"How many times?" Amelia asked with a grin.
Nathan stared down at his girlfriend nestled against him on the couch in surprise, her light brown hair tousled and hanging down into her hazel eyes as she looked up with an impish grin.
"I... I don't know," Nathan quickly replied, "I mean, you're not pissed?"
"Why would I be pissed?" Amelia asked and shoved her fingers into Nathan's side to tickle him, "You've never been mad about how many men I've slept with.
"Why do you think I'd care how many girls you've been with?"
Nathan yelped and tried to squirm away from Amelia who only laughed before relenting her attacks. For a muscular six foot two man with a full beard and shoulder length black hair his one true weakness was being tickled.
"Yea, but... I mean..." Nathan stammered once Amelia had let him catch his breath.
"You mean some of them were prostitutes?" Amelia helpfully added, "Who cares, we've both been careful with who we've slept with and we've both gotten our tests.
"You've never been pissed that I slept with a lot of guys, I'm really curious, how many have you been with?"
"Yea, about that 'lot of guys'," Nathan said repressively and then yelped when Amelia shoved her fingers into his side once more.
"You're really not pissed?" Nathan asked again before quickly squirming away when Amelia threatened to resume her attacks, "Ok...
"Maybe... six or seven?"
"Hey!" Nathan cried out when Amelia started tickling him again.
"You don't know?" Amelia asked sarcastically while she continued to tickle.
"Ok, ok," Nathan finally relented, "If you count just oral sex then it was nine!"
"Ok, Billie Bob, where's your cigar if you think a blowjob doesn't count as sex?" Amelia said with a laugh, "You going to start a debate club to argue about what the meaning of 'is' is too?"
"Huh?" Nathan asked.
"Oh, for... never mind," Amelia shot back, "So what, half the time you'd go looking for someone to just give you a blowjob?"
Amelia's hand strayed to Nathan's athletic shorts as she began to slowly caress his dick beneath the light fabric. He stared down at Amelia's C cup breasts barely covered by the tattered white crop top with the spaghetti straps that Amelia normally wore casually around the house and couldn't' help but notice the hard points of her nipples poking at the fabric. His eyes strayed lower past her flat stomach and bellybutton with the diamond stud to her white satin panties that also happened to be her normal around the house attire. Nathan stared at the wet patch that was marring the white satin of those panties and licked his lips. He still wasn't sure how the topic of escorts or how he had admitted to seeing even one of them in the past had come up, but it certainly seemed to be having an affect on his petite girlfriend.
"Nooo, not exactly," Nathan said after a moment.
"And?" Amelia pressed.
"I got a few massages from a girl," Nathan admitted, "She was actually a really good masseuse and afterwards she'd climb on top and we'd sixty nine until I was finished.
"We never had sex, but I loved getting massages from her."
"Massages, like more than twice?" Amelia asked.
"A few times," Nathan said and quickly squirmed away from Amelia's fingers when she threatened to tickle him again, "Four, maybe five, I seriously don't remember exactly how many times!
"And there were other massages where I'd end up just getting a hand job or blowjob but no sex too."
"What was it like?" Amelia asked as her hand slipped up the inside of Nathan's thigh and beneath the edge of his shorts.
"The massages or getting a blowjob?" Nathan asked and jumped when Amelia poked him in the ribs.
"No!" Amelia shot back, "What was it like having sex with a prostitute?"
Nathan stared down at Amelia for several moments aware that she always seemed to get excited hearing about his past sexual encounters as well as telling him all about her own. Instead of getting mad or jealous she seemed to relish hearing about the details or about something one of them had done in the past that they could then share with each other.
"Most of the time it was... ok I guess," Nathan admitted after a few more moments, "Kind of like the first time you ever see someone new naked or sleep with a new partner.
"Even if it isn't mind blowing it's still nice to experience something new."
"Was it always just nice?" Amelia pressed.
"Most of the time," Nathan continued, "You know me, I love to kiss and touch and caress, a lot of the girls wouldn't do any of that.
"Just strip and start sucking my dick.
"Not saying I mind getting my dick sucked and then straight to fucking, but you know how much I love teasing you and going down on you," Nathan confessed, "I missed that a lot of the time."
"Ummm, yes I do," Amelia purred with her hand now inside Nathan's shorts to cup his balls, "Was there any one girl you really liked?"
It took Nathan a moment to concentrate with Amelia's hand gently stroking his dick but one woman instantly came to mind.
"Michele," Nathan said and let his fingers trail through Amelia's hair, "I might see other escorts, but I'd always keep going back to see Michele."
"Why?" Amelia purred.
"She loved to kiss... well, at least she acted like she loved to kiss," Nathan continued, "She'd cuddle before we did anything else, just kiss and touch for maybe ten or fifteen minutes.
"And she had this way of just being casually naked that was so fucking sexy!"
"You mean when you made love together?" Amelia asked.
"Well, more than that," Nathan said, "I remember one time when I arrived she was just wearing this white silk kimono without bothering to have it closed and I could see her mound and breasts like it was perfectly normal, or when she was getting ready before coming into the bedroom. She could be a bit of a flake with the time and always seemed to need to get ready before we had sex. Every single time I saw her she would walk around naked, brushing her hair, walk in with a toothbrush in her mouth to ask me a question, ask me to rub moisturizer on her back, it was like she didn't even notice she wasn't wearing clothes.
"I'm sure it was all part of her... I don't know... her act I guess, but it was really fucking hot."
"I bet you thought it was hot," Amelia purred and then tugged at Nathan's shorts who lifted his hips up enough for Amelia to slide them down, "What did Michele look like?"
Nathan watched with his fingers still in Amelia's hair as she bent down to take his glans in her mouth.
"Ahhh," Nathan moaned as he watched Amelia's head slowly bob up and down and felt her humming, "She, ahh, she was a little shorter than me, dirty blond hair, athletic..."
"Ummm," Amelia moaned with Nathan's dick in her mouth.
"Maybe B cup breasts, nice big areolas and nipples..." Nathan sighed as he watched Amelia's head bobbing up and down with her hand stroking his shaft in time with her motion, "Ahhh, fuck... ah, she had nice lips, not as big and full as yours... and... ahh... she liked me going down on her.
"We'd sixty nine every time I got to see her."
"How did you find her?" Amelia asked when she took Nathan's length out of her mouth while her hand continued to stroke him.
"It was a web site," Nathan said, "Tryst I think."
"When's the last time you were with her?" Amelia asked with a smile.
Nathan looked at Amelia's oval face and that mischievous smile he knew so well for a moment and wondered what she was planning before he finally answered.
"Two years maybe," Nathan said, "I stopped seeing escorts after I met you and we started dating."
"Um, hm, sure," Amelia said with a laugh, "Can I see a picture of her?"
"I don't have any," Nathan replied.
"No, dummy, on the web site," Amelia said with a none to gentle squeeze.
"Oh, uh, maybe?" Nathan replied, "I doubt she's still on there."
Amelia leaned over to grab Nathan's phone from the coffee table and hand it to him with an expectant grin.
"I don't have the website anymore," Nathan confessed in confusion.
"Hello!" Amelia said with a laugh, "Google!"
Nathan stared at Amelia and then unlocked his phone. After only a few swipes he had a private browsing tab open and the Tryst website pulled up. Nathan quickly selected Seattle and a range of a hundred miles as well as a price range before hitting the search. Amelia slipped her halter top off and curled up against Nathan so that she could see the phones screen as well with her hand still slowly stroking his length.
"Oh, wait!" Amelia said and reached over to touch a picture of one of the women Nathan had been scrolling past, "She's cute!"
Nathan glanced from the picture of the petite Asian woman with dark black hair wearing a pale purple negligee to Amelia's smiling face in consternation.