyfriend-girlfriend relationships, there would be some 'messing around' aka sweetum-tweetum make out sessions. Since I already had my first kiss here, PP is now my second kiss and mind you, it was totally different from my first. More tongue and more insistent. Each day while our house help was watching Villa Quintana (Donna Cruz starring), he and I were in my room kissing like crazy. Or his tongue and fingers exploring my young body. From my breasts to my virgin pussy. I was hesitant and excited at the same time. I was curious as to how it'd feel. What I do know is that him touching my clit was not enough. I think I wanted more. Scratch that, I knew I wanted more. 

But PP knows I am still a virgin so he took extra care and patience (kuno) before deflowering me. Every week, gradually nagle-level up kami sa 'exploration' until we reached the point na penetration na lang ang kulang. I was stupid and relied on him mostly on the consequences and how to go about it. That's why to those reading this who have teenage daughters, please talk with them. PLEASE. One day that we didn't have class he asked me if I can come see him in Paranaque. It was not near but I wanted to be with him so I took the risk of taking that long commute just to see him. I also felt 'proud' that at my young age I will be introduced to his family and friends as the girlfriend. (I will find out later on that I was the 3rd party). His family there consisted of his aunt (who wasn't that old compared to him) and her two kids, much younger than me, thank God. He took care of me while I was there and was very much 'behaved" so I thought whew, no hanky panky. But I spoke too soon. After lunch, (I arrived there around 10:30 in the morning), his aunt had to bring her kids to school (pang-hapon sila). Yun pala ang nasa isip nya. Tsk tsk. As soon as they left, he started kissing me. I was taken aback initially but soon gave in to his kisses. He then reached down and touched me where I have been getting 'wet' the past few weeks now. But as to why, I was still clueless then. Clearly PP was in no mood to be educating me on Sex Ed. This went on until I saw him pull down his board shorts and guided me in touching him. I was scared --- I mean the past few weeks it was him mostly seeing parts of my body but for me it was my first time to see a male organ --- and a big one at that. 

I was scared and unsure of how to go about it. Sensing my hesitation, he held my hand and guided me to where he wanted it to be. It was my first time to touch a guy's penis and I was curious and scared. I was hesitant too because I somehow knew that this day was not the ones we would do in our house...