A Date with Kim - Part 2 (The Date)

[Note: This story is protected by copyright, 2010, by the author, and cannot be used for any commercial purpose without his prior consent. It may however be used for non-commercial distribution or archiving, provided this notice is kept along with the story and you request authorisation by e-mailing the author at philip_60@hotmail.com]

Another week of torture and nearly breaking Condition 2 as Kim's expert fingers recklessly teased my cock at every possible occasion... It felt like a miracle, but the day had finally arrived. She looked like a total sex-bomb in her white micro-skirt, see-through white undersized halter, and assorted white stiletto sandals. We'd decided to go watch a movie. We drove to the mall on my motorbike, planning to go for a milk-shake before going to the multiplex. Her hand was resting on my helpless boner all the way there. As we walked into the mall, she told me:

"That tee shirt is really too old, Philip... You look like my grand-dad in this! Come on, let's get you one a bit more cool!"

She led me inside a department store. Men's tees were on the ground floor. She picked a small black number straight away and told me:

I was wearing a long tee, as I'd been all these previous weeks to help hide my constant predicament. As I tried the new one on in the fitting-room, it barely reached below my belt. I felt totally exposed. I opened the curtain for Kim to have a look:

"These look great on you, Philip! Go pay for them and keep them on!"

"Now, Philip, you need some new jeans! Come on, follow me!"

"Tell me, Philip, do you think they could see up my skirt from down there?"

"I'm not wearing any panties, you know? Do you think anyone will notice?"

I nearly creamed my jeans from the thought of her being completely naked under her white micro-skirt!

"Listen, Philip. I really need to know if that skirt is maybe too short! Let's go over there!"

"Here, Philip, no one will see us! Now step a few steps back and tell me!"

Her back turned to me, she leant forward as if to pick up an item from the shelves, keeping her legs straight. Her micro-skirt was way too short to hide her naked butt as she did that. Her lack of underwear was made absolutely obvious. I felt my cock was about to explode. She turned back to face me:

"Y-you look totally great like that, Kim! Just try not to lean forward too much when someone's watching, that's all!"

"Hmm, except for you, no, Philip? You'd like to have another look, hmm?"

"Hmm, maybe later? For now, we've got to find you some new jeans!"

She led me into the girl's jeans area, and started fumbling through a row of skinny white jeans. I told her:

"These look like they'd look great on you Kim, but I really like your skirt better!"

"Oh, silly, Phil! These are not for me! I've already got a pair of these... Come on, try them!"

"Oh, Philip, don't you worry about that! With that big thing you've got down there, nobody will mistake you for a girl, silly! Come on, let's find a fitting room!"

As I painstakingly tried them on, I couldn't believe how tight the jeans were... They were 100% pure cotton rather than the stretch kind. So there was no way to make them more accommodating to my helpless predicament. And they were so thin the pockets showed through them in a darker shade of white... My desperately hard cock could barely fit down my thigh, and I soon found putting it upright wasn't an option. That's because the jeans were totally low-rise, and the smallish tee she'd just made me wear didn't even reach the belt, leaving the 2 bottom inches of my belly uncovered. My hard naked cock-head was reaching there and totally exposed! So I had to put it sideways to try and make it less obvious... I'd just about managed to close the button-front when Kim opened the curtain to have a look:

"Wow, Philip, you look so handsome in those jeans! A perfect match for your black T-Shirt! All ready for the movie now!"

"But, Kim, don't you think they're a bit too tight? I mean, I could almost get arrested!"

"Oh, Philip don't worry! If it gets too obvious, I can always hide you by putting myself in front of you like that?"

She turned her back to me, her ass snuggling into my crotch. I nearly came as she started rubbing me there with her round booty, causing my cock to start moving to an even more exposed position down my thigh... But she suddenly stopped and turned back to face me, looking at my crotch as she commented:

"My, the way your cock-head's showing through that thin material! It makes it quite obvious you're not wearing anything underneath, Philip!"

"Hmm, it almost makes me want to suck it! Have you ever had your cock sucked, Philip? Would you like me to do it to yours? Hmm, I could even suck it through your jeans... I mean, they're so thin it would feel like the real thing!"

I felt my cock start throbbing, as if animated by a will of its own. This made it rub against the tight fabric, and I soon could feel some pre-cum dribbling from it... Kim commented:

"My, Philip, is that a wet spot showing down there at the tip of that big thingy?"

Her right hand came forward, and her fingers started to feel the material around my throbbing cock-head, expertly stimulating the underside. The feeling was incredible through the ultra-thin fabric. It felt as if I'd been naked inside her hand! She removed her fingers just as I was about to burst and purred:

"Hmm, just try to be careful! You sure wouldn't want a little accident to happen wearing these, Philip, would you?"

I barely held on the brink of that happening as she licked her lips towards my predicament and closed the curtain... I changed back into my old jeans, and followed Kim to go and pay for them. She then led me back into the fitting-room, took the jeans out of their bag and told me:

I hesitated... There was no way I could ever go out with these on and my desperate boner in full display... I knew how exposed I would be if I wore them... But it seemed I had no choice... And in some strange pervasive way, I was tempted by the prospect of wearing them... The fleeting feeling of her fingers when they'd started playing with my cock-head through the thin material had been highly addictive, and I couldn't wait for more! So I obeyed her and put the new jeans on, once again at pain to fit my erect cock sideways into them... She stepped in before I'd even had time to close the button-front, and said:

"Hmm, Philip! Let me help you with that! You need a trained hand with such tight jeans!"

Her right hand reached down, snaking underneath to grab my naked cock and forcefully drive it further down my thigh as she commented:

"Like this, Philip, it will leave more room for closing these, no?"

She deftly closed the button-front, and I could feel the tight fabric rub against my hard-on as she did that. Once again, I felt right about to erupt from the sensation. Her right hand grabbed my helpless boner as she purred:

"I just love the look of your hard-cock inside these, you know, Philip? It makes me all hot and itchy down there!"

I almost came as she gave one long stroke down my cock and removed her hand. I couldn't help my pre-cum dribbling, and could feel the fabric getting wet around my cock-head. She stuffed my old jeans into the bag along with my old tee. I was about to carry the bag, hoping it could give me some kind of protection, but she said:

"Oh, Philip, I don't think you'll need these anymore, now! Come on, there's a charity shop over there! I'm sure they'll make someone else happy!"

As I followed her out of the store, I was sure everyone could see the wet spot that had formed at the tip of my rod through the thin white cotton... I felt totally exposed... This was all the more accentuated after we'd left the bag with my old jeans in it at the charity shop. As we reached the escalator that went up to the ice-cream parlor, Kim asked me:

"Now, Phil, do me a favor! You haven't told me yet if someone could see my pussy from down there when climbing up one of these! Just stay here and let me know what you see!"

She stepped onto the escalator, seductively smiling as she looked down at me... I looked up, soon having another flash of her exposed snatch as her booty slowly moved upwards... I felt my cock throb and grow even harder within its skin-tight confines... I followed her up the escalator, unable to detach my eyes from the spectacle of her hidden assets. As I reached her at the top of the stairs, she whispered:

"So, Philip, tell me now... My pussy... Could you see it or not?"

"W-well, y-yes, Kim, I think I did see a glimpse..."

"Oh, Philip, really? Maybe I should put on some panties then? What do you think, Philip?"

"N-no Kim, you're fine! You look perfect like that!"

"Oh, thanks, Philip! Tell me, is it that you like it? That I don't wear any panties?"

She drew me tighter against her, pushing onto my crotch. I felt my cock throbbing against her thigh as she purred:

"Hmm, I can feel your cock's so hard, Philip! I can't wait for the movie! I mean, in the darkness, I could easily take it out and play with it! Would you like that, Philip?"

The rubbing of her thigh almost pushed me past the brink, but she stepped back. She said:

"Listen, Philip, I really should get some panties! There's a Victoria's Secret over there, you can help me choose, hmm?"

I followed her into the shop. She picked a tiny black thong, and started feeling the fabric. She commented:

"Hmm! That's pure silk! So soft and sexy! It would feel perfect on your hard cock, no, Philip?"

As she said that, her silk-covered fingers grabbed my cock-head through the thin white fabric of my jeans, nearly sending me over the edge... She removed her fingers just as suddenly and asked:

She looked down at the throbbing bulge that threatened to tear through my jeans:

"Hmm, no... It wouldn't look good... That black silk would show through that thin white cotton..."

"And I wouldn't see your erect cock-head so clear and vivid as I can see it now!"

"Oh, Philip! That thong would hurt if it went into my crack, you know?"

"But I'm sure they'll come in handy for later!"

She held me by the waist as we made our way to the ice-cream parlor, causing my jeans to rise even tighter against my boner. I could feel the rubbing of the fabric on my cock as I walked. And the slow up and down motion of her hand on my hip tightened the fabric even more, causing it to rub over my desperate hard-on in a slow rhythmical fashion. I felt my cock tingle as it throbbed inside its tight confines, and thought I would erupt right then and there. I stopped walking right before it was too late. Kim asked:

"Is everything OK, Philip? You look a bit flustered?"

"Y-yes I'm fine, Kim! Let's just walk a bit slower, if we can..."

"Oh, Philip, a strong boy like you! You're not tired already, are you? "

"W-well, a-as you said, I've got to be careful with these jeans..."

"Oh, I think I understand! The way they rub against your hard penis when you walk... Does it make you feel like you're being..."

"Y-yes, Kim... They're simply too tight! I've got to be careful, you know..."

Her right hand reached for my helpless hard-on and started slowly stroking it through the thin material:

"But don't you like being masturbated, Philip? I thought every boy loved it?"

The sexy little bitch had me right about to cream my jeans with her expert fondling... I pleaded:

"Please, Kim, b-be careful! I mean y-your hand down there... It's going to make me..."

Her hand stopped moving, her fingers feathering over my erect cock-head as she asked:

"To make you what, Philip? You don't like my hand?"

"Y-yes, I love your hand, Kim! It's just that, you know..., my jeans, it's going to make me..."

"K-Kim, p-please, I mean you're about to make me..."

"Oh, Philip, already? But I've just only started playing with you, Philip!"

"Y-yes, b-but, Kim, I mean your hand, it's so ... like ... convincing..."

"Hmm, be careful, Philip! Remember you're all commando under there! It would make such a big mess in those skinny white jeans!"

Barely recovering from the closeness of another accident, I followed her into the ice-cream parlor.

She had me sit in front of her at a table in one of the booths. Once we'd taken our order, she complained:

"Oh, my feet are hurting in these high-heels! Philip, be a dear! Give them a little massage, will you?"

She extended her feet under the table and put them to rest right on my crotch! I couldn't believe all that little sex-pot was doing! I foolishly lifted her left foot, knowing full well that her right heel was resting right upon my painfully erect cock! She said:

"Yes, that's it, Philip! Please take off my sandal, now, so you can massage it better!"

"Tell me, Philip... Do you think it's true, all those rumors?"

"I mean, that I'm a little cock-teaser, Philip, do you believe that?"

"Well Kim, I sure like the way you play with my cock!"

"Oh, thanks, Philip! So you like being cock-teased, no, Philip?"

"Tell me, Philip... How would like going back home with me after the movie? My parents are out until midnight... We could watch a video in my room?"

I almost came from the thought of spending some time alone with her in her room... I stuttered:

"Oh, but don't forget my conditions for that, uh, Philip? Remember you must be earning that date, hmm?"

I followed her to sit at her right in the back row. We were the only ones there, and first thing I knew her right hand was resting on my cock. She started slowly moving it there, suddenly stopping as she whispered in my ear:

"Hmm, Philip! I really love the feel of your erect penis, you know?"

The sexy slut slowly started undoing the button-front of my jeans... Her hand snaked down my left-thigh, grabbing my erect cock and forcefully extracting it from its tight confines. I nearly came as she did that... I gasped:

"K-Kim! What are you doing? What if someone turns around and sees us?"

"Oh, Philip, don't worry! I could always do like this to hide you, no?"

She lithely stepped out of her seat to sit on my lap, making sure her micro-skirt was raised over her buttocks. My naked cock found itself trapped inside her naked ass crack, the tip nearly touching her exposed snatch... I thought I would die from the sensation, and felt about to burst with each of her slow movements... Just as I was about to tip over the edge, she went to sit back in her seat next to me, her hand grabbing my naked erection as she whispered:

"Oh, Philip! Your penis is so hot, Philip! I feel like my hand is gonna burn!"

"Oh, but, Philip, it would be too dangerous here! Maybe later in my room?"

"Philip, tell me, do you think I'm a good masturbatrix?"

"Hmm, so you like being masturbated, no, Philip?"

She had me on the brink of bursting with her expert strokes. She whispered in my ear:

"I could use those panties to mop you up, hmm? Tell me, Philip, would you like that?"

She took the panties out of her handbag, and started playing with my cock-head right through them. The feeling of her fingers through the silky fabric was right about to make me cum. My cock twitched as she suddenly squeezed it and removed her hand:

"Hmm, you were right about to ejaculate, no, Philip? But thinking of it, I'd rather not ruin these! Just in case I need to wear them later, hmm?"

She stored the panties back into her handbag, and proceeded to stuff my cock back into its tight confines, nearly making me explode as she deftly fiddled with it. I was totally desperate, my hard-on throbbing underneath my jeans as she closed the button-front. Her hand came back to rest upon it, slowly stroking it though the thin fabric. She whispered:

"Oh, Philip, please be careful, now! You still want to come back home with me, don't you? Remember my condition!"

She drove my hand under her skirt to feel her naked snatch, whispering in my ear:

"You're making me so hot, Philip! I think my pussy also needs a little attention now!"

I started fingering her as her hand kept slowly stroking my cock through the skin-tight fabric of my jeans. She constantly had me on the edge. I heard her breathing get heavier as she purred:

"Oh, Philip, yes! Your hand feels so good down there! Oh, yes! Oh, don't stop! Oh, yes, I'm cumming, Philip!"

She seemed to explode in a powerful orgasm as I kept fingering her dripping pussy. The movie was about to end. Her fingers started playing with my desperate cock-head in the same way that had already put me on the brink several times before that. I knew I should have stopped her but it felt so good I could do nothing. Just as the end credits started, she removed her hand and started getting up:

"You liked the way I was playing with your hard penis through your tight jeans, hmm?"

She started rubbing the underside of my erect cock-head and suddenly stopped and squeezed it, sending tickles throughout. She held her fingers motionless around my cock-head as she added:

"I can't wait to play with it even more when we're in my room, Philip! Come on!"

As she said that, her fingernails purposely raked the underside of my cock-head through the paper-thin fabric of my jeans. They lingered there just an instant too long, giving my cock-head another expert squeeze before suddenly removing her hand. That was just too much for me! The little cock-teaser had just sent me over the edge with her expert manipulations... I felt my torrent start helplessly erupting into my jeans as she got up, acting as if unaware of what she'd just done to me. I desperately tried to stop the flood as I followed her out. But I could already feel the wetness gushing through the skin-tight white fabric, and a quick look down only confirmed the extent of my predicament. The left thigh of my jeans was completely cum-soaked around my desperately throbbing cock-head. And the sexy bitch had removed her hand just too soon, leaving my rock-hard boner ever more desperate for some real relief! As we walked out into the brightly lit and crowded shopping center, I had no idea how to hide my obvious predicament. I pleaded:

"K-Kim, c-could you walk in front of me, please?"

She turned her head, looking down at my crotch as she exclaimed in feigned disbelief:

"Oh, My, Philip! You dirty little... you've just..."

Her fingers reached down to feel the wet fabric around my erect cock-head. She commented:

"Hmm, yes, no denying they're totally cum-soaked, Philip! I would risk staining my skirt if I walked in front of you!"

She gave another quick squeeze to my cock-head, not quite enough to send me over the top again, but more than enough to make my rock-hard member ever more desperate for some lasting relief. She then purred as her fingers gave my cock another expert squeeze:

"Hmm, your cum tastes so good, Philip! A shame I won't be able to suck your penis for real, now..."

"You again failed me on Condition 2, hmm? Oh, Philip, I'm so sorry! I was so looking forward to spending the evening in my room with you! But now..."

"Philip, how would you like to be my date next weekend at the prom's fancy-dress dance?"

"Oh, yes, Kim, I'd really love that! I'll be your date!"

"But make sure you behave until then, hmm, Philip? And we'll need to find you a proper costume!"

On the way back to her home, she repeatedly brought me on fire with her hand furtively playing with my cock as I drove. She kissed me on the lips as she said goodbye, telling me:

"Thanks, Philip! It was a great movie outing together! Just a shame you had that little..."

As she said that, her fingers felt the soaked fabric covering my desperate cock-head. She squeezed it one last time, nearly sending me over the edge as she repeated:

"And make sure you behave this week, Philip! I'm sure I'll notice if this one gets any weaker!"

"And don't forget to pick me up tomorrow, uh, Philip? I've got a date with Tony, you know? But I'm sure you're not jealous! You know you really are my favorite..."

The way she said that caused my boner to twitch within its tight confines, desperately throbbing for relief. She blew me one last kiss and swiftly disappeared...