Chapter 29

“A hot young guy fucking my tired old pussy ... never thought I would see the day.”

“Your pussy isn’t tired and old; in fact, it feels great.” Slamming in some really hard thrusts, my movements are making the whole mattress shift on the bed frame.

“Keep talking and fucking like this and you’re gonna make me cum.”

“That’s what I’m hoping for,” I smirk.

“Pound my pussy! Just like that, pound my pussy!” Putting her hands behind her knees, Vicky pulls her legs, lifting them and holding them up into the air. This allows me to push it deeper and deeper. “Ohhhh, gawddd,” she moans, “Give it to me! Drive that man cock! You’re so fucking hard and feel so good!”

With that, I feel her lower body tense as her pussy grabs around my shaft squeezing it, squeezing it so tightly I must slow my drives and let her ride out her sweet moment. She’s squinting, shaking, sweating, and breathing heavily through her mouth, moaning high and low pitches of euphoria.

When reality returns and she can think clearly again, we stay connected and she pulls me down on top of her. “Oh, Will, you are really something. That’s an itch I’ve needed scratched for a loonngg time.”

“I’m happy to help with that.”

“I’ll bet you are!” she laughs, “Now fill my pussy, fill it with your hot stuff, I wanna feel you doing it in me.”

Pumping full-length thrusts, my drives resume to rhythmically plunge my cock into her chamber. Knowing how much she just enjoyed the nice orgasm I gave her is reassurance that all is going well tonight.

With a squint and a body-tensing grunt, I fulfill Vicky’s request of pumping my cum deep into her pussy. In one of our many conversations about sex and the details of what women like, Daisy once told me that a woman likes to feel her man ejaculating inside them. At this very moment, I’m sure Vicky is feeling me ejaculate; for added measure, I accentuate my spurt-twitches by flexing my perineum muscles.

“Ohhh,” she moans, lifting and pushing her pelvis to me, “I can feel you ... I can feel it shooting. That is so nice.” She drags out the word nniiiice into a long hum of euphoria. When I’m done, I pull out and drop down between her thighs. Seeing what I’m about to do, she starts to say, “Oh, you don’t have to—” My open mouth cups her mound, my tongue tickles her clit, and she inhales a sudden deep breath of appreciation. “Oh, you-dirty-boy-you! Yesss ... Yes, lick me in there!”

My tongue laps her pussy clean of our combined juices. Keeping her clit plenty satisfied, I sporadically drill my tongue, pushing it in as far as I can. Totally loving this, I can hear her loud moans, she’s mumbling that she’s unable to remember the last time a man pleased her this well.

Mumblings turn to unintelligible yowls of ecstasy. It doesn’t take very long for her thighs to close in and smash my head in between. Taking my face for a wild bucking-bronco ride on her orgasming pussy, I’m glad she’s clamped me in tight or I would have bounced off at the onset. And it’s one hell of an orgasm she has; if there are any seismometers in the area, I’m sure they picked up some unexplained earth-shaking.

We’re both wet and sweaty as we lie on the bed, the mattress has shifted a good deal off to one side from our vigorous screwing. Vicky puts her hand on my thigh. “Will, you’ve made me feel better about myself than I have in ages. Tonight, I’ve had so much fun enjoying you; I literally feel twenty years younger. When Jas called yesterday, I thought this was another of her goofy stunts to try to get me out of my shell. And maybe it was, but you are one fine young man, good lookin’ too! You’re gonna make a lotta women very, very happy ... and hopefully even me again one day.”

“Absolutely! And thank you. I had a great time.”

She asks me how I got into this business of being a male escort and I tell her how the basic story unfolded after meeting Daisy. She seems intrigued. “Oh, that Daisy sounds like a fun girl you have there.”

“Yeah, she is. She’s the one who brought me out of my shell ... big time!”

“I’ve never told anyone this before, but I’ve always secretly wanted to try it with a girl. In my sophomore year of high school, I had the biggest crush on Kimberly Reno. She was this petite little cheerleader, but god, she had a tight body on her. Most girls went to the games to watch the football players, but that year I went just to watch Kimmy.”

“Well ... Daisy likes to have fun with women too.”

“Oh, really?” Vicky’s face lights up like a Christmas tree. “It’s probably wishing for too much, but I can’t imagine havin’ her and you at the same time.”

“We’ve done multi-person dates like that. Just something to think about...”

“Oh, I’ll be thinkin’ about it!”

Vicky and I wrap things up at eleven o’clock and part ways after a quick hug in the parking lot. Driving home, I go over the night in my head. All in all, I think I did really well for my first one-on-one with a complete stranger. At first, she was a bit reserved and negative as Jasmine warned me, but she’s probably a woman who’s been hurt in the past and living a guarded life. Once she feels comfortable and can be herself, she’s really a wonderful person.