An Unorthodox Love Story
Summary:
A man finds love with a younger woman through a wild encounter.
Note 1:
This is a Valentine's Day 2020 contest.
Note 2:
Want to hear a funny story? This was supposed to be a quick 2000-words-at-most wank story. It's based on my husband coming home from shopping and telling me the cute saleswoman had talked rather sexually about underwear as he was looking for some new ones on Black Friday. I thought it would be a fun stroker, yet it yanked the reins out of my hands and became something so much more, while I just more or less went along for the ride. It became an unorthodox love story. A story with many of my usual themes and yet something different as well.
Note 3: Thanks to Tex Beethoven,
TITLE
Nothing is worse than arriving at your hotel and realizing you didn't pack something essential. I mean not worse then third world poverty or the economy right now, but still a major first world problem.
If it was a toothbrush or deodorant, you could just call the lobby and they'd likely have one they could send up to you.
I, somehow, forgot to pack any underwear.
Now by the way, I don't just buy cheap underwear. I tend to buy SAXX Ultra, or Lululemon, or even Bamboo.
So I took an Uber and headed to a mall, arriving at 8:30 in the evening. I had half an hour before everything shut down.
I searched through half the mall before finding a store selling SAXX underwear just ten minutes before closing. I was looking through the rack, I go for simple single-colour pairs, no silly designs, when a feminine voice asked from behind me, "May I help you?"
I turned to see a cute redhead with prominent big tits showcased in her pink low cut blouse, and said, "I'm from out of town, and I forgot to pack any underwear."
"I see," she said. After a pause, she asked, "I hate to be presumptuous, but I'm assuming you're a man who likes his underwear to be comfortable."
"You assume correctly," I said, smiling at this cute girl and noticing she wasn't only wearing pantyhose, but black pantyhose, my favourite. And everything else... blouse, skirt, shoes... was pink. I wondered for a moment before remembering today was February 14, Valentine's Day. Not a day that mattered much when you were single. Actually, being single saved me a fair amount of money.
"Do you only wear SAXX?" she asked.
"They're my go-to brand," I admitted but added, "I also own some Lululemon and Bamboo."
"Have you ever tried 2under?" she asked.
"Can't say I have," I said, a brand I'd never heard of.
"Well, my boyfriend, well my ex-boyfriend, wore them and they were the sexiest underwear I've ever seen."
"Really?" I asked, wondering whether she was flirting with me or just being a good saleswoman. I was recently single and had been suffering a bit of a withdrawal. This young lady's cute smile, big tits and black nylon-clad legs had my cock waking up.
"Yes," she nodded. "If I may be blunt," she added, looking around to see the store completely empty.
"Please do be blunt," I said, deciding there was indeed some flirtation going on here.
"Well," she said, leaning in a little closer to me, "2under felt really soft when I caressed his ass, and it also did a great job of framing his...."
She paused.
I asked, shifting into full flirt mode, "His what, do tell?"
"His package," she smiled.
"I see," I said, feeling my cheeks go a little red at her slightly aggressive response spoken with her sultry voice.
"Want to see a pair?"
"I'd love to," as I looked at my watch. The store closed in seven minutes.
"Follow me," she said, turning away to showcase a nice wide booty, just the way I liked them. I also noticed her nylons had seams going up the back of her legs, which only enhanced the sensual beauty.
"Anywhere," I responded slyly, hoping this Valentine's Day encounter might lead to her coming back to my hotel. Excellent day for that kind of thing to happen. No woman wants to spend the day alone.
Unfortunately she didn't hear me or chose not to respond, as she led me to a rack close to the till.
She said, looking me over, unashamedly lingering at my crotch, which was now hard as a rock, "I sense you're a single-colour sort of underwear man."
"I am," I nodded. "How did you know that?"
"You seem like a no-nonsense man," she said. "A man of class, but with a basic civility."
"My last girlfriend didn't think so," I joked, putting it out there that I too was single.
"Her loss," she shrugged, as she grabbed a box and handed it to me.
"Pink," I nodded. "Good choice."
"My favourite colour," she smiled. "And it takes a confident man to wear it."
"I'm not sure if I'd be a medium or a large," I said.
"Probably a medium," she said before adding, "why don't you go and try them on?"
"Seriously?" I asked. "Is that allowed?"
"I won't tell," she smiled playfully.
"Okay," I nodded, thinking this was indeed going somewhere.
She pointed to the change room as she said, "I'll come check on you in a minute."
"I hope so," I flirted slyly.
I went to the change room, removed my shoes, pants and underwear... revealing my completely erect seven-and-a-half-inch cock.
I opened the box and pulled out the underwear. I put them on and moved my hands around, feeling them. I know it may sound odd, but I like the feel of soft things. I like bamboo shirts, I own only bamboo sheets, I like soft underwear and I love the look and feel of a woman's legs in nylons.
"Do they fit?" she asked from the other side of the door.
"Perfectly," I answered, looking at how they framed rather than confined my hard cock very well.
"Let me see," she surprised me by saying.
"They're a little revealing," I warned her as I unlatched the door, not wishing to lose this opportunity.
"That's the point of them," she said as she walked in. She examined my crotch and said, "Perfect."
Deciding to be a little aggressive, having nothing to lose and pretty confident she was thinking the same thing I was, I asked, "The underwear or what it's covering?"
"Both," she said, lowering herself before me and squeezing my horizontal, hard, pink cock.
"Oh," I groaned, this move so forward I was a little shocked. She was on duty. She seemed to be working alone.
"Did I help get this Valentine's Day gift hard?" she asked, moving her hand up and down slowly while her other hand caressed my ass, which no doubt felt particularly soft right now.
"He's completely saluting you," I answered.
"Can he come out to play?"
"Definitely," I answered, after rejecting any playful witty response.
She pulled my (was it mine yet?) underwear down and took my cock in her mouth.
"Oh, yes," I moaned, as a chill went up my back from the instant pleasure. Although I like fucking a woman, there's nothing I enjoy better than receiving head (I also love giving too... going down on a woman is always a pleasure). Although very few women are eager to suck cock, and even fewer are really good at it. This unnamed girl was a rarity it seemed: she liked doing it and damn, was she good at it).
She bobbed up and down for just thirty seconds or so, before she slid her tongue down my shaft and took a ball into her mouth. "Oh, nice," I moaned, having never had that done to me before. It felt weird and nice.