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A Sexual Awakening

"This is a true and accurate story of my longtime friend Babs and myself."

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Author's Notes

"This is a true and painfully accurate story of my longtime friend Babs and myself. This occurred in the early 2000's The names, locations, and professions have been changed to protect anonymity. /// "Now, more confident, she started to slide up slowly and then came crashing down, smashing her clit into my pelvis. I could feel her thumb-sized clit pressing into me on the merciless downstroke...""

Barb and Anthony had been friends since childhood. They dated in their teens and married at twenty. They were head over heels in love. Perfect couple, right? Read on.

They were each other's first and only lovers. Barb was short and medium build, not busty, and very cute. Anthony was six feet four and rather thin when they met. Anthony, sadly, had what the medical profession calls a micro-penis. Fully erect, he was barely an inch or two long (a lot depends on weight). Mother Nature can be such a vindictive cunt.

Not having had any previous lovers or experience with boys, Barb had no real idea what a normal, average penis was. Anthony used to please her orally and with his fingers. Barb also had a pocket rocket and a three-inch vibrator. For most of her life, she knew nothing of the art or pleasantries of sex. He got her off and for the most part; she was happy.

Fast forward a few years—Barb and Anthony were forty years old. Anthony had a sedentary job, internet investing, and an equally sedentary lifestyle. He gained weight very quickly and at forty-one years old, weighed almost 445 lbs. His belly hung down to his knees. I don’t think he could even reach his penis because of the panis (hanging belly). He had a very difficult time pleasing her orally because of his breathing difficulty. She was hurting and in desperate need of release, but she never nagged him about it.

As with anyone that has been denied sex, she became increasingly irritable.

I was now divorced and wasn’t getting any either.

Anthony invited me out for drinks one day after work. We met at a local bar and talked about lots of nothing. After he’d consumed enough tequila, he got very serious and the following conversion ensued.

Anthony said, “Listen, I have to speak at multiple seminars over the next two years, I’ll be away in Chicago or Las Vegas for long weekends. I'd really appreciate it if you’d go to my house and take care of Babbs while I’m away.”

I could do that, “Sure Anthony, I’ll call her to check on her over the weekends.”

Shaking his head, “No dude, I want you to go there and take care of her. Do you understand what I mean?”

Dummy that I was, I had no clue as to what he was asking me to do. I said, “I’m lost here, Anthony. Speak English and tell me what you need me to do at your house.”

Anthony was slightly upset, he took a deep breath and sighed. “You know my problems with weight and my, ummm, tiny dick. I want you to go to my house and fuck my wife's brains out! I can’t please her anymore and I don’t want her to miss out on anything. I’m asking you to do this because I know I can trust you to be a gentleman and I know you’re incapable of hurting her. Also, she loves you to death and I know she trusts you.”

You could have knocked me over with a feather! My eyes agog, “You... can’t be serious.”

Nodding, “Dead serious, I want her to be happy, I want her to feel all the things a woman should feel. I don’t want to lose her. She only knows my pathetic little dick. She needs you.”

My head was spinning. Was it the alcohol or was it his request making me feel weird? I’d only had one beer, so you figure it out. I asked him, “How does Barb feel about this?”

Again, shaking his head, “I haven’t mentioned it to her yet. I was waiting to see what you’d say. It has to be you. I don’t trust anyone other than you. Not even my younger brother.”

I love Barb, but could I handle this? “This is some pretty serious stuff dude? Are you certain you’re gonna be ok with this?”

Another big deep sigh and a nod, “I have to be. If my wife is happy, I’ll be ok. Will you please do this for us? It’ll help you too. You haven’t had any in two years either, right?”

He had me there, “Yeah, my well ran dry a while ago.”

“I have to think about this though, I can’t make a snap decision on something this serious.”

He brightened considerably and shook my hand, “That's all I can ask. You just proved your quality by the way you answered. Please let me know soon though, as I have to leave in two weeks. By the way, if you agree and do this, I really don’t want details from either of you, no juicy tidbits. Just do your best to please her. Ok? Good.”

I drove home in a mental fog. I don’t even remember the ride or parking the car. I thought about everything he had said and realized that this guy loves her more than most people could love their significant other. I never had a relationship like that. Far from it. She was lucky to be so loved.

As strange as his request was, everything he said made sense. If they needed this so badly, I wouldn’t be able to turn them down. Don’t worry, I thought of myself too. I’m gonna get some boinking out of this as well.

I called him and told him that I would be happy to help them. Now he just had to convince her.

It took three days of endless conversations with her to get her to capitulate. She was already on birth control pills for hormonal problems, so that worry was off the table.

I told him that I would have a complete standard blood test done so that she was sure of being safe. He had her do the same. Not necessary, but as a show of good faith.

The next day, Barb and I met at the same bar to discuss the big event. For the first time, I was at a loss for words. I felt like a shy child in a new school. So did she. One of us had to move the first chess piece.

I told her, “Look at us, best friends and we can’t talk to each other. We’re both understandably uncomfortable with this and we won’t get anywhere if neither of us can decide what to do. How about we just get together on Friday night? We'll have some wine and watch tv for a bit and let things progress without expectations or pressure.”

She started to relax, and I saw her shoulders droop as the tension left her.

She said, “I don’t want to rush into this and we both get hurt or end up hating each other.”

I was happy with that. “Anthony is leaving on Friday morning, I’ll come over that night. I’ll bring dinner and wine, I think we’ll be fine.”

Friday morning came and I was shaking like a leaf. I was a teenage virgin going on his first date. Calm down and think of her feelings and how to make her relax and enjoy this. I dug around in my closet and found a Kimono that my father had brought home from Japan after WW2, 1947. It had been professionally cleaned and sealed in a special wrapper in the mid-seventies. It was made to fit a small woman. Babs was a small woman. The kimono was silk and lined with satin. It depicted cherry trees and was handmade. I would bring this for her to wear so she wouldn't feel strange getting undressed in front of me. She would love it. On the way to her house, I picked up Italian food, pastries, and wine.

I arrived at her house at six pm. She was as nervous as a long-tailed cat in a room full of rocking chairs.

“Come on Babbs, nice light meal and we’ll get drunk on this wine.”

She looked skeptical, ”Screw the wine, we’re gonna do lemon drops (vodka with lemon wedges dipped in sugar, chased with a Corona [beer, not the virus]) Vodka makes me very horny.”

I smiled, and bowed, “Vodka it is milady! I love lemon drops.”

We had a nice relaxing dinner of Angel hair pasta Aglio e’ olio with sauteed shrimp. We chatted about radiation physics. (We’re both radiation physicists.)

I suggested that we light the fireplace and sit on a beach towel to have our lemon drops. Très Romantique. I gave her the gift box containing the kimono and told her to go into her room and come back wearing only the kimono. With shaking hands, she accepted the box from me and retired to her room. I snuck off to the kitchen and took a Viagra and two Advil. A few minutes later, a beautiful shy barefoot lady appeared in the living room wearing a kimono. WOW! I was dizzy from how incredible she looked.

I walked over to her and took her in my arms and held her tight to me. I could feel her heart beating rapidly. Looking down at her, I gently kissed her forehead and led her to the beach towel by the softly crackling fireplace. If I hadn’t rubbed one out before I left my house, I would certainly have cum in my pants where I stood. I helped her to sit on the blanket and held the front of her robe closed to preserve her modesty. She was nowhere near ready yet.

With a little pout, she said, “I’m naked under this kimono and you’re fully dressed… It doesn't seem right.”

“Your wish is my command, dear lady,” I said as I bowed to her.

I stood up and did a little striptease, slowly taking my clothes off. As I removed my pants, she gasped and then fell over laughing. I was wearing my signature Mickey Mouse boxers, the one with the nose that sticks out; you put your willie in it. That broke the tension so I sat next to her and poured two very healthy shots of frozen Stoli. She accepted a shot and a sugared lemon wedge. I toasted, “To a wonderful evening with a wonderful friend.” We drank and munched the sour-sweet lemons. Frozen Stoli goes down smooth, not so much the lemons. We laughed at each other’s sour lemon faces and then chased them away with a swig of beer. We were both loosening up a bit.

Two, three, four lemon drops, down the hatch. We were laughing and rolling around on the blanket like toddlers. Then our faces met, and everything went silent. I touched her cheek with my hand as we leaned towards each other.

Our lips touched, ohhh sooo gently, gently. The touch of her lips sent an electric shock through my body and I moaned. She pressed her lips against mine and then I felt the probing touch of her tongue. So softly did her tongue brush my lips that I thought I had imagined it. The probing became ardent, ardent but inquisitive—unsure. I touched her tongue with mine and fireworks exploded! The kiss became more passionate but still unhurried.

There was no rush. We kissed like this for eons, I wanted it to last. Our tongues probed and we melted together. I had never been kissed like this. There was hunger hidden in that kiss.

First kisses were usually rushed and ended all too soon. This was a flame being fanned, slowly, steadily... It would soon turn into an insatiable inferno. I’ll never forget that kiss, I get hard every time I think of it.

We finally came up for air and slowly stood. I took her hand and led her to the bedroom. She was shaking a bit but breathing heavily. She was almost ready.

Standing in front of her, I took the ties of the kimono in my hands and looked into her dark brown eyes. There was a fire in her eyes. I asked, “May I?” Imperceptibly, she nodded. The belt released and fell to the side. Now I was shaking. Slowly, I pulled the lapels to the side exposing her shoulders and breasts. Small beautiful perky breasts. So delicate. I leaned in and took a pert pink nipple between my lips and flicked my tongue across its engorged surface. Her eyes rolled back in her head and her knees threatened to buckle.

She was falling...for me. I let the kimono fall to the floor and stood back a bit to admire her body, her tiny tummy, leading down to a freshly shaved pair of full lips that did little to hide her clit. I was starving and needed to taste her, but I told myself...slowly, don’t frighten her. “Turn around Babbs, I’m dying to see your bottom.” She turned and gave her ass a teasing wiggle.

“Ohhh, sweeet,” I whispered in awe of this tiny tush. Kneeling behind her, I reached out and brushed my hands across her skin. “Your skin is like silk…sooo soft.”

I could smell her excitement, her wetness...I could no longer resist. I gently buried my face between her cheeks and inhaled the most delightful scent I’d ever encountered. I turned her around and gently pushed her back toward the bed. She fell back onto the bed and as her legs came up, I pushed them over my shoulders so that her heels were on my back.

I kissed her thighs working my way slowly, always slowly, to those full dark lips. The lips glistened with the essence that I would soon bathe my face in. I had planned to tease her with my tongue, but my resolve went out the window. I dove face-first into her vulva, sucking those swollen lips into my mouth. Any doubts that she might have had, disappeared in a flash. She grabbed my head and pulled my face into her pussy and gyrated on my face, crushing my nose against her clit.

Her clit!! It was magnificent! Now engorged and erect, it stood out from her body like a small cock. It was almost the size and thickness of my thumb! I had only seen clits like that in porn! I was in heaven. I wanted to suck that beautiful clit. I wanted to get it between my teeth and hum, but her hold on the back of my head was relentless, merciless.

She rode my face with a vengeance. Within a minute or so, she came. An orgasm that was years in the making exploded out of her with bestial fury. Her grip on my head only tightened, humping my face and crushing my nose into her vagina. The sounds that came from her were primordial, a soul-rending roar.

She finally ceased gyrating and mercifully released her grip on my skull. I fell/sat back on my ass. She slid off of the bed and landed on top of me, unintentionally planting her tiny wet ass right back where it was only moments ago—on my face. She sat on me, breathing as though she’d just run a marathon. I was just happy to be breathing...breathing my favorite scent. ‘Eau d’ vagine’.

This normally eloquent radiation physicist was mumbling incoherently. She sounded like a confused two-year-old Martian. I was finally able to discern one word: "water." She was thirsty. I begrudgingly rolled her off of my face and lifted her onto the bed. “I’ll be right back with some water babe."

She greedily drank the water and took a long cleansing breath. “Ohh my god! What did you do to me? That was a thousand orgasms all rolled into one!”

I plead innocent, “I didn’t do anything, you rode my face and caused all that yourself. You bellowed like a wounded buffalo! Where did all that come from?”

Still, a bit confused, “It came from before I was born! And, you absolutely did cause that! Anthony has been eating my pussy for twenty years and he never caused an avalanche like that.”

I laughed and said, “Well, drink all your water like a good little girl because I’m going to work on that glorious clit of yours.” I didn’t wait for a reply. Kneeling in front of her, I pushed her onto her back and went clit hunting.

This was not one of those elusive clits (we’ve all been there). This was like Rudolph’s glowing red nose. You could easily find this on a dark night. It was still swollen and so erect that it was stretching the hood.

I took it gently between my teeth and flicked it with my tongue all while humming a deep rumbling note. She felt the humming vibrations and began to moan and squirm. She tried grabbing my head again but I caught her hands and held them tightly. I like breathing, almost as much as I like eating pussy. I hummed, flicked, and sucked her pulsing appendage as she drummed her heels on my back. She came like an express train rampaging through the station, never stopping as she built towards two more painful (oww, my back) releases. I love a multi-orgasmic woman. I would soon find out just how multi-O she was.

When the express train had stopped, she sat up and hugged me tightly, saying, “I may have to kidnap you and keep you chained in the basement. I’m not letting that talented mouth of yours out of my sight.”

She finally released me and looked down at my groin. I still had my Mickey’s on and was sporting a throbbing hard-on. She knelt in front of me and began to unwrap her gift. As she pulled my boxers down, my erection got caught on the waistband and was being pulled down.

Boiiinggg, a very hard six inches popped up and wonked her under her chin. She stopped pulling my drawers down and froze. She stared at my cock with the eyes of a child that had just seen the Rockefeller Center Christmas tree for the first time in her life. Her mouth opened in a silent, “Ohhh!”

Now the last word that anyone would ever use to describe my genitalia is ‘large’. Six inches on my best day. It is moderately thick though and gets hard as stone.

To her, it was the Empire State Building of cocks. Remember, poor Anthony has at best, a visible inch. She reached out with two small hands and held it. (good thing she has tiny hands) She crept closer to me and examined it with wonder in her eyes.

“Ohhh, it’s beautiful!” She examined it like the research scientist that she is. She felt the bumps and veins. She hefted my sack and rolled my balls around in her hand, “They’re so heavy and huge.”

Damned right they’re heavy, they haven’t been emptied properly in two years.

My dick was throbbing with my pulse. I was so excited that I began to leak a steady stream of precum onto her hands.

She looked up and asked, “Did you cum?”

This was all new to her so I explained about pre-ejaculate fluid. She licked a drop off of her hand and a big smile came across her face. “It’s sweet and very slippery, not bitter like Anthony’s.” She opened her mouth and engulfed the head, which was now a swollen, throbbing purple mushroom. She slowly stroked me and sucked at the same time. She wanted more of this slippery sweetness. There’s plenty where that came from honey, it’s been building up for years.

I pulled her up so she stood in front of me and kissed her, tasting my own cum. “You’re right, it is sort of sweet. Come up on the bed with me.” I lay on my back and again she took me in her mouth, running her tongue up, down, and around my shaft, as if she was reading Braille with her mouth. She explored me with her soft tongue and lips for what seemed a lifetime.

She finally came up for air and crawled up to me. I told her to straddle me cowgirl style. This was the step that would turn this quiet reserved little lady into a ravenous beast. As she placed her leg over me, her pussy dragged across my cock causing me to moan loudly. She slid her swollen clit up and down my shaft bringing forth deep guttural moans of her own. More slippery fluid pulsed out of me. I would slide in with no difficulty.

She was worried and quietly said, “I don’t know if it will fit inside me, I’m very tight. You have to go slow. Please.”

“Don’t worry Babbs, you’re gonna control everything.” I placed the tip at her very wet entrance and put just the tip in. She had a death grip on my hands and then, she slowly started to sink onto my cock. She threw her head back and let out a loooong sigh as she slowly, but surely slid right down to the root.

“Ohhh!, this is so wonderful! Give me a minute to get used to it. I’m sooo full!”

She sat there with her virgin vagina tightly wrapped around me. She could feel my cock throbbing within her. Now she began to grind her pussy and clit into my pubic bone, clenching her teeth as she was being stretched. These were all new experiences for her and she took the time to feel everything. Her box had never known anything other than Anthony’s fingers. No comparison to a throbbing penis. She slowly rocked back and forth, experimenting with these new feelings. First leaning forward, then leaning back, slowly humping her pelvis in circles.

“Babbs, you’re so fucking tight! It’s like a fist squeezing me! Start to go up and down slowly.”

She pulled up and went too far, my cock popping out with a loud slurp. I reached down and repositioned my lad in her opening. “Don’t worry, you’ll learn how far up you can go and still keep me inside.”

Now that I was in her she slammed down onto me and buried me balls deep in lovely warm silkiness. This learning phase was torturing me. I was gonna come too soon if I didn’t do something to hold it off.

I thought of Grandmothers making pizza, I thought of old fat naked men with pendulous bellies. I even thought about the obnoxious twat that I worked with. It was working—the impending flood was receding, being held at bay. Once that feeling passes, my cock becomes sort of numb.

Now, more confident, she started to slide up slowly and then came crashing down, smashing her clit into my pelvis. I could feel her thumb-sized clit pressing into me on the merciless downstroke. These new feelings soon overwhelmed her and she came with a silent jaw-clenching explosion. It looked as though her head was going to explode.

“Don’t hold back, let it out! The neighbors are too far away to hear you. If you hold your breath like that, you’re gonna pass out,” I told her.

Whence came her next release, she screamed—loudly. I remember thinking, ‘Good thing there are no houses nearby or we’d have a visit from the Police.’

Without warning, I held her to me and rolled us over. I was now kneeling between her legs with my cock buried in her sweet little kitty. I pulled her legs up so that they were on my shoulders, and proceeded to enchant her by kissing her toes, feet, and ankles. She moaned appreciatively at this new experience.

Now, with her legs under my control, I could pin them back against her and fuck her pile driver style, just the right angle to drag my mushroom across her G-spot. At the time, I was six feet tall and 230 lbs—definitely not a wee lad. I pounded into her tight little twat throwing my weight into every stroke, deep crushing thrusts that made my cock head crash into her cervix, another piece of her anatomy that had never been touched.

Both of her hands had become clenched fists pulling at the bedclothes. She repeatedly thrust her pelvis up to meet my downward drives. Her pussy repeatedly spasmed with such force that it threatened to push me out of her vagina. (Thank you, Dr. Kegel!)

She had many small releases, interspersed with a few monster ‘o’s. She produces unbelievable amounts of fluid. So much that it gushed out around my shaft with every plunge. The bed was sodden by the time we were finished.

This pounding went on and on till finally, I started to run out of steam. With great relief, I felt a deep tingling in my toes. The flood that I had held back was now about to come forth.

The tingling became spasming electric shocks that pulsed through my pelvis, down to my toes. I exploded, growling like an enraged Grizzly bear. (I have shocked a few girls with my growling) It felt as though my body was being pulled through the tip of my dick as I emptied myself into her. A look of awe came to her face as she heard the wild growl of her lover.

After I’d finished spasming into her sweet hole, I collapsed on her and rolled us onto our side. She wrapped her legs around me and we held each other tightly for ages. Please, don’t let this night end.

May the gods of science bless Pfizer for the invention of Viagra. I was ready for the next delivery within five minutes! That’s more of a Twenty-year-olds recovery time than this forty-year-old.

When Babbs had recovered a bit, I showed her a vibrating butt plug that I had purchased (among other toys) on the way to her house. (Amazon wasn’t born yet, so you had to go to a sex store for toys, barbaric!)

Yes, she was surprised and a bit nervous. “My butt is an exit-only door buddy, so I don’t know where you think you’re gonna stick that thing!”

I told her not to worry, as it was a long gentle taper and very soft. “You trust me, right? You are gonna love this. Try it, if it hurts, I’ll stop and take it out.”

A little more liquid courage (vodka) and she said, “If I didn’t trust you, you wouldn’t be here …so, ok...just…you know, gently.”

I pulled my pretty little lass up onto her knees and entered her from behind. Warming lube and plug at the ready! As I slowly thrust into her, I rubbed her cute little starfish with my lubed thumb. No penetration yet. Every time she came, I would insert my thumb a little bit, thus letting her associate anal penetration with the pleasure of an orgasm. Pavlov’s Pussy.

She soon started to push back into me, trying to get my thumb deeper into her asshole. It’s time!

I pulled my thumb out and heard a moan of disappointment. Time to load the cannon Sergeant! I introduced the tip of the plug into her waiting rosebud and as soon as she felt it, she pushed back impaling herself on the first three inches. Deep moans of approval were my reward.

With every torturous slow stroke, I advanced the plug until the widest part was just outside the entrance to heaven. Much to my surprise, Babbs reached back and pushed it to its limit. It popped in and she came again, tossing her head back and forth. She began to growl again. The neighbors would definitely have called the cops had they heard this.

“Stop teasing me!! Fuck me, hard! Ooohhh…Fuuuck!” She bellowed. (This is from a woman that had never uttered a swear word in her life.)

I began the old freight train build-up till the engine was plowing ahead at full speed. I had purposely waited to use the vibrating function of the plug till now. As another “o” started to crest, I pushed the ‘on’ button and brought the plug to life.

Her release, which has almost ebbed, took on new life. She grabbed her pillows and buried her face in them, screaming as if she was being fucked to death. I guess that’s why they call it Le Petit Mort.

She fell forward onto the pillows, causing me to pop out of her pussy, the plug still happily buzzing away in her spasming anus. She was experiencing something that I’d only seen once…spontaneous orgasms. An orgasm that self-perpetuates, each wave of spasm brings on the next “o.” I had counted seven “o's” when she reached back and yanked the plug out. She was completely drained of strength. Orgasms like that should be on every woman’s bucket list.

She lay there with her rear end up in the air so I brought a warm wet face cloth and washed her still pulsing rosebud.

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“Oh no! Please! Overstimulated! I’m gonna die if you touch me now!”

Correct me if I’m wrong, but it sounds as though she might be a wee bit sensitive back there. Time to let her rest.

I held her and whispered lovey mushy stuff in her ear as her breathing finally slowed. Within a minute or so, she was asleep. I had finally fucked someone to exhaustion, with a bit of help from my vibrating buddy. I wrapped us both in her blanket and we slept for almost two hours.

I awoke to the sounds of crying, she was sitting up, sobbing softly into her pillow.

“Oh, Babbs! What’s wrong baby girl? Why are you crying!?”

She looked at me with a sad smile, “I’ve just realized that there has been so much missing from my life. I never dreamed that sex could be this way. You took me to outer space tonight. Now I want more. I want to try everything! I’ve heard of threesomes with two men, two women, and foursomes. I want all of that and I’m gonna tell Anthony when he gets home. He probably should have kept me in the dark. I’m afraid that this will destroy his fragile macho ego. He’ll be heartbroken.”

I dried her tears and held her, rocking her gently. “Babbs, Anthony didn’t know about these pleasures because he’d never experienced them himself. You were each other's only lovers till now. He wants you to be happy. If we approach this gently, we might be able to save his ego and get you what you want. Let’s not worry about it now. We’ll talk during the week. We still have two more days of lovemaking.

Babbs looked shocked. "You're going to stay with me and take care of me until Sunday night?"

"Yep, you're going to have to throw me out. I have eight Viagra left and we still have lots of Stoli and lemons. If you need a protein drink, I can supply that too." Insert devilish grin here.

We got to talking, and Barb asked me about anal—had I ever done it? Wouldn’t it be dirty? Etc. I told her that I had done it quite a bit when I was in my teens and also with my ex.

“If you go to the bathroom beforehand, your rectum will be empty for the next four hours. So nothing to worry about. You can’t go from ass to vag though. Do you want to try a butt full?”

She thought for a minute then said, “The butt plug felt great and so did your thumb, but I think that your cock will feel so much better because it has veins and bumps. You’ll just have to go in slowly.”

“I tell you what Babbs, you’re gonna sit on me so you can control the whole thing. Then, if you want, I can take over and fuck your pretty little asshole raw.”

Big cartoon bug eyes, “Raw!? No no, not raw! Just till I can’t walk.”

I lubed her little rear pucker with the warming lube, I even used the little tip to squeeze some internally. She felt a warmth spreading throughout her entire pelvis. It dilates the blood vessels so everything gets more sensitive and lots warmer. I poured a good amount on my cock as she straddled me. She placed my tip at her anus, then looked me in the eye, “Now what, do I just sit here?”

“No honey, sitting won’t do it. You’ll have to take slow deep breaths and do your best not to clench your sphincter.”

She sat on my cock, putting pressure on her hole, and started taking deep breaths.

I instructed her, “Concentrate on your breathing, slow deep breaths in, long slow breaths out. Concentrate on that and the rest will happen naturally.”

I held my cock at her hole as she slowly breathed in and out, and while she was concentrating on breathing, I was rubbing her clit. She had another orgasm, and as her pelvic muscles relaxed, so did her anus. The head penetrated slowly, almost unnoticed. By the time she had come down from her high, I was halfway in.

She suddenly realized that her butt hole had swallowed most of me. Her eyes went wide with surprise. “OOhhh, it’s stretching me soooo much. My breathing! Breathe... Breathe…breathe.” She drew some slow deep breaths and slid down all the way. My entire cock was happily at home in her rectum. “Ohhhh my gaaahd! I did it! I did it! I took all of it!” she happily informed the world. “I never thought it would fit!”

“I’m proud of you Babbs, you stepped way out over the line this time. Now just sit and relax, let your hole get accustomed to my cock. Then you can go riding.” I was grinning like an idiot. My cock was harder than it had ever been in my life, and I knew it was all because of her. The Viagra had worn off hours ago.

She started to slowly pump her hips up and down, almost popping out at the top, then grinding forcefully into my pelvis on the way down. She wanted every inch I could give her. Between pumping her pelvis and grinding on me, she would soon reach critical mass. She was on the brink of a nuclear explosion and was doing her best to let it build and build, torturing both of us for as long as possible.

Her hands suddenly clenched on my boobs, fingernails digging into my flesh, ‘Holee fuck that hurts! She’s gonna draw blood or rip my tits off!’ The atomic bomb had nothing on this explosion. She thrashed her head from side to side, her eyes rolling back in her head. A deep lowing bellow escaped her throat, lasting till she ran out of breath!”

The sound continued so long that I swore she would pass out. When the scream had finished she began riding hard and fast, slamming her ass down on me. This time we exploded together. I filled her bottom with what felt like a gallon of semen, my pelvic muscles delivering endless high-pressure streams of my cum.

At last, the spasms subsided and she came crashing down on top of me. She was limp like a rag doll, seemingly lifeless. I felt for a pulse. Whew! She’s ok, wiped out, but ok.

I, on the other hand, was bleeding. There were two rows of nail gouges on my chest. Each nail mark was deep and bloody. But I couldn’t feel them, I was still in post-orgasmic shock. They’d hurt like a bitch later on though. I could feel the myriad of fluids leaking out of her as my cock softened and slipped from her bottom. Cum and lube ran from her gaping hole with every indrawn breath, so I pinched her ass hard causing her hole to close and also waking her up.

“OOOHHH, whaaahaappnnnd? I feel allllwet downnnerrr. Diddid, did I puh pee or… somfin?” She breathlessly mumbled.

“No, baby girl, you didn’t pee or somethin'. That’s just me leaking out of your soon-to-be very sore asshole.”

She finally became coherent enough to realize that my chest was wet also. “Why izzz yorrrchest wet? Ooooo noooo! You’re bleeding! What happened!? Did I do that to you!? Ohhh nooo! I’m sooo sorry!” She was on the verge of tears.

“No no no! Don’t cry! It doesn’t hurt (yet). It was the wildest thing I’ve ever felt! I feel like I was inside a nuclear explosion. It was incredible!” I reassured her and held her. (just don’t touch my bleeding boobs) She got up and ran to the bathroom. (I thought she was gonna hurl) She came running back with Neosporin and wet washcloths. She cleaned and dressed my war wounds, constantly apologizing for my injuries.

“Babbs, please stop apologizing. Even if you had punctured my lung, it would have been worth it. We came together! We came like two trains crashing head-on! It was fucking incredible! I hope it happens every time we get together.”

Her guilt faded, “Maybe the president will give you a purple heart for being wounded in a nuclear war.”

We laughed like idiots. I got up and turned to her, “Time for more Stoli, fuck the lemons, fuck the sugar, just the Stoli and beer. We need to replenish vital fluids. Speaking of fluids, you might want to empty the gallon of liquid that I deposited in your bottom. Go sit for a bit and I’ll bring refreshments.”

She went and sat on the toilet and promptly fell asleep leaning on the bathroom wall. When I came back with the Stoli and beer, I found her quietly snoring on the toilet. Tired little angel. I poured warm water over her backside, cleaned her, and got her dried off, then I helped her stumble to the bed. Shot of Stoli, sip o’ beer...Shot of Stoli, sip o’ beer.

I’d like to be able to brag and say that we fucked like teenagers throughout the night but at forty I’m not doing anything all night long. The spirit is willing, blah blah blah…Time to sleep.

We changed the bed and had a nice relaxing aromatherapy shower, cinnamon/vanilla—my favorite. While we were showering, the beer and vodka were working on our kidneys. There’s a 1:2 ratio rule with Corona beer. One Corona goes in…two come out (relatively unchanged). We each had three beers and 4 shots of vodka.

Barb said, “I gotta pee, real bad! My bladder is the size of a watermelon right now!”

I told her, “So, go ahead, pee, we’re in the shower. In fact, why don’t you pee on me? That would be wild!”

Her eyes popped out of her head cartoon style, “You really want me to do that? Really!? Where should I aim it?”

“Pee right on my junk, I love watching a woman pee standing up.”

She pulled her pussy lips open and tried, pushed, grunted…come ooonnn, peee damnit!.” Finally, there came a hot blast of urine, it missed my junk by two feet and hit me square on my neck.

“Nice shootin' Babbs!” She laughed and aimed the remaining quart lower and hit her intended target. I stroked my cock as she drenched my bits in recycled beer.

She thought it was wild, “Now you pee for me. Put your dick in me and pee in my pussy from behind. ” She bent over with her ass facing me. “Let her rip big guy!”

I entered her from behind. It’s not easy peeing with a stiffy, but I finally initiated a strong stream and peed inside her twat. The pressure built up and came gushing out covering my balls and legs. Fucking wild! Another one for the bucket list.

Guess who wanted to fuck again after our shower, yep she was ready. Guess who wasn’t. ”Babbs, my cock needs a rest, you’ve drained me dry. I need time to recharge.”

As an old Baptist church lady once told me, “Sugar, I can look up a whole lot longer than you can look down.”

Barb got all serious, “Ok, I’ll give you ten minutes, that should be long enough. Right...right? Hellooo, anybody in there, helooo!”

I laughed, “No, the way we’ve been fucking, ten hours might do it.”

“I see, I get it, your dick is being rebellious so I have to suffer. Does your tongue work? How about your fingers? I’m just getting warmed up here.”

Luckily, I did come prepared for the eventual male unit failure. Whilst in the sex store, I purchased a strapon with a hole in the back part of the dildo. I could insert my limpish lad in there and still fuck her. Although the head was tapered the rest of it was thick. At least a half-inch more in diameter than me. Putting it at two inches wide and twelve inches of insertable length. I took the harness out of the bag and began to strap it around my waist.

“What the heck is that thing? Are you going rock climbing or something?”

I told her, “Yeah, or something. Hang on while I get the whole gizmo set up.” I took the bag into the bathroom where I removed the dildo from its hiding spot and plopped it in the sink for a hot bath. Once it was almost hot, I wrapped it in a towel to keep it warm and went back to the bedroom.

Barb still looked confused, “I still don’t get it.”

“Don’t worry, you’ll get it.” I pulled the towel off the lifelike cock and waggled it at her. Boooiiinggg! There went the cartoon eyes again.

“That thing is huge! You can’t be serious about this!”

I laughed, “ Not for to be worrying, it will fit and fill you completely, right to the brim. Now, lay back and let me play with my toys.” I fitted the dildo into the harness and pushed the open end onto my cock. Must be made for very little willies, it was really very tight. I lubed up the business end and crawled between her legs placing the bulbous oddly shaped head and rubbing her slit.

“Oooohhh it's…hot!” she exclaimed, as I slowly pushed its girthy body into her canal.

“Whoooooaaaa! That fucker is gonna split me open!”

Remember, Babbs, I’m gonna start slowly, letting you get used to it first.” I stuffed that phallus into her as deep as she could tolerate.

“Aaarrnnggg!” Was my reward for hitting her cervix. “Oh please, not so deep, not yet.”

I started to thrust but without much power. I didn’t want to harm her cervix or bruise that beautiful vagina. She was getting used to the girth, but the length was far too much. I had to make a mental note not to go for the gold this time. I kept my hand wrapped around the base of the dildo so I couldn’t get it all the way in.

Surprise, surprise. My cock wasn’t dead, just sleeping. “Babbs, I have an idea. I’m gonna pull myself out of the hole in the back of the dildo and put the dildo in your ass. My cock will be above it so I can go in your pussy, sort of a two-for-one thing. “ I proceeded to lube her butt again and slid the toy into her ass.

“Ooohhhwwaahhh! It’s really thick! Go slow, go slow!”

With a bit of creative maneuvering, I was able to get my cock in her pussy at the same time.

“OoooofuuukK! I’m sooo fuull! I’m gonna ...!”

“No, you’re not, your bowels are empty from before. It’s just the combination of a full rectum and pussy causing that!” I commenced thrusting...slowly, slowly…gradually increasing speed and depth until the entire twelve inches was in her asshole. Once she had loosened up a bit, she started to urge me on.

“Harder, please! Don’t torture meee…faster...fuuuckk me hard!”

I began to ride her hard, plowing both cock and dildo to the max. I energized the buttplug and held it on her clit. There went that long agonized scream again, this time without a pillow to muffle the volume. Jet engines make less noise.

When she finally landed, she pushed me and the dildo out and curled up into the fetal position to recover. I looked at myself in the mirror, that dildo looked pretty damned silly waving around in midair.

She looked at me and said, “Before the weekend is over, I’m gonna use that rubber cock on you. I’m gonna jerk you off while I fuck you in the ass.”

“Wow! Is that a threat or a promise? You know I’ll try just about anything, especially if it will please you.”

She was flabbergasted! “You’d really let me fuck your ass with that?!”

I nodded, “Tonight is a night of firsts. So...who knows.”

A devilish gleam lit up her face, “Go take a dump and wash your pucker, things are about to take a dramatic turn.

”Dammn! I’m in trouble now. She called my bluff! Me and my big fucking mouth…I can’t back out now, not after I said I’d do anything to please her. Off to the loo, I went and followed her instructions. I was hoping against hope that she was either joking or maybe fallen asleep. No such fucking luck!

There she proudly stood, at the foot of the bed, wearing the harness and anal torture device. Giggling and switching her hips left and right, making the dildo wave obscenely back and forth. A dildo looks much larger when you’re gonna be on the receiving end of it. I could feel my sphincter tighten up like a frog’s ass in ice water. She saw the look of trepidation on my face and said the same thing that I’d said to her, “Don’t worry, I’ll let you sit on me so you can control the entry.”

Thanks, how very kind of you. ME AND MY BIG FUCKING MOUTH!

She had me on my knees, bent over so she could access my nervously twitching anus. She used the little tube to squirt warming lube into my rectum. I said, “Wow, that warming stuff feels pretty good!” It really does heat up your internal workings.

She hopped up on the bed and lay on her back, her newly acquired sword waving ominously. “Up servant, come and ride me.” There’s nothing more terrifying than a woman with power. Especially if she’s wearing a twelve-inch dildo. In for a penny, in for a pound. I’ll give her what she wants. (I knew she wouldn’t hurt me).

“Yes mistress, my butt exists to bring you pleasure.” Quoth I.

She laughed, “ Ohhh, Mistress, I like that. We may have just found a new way to make me happy. Next time bring a quart of lube with you.”

Again, ME AND MY BIG FUCKING MOUTH! I’m gonna have to walk home because I probably won’t be able to sit in the car to drive.

She slathered the lube on the dildo, making an obvious show of lubing it ALL the way to the bottom, “Stop stalling! Up and on! Let’s dilate that tight little pucker of yours.”

I straddled her pelvis and she aimed the beast where she thought my hole was. Damn, right on the money. She fought the urge to push upwards and waited for me to start.

All right, here we go. Lean back...breathe slowly, big mouth...breathe...deep breath in…out slowly. This was what I told her to do, and guess what? It works! My pucker had unpuckered enough to let the tapered head slip past my internal sphincter. Hey, not bad so far. It actually felt pretty darn good. I rested there for a moment and then started my descent into depravity.

The look in her eyes said it all. She...was…loving this. My tight little rosebud was turning into a full-bloom, wide-open flower. The lube was slimy and made it easy. Slowly downward…up an inch or two…slowly down four…rinse, repeat…until…I felt the cold harness ring against my balls. Hoooleee Fuuuck! Following in her footsteps, I yelled out, “I did it! I did it! The whole thing is inside me!!”

She looked up at me with a mixed look. A look that held a measure of triumph mixed with a look of longing. “Only a man that really loves and trusts someone would do this just to make her happy. I didn’t think you’d go through with it.”

I managed to turn us over without injuring my soon-to-be-very-sore asshole. She pushed my knees back to my chest, (not an easy feat for a man my size.) and started to slowly withdraw and push in. Almost all the way out, very definitely all the way in. She was unknowingly massaging my prostate. Semen poured out of my cock every time she thrust in. She was amazed at this and started scooping it up and licking it off her hand. She even fed me a handful of my own cum...sweet...not at all bitter.

I was loving this—no pain, no discomfort, just a very full feeling. The prostate massage was a new feeling for me just as was the very thick dildo that I was taking like a pro. I would let her do this again. (I learned a lot about myself today.)

She grabbed my cum soaked erection and began to slide her hand up and down slowly…she was returning the torture. Her hand motions got faster and faster until her fist was a blur.

She asked, “ Are you enjoying having your mistress fuck your naughty little ass as she jerks you off? Hmmm? Tell your mistress how much you love and adore her! Tell me how deep you want me in your virgin ass!”

I was incapable of any sound but a deep growl as a mind-blowing monster “o” made me an incoherent mess, “Grrraaahhhrrnnn!!” Again, my mistress reigned triumphant, like a sword-wielding queen leading her troops home from a victorious battle.

As she pulled the offending sword slowly from the depths of my soul, the internal lube started to leak out. I did my best to tighten my gaped anus, but it refused to cooperate. Barb grabbed one of the face cloths and plugged the dam so I could run to the bathroom.

Did I say run? Ha! I could no more run than fly. I duck-walked to the bathroom and removed the cloth plug. A steady stream of lube slid out of me. ‘Fuck, how much did she squirt up there?’ As it turns out, she shot most of the sixteen-ounce tube into my rectum.

We took a shower and, kneeling behind me, washed my butt and gently fingered my ass.

“Did my servant boy enjoy having his mistress probe him?” she asked me.

“Not only did your servant boy enjoy it, but he will also humbly beg for you to do it again,” I said, regally bowing as a servant to his queen.

She was eating this up. “You have pleased me well servant but you have many tasks ahead of you.”

I stood from my bowed position, put my hands on my hips, and said defiantly, “I’m not doing squat until my asshole stops throbbing, your highness.”

We laughed like idiots as we dried each other and went back to bed.

For the entirety of Saturday and Sunday, we slept, fucked, drank, fucked, ate, fucked, showered, fucked. She experimented with the dildo, holding it in her hand to ass fuck me while sucking my dick. Macho-type straight (you ain't touchin' my ass) men have no idea what they’re missing. Assplay rocks!

Sunday afternoon finally came and it was time to leave. Anthony would be home soon.

I begged her, “Please don’t say anything to Anthony about your fantasies yet. We have to do this in such a way that he thinks that it’s his ideas that you’ll be acting on.”

She held me close to her, “I won’t say a word about this weekend unless he asks me. As for my fantasies...those can wait. Just not too long, there are so many things you have to show me. I intend on doing tons of research on this. Remember, I’m a physicist...a researcher by birth.”

We kissed goodbye and as I drove away I saw a taxi pull up to her house. Her hubby was home.

This isn’t the end of our story...just the first page. It gets much more interesting and quite a bit weirder.

Babbs called me at work on Monday and gushed about how wonderful the weekend was. She asked if I had any difficulty sitting. I told her I was fine, if not a wee bit sore.

Quietly (she was in her office) she told me, “We have to meet for dinner, I have some earth-shattering news to tell you. News about Anthony. I can’t say anything here because there are interns from the city university all over the place. They hear everything and gossip like old ladies.”

We arranged to have dinner at a quiet Italian restaurant. I was chomping at the bit, what earth-shattering news did she have for me?!

The sun shone brightly through the shaded windows casting odd shadows throughout the restaurant. Barb needed two glasses of Sangiovese, a type of Chianti, (good with fava beans and liver) before she could tell me the news.

Finally, she whispered, “Anthony is gay.”

I had just been run over by a bulldozer! Naively I replied, “What do you mean gay? He’s married to you, a female!”

She shook her head, “Nope, he’s gay. He married me because he was afraid to come out. He would have been harassed and very likely beaten, just like many gays of 1970s New York. He married me because his family would have disowned him if they’d known the truth. Old-school Russian families like his shunned gays, and they still do. He told me after dinner on Sunday night. He also told me that he’s been getting together with some guys at the seminars…guys that have…he called it a ‘Fat man fetish.’ Fellas that like flabby obese men. He’s been having sex with at least six different men every time he goes away!”

I picked my jaw up from the table, “Holy cow, Babbs, I wouldn’t have guessed in a million years. What are you going to do?”

She sipped her wine, “It certainly raises some questions. Like, does he really love me, or was I just there to keep up appearances? Did he have other men in the past? My mind is flooded with questions that I'm not sure that I want answers to.” She took a big gulp of wine, “All of this time, I could have been having sex, propper sex, sex with men that could rip me apart with beautiful, big functioning cocks. But no! I was stuck with his useless little PP. For his selfish reasons! I’m so fucking angry! I’m not even really angry with him, I understand why he did this. I’m angry with myself for being so blind and naive. I’ve wasted twenty-five fucking years! I could have had a family! I could have had all the lovers I wanted!”

She was seething. We were starting to draw sideways looks from other tables and the serving staff. I asked for the check and we left. I drove us to a quiet park to talk. We walked along the tree-lined path and I let her vent. She vented, she cried, she swore...she threw rocks at trees. I felt terrible. My best friend was hurting. “What can I do to help you, honey? I’m here, tell me what you need.”

Her cheeks were streaked with tears...the worst kind...tears of frustration and anger. “You can take me to a hotel and fuck me till I pass out. Fuck all of the anger out of me. Will you do that for me?”

“I think I’ve proved that I’ll do anything for you (thinking of my now less-than-tight asshole) If that’s what you want, I’ll fuck the anger out of you. Let’s stop by my house and get some supplies. (gonna need a hundred Viagra for this)

So, off to my house, we went. I grabbed the dildo bag, lube, and two bottles of Vodka.

In the meantime, she texted Anthony and told him that she needed time to think and that she was going to be with me. He knew she’d be safe with me so he didn’t question her actions.

There’s a hotel in Greenport Harbor on Long Island Sound, that has individual cottages. The drive took almost two hours. She slept fitfully for most of the ride. I’ve never fucked an angry woman before and I hope that I never have to again. It wasn’t lovemaking like the past weekend. It was angry, vengeful, sometimes tearful, animalistic fucking. Stimulating in an odd sort of way, but certainly not something I want to repeat.

I used every trick I knew to keep her pussy occupied. Toys, cock, fingers, tongue...you name it. If it fit in her vagina, I fucked her with it. I even made her ride the bedpost while I held her upright.

Angry orgasms are emotionally draining, as opposed to happy orgasms which are physically draining. I drank coffee by the quart to keep my energy up and she drank vodka. It was a physically and emotionally draining event for me. She got the anger fucked out of her. Most of that day and well into the night.

I’m surprised that the hotel management didn’t complain, we were loud. We fell asleep in each other’s arms and slept through breakfast and lunch. If housekeeping knocked, we never heard it.

Now, in a more rational state of mind, she went home to Anthony. They decided to stay together and try an open relationship. He would have his seminars with benefits, and she had me and possibly one or two of my trusted friends. Here ends this part of the tale. We would have many strange and life-changing sexual adventures together over the next year. Threesomes, fours, and some rather interesting combinations thereof.

***

Stay tuned for further installments.

I hope you enjoyed this. It is a bit long-winded, but then, I’m not a big fan of quickies.

Published 
Written by Fire_Island
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