Last semester was so depressing; I almost dropped out of school. I was miserable, alone, and yearning for some different kind of fun. I was sick of boys after High School and wanted a more sensual touch from a woman. I missed the intimate times with my step mom Sally and wished I was back at home again. Sally was only 35years old 5ft. 8in. tall, and blond like me, with voluptuous breasts and suckable cone shaped nipples. My step mom was strict but sensual at the same time. Whenever Sally announced that she was going to discipline me my clit tingled just at the thought of getting spanked. Even though Sally was strict with me she made sure I kept on the straight and narrow road so I would excel in school enabling me to go to college.
When I turned eighteen Sally and I became lovers. Sally took me to Maui alone for my graduation present and seduced me at Makenna Beach. We were nude sunbathing at little Makenna Beach and after a hot coconut oil massage we began kissing and ended up having sex right there on the beach. After eating my pussy until I came, Sally sat on my face and walked me through my first taste of her sweet pussy. Rubbing her labia all over my lips I stuck my tongue in her wet hole. The taste and smell drove me wild with lust. When she settled her clit into my sucking mouth I made her scream in orgasmic pleasure. That hour I became her lesbian lover. We did not even care if anyone was watching or not. Sally guided me through my first 69 with her climbing on top of me and pushing her pussy into my mouth. I felt her long tongue lick my wet slit so I just did as she did, like follow the leader. We both came in each others mouths.
We were awakened from our passionate bliss by cheers from another lesbian couple nearby who were kissing and watching us make love. They snuck on the beach during our hot 69. Sally and I proudly walked over to them and told the girls it was our first time together. Giggling, they told us they had guessed so and congratulated us for being so bold. The butch of the two who had her navel pierced and sported a tattoo of a snaked biting her clit, teased Sally saying, that if I were hers she would take me into the jungle behind the beach and whip my butt to celebrate. Sally told her that she must have been reading her mind. The butch got excited telling Sally that there is cane growing back there that makes a perfect switch. Sally smiled and told the girls to have fun and maybe we would share more when we got back. The butch one kiddingly told Sally to give a few swats for her too. Sally told her not to worry she would hear my cries very soon.
Grabbing my by my pubic hair Sally led me into the jungle nearby to a stand of cane growing by a coconut tree. I was still turned on from my orgasm but now I was going to be treated to a stinging caning. I really did not care, I would have taken a bull whipping I was so high on sex. I watched Sally select a nice size cane breaking it off from the bunch. It had some needed flexibility to it so Sally broke it down to a good four foot switch. Whipping it through the air a few times the switch made a familiar swooshing sound making the hair on back of my neck rise. I cringed at the thought of the thin cane dancing off my bare flesh making nice size welts. I had just lost my stripes I received on Grad Night for being bad. I did remember Sally promising to get me in Maui on the plane ride over. I think Sally really wanted to impress the other butch she loved to show off.
Sally ordered me to wrap myself around the tree warning me to not to let go before she finished the caning. Finally I came down from my orgasmic bliss realizing Sally was about to cane me good. Judging by the sternness of her face and general countenance I knew I was going to get the bad girl treatment. Sally knelt down and licked my ass cheeks all over promising if I took the caning well she would eat my ass for the first time. I found out later that her wet saliva on my bare ass cheeks would make the caning sting more. Swishing the cane in the air to test to see if I would obey her and hold on to the tree, Sally announced that I was going to get 21 lashes on my bare ass for eating her pussy and 13 on each leg for eating her pussy the second time. I began to cry but Sally consoled me promising that the licks would not be full strokes. Sally wanted to mark me and make me cry out so the bitch on the beach would not think she was too easy on me. I told myself that I would scream for her with every blow. Sally pulled my face to hers kissed me passionately then began ceremonially positioning herself behind me. She raised the cane to the sky and dedicated the caning to the goddess of Sappho.
I wiggled my butt in anticipation of the first strike. Catching me unaware Sally began the ritual dropping the cane from the Sun to the Earth. The cane seemed to swish through the air like lightning hitting my bare ass so fast I had no time to respond for the first four licks. When the painful blows finally registered in my brain my mouth opened and I did not stop screaming until the caning was finished. My butt was in flames and my legs wiggled and squirmed and Sally struck each one from my upper thigh to my knees almost making me falter and fall from the blows. I had to hug the tree hard to keep from stumbling. The caning did not take long maybe five minutes max. I was crying out of control hugging the tree.
Sally kissed me congratulating me on my obedience in taking her licks so well. My ass and legs were well marked with welts from her cane which stung like bee stings. Dropping to her knees Sally spread my asscheeks and began licking up and down my crack as promised. I had had boys eat my ass before but never like this. Sally found my anus and pushed her tongue inside me. I began rubbing my pussy on the tree trunk to stimulate my clit as Sally licked me. The tongue fucking I was treated to totally made me forget my welts as I humped the tree till I wildly came. The orgasm made me so weak Sally had to hold me afterwards. Sally wanted to keep the cane so she made me hold it as we walked back.
Sally paraded me back to the blanket past the lesbians stopping only to show me off and gloat about her power over me. They both complimented Sally on the marks from the caning telling me I was a brave girl to take it so well as I dried my tears. I felt quite secure being Sally's girl. We ran to the water and jumped in the surf. The salty ocean water made my ass and legs burn but it felt good to be back in the water and heal my wounds.
Running back to the blanket Sally told me to get on all fours because she had another surprise for me. I thought I was going to get another paddling over my welts but I obeyed anyway. To my embarrassment I saw Sally take a dildo and harness from her purse smiling nastily at me. It looked about six inches long and about an inch in diameter. I was glad to see a smaller dildo because I was new at being taken this way. Strapon sex was not new to me. I had seen Sally's videos without her knowing and watched woman fuck each other and fuck men in the ass as well. The dildos in the videos were huge compared to the one Sally was about to do me with. I had also secretly used Sally's vibrators on myself and was able to get off when no boys were available.
Wiggling my ass while Sally strapped on her "cock" I was quite excited to have her screw my pussy so the girls could watch. In High School my girlfriends would take turns fucking their boyfriends while we watched so my shyness was long since vanished. Sally finished strapping on her cock and began stroking it as if she were making it harder. She told the lesbians they could join us. They quickly ran over to see me deflowered. They finally introduced themselves as Jenna and Jan both foxy brunettes.
Sally had the girls grab my arms which seemed weird. Kneeling behind me I felt Sally pour the oil into my crack and began massaging it into my anus. I was suspicious now, but it was too late to fight it with two dykes holding me down. Sally rubbed two fingers into my virgin butt making sure it was well lubricated. I feared the worse as I felt the head of the dildo slide up and down my crack looking for my tiny anus. From reading about anal sex in books that Sally had, I learned it was important to try to relax and let go to minimize the pain. I took a deep breath and let it out just as Sally pushed the head of the dildo into my virgin butt hole.