Panty Delivery Boy Pt. 03

End of Part 2

I gave up on the show I had been trying to watch. After throwing the freshly washed comforter back on the bed I again stripped nude and just like the night before cut on the Panty Jane video that Sandy had loaned me. As I watched Panty Jane dress her lover in her lingerie, I began to stroke myself imagining it was Sandy dressing me. Then as she squeezed and rubbed his cock through the panties again, I imagined it was Sandy doing it to me. Imagining Sandy rubbing me through her/my panties was all my cock could take despite me trying edge and prolong the session and I was soon shooting another massive load all over my chest.

I was prepared this time and had a towel to dry the mess off of myself. I fought the fatigue that was natural post orgasm and was able to dry myself off and slip my boxers back on before crawling under the covers and quickly dozing off.

Part 3

The following day went much the same, delivering packages and still racking my brain as to whether or not to play along with Sandy and her kinky suggestion. The result was much the same as it has been the night before and near the end of my route I noticed a small wet spot on the front of my uniform shorts as I stopped to take a leak. As I relieved myself I again chided myself for getting so worked up over such a kinky suggestion, but apparently I couldn't help it.

The evening, just like the day that had preceded it found me again examining the panties Sandy had given to me and trying to imagine what they would feel like to wear. The image of me slipping them on and holding my junk in place once again had my cock growing. I looked down as I felt my cock start to rustle and as if right on cue it forced its way through the fly of my boxers before eventually reaching full staff. 'Good grief.' I thought to myself. I was only thinking about putting the panties on, not even any sexual activity, not Sandy's totally sexy body and face, just her underwear and I was full staff.

As much as I wanted (for some unknown reason) to prolong the experience until the actual day and wait until then to actually put on her panties, by this point I was way too worked up not to at least give myself a small taste of what I would be experiencing the next morning. I picked up the panties from the coffee table and brushed them over my hard cock a couple of times. The sensation was unreal and I then understood how men became addicted to wearing panties and lingerie. Naturally I'd heard of men wearing panties and seen it in movies, usually rom coms, but had never had any inclination to go down that road myself. Now I knew what I was missing.

Those two brushes of silk across my cock made it twitch and I badly wanted to continue, but didn't want to soak the panties and have to clean them. So, I set the panties back on the coffee table and leaned back on the sofa and once again wrapped my hand around my cock. The image of Sandy brushing the panties across my cock flashed through my mind. As she brushed it my cock twitched just as it did in real life when I brushed it. I then imagined her tutting at me and giving me a mocking stare before making fun of me for twitching after only a brush of her panties across my cock.

More images of Sandy brushing my cock with the panties and more of her mocking me for that making me so hard continued to push through my mind as I continued to stroke myself. Soon I hit critical mass and I was once again blasting a load all over myself. As I caught my breath I looked down to once again see my chest splattered with ropes and drops of hot gooey cum. A quick glance around showed that, thankfully, none of it landed on my sofa. I slowly stood up and made my way into the kitchen where I used several paper towels to clean myself up.

As I crawled into bed later that night I wondered what actually going through with the plan would do to me. If I was that worked up just imagining what would happen, what would it be like to actually be in front of Sandy wearing her panties?

***

The next day dawned bright and early as usual. As I got up and got in the shower I thought to myself that this was my last chance to back out. Once I slipped those panties on and left the apartment there was no turning back. The thought continued to go through my mind as I dried off and made my way back into my bedroom to get dressed. I already had my clothes laid out with Sandy's panties instead of my usual boxers. As I stood there nude and stared down at the panties I thought to myself this was my last chance to back out. My cock inched up at the sight of those sexy looking panties and my mind was made up.

I picked up the panties and after one last examination of them slowly bent down and slipped my feet through the leg holes. As I slowly pulled them up I couldn't help but feel a stab of paranoia, as though the second I got the panties up everyone I knew would suddenly burst into the room and see me wearing panties and laugh at me for it. I quickly shook that off as I continued to slowly pull up her panties.

What I couldn't easily shake off was my cock growing almost instantly to full staff as soon as I got the panties up around my waist. My cock grew almost as fast as I pulled the panties up and seconds after getting them up all the way my cock was full staff creating a massive tent. The panties fit much lower than my boxers, but thankfully not low enough to where they couldn't contain it. The tip of my cock was probably about half a centimeter below the thin lace waistband of the panties.

I walked over to the wall to see what I looked like wearing panties. Like I said my cock was creating a massive tent and I couldn't help but be impressed by it and I hoped Sandy would be to. I turned around and admired my rear end encased in silk with the seam pulling between my cheeks and accentuating them. I couldn't help but be surprised at how well they actually fit me. The silky material was quite stretchy and did a good job of holding everything in place without being too tight or uncomfortable. I was mainly worried that they'd be too tight, but that didn't seem to be the issue.

As I walked back to my clothes, I felt the silk rubbing across my cock increasing my arousal. I resisted the urge to reach down and rub myself, knowing that that had the great potential to make me blow. I imagined having to explain to Sandy I barely got her panties on before exploding in them. Again, I felt myself going flush as I imagined her dissolving into fits of laughter at my inability to control my arousal in her panties. I felt my cock throb in their silky confinement as these images flashed through my mind.

I tried to clear my mind as I started to get dressed. Despite this I was still quite hard when I pulled my uniform shorts up. It was hard to tell, especially after the last couple of days but I didn't think my crotch looked any more bulging than normal. As I finished getting dressed I examined myself to make sure that the panties weren't showing. The last thing I needed was for anyone other than Sandy to know I was wearing women's panties.

As confident as I could be that I wasn't showing anything I didn't want to I headed out the door. As I walked I could feel the silk rubbing my cock and balls and knew then that the panties would keep me at least semi hard all day. I realized it would be fun and awkward at the same time.

The day passed much as any other day delivering packages to people. The only time it got awkward was when I had stopped for lunch at a fast-food place. I had to take a leak, so I went inside. Per habit I stepped up to the urinal, but not until I started to unzip did I realize that I was engaging in risky behavior. Not until I was unzipped did I remember that my undies didn't have a fly, so I had to completely undo the flies on my shorts and lift my shirt up a bit. I was suddenly quite nervous as I lowered the waistband of the panties and attempted to relieve myself. It ended up being a bit of a job since I was still quite hard and I had to hold myself to aim properly. Only after I relieved myself did my cock start to soften a bit and that was undone right after it was back in place inside the panties. I couldn't help but give a sigh of relief once I was zipped back up fully.

The rest of the afternoon passed uneventfully except for trying to ignore the pressure between my legs. Finally, I came to the last delivery on my tablet for the day and wasn't surprised to see Sandy's name there. By luck or divine design Sandy lived at the end of the street in the back of the neighborhood, so she was normally last on the list of deliveries for the neighborhood. As I pulled up to her house and got ready to walk up to the front door I couldn't help but smooth down the front of my uniform. I grabbed her envelope and started for the front door trying not to look nervous.

I felt my cock starting to twitch as I headed up the driveway towards the house. The silk rubbing my cock had worked to keep me at least semi hard all day, but the sensation combined with anticipation of finally seeing Sandy and seeing where this game of hers would go had my cock starting to throb.

As I had come to expect Sandy spotted me through the window and as I got to the bottom of the porch I saw the front door open. I tried to appear neutral as I saw her appear wearing a skin tight black t-shirt and black leather pants. My cock gave another throb as she flashed me a big smile and I drank in her sexiness.

"Hi Willy." she said grinning widely.

"Hi Sandy." I said trying to sound casual as I handed her her envelope.

She took the envelope from me and said, "Care to come in?" She then turned and headed into the house, but not before beckoning me after her with her finger in what can only be described as in a sensual way. I needed no further encouragement and quickly followed her in trying not to allow myself to get distracted by her gorgeous ass in those tight leather pants.

We sat down next to each other on one of the sofas and she set her envelope on the coffee table. She then looked at me and said,

"So, did you watch the video I gave you?"

"Yeah." I said nervously.

"And." she said giving me a pointed look. "What did you think?"

"Quite interesting." I said feeling myself starting to go flush.

"I take it that's code for you really enjoyed it." she said with a smirk.

"Uh..." I said unsure of what to say.

She giggled causing my cock to twitch again just as it had in my fantasies about this. She then put her hand on my thigh sending goosebumps through me as she said, "Don't be embarrassed Willy. You're not the first guy to be turned on at the thought of wearing lingerie, or of being taken by a strong woman." She then peered into my eyes and said, "But you are turned on by it all aren't you?"

"Yes." I meekly admitted.

"Great!" she said smiling. "I knew you were, that bulge in your shorts told me that you were, but I wanted to hear you admit it."

I felt myself going flush again. She clearly saw my discomfort, and this brought out another giggle from her. She put her hand on my cheek and said, "You're so cute when you're embarrassed."

"Uhh..." I said as another round of goosebumps flushed through me.

Sandy then leaned in and kissed me on the cheek just below my ear before whispering into it, "And I think your panty lines are sexy."

"P.. P.. P.. Panty lines?" I stuttered out.

This brought out more giggles from Sandy before she said, "Yes sweetie panty lines. They're clearly visible through the back of your shorts. I saw them as you turned to sit down. And they're very sexy."

Before I could react she quickly stood up and grabbed my wrist and said, come and look." She pulled me back into the foyer and over to a floor length mirror next to the coat rack and put her hands on my waist and turned me to face away from the mirror. I turned my head to face the mirror as she grabbed my shirt tail and pulled it up so my full rear end was in view and sure enough you could clearly see the panty lines through my khaki work shorts.

Once again I felt myself getting hot from embarrassment. I never thought about VPL when I checked myself earlier when I was getting dressed. I suddenly wondered how many others had seen my panty lines throughout the day.

I was pulled from my thoughts when Sandy once again cupped my cheek and smiled and said, "You're so cute red faced." Then I followed her eyes slowly gaze down and zero in on my crotch. My arousal was clearly apparent given the nice sized bulge on the front of my shorts. "And clearly you like it to." she added with a sly grin.

We moved back to the sofa in the living room as she said, "Don't feel bad sweetie. "You're not the first guy to find yourself turned on by wearing women's underwear. I found out about it during my college days when I caught a guy snooping through my panty drawer in my dorm. Caught him as he was pulling them up. He was so embarrassed, yet I was so turned on by it. He said he'd do anything if I didn't tell anyone what I'd seen."

Not able to contain my curiosity I asked, "What did you do with him?"

"He was kind of a boy toy for me for a bit." she said smiling at the memory. "Any time I didn't have a boyfriend I could count on him to get me off orally. I never had full sex with him. He wasn't my type, but he got very good at licking me off."

"So that's where you got your taste for guys wearing panties." I said.

"Yeah I think that was the start of it." she said. "While he wasn't my type he did look cute wearing my panties. Often I'd give him a pair to wear while he serviced me. If I was in a good mood and he did a good job I'd give him a hand job. If I was feeling more devious mood I'd leave him with blue balls or if I was in a really devious mood I'd ruin his orgasm."

All this talk of her prior adventures of dominating a man was turning me on even more yet also making me nervous at the same time. Once again my curiosity got the better of me and I asked,

"Ruining his orgasm?"

"Oh yes!" she said with glee that sent another thrill of both nervousness and arousal through me at the same time. "I learned how to do it by accident with my first boyfriend in college. We'd been fooling around and I was giving him a hand job and stopped to tease him. I must have stroked just a bit too much and as I let go his cock it bobbed a couple of times before sending a weak stream of cum out of the tip. He moaned in agony at the weak orgasm. I tried to stroke him some more to bring the rest of it but it was useless and he said it was only painful and he had blue balls for a while."

Sandy continued, "So after learning that trick quite by accident, I learned it could be used as a way to torment or pay a guy back. My boy toy had been begging me for a blow job almost to the point of being annoying. So one night after he had gotten me off a couple of times with his mouth I began giving him a hand job. Several times I edged him to the point of release only to let off at the last second. He was whimpering when I started stroking him again. Once again I felt his stomach starting to contract and knew he was right on the edge. Normally I would have let off at that instance to keep him worked up. But this time I gave him one more stroke to bring his orgasm to bear. After that one stroke I let off as he watched in horror as his cock weakly bobbed and sent a small stream of cum down the still hard shaft.

Sandy giggled as she continued to tell her story. "He whimpered and said it wasn't fair. I told him it's what he got for asking so many times for a blowjob."

I should have been appalled at the thought of Sandy doing this to a man given the fact that I had fallen under her spell, but was surprised to find the idea of her having that control over me to be quite arousing. And I was already quite aroused.

Sandy could clearly see my aroused and agitated state. She once again leaned in and said right in my ear, "Admit it big boy... you're turned on by the idea of me dominating you."

Her warm breath hitting my ear sent another shiver of arousal through my body as I meekly nodded. Once again I followed her gaze go from my face down to my mid section. And once again I was shocked to see a wet spot had formed on the front of my work shorts.

"Wow!" Sandy said with a smirk. "I see you're not lying when you say you're so turned on." She then reached down and pressed a finger into the wet spot before moving it around in a circle a few times. It's a miracle I didn't explode on the spot. The additional pressure of her finger making the silk rub my tip was beyond unreal combined with the hyper aroused state I was in.

"Ahhh!" I cried and couldn't help but squirm as she pressed her finger into my tip.

"Wow!" Sandy said with awe as she let off my cock. "I see you've got a really sensitive cock. I like that."

"You do?" I asked nervously.

"Sure." she said giving me a slightly wicked grin. "Men with sensitive cocks are usually more submissive, more willing to do anything I want."

"Like wear your panties?" I asked with a chuckle.

"Well you said it..." she said with a sly grin.

Sandy then slid off the sofa where she had been sitting next to me and moved to sit down across from me on the glass coffee table. She used one of her sexy black heeled feet to nudge my legs apart giving both of us a better view of my groin area. The gaze down there at the bulge pressing firmly against my shorts reminded me of the ache that had started to develop between my legs. I hoped we were getting to a more physical part of the activities.

She gave me a sweet smile before asking, "So tell me what you've been up to the last couple of days."

"Well I..." I said nervously.

"Go on..." she said. When I didn't say anything right away, she said, "What's the matter sweetie? Was it embarrassing?"

"Uh... sort of." I shyly admitted.

Her face morphed into an amused smirk, and she said, "Well this I've got to hear about. Tell me. Now!" Again, when I didn't reply right away, she said, "I said tell me. One thing you need to learn about being under a dominant female, and you are, is when she tells you something you obey right away. Now tell me." She then lifted one of her black heeled feet again and moved it up and pressed it against the bulge between my legs.

"Ahhhh!" I cried as I felt her foot pressing down on my bulge.

"Oh, you can talk." Sandy said bemused. "So, tell me what you've been up to."

Trying to ignore the pressure of her sexy foot against my crotch I said, "I was trying to decide whether or not to wear your panties and watching that video."

She smirked at my answer and said, "So you really did like that video. I know the setup is a bit cheesy, but the action is so sexy, isn't it? The way she totally takes control of him."

"Yes, it is pretty hot." I admitted.

"And his bulge in those panties." Sandy said before closing her eyes for a brief moment and giving a moan of pleasure. That sent another pulse down my cock.

Looking back at me she said, "I'm guessing you did a bit of this while watching." She then circled her hand moving it in a jacking motion.

"Be kind of hard not to." I admitted. Then the memory of me cumming all over myself and falling asleep on top of my comforter and getting the load all over it came back to me.

"Oh, and you may find this amusing." I said.

"Do tell." she said again pressing her foot into my crotch eliciting another throb. I then told her what had happened. Her reaction was pretty close to the one that had flashed through my mind. She busted out laughing forcing her to lean back harder onto the coffee table she was sitting on. After laughing hard for a bit, she sat back up still giggling and looked at me

"You're so cute Willy." she said. "Tell me something. Have you imagined me doing something like that to you." I shyly nodded.

Her face took on a devious look before she stood up and indicated I should so the same.

I stood up and Sandy looked up at me peering into my eyes and she said in a low sultry voice, "Time to show me those panties big boy." her hand slowly moving to my zipper.