Second Date as a Whore - Cover

Second Date as a Whore

Copyright© 2026 by LolaPaul

Chapter 8: A Third Time In The Night

Erotica Sex Story: Chapter 8: A Third Time In The Night - I thought my old college friend Roger would be my first and last time as a whore, but Cupid made other plans. The Joker took advantage by messing with my guy’s biggest client. I had to get this done or jobs would be lost. This time it was the real thing, I had to whore for a stranger who was known to pay more for a girl going outside the rules. A lot more. He was a nice older man who wanted my ass, and as an extra surprise he brought some family! (All over 18.)

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Teenagers   Heterosexual   Fiction   Sharing   Slut Wife   Wife Watching   Group Sex   Anal Sex   Cream Pie   Double Penetration   Exhibitionism   Oral Sex   Sex Toys   Prostitution  

Sometime later we got gradually untangled enough so the three of us rested on the bed. They settled on my left and right, about nipple height, so it was clear where their first energy burst was going. This fucking business was exhausting. Still, the boys were all smiling like they had a great time, and in fact the first words that followed were they were both singing my praises as the best they had ever had, the best they ever imagined they might have.

Ariel came over and gave all three of us a kiss on the cheek, saying she had a wonderful time and thanking me for letting “the children stay up late to watch the exciting late night adult show.” She dragged a hand over my bottom in what could have been an accident, or maybe not. I smiled at her but otherwise said nothing as she settled on the sofa.

Some time later we roused enough to troupe into the shower. I was so exhausted I could hardly stand, so he boys were glad to do all the work, using their fingers gently to cleanse me front and rear (but only to the first knuckle) as well as their own bodies. Gabe was especially diligent washing his cock. When the guys were done they staggered off to bed without benefit of towels.

Mick left first, as his back was to Gabe and me I took a chance and pressed my lips against one of Gabe’s nipples. He reacted with a gasp. “I never had that before ... maybe later...”

“Maybe,” I replied. As Mick stepped out the door he let Ariel in. Gabe hurried out.

Ariel joined me under the water, she had some lube to wash off, and she didn’t want to be alone so I stayed. She also ventured some contact with my body, at one point she pressed the front of her body against mine. I did not discourage her, we smiled but didn’t kiss.

I made a point not the flush my pussy or ass out, I wanted them lubed inside. Ariel asked so I showed her a bit about squeezing inside. I said we did it a lot when I was married.

I made the point of telling the boys they were welcome if they could raise the urge, “I’m here on stage all night.” They wished me pleasant dreams.

Ariel hung back with me, we were drying our hair. Once the boys were gone she asked if she might share my bed for the rest of the night. She mentioned, “I never had a sleepover or anything like that ... I have missed so much in life.” She said the guys would probably be back individually to enjoy me again, at least one time each, but that would be conventional one-on-one and fairly quick. “Basically you might think of it as a wet dream, in two or three hours they will be using you to discharge their own dreams and will not expect you to get invested, since they will be well on the way before they put it in. That sounds kind of disgusting, doesn’t it?”

“Yes and no. They are good boys, that counts a for a lot. Boys will be boys, they are built to get it up and get it in while the getting is good. Survival of the species is hard wired. If they are coming back are you sure you want to stay?”

“Yes, I am observing for ... well, I wonder what my future with a man will be like. I earned this vacation by never having anyone score on me. My bed is the fold out couch, I lost the coin toss, and it is not that comfy. They won’t get it wrong when they return to ... you know. But to be honest ... your breasts ... I admit that I will dream of them. A little contact will make the dreams better ... more real ... and maybe I can help you as well with the other business...”

“Are you sure your brothers won’t make a mistake in the dark?”

“I am sure. Gabe and I have shared beds together several times, in a tent and on a ship. Once with Mick also, he asked before he jerked off but didn’t touch me. We stay in our lanes. I admit I want to get something out of it ... Okay, I really want to be here when my Dad comes ... I have never seen him do that before ... unless you object?”

 
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