It all started easy enough. I met Grace on backpage. She was looking for someone that was mature and interested in younger women. I thought she was cute enough. She was late twenties, brunette hair, ample breasts. So I emailed her. She returned my email and asked me what I looked like and interested in. I told her I was in my forty’s, African-American, Suzannemel skin, shoulder length black hair with red highlights, size 10, c cup breasts. She said she was interested so we set up a meet. We decided on a hotel bar. As I walked in she was seated at the bar, long black dress, showing some leg. Instantly I was attracted. I sat and we talked. She was delightful and I was attracted instantly. We decided to go elsewhere, so we went to a lesbian spot we both knew of. It was nice, an opportunity to truly make contact. We danced for what seemed like forever. I told her I had to go to the bathroom, and meant just that. As I was peeing, she came in the stall and sat on my lap. She kissed me and I noticed she wasn’t wearing any panties at that point. She slid her hand down between my legs as I was peeing and played with my pussy. I was soooo turned on at that point. She stood up, pulled up her dress and let me lick her pussy. So smooth, so delicious. I turned her around, she placed her hands against the stall door and I licked her from her clit to her tiny rosebud. It wasn’t long that she orgasmed and I loved the taste. We went back to my apartment where we indulged. I had the opportunity to use my strap on with her. Sliding it in both her pussy, and with a little effort, her rosebud. She was beautiful.
The next morning over coffee we had a chance to talk. She asked me if I truly liked younger women. I assured her I did. She asked how young I had been with. I told her that I messed around with a 19 year old girl for a summer. She acted so turned on. She told me that though she was in her twenties, she liked to make love to younger girls as well. She told me she has a certain circle she travels in and they are attracted to younger as well. She said she is actually the youngest in the group and that most of them are my age if not a little older. She asked if I would be interested in meeting with them. I was a bit concerned for a moment. I didn’t want to join some sick cult or have my head shaved, but was definitely interested. She told me that they were meeting for drinks on Friday.
As Friday came, I dressed dressy casual and called grace. We met at a nice little bar grille type spot. Grace introduced me to everyone. There were about 25 in total. All very nice, all from different backgrounds, all of different races. Most were bi-sexual with a few being lesbian. Some were married, but most were divorced, like myself. We talked about relationships, popular events, gossip at work. Occasionally, a young lady would walk in wearing something provocative and we would make comments. I really felt like I could let my hair down with this group. I enjoyed the evening, and they asked for my phone number so they could keep in touch. I started meeting them as a regular thing and it seemed that this was our little group now. I was excited.
Grace and I, well our relationship, should you call it that, continued. She had a taboo side to her that I liked. She would dress in little girls clothing and panties and we would roll play. I was her aunt, or step mother or neighbor and she was always the innocent young girl interested in women. I did enjoy it. She often times would put her hair up in pony tails to make her look younger. I was really developing feelings at this point.
One night while the group was out, one of the mothers in the group said her daughter had gone to prom. She was talking of how pretty she was and her dress and how long it took her to get dressed, the make-up, the stockings, etc. She told us she decided to go with another girl and that she was proud of her for doing so. She passed her tablet around for everyone to look at the pictures and the conversation changed in a different direction. I truly did not think anything of it. When the tablet made it to me, I began to look at the pictures. It all seemed innocent enough. A picture of a prom dress on a hanger. A young girl in shorts doing her hair, pictures of shoes side by side. Then things changed a bit. There was a picture of her daughter in just panties. Obviously getting ready to get in her dress. Her breasts, still developing into a b cup were perky. She appeared to be athletic, her panties, those simple girl panties that Grace liked to wear. I paused for a moment just to admire the beauty in it all. Grace leaned over and whispered, “mmmm, bad mommy” I was flustered and moved immediately to the next photo, which was not much better, the young girl was now turned around and removing those panties. Her booty was perfectly rounded, though again you could tell she was still developing. As I continued there were a series of her taking her panties off then turning back around facing the camera, as if in an action photography. Feeling guilty, I could not believe I was being turned on by this. Her pussy was covered by that light fluff of pubescent hair that starts on all girls. So attractive and untouched. The photo continued to her in her gown, pictures with mom and dad, people I supposed were grandparents. Then two girls together, one spooning there other which I guessed was the young girls date.
I passed the tablet to Grace who admired them, making some lewd remarks, then we continued on the evening as if nothing had taken place out of the ordinary. I thought it was very odd that no one seemed appalled nor acted surprised. Why would Beth take such pictures of her daughter. Then I began to think that maybe she just lives in a very open environment. I had read about such families, nudist, families who were in the open with their bodies. Nothing really seemed out of hand.
When Grace and I got back to her apartment, she asked if I would go to the prom with her, jabbing my sides. I asked her if she thought that was weird that Beth showed such pictures. Grace told me that Beth was like that sometimes. Then she asked me what I thought. I told her I was surprised. Grace pushed in and said, that’s not what I asked, I want to know what you thought of her daughter in the pictures. I told Grace that she was a very attractive girl. Grace then said, “well I would have spread her ass cheeks right there and give her what for” then walked away stripping out of her clothes. “Come on Mommy, I need a spanking tonight. As we made love that night, I couldn’t help but think of Beths daughter. How lovely her breasts were, what her booty felt like under my touch. As Grace was riding me in cow girl, I even closed my eyes wondering what it would feel like with this young girl doing the same thing. I became sooo excited that I exploded with a squirting orgasm. Grace laughed and asked what was that. I gave her the credit and told her that I been waiting all week for her. Little did she know, or did she….
Things returned to normal with the group, then several weeks later, Shelly said they were having their annual mother daughter night at her house this year. I asked if those who had no children were invited, and most of the ladies chuckled at me. Shelly remarked, sweety you come as you are. It’s a little different mother and daughter night. But we always have fun. A lot of small conversation and giggles started at that point. Grace leaned over and told me, how about if I dress up like a little one for you. I laughed, but she was serious. “Grace, we don’t want them to know what we do”. Grace laughed and said, remember why I brought you into this circle. It will be fine.
That night, sure enough, grace showed up looking like a little girl. She even had on ankle socks and white little girl dress shoes on. She looked adorable. I told her I would have dressed my own little girl in the same way. When we arrived at the party, Shelly laughed and told me, see Yolonda you do have your daughter tonight. I laughed and kissed her on the head.
As we walked in, some women were by themselves some had young teen girls with them One even had a preteen girl with her dress all up. A group of women were standing around her, tuggin her chunky little cheeks and telling her how adorable she was. The girls seemed to go into the family room off of the dining room doing their own thing and us women all sate down in an oval type set up in the living room, drinking wine and talking on various things. All seemed very nice. Grace kept filling my wine glass as it would get low. I told her I was getting tipsy. She laughed and said you’ll need it tonight. I looked at her puzzled. She just leaned in and kissed me.
About an hour and a half into our little party, Becky began talking to Denise about how her daughter has been asking about relationships. Denise, who is much older, I believe in her late fifties, told Becky it is natural and that she should help her find her way. I didn’t think anything of it, then Becky called her daughter from the family room. I believe her name was Suzanne. When Suzanne walked in, she was wearing just her bra and panties. I thought I was drunk and not knowing what was going on, but none the less, she was standing almost directly in front of her. Again the group never stopped in shock or like anything was wrong. Becky introduced Denise at which time Suzanne sat on Denise’ lap. Denise remarked how pretty she was and asked her how old she was now. Suzanne said she was 14. Denise kissed her on her lips in an innocent enough kiss, but what seemed to remain a little too long. Denise then placed her hand on Suzanne’s thigh, which Suzanne responded by opening her thigh ever so slightly. Conversations went on as normal like Suzanne was just a cat perched up on Denise’ lap. I tried to ignore this, but continued to look back over to them as Denise would rub on Suzanne’s thigh, her back, and a couple times I caught her rubbing on her booty.
I felt Graces hand slide on the inside of my thigh, and she leaned in and asked if I was alright. I just looked at her puzzled. She smiled and handed me my wine. Grace began rubbing higher on my thigh, and I could feel my panties becoming moist. I looked over to Denies again and she now had her finger tracing up and down the girls panties, along her labia. Denis then leaned in and kissed the top of Suzanne’s breasts. Then I watched Suzanne take off her bra. Not much more than a training bra to begin with, her breasts, fully exposed, stuck out with hard nipples. Denise leaned in and took one in her mouth as Suzanne bit her lower lip. I was shocked and excited at the same time. At that very moment, Graces finger slid under my panties and into my pussy. I could have orgasmed right then, but terrified, I stood up and walked to the kitchen.
Grace followed me in and asked if I was alright. I looked at her and asked what the hell was going on. Grace walked over and kissed my neck and said, welcome to mother daughter night. I again asked her what the hell. Grace told me, “I know you are scared, but excited. The proof is that your soaked, and that before I touched you.” Then she explained that everyone in the group is similar to me. They don’t just ask people to be apart. We vet our members. She said she was vetting me from the beginning. I asked her if this was all a set up. Grace told me, “Yolonda, I do love you, I do have feeling for you, you could say that I was truly looking for just you on backpage.” Grace grabbed my hand and said “come with me, we’re gonna bust your cherry in a very big way.”
As we walked in the room, there were no two more teenaged girls both being fondled by older women. Grace announced “Ladies, its time we show Yolonda.” With that, two ladies stood up, walked me over to the couch and sat me down, sitting on both sides of me. Shelly called for Cara. A moment later, the cute little girl with chunky cheeks came in. Shelly says, this is Cara my niece. I have talked to her about you for some time. She would like to meet you. Cara is 11, and stays with me during the summer. My stomach now in my throat, Shelly began removing Cara’s dress. Now standing in front of me with a little training bra and panties, Shelly turned Cara in a 360 so I could see her. Cara smile with the cutest little smile. Shelly then said, “Ladies” and with that, the two stood me up. Grace came over and pulled my skirt down, then my thong. My pussy now glistening in the light, I begged them to stop. I felt so embarrassed. The two then, holding on to my arms, sat me down. They then opened my legs exposing my pussy to Cara, who walked in between my legs and kissed me on the mouth. She smelled of baby powder and jasmine. She then squatted down in between my legs and kissed my clit. I began to cry. Humiliated, terrified, not knowing what to do. The next thing I felt was a little tongue, as I looked down and watched as Cara began running her tongue up and down my pussy. Her sweet little face buried in my pussy now. She stiffened her tongue and slid it inside my vagina. I was terrified, but worse, I was getting super excited. I felt her little fingers rubbing my clit as she continued to probe my vagina with her tongue. I knew what was coming. I began to force my pussy forward, and to my surprise. I began to squirt on little Cara’s face. I moaned as I watched Cara being covered in my orgasmic juice.
Out of breath. I felt the two ladies stand me up, then turn me around and lay me on the floor. Shelly helped Cara out of her little panties and bra. As I felt several women now holding onto my arms and my legs, I saw Cara come walking over and squat over my face, lowering her fresh little pussy to my mouth. At first, I just laid there. Then, I crossed over. I opened my mouth and kissed her entire pussy. It was so fresh and soft. I allowed my tongue to begin to caress her entire labia. Feeling my tongue slide inside her, I could feel with the tip of my tongue that her hymen was still in place. I felt the hands let go of my arms and legs and I felt a new mouth on my pussy as I began to indulge into Cara. My tongued traveled up to her little bottom and could taste her tightened little rose bud. My hand began to explore her little body. It was wonderful. So soft, still with the baby fat not yet shed. Knowing she would not be able to orgasm as she had not yet hit puberty. I continued until I felt my own orgasm. As I moaned into her pussy, I felt wave after wave of orgasm come over my entire body. When done, Cara crawled down and laid on top of my now exposed breasts. She kissed me with a mouth of a much more experienced girl than 11. As I looked down to see who had crawled between my legs, I saw Grace getting up on her hands and knees crawling up beside me now. “How was that” then she kissed Cara as well. All I could say was “Oh My Gawd”
The entire room began to laugh and applaud. Shelly told me that this was my official entry into the circle. As I looked around the room, most were undressed or undressing. Young girls now between their legs, or my friends were sampling other young desires. Denise actually had Suzanne on all fours and was riding her with a strap on. It was bizarre to watch. Denise with an older woman’s figure, breasts looking more like worn out tube socks, small belly jiggling as she slid this rubber dildo inside of Suzanne, who was pushing back with a perfectly modeled young teen body. Shelly asked if I and Grace would like a more private setting with Cara. I looked at Shelly shocked as Grace said yes. Cara got up and grace pulled my up to my feet. “Cara, you know the way.” Responded Shelly. Cara grabbed my hand and pulled me along like she was going to a toy store. Her little booty, chunky as her cheeks, wagging in front of me.
The remainder of the night was spent in a private bedroom. Grace had grabbed a basket of toys along with her a we walked. It was like making love in a fog. Cara spreading herself on top of my face. Grace fingering my holes, toys sliding inside of me. The highlight of the night was when Grace fitted Cara with a strap on. The thing had to be wrapped around her twice to stay up. I got on all fours devouring Graces pussy as Cara fucked me from behind. Feeling her little hands grabbing my hips to get a better fit inside of me. At one point, I even felt her push a finger inside of my booty hole. All I could do was moan.
As I woke the next morning with Cara nestled in between Grace and mines naked bodies. My eyes met with Grace. I told her, we need one of these.
(to be continued)