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Teaching a Naive Virgin
18/07/2016
A couple weeks ago, my wife P met a distressed young woman I’ll call H. She was dirty looking, wearing very baggy and ratty looking clothes. Her hair was dirty and un-kept. P brought her home and before I could say anything, she led the H upstairs to the guest bathroom to shower. H was small and petit like P, so P got some of her clothes to give to H.

While H was in the shower, P came down and told me that she met H at the park where she was sleeping on a bench. After talking to her, P discovered that H had a very very poor image of herself as she had been ridiculed all through school as well as by family and friends for one thing or another. She told P that no one has ever liked her, she’s never had a friend and believed that she was ugly and no man would ever want anything to do with her. After being teased and ridiculed at her job, she quit about 6 months ago and had been living off of what little savings she had and off the street. P checked her for any needle track marks and found none and carefully examined her eyes for any signs of drug use and found nothing. P’s heart went out to her and she decided to befriend her and help her with her self-image.

P went back upstairs to help H after her shower. She helped to brush and set her hair, put on P’s clothes and some make up and then brought her down to where I was in the living room. When I saw H, I didn’t recognize her as the young dirty woman I had seen earlier. She was gorgeous.

H had long sandy blonde hair that hung down about 4-5 inches below her shoulders. Her eyes were hazel. Like P, she only stood about 5’1” and couldn’t have weighed more than 90 pounds. Her slender petite frame was set off by some nice c-cup boobs.

H kept looking down at the floor, obviously embarrassed in her insecurity. P asked what I thought and I said she was gorgeous. H blushed and said I was just saying that to be nice. I told her I never lie and that I really thought she was gorgeous and sexy. P told H that I am brutally honest when telling any woman how she looked.

As H looked up at me, P asked what I was thinking and I said that if I were much younger and single I would definitely be interested in the beautiful and sexy package before me. H asked me if I really thought she was sexy and I told her absolutely.

P asked H if she would like to take a swim in our pool and she said she didn’t have anything to wear. Before I could respond, P told her that we usually don’t wear any, but that she could borrow one of her swimsuits and with that they headed back upstairs. While they were gone, I changed into my swimsuit which I only wear when we have company over.

Finally, the ladies came downstairs and both P and H were wearing pool cover-ups, so I fixed a drink for all of us and we went out back. When H took off her cover-up, all I could do is stare. Without realizing the effect she was having on me, P pointed at me and told H that certain things don’t lie. That’s when I realized that I was fully erect and in my swimsuit, it was quiet obvious. I began to apologize, but P stopped me. H’s face was beet red as I d0ove into the water to hide my erection.

We swam for about 20 minutes when H asked P what she meant about not wearing a swimsuit and she said that when it was just the two of us, we didn’t wear anything in the pool. H leaned back and asked, ‘you mean nude outside in the pool?’ P said yes that then told her how she loved the feeling of the sun and breeze on her naked body. H asked if anyone else had ever seen her or caught her and P said yes and that she found it to exciting and very arousing.

Then H asked if it would be okay if she tried going topless and when P said yes, H asked if she would go topless also. Then I watched as the two ladies took their bikini tops off. Had a marvelously pert and firm set of C boob with aureoles the size of a quarter with small erect nipples just begging to be played with and suckled on.

The two topless ladies played and splashed around the pool for another half hour when P dove under water, came up to me and yanked my swimsuit down and off my feet. She surfaced laughing and tossed my swimsuit to H. I warned her that if she didn’t throw them back to me that she would be faced with having to watch me parade around nude.

To my and P’s surprise, H, slid her how bottoms off and threw them to me, then tossed my suit a way out of the pool and told me it would have to go retrieve. I tossed her bottoms to the same place and told her that we’d both have to get out of the pool naked. Then P tossed her own bottoms out of the pool and said we were all even.

We nervously played, splashed and swam for another few minutes when P asked for another round of drinks. I said I was hungry to which H echoed a fir ‘me too.’ P said she needed help fixing dinner and asked H to join her and then reminded me that I had to get out to fix the drinks.

We all made our way to the steps and walked out of the pool at the same time. P tossed me a towel and told me to dry off H, which I was happy to do. As I turned to face her with the towel, I saw that she had quite a bush that obviously hadn’t been trimmed for some time. I instantly got hard looking at her naked body and as I began to towel her off, P kept commenting about my hard on, making sure that H saw the effect she was having on me.

H asked me if it was because of seeing her naked or P, and I assured her it was both and especially her. I carefully dried her off, starting with her back and tight firm butt, then legs and then her chest, boobs, flat tiny tummy, her bush and legs. By that time my cock was throbbing hard. P commented that something or someone needed to do something about it and pointed to H, who shook her head no and then admitted that she had no idea what to do with it. Upon some questioning, H admitted that this was the first cock she had ever seen. P told her they would talk while fixing dinner and the two of them entered the house still naked.

I remained naked, went into the house and fixed us another drink. When I carried the drinks for the ladies into the kitchen, I got hard again when I saw H as she reminded me so much of P when she was younger – slender, petite and gorgeous. H noticed my rise to erection and blushed and before she could say anything I told yes it was because of her,

Dinner conversation centered around H’s background and in her eyes, she was verbally and emotionally abused by her schoolmates, teachers, siblings, parents, employers and co-workers. Over and over she kept saying she was the ugly fat girl that no man would ever want. Over and over again I kept telling her she wasn’t fat, she was gorgeous, not ugly and I guaranteed her that cleaned up like this that she could make any man want her. She asked me if I wanted her and P answered first saying that my erect cock said yes I wanted her and found her very attractive and sexy.

After dinner, we set in the living room and P began teaching H about sex. She used me to show H how to fondle a man’s cock and balls, how to stroke a cock to make it cum and how to give a great blowjob. During the lessons, H pumped my cock by hand until I came and about half hour later she sucked me dry.

Then P told me to show her what a man should do with a woman. I started by hugging her, then kissing and then I carefully fondled her breasts and yes they were still young, soft and firm. Her body jumped when I softly took her nipple between my teeth. As I kissed and sucked on her nipples, my hand roamed down over her flat tummy, through her thick bush to her pussy. I could tell she was turned on because her juices were flowing quite abundantly. I rubbed her outer lips before slower working a finger into her wetness. Then I took my finger and licked it and then put it to H’s lips and she also licked and tasted her own juices. She was surprised at how much different it tasted from my juices. I continued to finger her virgin hole and clit until her body tensed and convulsed. She asked what happened and P and I told her she had an orgasm. We quickly learned that this was her first orgasm and had no idea what one was.

I looked at P and she nodded to me that it was okay to proceed and I did. I moved down between her legs and ran my tongue along her outer lips. Then I worked my tongue inside and lapped up her sweet honey. Next I moved to her clit and began sucking and lightly chewing on it until H experienced her second orgasm. When she finally opened her eyes all she could say is wow.

We found out that not only was H a virgin but she knew absolutely nothing about intercourse, how it’s done or what it means to have her cherry popped. P had H feel inside her own pussy to where she could feel the hymen and then feel inside P’s pussy to compare. I just about came again watching them feel each other’s pussy. Then P asked H if she wanted me to pop her cherry and make her a real woman and H, with a somewhat frightened look said yes, so I led her to our bedroom, laid her down on eh bed, climbed on top of her and began rubbing the head of my cock against her pussy.

Bit by bit I began working it into her until I reached her barrier. P told her that it would hurt but that the burning stinging would quickly stop and be replaced by a really good feeling. She nodded her head and then I plunged forward, breaking her barrier and sinking my cock as deep into her as possible. As I saw her face scrunch up with the pain, I swore she looked just like P when I took her virginity so long ago.

I gave her a few moments to recover and then starting pumping her slow at first then faster and faster. She was so tight and began cumming again, causing her already tight pussy to clamp down hard around my cock. The tightness of her pussy combined with the feel of it convulsing around my cock and the look of ecstasy on her pretty face was enough to send me over the edge and I unloaded what little I had left deep into her.

When she recovered from her third orgasm of the evening and in her life, she opened her eyes, looked up at me, smiled and again said ‘wow.’ She looked over P and said she was sorry and P said no problem and that we were happy to help her.

H had no place to sleep so P offered her our guest bedroom. This was the start of a very interesting month. If you want to know what else happened, let us know.
Poster: Lee J


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