Recently spent an entire day (well I did work too) away at a convention scheming to find a woman up for some fun after work. Purposely open to all types, I just looked for non-married, confident women that were, like me, from out of town.

In the morning I went around making small talk, noting which ones I needed to find again in the afternoon. I probably talked to 40 women and wanted to follow up with 11 or 12. The convention had an app that you could connect with people, so I connected with all of them and eight accepted.

Manged to talk to 6 of them again that afternoon. Couldn't get a good read on any of them, except two were in large groups and had work plans that night. The other four were all going to the early evening cocktail reception, and I made sure they knew I'd look for them there.

Felt like I was striking out as the first two of the three I found were with groups of people they already knew. But the third, Cara, I found all by herself with a glass of wine. Shorter dark hair, very pretty face and an appropriate yet form fitting dress, probably early 40s, she was pleased to see me.

Small talk progressed and I was quietly happy to learn we were staying in the same hotel. As the short reception wound down she accepted an invitation to go to a nearby but out of the way restaurant bar (I pre-researched it) for a glass of wine.

We had lots to talk about and were mildly flirty. I steered the convo to dating. We exchanged online dating horror stories, and I told her my best and funniest story was too dirty to tell her. "Oh, now you have to tell me!" Cara declared.

It's a long story, very funny and it hinges on unexpectedly getting cum on a girl's face. Pretending to be reluctant, I told her the story with all the messy details. Cara was laughing and blushing. We were now not only in a good mood, but had sex on our minds.

I suggested we call it a night and we walked back to the hotel. I had a high floor room and when in the elevator suggested I show her the view.

I immediately removed her dress and bra when we got in the room, but she kept her panties on saying that wouldn't be tonight. She had a great mom bod and kept in shape. She proceeded to give me a long and outstanding blow job. When planning a night like this I always refrain from cumming for a week, take my vitamins and hydrate.. just in case.

Asking to cum on a girl's face on a first date is far from a sure bet. But considering her reaction to my earlier story, her eager blowjob, and the fact that I had extremely full balls, I confidently suggested it. To my delight she instantly agreed.

It was one of my biggest loads. And if I do say so myself, I'm damn good at accuracy, getting each spurt on on the face. Given how pent up I was, I knew the first shot could go far, so I held her head close and and aimed at her nose. The next thicker but shorter shots landed perfectly on her cheeks and forehead. I stroked and squeezed the last drops onto her chin.

She leaned back laughing, looking quite pleased. I put my cock to her lips and she gently took it in her mouth again. In my final act of boldness, I asked if she wanted to try it. "At this point, why not?" she laughed. I used my semi hard cock to push a large blob of semen from her cheek into her mouth. She suddenly stood up to look in the mirror and laughed while scraping a long white steak off her forehead with her finger, then licking it off. With my encouragement she ended up eating more than half of the substantial mess.

So even though I didn't get to fuck that night, it probably went better than I had hoped for. Planning pays off.