Playing the Virgin

By Kendra Holliday | July 2, 2016

Guess who is the opposite of a virgin?


Guess who loves the land of make believe?

Yes, Mister Rogers. But also,


And Matthew is my magical play partner. I’ve been with men in the past who were uncomfortable just having phone sex, but luckily for me, this man is down to roleplay an entire evening.

This vintage sheer gown inspired me, and away we went into fantasy land!

You, too, can be a sacred prostitute goddess!

You, too, can be a young virgin with the right imagination!

I was housesitting at a beautiful Victorian home, so it was the perfect setting for our fantasy.

We came up with it together – I was a 22 yr old sheltered, homeschooled girl named Katie. He was 36, and I had met him a few years ago at some homeschooling conference where he gave a presentation for grad school. I ran into him at some small town festival that day, and since my parents were out of town on a church trip, I invited him to come over that evening to hang out.

I had a crush on him and was hoping to make out, but had never done anything beyond first base. So I put on the costume, and he left the house, waited a moment, and then knocked on the front door.

From that moment on, he was the older, experienced man, and I was the shy girl who had no idea what she was getting herself into…

I answered the door and let him in, and offered him a coke. He accepted it, then took out his flask and added some whiskey to it. I was a little shocked, but when he offered me a drink, I accepted it, because I didn’t want to seem like a prude.

We talked about all kinds of things, and I gave him a tour of the house. (I’m always so impressed with how easily he assumes a role. All I had to do is act shy and giggly and like I had a HUGE crush on this older, sexy man – which wasn’t hard to do.)

Finally, we ended up in the master bedroom suite. “So this is your parent’s room?” he asked as I lit some candles. I so wanted to impress him.

He surprised me by lounging on the king size bed and gesturing for me to join him. I did.

He gently rubbed my forearm and looked intently into my eyes. “What do you want out of life, Katie?”

I blushed and looked down. “Oh I don’t know,” I said sweetly. “I’d like to find the right guy, get married, and have lots of children.”

Lie back and let the pleasure take you...

Lie back and let the pleasure take you…

At this, he smiled, then got a serious look on his face. He moved towards me, and I felt hypnotized. He kissed me gently on the lips. We made out for a while, and he caressed my side, my tummy, then moved up to my small breasts.

He went slow, unlike the two boys I dated when I was 18 – they were so grabby and moved too fast; it was easy to rebuff them. But this – this was different.

I felt so turned on, I kept wanting more… It was the first time a man had touched my breasts, and my virgin flesh was electric – my nipples strained against the silky gown.

He slipped one strap off my creamy shoulder and exposed my breast, caressing it, then taking it in his mouth. I thought I was going to die when he sucked on it. He murmured, “You are so beautiful, Katie.” I moaned and arched my back.

He moved his hand down to my crotch, resting his fingers on my mound. He could feel the heat radiating from my hot pussy through the fabric. He moved his fingers down, tenderly exploring. He could tell I was receptive.

He took his shirt off, and my eyes bulged at the sight of his big, hairy chest. I got nervous.

“I’m leaving my jeans on,” he assured me.

Then he laid me back on the bed, pushed my nightgown up around my hips. I resisted a bit, keeping my legs together.

Sweet spot

Sweet spot

He gently parted my thighs and said, “You liked me kissing your breast, didn’t you? You will really like how this feels.”

And then he licked my little virgin slit. He took his time with it, exploring and finally focusing on my little clit. It felt wonderful. He probed my pussy with one finger, slid just the tip in, felt how tight I was, slid a little more in… He could feel me clamp down on him, hot, wet, quivering… His tongue gave me my first orgasm with a man.

By then I was senseless, everything was so new and dazzling. I was gasping and laughing.

He came up from between my legs and kissed me, his face soaked with pussy juices. “Don’t you taste good?” he asked. I nodded. I wanted to eat up his tongue.

Then he stood beside the bed and unzipped his jeans. His cock sprang out, and it was the first time I had ever seen one in real life. I was scared of it. It was hard and pointing at me, leaking pre-cum.

As soon as his cock was out, he switched gears and went into aggressive mode. He coached me to touch it, it was so steely hot. He told me to kiss it, put my mouth on it. I couldn’t help myself, I sucked it like a pro, I wanted it so bad.

Then he got back on the bed and positioned himself between my legs. I was so scared and tingling and knew I should stop, but I didn’t – I let him have his way with me.

I wanted him to fuck me.

American Beauty!

American Beauty!

He rubbed his head up and down my aching pussy, then plunged in. He did not take it slow, he did not ease it in – he wasn’t going to let me get away. He fucked me hard, and I clung to him helplessly, my head spinning as raw masculinity conquered my soft little body.

It wasn’t long before he uttered, “I’m about to give you one of those babies you want. I’m gonna give it to you RIGHT NOW.”

Then he shoved himself all the way up me and unloaded deep before I had a chance to even think about resisting. I was no longer a virgin.


BONUS LINK: A friend told me about this porn site called Mormon Girlz – check out this NSFW link describing one of the scenarios they portray. SOOOO HOOOOTTTTT!!!!!


Lisa 2016-07-02 09:17:35

Super hot! Funny coincidence, I know a shy homeschool girl named Katie. She’s recently married and I wondered how the consummation went since they weren’t even allowed to kiss during courtship.

And that porn link was so damn juicy I had to grab my hitachi wand. Thanks for a morning treat! My bf and I will definitely be doing some role playing today!


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