Gillian's Sexual Renaissance

"Happy Birthday to Me, Happy Birthday to Me."

Tomorrow's my big 5-0, and I'm going with a sexy theme.

I've been widowed for 5 years. My late husband was awesome, but our sex life was pretty plain. To be honest, I had become very vanilla too.

My best friend Eve and I had a conversation about 6 months after Kirk passed away.

I'll always remember her saying, "Gillian, if you want to spice up your sex life, you've got to be daring, super daring."

Together we came up with a get laid game plan for me that has turned into humongously bold. I've done this so many times over the past few years and the results have been awesome.

It works something like this. If you don't ask, you won't get it. Be open to everything (at least once) and enjoy every second.

The result, I've been fucked and have had more spine-tingling orgasms than I can count. I've gotten twisted up in all sorts of positions, got fucked on beds, couches, tables, toilets, back seats of cars, balconies, docks, boats, hot tubs, saunas, and in the ocean. Done kinky things that Kirk and I never did. I've been fucked in the ass, tied up and spanked. I've had cum shot all over my body, hair, face, tits, belly, and ass. I've had MFM and FMF threesomes. Not only that, but I've had men cum on me while I masturbated, and I even fucked a man while his wife watched while masturbating. I've used every toy imaginable. I now have a dedicated space in my walk-in closet.

I've loved every moment of my new sex life.

I masturbate all the time now. I hardly ever masturbated when Kirk was around.

My plan for tomorrow evening is this; afternoon masturbation session in my tub, followed by dinner at the Empire Hotel Restaurant and Bar (more about that later) and a trip up to the room with a lucky man (or two) that I've booked to fulfill all my birthday wishes.

The next day...

I've got a nice warm bath ready with music playing, candles lit, and bubbles everywhere. I love soaking and getting off in the bath. I start by getting naked and looking at my body in the mirror. I might be 50, but aging has been good to me. I have shoulder-length curly blonde hair, with just a few gray hairs. My face is still smooth, with a few crow feet wrinkles around my blue eyes. My tits are firm, and my nipples could definitely catch your attention.

My nipples are super sensitive, and they are my go starter move while masturbating. About a year ago, I shaved my pussy. Didn't know what to think, but I love the look. Men definitely enjoy how it looks. My ass and legs are what I call "muscular athletic."

Since the dawn on my renaissance sex life, I've been taking care of my body with exercise and a pretend diet.

Before I jump into the bath, I put on my mellow classic rock tunes to set the mood. I hop in the tub, lean back, and rest my head on my water pillow. I make sure my nipples stay above the water line. Seeing my nipples gets me in the mood, so I start to touch and pull at them, and soon enough my clit joins the fun with some circling fingers. Sometimes when I'm in the tub masturbating, I like to use one of my many new toys. Tonight, will be old fashion, eyes closed, tweaking nipples and clit rubbing with my go-to fantasy of being fucked from behind by a big cock. I feel myself getting close. I move my hand from my tits and take two fingers and fuck my pussy. My fantasy man is pounding me faster and faster, then I feel him shooting his is cum deep into my pussy. I come hard, legs shaking, moaning, splashing water all over the floor. What a great orgasm!

Time to get ready for the Empire. My outfit is a pink thong, mid-length form fitting black dress with no bra. My nipples become so hard when I'm hunting, they instantly attract attention from my prey. The Empire has been the scene of my greatest successes. I only go about twice a year. I would rather not look like a prostitute. However, the return on investment has been exceedingly high.

I've used a couple of strategies in the past. Most often, after doing some reconnaissance, I sit at the bar beside my target. The clientele at the Empire is diverse. Local vs. Business Travelers, Married vs. Unmarried, Straight vs. Gay, Wanting Dinner vs. Wanting to Fuck. I've becomed skilled over the years of identifying those who want to fuck. I've had my setbacks, but more often than not, the fucking and associated antics are awesome.

Since it's my 50th birthday, I hope to enjoy the night with another "oldster". I've noticed that older guys tend to be better in bed and surprisingly adventurous.

I catch sight of my target at the bar, drink in hand and looking over the menu. The menu hints that he plans to stick around for a while. This gives me a chance to work my magic. Occasionally the spell is cast quickly, and other times requires some work. I'm motivated not to leave empty-handed. It is, after all, a birthday celebration, plus I have a $300 per night room booked.

I sit down, order something to drink, and ask for the menu. My prey is now aware I'm going to be around for a while. When I started doing this, I waited for the prey to introduce themselves. Occasionally I had to drink and eat slowly. Being an expert now, I break the ice. I usually wait until I have a couple of sips of liquid courage and pretend to read the menu over. The menu hasn't changed in four years. I keep an eye out for things like wedding rings or if someone turns a bit away from me, which totally screams 'leave me alone.' So far, so good. Time to take a leap of faith!

The bartender swings by and tops off my drink, drawing attention to me. Time to act.

"I'm Gillian," offering my hand.

"Hey there, Gillian! I'm Stephen."

"Great to meet you, Stephen! Got any ideas for dinner?"

"Are you a carnivore or herbivore, Gillian?"

"A carnivore."

No irony there, I smiled to myself.

"I come here often, so I suggest Wings and Ribs Combo with mashed potatoes and a colored veggie to convince me it's a somewhat healthy."

A local on his own, promising. I also like his menu choice.

"I'm convinced, the combo it is."

I raise my glass. "Cheers, here's to cardiovascular disease."

We click glasses and then bump the bar with them. We each have a sip.

Stephen kicks off the chat.

"What brings you here tonight, Gillian?"

"Can you believe it? I'm hitting the big 5-0 today!"

"Seriously, no party and no friends or family around?"

"Nope, keeping it low-key. I'm a widow and my kids live across the country. I'll celebrate with them when I see them later this year."

He knows I'm single and maybe a little desperate. Your move, Stephen.

"Sorry to hear that, Gillian."

Empathy, very interesting.

"Hey Gillian, we shouldn't waste this evening. Daniel, can you please see if you can me and my guest a table?"

"Of course, Mr. Allen."

"Mr. Allen? You must be a regular."

"You could say that, I live at the Empire."

"Is there a story behind that, Stephen?"

"Yep, I manage projects for the Cedar Canyon Hydro-Electric Dam, and I handle the turbine installation. I've been hanging out here for around 4 months, and I've got roughly a month left."

Time to be bold.

"No friends or family?"

"I have some work friends, but I'm currently single. Like you, I have kids scattered across the country."

Bingo!

"Mr. Allen, your table is ready. Patrica will seat you."

"Thanks, Daniel."

Patricia approached us.

"This way please."

Patrica led Stephen and I to the table.

"Whoa," I mumbled.

"Hey Gillian, everything okay?"

"All good."

My pussy is wet, my thong is soaked, and my clit is tingling. All good!

Stephen and I sat down, and put our drinks on the table.

Stephen raised his glass. "Happy Birthday Gillian."

"Why thank you, sir."

I think I caught him looking at my tits.

Stephen pointed. "I see the girl's headlights are on."

Bold, very bold. Time to be bold back.

"You noticed. The girls do like to come out and play."

"I won't lie, I'm a big fan of nipples. What kind of woman are you, Gillian?"

"Hmm. I consider myself an explorer."

"Explorer, what type of explorer?"

Oh my, he is playing me! This will be fun!

"I explore sex."

"What have you discovered?"

I propped my elbows on the table and put my chin on my hands. I looked directly into Stephen's eyes and his soul.

"I realized that the first 25 years of my sex life were kind of dull. For the past 5 years, I've discovered other possibilities."

"You didn't kill your husband.... right?"

I laughed at the gallow's humor.

"Nope, to be honest, I was complicit. I settled, didn't realize or want to know anything different. A life regret."

"That's good to know that I will see daylight in the morning."

"I'd like to think I'm in my sexual renaissance period of my life."

"How's that working out for you so far?"

"Very, very well! It's been interesting and, more importantly so much fun. How about you Stephen? How do you see your current sexual situation?"

Oh fuck, this should be interesting.

"I consider myself a lifelong learner. I've tried to evolve, improve, embrace new ideas, to essentially become a better lover."

Jack-Fucking-Pot!

Patricia brought our dinner over. Stephen and I talked a bit more, but we didn't discuss anything sexual. Honestly, I found myself distracted, or maybe even fascinated by Stephen. I had my own ideas for him, but what about his ideas for me, if he even had any?

After dinner, we grabbed some more drinks and chatted about our past lives, jobs, travels, and retirement plans.

"Hey Gillian, what's your top story from the Sexual Renaissance?"

He's trying to make me come.

"Wow, ok, let me think. That was one of my first experiences. I was determined to not let anything phase me. I met a man, his name was Henry, using the sit-down-beside-order-a-drink-fake-looking-at-the-menu technique."

Stephen laughed, "That sounds familar, go on."

"I finally got bold enough to ask him if he'd like to come back with me to my room. I left first, and he was going to meet me there. I'm in my room, and I get a knock on the door. I look through the peephole and see Henry with a woman. I thought, Holy Shit, what do I do now? I said what the hell, I let him and woman in. Henry introduces me to Kaitlyn, his wife, and she very matter of factly tells me she wants to watch us fuck. Well, that caught me off guard, but as I mentioned, I wasn't going to let anything get to me. Apparently, she was watching our whole hook up from across the room."

"Very cool, but I assure you I don't have a woman hiding in the reeds. Go on."

"We all get naked, and Kaitlyn pulls up a chair to the bed and takes out a cock-like vibrator and starts playing with herself. Henry and I get after it, kissing, nipple play, oral... Kaitlyn is now ramming the vibrator into her pussy and moaning like crazy. Kaitlyn moans, 'fuck her from behind Henry, all eyes on me.' Henry spins me around on the bed and pounds me from behind like a madman, Kaitlyn is howling, Henry is groaning, I'm moaning, it was weirdly hot. Kaitlyn and I make eye contact, and she comes like there's no tomorrow. I'm coming now, my legs and ass shaking like mad. Henry pulls out and finishes all over my back and hair. Kaitlyn moves over to Henry, sucks the remaining cum off his cock. They put their clothes on and without a word leave. I'm laying on the bed with cum all over me just laughing like, 'What the fuck just happened?'"

"Gillian, that's worthy of a porn video."

"You asked."

"I must admit that turned me on."

"I didn't scare you off?"

"Actually, quite the opposite."

"Come hang out in my room and help me celebrate my birthday!"

"What do you want for your birthday?"

"Surprise me."

"I can do that."

We took care of the check together and made our way to my room.

I didn't know what to expect from Stephen, but I was optimistic. He shut the door and drew me close for a passionate French kiss. His tongue was amazing, I wanted it to tease my nipples.

I whipped off my dress, uncovering my striking nipples and cute soaked pink thong. He drew me over the bed and sat down so that my tits were at eye level. His hands grabbed my ass and pulled me tight. He ran his tongue around each nipple and then gave a gentle flick to the tip. I brought his head in closer, nudging him to take each one in his mouth. He lightly grazed my asshole with his finger. I moaned approval. He sucked my nipple in affirmation.

I wanted to see his cock. I took off his belt, unzipped his pants, and slid down his underwear to reveal a big, thick, gorgeous veiny cock. Stephen got up, and I knelt down in front of him. I took his cock in my hand and stroked him gently, producing a dab of pre-cum. I swirled my tongue around his tip and skillfully cleaned up the pre-cum. I then took his tip in my mouth, teasing the opening with my tongue. Stephen tugged my head, urging me to slide my lips along his shaft. I went along with it, gripping tighter with my lips and sliding up and down his shaft. I really enjoy giving blow jobs and started moaning with pleasure.

It was time to get both of us totally naked. I got up, unbuttoned his shirt, and slid it off his shoulders. Stephen was one fit man.

Stephen hooked his fingers on my pink thong, leaned down, and pulled it down for me to step out.

"My God, your pussy is beautiful!"

He ran his tongue ran up my thigh, along my soaked slit, bellybutton, one nipple, then the other, kissed my neck and finally danced with my tongue. I was so horny.

"Lay down Gillian."

I slid onto the bed and rested my head on the pillows. Stephen wanted to go down on me and I wanted a view. I spread my legs, inviting him in. His tongue was unusually long and pointy. He worked his tongue from the base of my slit, playfully flicking it deep inside. I felt my clit stiffening and couldn't wait for him to lick it. His tongue found the target, brushing it lightly until he changed tactics, swirling it around the base. I was leaking juices all over Stephen's face. I rolled my hips encouraging him to run his tongue the length of my slit, stopping for attention to my vagina and clit.

Oh, God, it was awesome.

Stephen quickly repositioned himself so he could insert his finger into me. I really enjoy it when guys go down on me and hit my G-Spot. I really love it when they tease my clit with their tongue and my pussy grips their finger. Each time he licked my clit, my pussy instinctively contracted. I was so wet.

Stephen removed his finger covered in my juices and brought up to my mouth. I sucked his finger like a cock. He reinserted his finger just enough to become slick and then found my asshole. Stephen's tongue found my clit again. Every flick made my asshole tighten up around his finger.

My, Oh, My, this feels awesome! I don't want to come. I need to fuck him badly!

"Lie down Stephen, your turn."

Stephen laid on the bed. I traced my tongue from his balls right up to the head of his cock, then sucked on it pretty hard. From there, my lips and teeth found his nipples. For a man, they were large and erect. I flicked my tongue across each one, then sucked hard.

"Gillian, that feels wonderful."

I kept teasing Stephen's nipples with my tongue and mouth. I noticed his hand moving around, and he started to jerk off. I could feel his head slightly brushing against my ass. Stephen was enjoying the nipple attention.

"Allow me."

I slid off to the side and replaced his hand with mine on his cock. I found his nipple again, first with my tongue, then sucking hard, then lightly biting. I was slowly stroking him the complete length of his shaft. His hips moved in time with my touch.

Stephen moaned, "I am really enjoying this."

I pulled his foreskin back and then ran my thumb over the tip. I feel more pre-cum. I took some with my finger and rubbed it on my lips. I took another and circled his nipple and sucked hard. I took a third dab and spread it on Stephen's lips.

"Oh fuck, Gillian."

I leaned in and said softly, 'Not yet, okay?' I still have more birthday presents to collect."

"I have more to give."

"Let's see..."

I straddled Stephen and rubbed my slit along his veiny cock.

"We're not fucking yet."

"You're killing me, Gillian."

I moved slowly forward until my pussy was above Stephen's face. I grasped the headboard with one hand and with the other my nipple. I grabbed my tit, pinched my nipple and shook the shit out of it.

"Stay still," I said.

I lowered my hips and swayed as Stephen's tongue traced a path from my clit to my asshole. I rolled forward, so that Stephen paid attention to my clit. His tongue was magical, just the right location and pressure. I rolled slightly forward again, this time allowing his tongue to enter my pussy. I couldn't believe how far it had entered. I lowered my hips more. His tongue went further in. I was so horny; I was certain I was drowning Stephen in my juices.

I rolled my hips forward one last time. Stephen's tongue was now probing my asshole.

"Oh, fucking God, Stephen!"

I swear his tongue was fucking my asshole!

I switched hands and paid attention to the other tit and nipple. I was moaning loudly, this man was incredible. His tongue was a second cock.

Stephen stopped, moved away, and then came in from behind. His cock was wedged between my slit. I grabbed the headboard, and he kissed the nape of my neck, nipples, my earlobe and murmured, "Would you like me to do you from behind?"

He toyed with both nipples.

He murmured again, "Would you like me to fuck you from behind?"

"Yes!"

"Yes what!"

"Please fuck me from behind. I thought you would never ask."

Stephen placed his hands on my hips. His cock slowly entered my pussy, then slowly left.

I moaned softly, "Are you teasing me?"

No reply.

He slid in and out of me again, taking his time.

He entered again, holding his cock in place.

"Oh, God!", I whimpered.

Stephen's finger located my clit and expertly toyed with it. I pushed backward hard, not allowing his cock to move.

He leaned on my back and reached all the way around with his other hand and circled and flicked my nipple. I grabbed the headboard tighter, keeping both of us up.

"Fuck me hard Stephen!"

"No Gillian, you fuck me hard!"

Stephen placed his two hands on my hips. I rolled my hips up and down. His cock was just at the right angle that my G-Spot was being stimulated.

"Oh, fuck, I'm so horny!"

I felt the waves of an impending orgasm. It was time to fuck Stephen and fuck him hard. I slid my pussy slowly all the way up his cock and quickly back down.

Slap!

Again.

Slap!

Faster.

Slap!

"Harder, Faster, Gillian, Fuck me Harder and Faster!"

"Stephen, Stephen, I'm going to come!"

My body trembled while I took Stephen's cock deep inside me.

I yelled out, "Oh Fuck!"

My body shook and trembled for what felt like ages. My fingernails dug into the headboard.

Stephen's cock was still hard. I turned around and pushed him on his back. I grabbed his cock, stroked it quickly and launched myself at it with my lips and tongue, sliding up and down, sucking my juices.

"I'm going to come Gillian."

I sucked harder, encouraging him to come in my mouth. I feathered his balls with my fingers, which finally brought him over the edge. I could feel his scrotum contacting, his hips pulsing and then a lingering groan as he shot his load into my mouth. I gladly swallowed. Just for good measure, I cleaned his softening cock of cum and my juices.

"Happy Birthday Gillian."

"Why thank you, Stephen."

Stephen leaned in and traced my sensitive, still hard nipples with his fingers. I felt a shiver run through me.

"I usually don't request this, but Stephen, will you stay the night? I could be persuaded to have Happy Birthday Morning Sex."

"Absolutely."

We shared a kiss, snuggled up on the bed, and drifted off to sleep.