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She Earns Her Redwings Badge

Posted by: Age: 25 Posted on: 4 comments
4 likes 4 views Category: Sex Stories Fetish Tags: bra, panties, tampon, latex, clitoris, vagina, pubic, latex, sheet, moan, dress, period sex, period oral sex

A woman reluctantly has her first period sex


Earning our Red Wings

Russ and I had been seeing each other for about three months. Yes, we had become intimate after our third date. At 25 he was a skillful lover always striving to get me off, which is not always easy due to my upbringing. You see my mother was a control freak. Always dictating my social life, friends and heaven forbid, any relationship with a boy.

I was a plain Jane junior and Russ was a dreamy-looking senior at college and I felt honored to receive his attention.

We had tickets to a sophisticated jazz band playing at an upscale venue in town three days from now, and I was feeling the pre-period bloat start. Damn it. I had always avoided dating during that time of the month. ALWAYS.

I always know when I am about to start menstruating. I retain water, my breasts increase a cup size from a C to a D, and a heavy feeling settles in my pelvic area. I must shift into what I call my period bras. They are just some beat down and ugly white things, but that is where the dilemma starts.

See, my only presentable stretchy black dress with sequins on the bodice required a black bra.

Russ came over and found me in tears. Yes, I am super emotional as well as a heavy bleeder. So there was no good reason to be so over the top but I was. I sobbed in his neck about the bra not fitting as he tried to comfort me and suggested that we just go out and buy a bra.

“But Russ my budget won’t allow it this month. I sobbed, mom will see it on the credit card statement and she will give me hell.”

“So, what if I buy it for you? On one condition, I get to pick it out and get to see you in it.”

“Well, o.k. it’s a deal.”

We went to the mall, and I went into the bra shop that sold a multitude of different brands. I noticed that Russ’ eyes were taking it all in and he had a pleasant smile on his face. I was nervous as all hell. A few women put down the bras they were holding up to admire and were freaked out, choosing to leave the store.

I started to select one of the cheap lines and gathered two different ones. I was going to try them on, but Russ took them out of my hand and returned them to the rack.

“You need to look at these with the lace cups,” he said.

“But they are so expensive,” I replied.

“But they are beautiful for my Princess,” he said smiling from ear to ear while he bowed to me.

I ended up with two beautiful black bras. The bottoms of the cups were padded and pushed up my breasts while the sheerest lace covered all the rest.

“Oh, now get the matching panties. What size do you wear?”

“Russ, no that’s not…”

“What size?” he asked again sternly.

“Six.”

He promptly picked out two pair of briefs and took the bras out of my hand and walked up to the cashier.

Three days later it was fully on. Super plus time. And a planned tampon change before seating time. It was a delightful concert and even though we had planned to get a nightcap I was feeling down so I asked if we could take a rain check on the nightcap. Agreed and took me home to my tiny apartment. Escorting me to the door while holding hands he lingered for the kiss.

It was just a quick peck on the cheek. I did not want to give any impression that there was going to be more to come this evening.

Refusing to let go of my hand he said, “We had a deal and now I am here to collect.”

“Oh, in a few days things will be right, I promise.”

“Laura. Have you heard that having an orgasm eases menstrual discomfort? Oh, it’s true you know, according to many reliable medical sources.”

I giggled and tried to dissuade him, “Oh, is that so Dr. Russ. That is not likely to happen tonight.”   

“OK but I still want to see you in your fine lingerie, please. I will be a good boy.”

I relented and invited him in. We shared the last of a bottle of wine, it wasn’t much, but it did serve to relax me.

“Ok if you still promise to be a good boy I will do something I never thought I would do for you.”

I stood about six feet away from him and kicked off my heels, I reached to my back and slowly unzipped the zipper. It had the effect of turning me on a bit I must admit.

I pushed one shoulder off and the front dropped askew reviling my left breast fully. The nipple hardened and both it and the top half of my areola were visible.

Russ was glued to the show. I liked having the attention. I shrugged the other shoulder free, and the dress was a pool on the floor at my feet.

“Bravo it looks magnificent on you,” he said rising to his feet and approaching me with his arms extended for a hug.  

 He hugged me tightly and I responded in kind.

“You promised to be a good boy,” I said as his hands slid down and cupped my ass through the shear panties pulling me against his hard member.

“Oh, I will be good,” he whispered in my ear as he bit my earlobe. I am going to introduce you to red sex. It’s bedtime Princess. He took me by the hand and led me to my bedroom as I protested, ”No not tonight, it will be too messy and gross as well.”

“You let me be the judge of that, dear.”

What followed I can only describe as shear bliss. Russ laid me back on my own bed. I watched as he stripped off all his clothes and then kissed me all over. He was kissing me while I was still wearing the bra and panties, through my bra gently nursing on my nipples and all the way to my toes. He lingered at my crotch for a long time.

My mind was very conflicted. Yes, it was so pleasurable and I was terrified just the same. As he kissed his way back up my legs he hooked shoulders under my knees. His hands gripped the waistband of the panties and tugged them down and off. I let out a whimper.

His first direct kiss was to my steaming labia. Then a tongue lick from the bottom to the top, swirling at my clitoris.

He found the string to the tampon and caught it in his teeth, he gently tugged on it.

“No NO OH OH my God what are you doing Russ, Russ!”

He took the string in his fingers and tugged it rhythmically as he liked my clitoris.

I exploded like I had never exploded before, my legs shook, I was making noises and clenching my teeth. I pulled the sheet of the corner of the bed.

Too spent to move much, my legs flopped to the side. He was using my pubic mound as a pillow.

“My turn Princess.”

I felt the tampon slip out of my vagina almost effortlessly. 

Needles to say the bed was a disaster by the time we finished that night.

Two days later when I got home from class there were two packages on the landing addressed to Princess Laura. One was a set of dark red silk sheets; the other was a latex under pad.

The note said, “Till next time. 28 days and counting.”

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