Sharing Cindy
Chapter 21
“Cindy Brings a Girlfriend Home”
I hope some of you reading these accounts of the adventures with my wife Cindy are enjoying them. While they may not be as slickly written as some of the fiction stories on this site, they are all true and really just a small portion of all the fun we had over the years.
A lot of people have asked me what I get out of allowing my wife to have sex with others. I suppose it’s very difficult for those who are not turned on by this type of activity to understand. Everyone seems to have something that turns them on; it might be lingerie, it might be bondage, it might be something kinky, but for me, its knowing that my wife is turning someone on and that they find her desirable. Sometimes the actual act of sex doesn’t have to take place, simply the teasing and flirting can be enough.
One of the other benefits I get is that Cindy enjoys women as well and she has no problem with me sharing them with her. It started back when we were young and she befriended a young girl, Karen, who had started to attend public school after many years of being sheltered by her over protective mother. Karen had never been around a lot of boys and had never been allowed to wear anything remotely suggestive. Cindy took her under her wing and really brought her out of her shell. She helped her with everything from a new hairstyle, to new cloths and even with all the questions she had about sex.
Karen’s mom began to allow her to spend time away from home after school and she would come over and hang out with us. I noticed she would pay close attention whenever Cindy and I kissed or showed affection to each other. I began to mention this to Cindy and she told me that Karen was a virgin and had never even kissed a guy before. She said she felt sorry for her.
Karen was actually able to convince her mom to let her spend the night at Cindy’s house one night. I was out at a family function so it was just the two of them. The next day I was talking with Cindy and she told me a few things that happened the night before. She said that Karen actually brought a long flannel nightgown with her and when she came out of the bathroom after changing, she saw Cindy in a frilly little baby doll PJ set and was embarrassed. Cindy asked her if she wanted to wear some of her other PJ’s and she talked her into changing into a lime green baby doll. Cindy said it was amazing how cute she looked.
I found that hard to believe since Karen always wore long skirts and heavy, frumpy sweaters. Cindy said she had a great body and nice boobs as well. She then went on to tell me that they talked about a lot of stuff….school, clothes, boy and sex. She wanted to hear all about Cindy’s experiences and she listened intently to her as she told some of the things she had done. She said that she was telling her how I had let our friend David have sex with her and while she was telling her how it felt, she noticed Karen’s hands slowly rubbing her crotch.
Karen told her that she doubted she would even have a boyfriend because she was shy. And even if she did find a guy she liked she didn’t even know how to kiss, much less give a blowjob. Cindy offered to help her learn.
She told me that she had Karen close her eyes and just experience everything with her other senses. She then leaned over and softly began to plant tiny kisses along her lips. Karen’s eyes shot open and she was staring at Cindy’s face right in front of her. Cindy took her face in her hands and planted a firm kiss on her lips. She felt Karen begin to relax and when she felt her kissing back, she poked her tongue out and licked her lips.
I couldn’t believe what I was hearing. This was really turning me on and I told her to tell me everything. Cindy said that the spent the next half hour or so kissing and trying out different techniques. Cindy taught her the right pressure to use, the correct amount of tongue to use and even how to gently bite on a guy’s lips and tug on them. Then she took it to the next level.
She leaned in and as she was kissing her, she moved her hand from Karen’s side, up along her ribcage until she was just brushing it against her boob. Karen pulled back and looked at her while breathing really hard. This was the first time that someone other than herself had touched her intimately. She then slowly raised her own hand and slowly reached out and placed her hand on Cindy’s tit. Cindy leaned over and grabbed Karen then pulled her down on the bed with her. She said that they began to explore each other’s bodies and spent the next few hours, licking and sucking on each other’s boobs and even fingering each other. She said she wanted to try licking her if she ever gets another chance.
That other chance actually came the next weekend. My family had gone away for the weekend and Cindy and Karen came over to hang out. We had commandeered a body of wine from my parents and Karen got her first taste of alcohol. She really enjoyed it and really let her inhibitions go. The first time Cindy and I kissed, she cried out that it wasn’t fair for her to have a guy to kiss and she didn’t. Cindy looked at her and then me and asked if I would like to kiss Karen. Of course I said yes.
She took Karen’s hand and led her over to the chair I was in. She had her sit down on my lap and we proceeded to have a hot and heavy make out session. Images of what Cindy told me about their sleepover were running through my head and soon I moved my hand up to caress her boobs. She stopped the kiss and looked at Cindy to see if she was mad. Cindy looked at her and then leaned in and kissed her herself.
When they broke the kiss, Cindy reached down and grabbed the bottom of Karen’s T-shirt and told her to raise her arms. She did and Cindy raised her shirt up and over her head. Karen had on a pretty basic white bra (I am sure her mom’s choice) but it was overflowing none the less with what looked like a very nice set of tits. I played with them through her bra and Karen seemed to heat up more and more. I then decided to use my newly acquired skill of opening a bra with one hand on her. I flicked open the clasp and soon her bra was resting on her lap and I had a beautiful set of breasts right in front of me.
I felt another hand on them as I was exploring and looked up to see Cindy, topless and playing with Karen’s left tit as I was playing with her right. Up until this point I wasn’t sure where this was going, but when your girlfriend helps to disrobe another girl in your lap and then starts to play with her tits, you know things were going to get very fun.
I eased Karen off of my lap and pulled her down onto the floor of our family room with me. Cindy lay down on her other side and the two of use spent a great deal of time alternating between kissing her and sucking on her tits. Karen was actually whimpering while we were doing this. Just as I was thinking about going further, I saw her grab Cindy’s hand and shove it down the front of her jeans. I watched as my girlfriend brought her to her first orgasm, the whole time Karen shaking her head back and forth and literally crying.
After she came down, Karen undid her pants and slid them and her underwear off. She then reached for my clothes and had I not stopped her, I think she would have ripped them off. I stood and removed my clothes and gave her the first look at a dick that she had ever had. She leaned up and scooted closer to it. Cindy scooted next to her and asked what she thought. I kid you not; Karen stared at it dreamily and just said “It’s beautiful.”
I laughed at that but before I could say or do anything, Cindy told her to touch it. Karen reached out her hand and slowly brought it close to my dick. She tentatively touched it with one finger. She ran it up and down the length and when my dick gave an involuntary jerk, she shrieked and pulled back. Cindy reached out and grabbed my dick and began to stroke it. She told Karen what a guy likes and how to grasp it firmly, but not too hard. She told her to try it.
Karen reached back out and wrapped her fingers around it. She looked up at me with her big brown eyes and asked if what she was doing was OK. I told her it felt great and to stroke it a little faster. She did and on about the fourth or fifth upstroke a bead of pre-cum appeared at the tip. She reached out her other hand and touched it with her finger. As she drew it back she saw that it was creating a bridge between her finger and my dick. As she pulled farther away, the bond broke and she looked at the drop on the end of her finger. She rubbed her two fingers together and said it felt so smooth and slippery.
Cindy told her that my pre-cum tasted so sweet and that she loved to taste it. When Karen pulled back again, another drop formed and Cindy leaned in and licked it off with the tip of her tongue. She then leaned over and kissed Karen. They shared that drop and both of them were moaning. I was in heaven and couldn’t believe this was happening.
Cindy then told Karen to go ahead and lick my dick. Karen said she couldn’t because she didn’t know what to do. Cindy told her to watch and proceeded to give me the best head I have ever had to that point. I think she was showing off for Karen and it didn’t take me long before I was ready to shoot. When I did, Cindy pulled her mouth off of me and let Karen watch as I shoot several ropes of cum into her mouth. Karen had a funny look on her face and asked what it tasted like. Cindy leaned over and tried to kiss her with her mouth full, but Karen wasn’t quite ready for that.
Cindy swallowed it and laughed and told her she would have to learn to love it. After I came, my knees were barely holding me up, so I sat back down on the floor between Karen’s legs. I began running my hands up her legs and each time I would get closer to her pussy. I could see it was covered in a lot of hair, unlike Cindy’s whose was trimmed very closely. I eventually began to kiss up Karen’s thighs and soon had my face buried in her pussy. At that point in my life I wasn’t as proficient a pussy eater as I would become, but I knew enough to have her squirming underneath me and well on her way to a big orgasm. Grabbed her by the hips and kept her from scooting away as I zeroed in on her clit.
I think Karen probably pulled out two handfuls of my hair as her orgasm hit. Cindy had never gotten that physical when she came and it surprised me. I pulled back away from her with my face covered in her juices. Cindy saw this and leaned over and kissed me, or more appropriately she licked my face clean. She then leaned over and began to lick Karen again. I watched her throw Karen’s legs over her shoulders and dive in. She had Karen back to the peak in no time.
When Karen came down, Cindy climbed up her body and they began kissing. I was getting turned on, knowing Karen was tasting herself on my girlfriend’s lips. After a couple of minutes Cindy looked over at me and saw my dick was hard from watching them. She then turned to Karen and asked her if she was ready to not be a virgin any longer. Karen looked at me, then down at my dick and then back to Cindy as she nodded her head. Cindy asked if I would help her out with that.
Now I am no fool. When your girlfriend asks if you will fuck her virgin friend for her, you jump at the chance. I moved over between Karen’s legs and as I moved to align my dick with her slit, Cindy reached in and grabbed my dick. She began to rub the head all around her opening to get it nice and lubricated. Then she pulled me forward until the head was just inside the outer lips. She took Karen’s hand and asked if she was ready. I was shaking from anticipation and she was shaking from fear I think. She nodded once again and then Cindy looked at me, nodded and gave me the go ahead.
I would like to say I was a very patient lover and slowly slid into her., but that would be a lie. Pushed into her and about half of my dick disappeared. She let out a gasp, but then grabbed my hips and began to pull me into her further. In just a couple of strokes I was balls deep in another girl as my girlfriend leaned over and kissed her. I was expecting to feel her hymen but was surprised not to. She was definitely tight but there was no blood or pain as I had been told there would be with a virgin. I found out later that after her last sleep over with Cindy, she had gone home and broke her hymen with a candle.
Before long I was ready to cum again and Cindy told me to pull out. When I did, I shot cum across her tummy and onto her breasts. She was amazed at how warm it was and even reached down to run her fingers through it. Cindy tried to get her to taste it, but she wasn’t ready for that. I went to get a warm towel and came back to Cindy licking it off Karen’s tits. We spent about another hour playing on the floor and I got to watch Karen get her first taste of another pussy. It was a great experience for all of us and something we would do about a dozen times over the next couple of months.
Karen seemed to jump into everything with two feet once the damn had burst. She loved the freedom she got away from her controlling mom and seemed to not understand limits. She began to drink and do any drugs she could get her hands on. She would show up drunk and wanting to screw. Sometime we would take her up on it but other times we felt like it was taking advantage of her. There was one memorable night that Cindy told me to drive her home as she was a little too wasted to make it back home on her own. Karen had me pull over and got out of the car, stripped off her clothes and had me fuck her over the hood of the car on a residential street. That was a very fun time and I am sure the car that passed us got an eyeful.
Eventually Karen gravitated to another group of friends and we lost track of her. The last I had heard she had moved out of her mom’s house and was living with three other guys in an apartment in another town. I do look back on our experiences with Karen fondly. Needless to say, this was not the only time Cindy shared one of her girlfriends with me, and over the years I became very well acquainted with a couple of them in particular.