Many years ago I was on a business trip for a company meeting. People from all different locations and divisions gathered in a Midwest City for boring meetings and team building. It wasn't all bad since we got fed well, put up in a nice hotel, and at the end of the day lots of drinks with some fun co-workers.

Since there were so many colleagues around it wasn't the best set up for trying to pick anyone up, so I didn't really bother trying. On the last night, everyone was tired and either had early flights or personal plans the next day. The group I hung out with decided to go a sports bar for a drink after dinner then a relatively early night. There were about 20 of us having a good time, lots of laughter and joking around. One of my favorite coworkers was at the end of the table and I was in the middle.

Shelly was a divorced single woman probably 20 or 25 years older than me, so probably mid fifties and at time. She was was with the company a long time, and always knew how to get things done. The type that always jumped in and helped and a bit of a mother hen to the team. She was only slightly heavy with dark hair and presented herself well.

I wasn't paying attention to the conversation among the ladies at her end of the table. Apparently they were going to the spa in the morning and were chatting about what services they were going to get. But then I heard them taking about getting facials.

A loud mouth dude near me started laughing and asked sarcastically, "you're all getting FACIALS? What kind of spa is this?"

It took a minute for the ladies to clue in, but soon everyone was laughing and making funny comments. Things like:

"Definitely the best thing for a girl's skin!"

"Do you pay them, or are they paying you??"

"Will you ladies end up on the Internet??"

Along with everyone else, the ladies were red faced, shrieking and laughing. Just one of those moments that was inappropriate, but the laughter was contagious.

I actually think it took Shelly a minute to get the joke, and she even said, "oh my goodness, I wouldn't know anything about that!"

The joking continued with teasing questions like, "how you YOU know what that is?" And even when it finally died down the occasional quip got a good chuckle. No one took it too far.

I left about 20 minutes after Shelly did to make the short walk back to the hotel. As I arrived at the hotel I saw Shelly in the lobby headed to the elevator with some just purchased bottled water in hand. Just the two of us entered the elevator together. I remarked that it was pretty funny back at the bar.

Shelly agreed and said, "I was so embarrassed it took me so long to get the joke! That's just wasn't a thing in my day!"

"Jokes weren't a thing in you day?" I teased.

"No, facials!" she exclaimed.

The topic seemed to leave us awkwardly smiling as the long elevator ride finally brought us to the high floor both our rooms were on. We headed down the long hallway in the same direction.

Keeping the fun going, I looked at Shelly and said, "just remember to get the right type of facial tomorrow!"

"Tell me which facial is the right one?" She quickly said with a chuckle.

Sensing her boldness, I flatly replied, "I only know how to do one type of facial."

"Oh tell me more about your type," she asked playfully.

We were now at my door, and I said, "Well goodnight.. but maybe you want to come in for a minute and I'll tell you."

Quickly we were inside my room and asked, "so you've never had someone ejaculate on your face before."

Shelly shrugged, "no, never, but it does sound sort of exciting. Have you really done that to a girl?"

"It's very exciting, and yes I've done it a lot. It's kind of my thing," I cheerfully told her.

"Do you just do it to her or do you ask? Inquired Shelly.

"Of course I ask! Like, my dear Lady, please allow my the honor to cum on your face," I joked.

"I'd say yes if you asked me like that," she replied quietly.

So I asked her in the ridiculously formal way and she said yes, while turning red.

Shelly was far too old for me, not my type, a friend and a coworker. So not really a great idea, but we trusted each other and we're in the moment. She wondered how it would work, she was nervous so I laid it out for her.

"Let's keep it simple, and the biggest secret ever. I'll just jerk off, and when I'm close to cumming, lay down on the bed so I can shoot it on your face without it getting in your clothes."

She looked scared, "Ok, as long as it's not too messy."

I assured her it will be fine and avoided answering directly. But ya, it was probably going to be messy.

I then stripped naked and got a full erection instantly. Shelly probably hadn't seen a 32 year old man nude in this state for decades. She smiled ear to ear, looking me up and down as she took a seat. I got my uncut cock about foot from her face, she gasped as I rubbed an excess of pre-cum over the head and rolled back the foreskin revealing my full glans.

I started rhythmically stroking the length of my shaft, fully enjoying being closely watched. I carried on for several minutes before pausing to last longer. Shelly leaned forward slightly and kissed the tip and brushed it lightly with her finger tips.

She looked up and sheepishly asked if that was ok and I assured her that it was. She then took over stroking me while encircling my shiny head with just the tip of her tongue for what seemed like forever.

Anticipating what would be happening to her soon, she asked if I was getting close. I could go at this slow pace forever, so I instructed Shelly to take it in her mouth as far as she could then stroke harder and faster. She couldn't take it too far and apologized for being out of practice. I assured her she was wonderful as she started jerking my cock vigorously.

I've always loved controlling my orgasm and having my partner unsure of when my ejaculation would start. I backed away and told Shelly how great it felt, casually asking if she wanted any water, while occasionally tugging my cock as I got some towels and tissue.

I'll told her to lay on the bed on her back and put a pillow under her head. I started masturbating quickly and had her carress my balls.

"Ready for your first facial, Shelly?"

With a nervous smile and giggle she said yes unconvincingly. "Just give me a warning," she requested.

I got up on the bed, getting down on one knee on her left side. She was staring up at my cock that was almost ready to unload. I briefly paused to smear a large drop on pre-cum on her forehead. With only one more stroke two quick streams of clear pre-cum shot out onto her cheek and nose, suprising her.

She untensed with a sigh and a smile, "You forget to warn me."

She looked confused, as I grunted, "hold on, almost there."

Three more long strokes and huge stream of clear and white marbled cum squirt hard onto her lips and chin.

I couldn't respond as she exclaimed, "there's more?!"

She diligently kept her hand on my balls the whole time as I made long deliberate strokes down my cock to coax each spasm to launch huge wad after wad of pure white semen to splat on her face.

Careful to avoid her hair and clothes I made sure to paint her entire face. Forehead, nose, one eye, both cheeks, her lips and chin were all decorated in my seed. When the spurts stopped I lightly massaged the last ooze onto the tip of her nose.

We were both speechless as I hoped off the bed to stand beside it and get a good look at her.

With one eye glued shut, she looked at me and said, "that was wild, I wasn't expecting anything like that."

"But did you like it?" I asked.

"Umm, yes!" As she licked cum from her upper lip. "But I thought you had cum, then you started again, but way more?!"

I handed her a towel for under her face to catch any drops, helped her up, and warned her not to wipe any off. I led her to the bathroom to see it herself in the mirror.

Shelly laughed again and lightly slapped my fading erection saying, "bad boy!"

Looking at each other in the mirror and as I rubbed my cock I explained, "I got turned on from the facial talk hours ago, and being with you was so intense, I just had a ton of precum. It sometimes shoots out with a spam before I cum.

"I thought that was was going to be it, but then THIS!" pointing to her face. "I gets there always so much? I didn't think it was going to stop."

"That was definitely a really good one," I said as reached over to scoop up a large glob about to drip off her face. I then offered it toward her mouth, and she licked it up.

"I used to like to swallow, guess I still do," was Shelly's response before she wiped her face clean.

It was getting late and I didn't bother getting dressed. Shelly looked happy but disheveled, we hugged and said goodnight.

Back at work, we didn't have any problems. I think we both enjoyed our little secret.