4 comments/ 50210 views/ 4 favorites Trying Something New By: Marissa101 My name is Michelle. I'm a 5"6 brunette who works a nine-to-five job in a cubicle. I eat the same lunch everyday, I talk to the same person everyday, I do the same thing everyday. That includes going home and jumping into bed to work myself over with my prized vibrator. Of course, before this, I make sure to get myself wet with some of my favorite Literotica stories. It only takes about two or so stories to get me soaking wet. Usually I stick to the straight-sex stories, purely heterosexual. But one day after work, I happen to stumble over a lesbian story. I read it. Once, twice, three times. Once I masturbate, I have the best orgasm of my life. An idea forms in my head. I want to try something different. Now, I love cocks. But reading that story got me thinking. The way it made me feel was so...different. The thought of a girl sucking at my nipples, pawing at my breasts. Licking my cunt, and me licking hers. I want to try it. So one day, I contact a guy friend of mine. "Hey Ricky, I have a personal question to ask." I say. "Yeah, what?" he ass. "Do you have any lesbian friends?" I say. There's silence for a while. "You're bi?" he asks, sounding surprised. "Um, no. Just curious. I guess I want to try it, at least once." I explain, feeling self-conscious. "Okay, cool. I have a friend named Karen. She's very sexy,and a lesbian. I'll give her your number." he says. "Okay, thanks. I owe you." I say. We talk a bit more, than say goodbye. Needless to say, for the next few days I watch my phone like a hawk. My masturbating sessions are intense as I imagine what she'd do to me. My phone rings one evening while I'm eating dinner. I pick it up, and see a number I don't recognize. I immediately get wet. "Um, hello?" I say. "Is this Michelle?" a female voice asks. "Yes. Is this Karen?" I ask. "Yeah! Hey, Ricky told me about you, and gave me your number. He said you wanted to try out having sex with a girl. Am I right?" she says. "Yeah! Are you up for it?" I ask, hoping she'll say yes. "Yeah. I can come over tomorrow." she says. "Is that good with you?" "Yep. I'll give you my address." I say. After we say goodbye and hang up, I masturbate for the second time that day. Tomorrow can't come soon enough.... But tomorrow does come. I plow through work, get home, and get ready for 8 o'clock. I've put on my robe, and nothing else. I hear a knock on the door. I open it, and see a girl about my height, with long blond hair and a gorgeous body. "Hey, " I start, but before I can finish, she leans in and gives me a kiss on the lips. She pulls back and smirks at my surprised expression. I grab her hand, and take her to my bedroom. She takes off her clothes quickly, and I happily note that she's not wearing a bra or panties. Her breasts are big and perky, and I spot short curly blond hair adorning her mound. I remove my robe, and it drops to the ground. "Ricky wasn't kidding when he said you were sexy as hell..." she murmurs, stepping towards me. Our bodies are joined together. I press my breasts up against hers, trying to get a feel of her body all at once. she kisses me deeply, making me moan. This is all happening so fast. We move over to the bed, and she pushes me onto it. "Spread your legs you little slut.." she purrs. "I want to see that cunt of yours." I spread my legs, and she starts to finger my wet cunt. She pushes her fingers into my cunt, and immediately locates my g-spot. She finger fucks me, and I let out a loud moan as the spasms of an orgasm overtake me. She removes her fingers, and pop them into her mouth. "You taste delicious." she murmurs. She kneels down so her face is between my thighs. I lean forward and bring her closer. She starts to lap the remaining cum from my pussy, and her tongue glides over my clit repeatedly. Another orgasm hits me as she nibbles my swollen clit. "You are so good at that..." I moan. She smiles and does a mock curtsy. I stand, and we switch places. I play with her ample breasts, pulling on her nipples, making her moan. "Yes, you fucking slut." she says. I get on my knees and get between her legs. I can smell the womanly scent coming from her soaking cunt. I lick her swollen cunt lips. Then I dip my fingers into her cunt. I start to slowly finger fuck her, making her moan. She pushes up against my hand, making my fingers go deeper. "Yes, you fucking little whore!" she moans loudly as I lean in and lick her clit, my fingers still in her cunt. She starts to cum, and my other hand goes down to my own wet pussy, and I stroke my clit. We cu together. "Okay, I need to show you something," she says, standing up shakily. "Do you know what scissoring is?" I shake my head no. "It's when two woman rub their pussies against each other." she explains. She position herself on the bed, and motions me over. The feel of her slick pussy against mine makes me moan over and over, as we start to gyrate together in union. "Yes, yes!" I shout as I cum. She soon cums after. We clean up, and soon Karen is on her way. I promise her that we'll do this again, very soon. Until then, I'll have my Literotica stories to tie me over... Trying Something New Well, my name is Alice. My boyfriend's name is Ben. And Ben had a secret fetish he decided to let me in on recently... We're living on the same residence hall floor and have basically just been staying in the same room for a bit now... yeah, with his roommate in the room as well. Dorms suck. But knowing he might come home at any time is interesting on its own... Our heights complement each other very well, and my thin build, 34B, mostly leg frame work well with his muscular build from years in crew, and his domineering personality. We just happen to suit each other pretty well. It all started with a conversation about how I had never really had a full blown orgasm before.. and it was probably because of the mundane sex I had had, and he made me guess until I figured out what his real kinky secret was because he wasn't going to just admit it... Stubborn.. It was something like this: Bondage? Nope. Well.. maybe. Yeah, probably but that's not the big one. Okay, uh, humiliation? Nope. Well I mean not that I'm being humiliated, well wait, that'd be nice too, but it's more about her.. Hm. (Google fetishes because I can't think on the spot ever.) Is it a panties thing? Yeah, it's something done with them. You like smelling them don't you? Well I mean that's nice too, but it's doing something else with them... Wedgies. And that's where it started. Before we had even kissed, I had the seed planted in my mind, that I would probably enjoy most of the fetishes we brought up in that conversation, but the last one really made me curious. Let's fast forward now about two months later, when he no longer was in a relationship, and I was clearly through with my prior relationship and the crappy college freshmen selection around me, and we're in his room with his roommate gone, probably at work because he works for a caterer which means he's gone for the night. Thankfully. We now look forward to the weekends and wedding season... But anyway, our first encounter was intense. We had been friends for a long time so this was new territory, and at least on my part a huge amount of sexual tension had built up. Hell, we lived in the same hall so seeing him after working out, or on the way to a shower was not too easy to put up with. I was still thinking about all the conversation we had about our quirks previously and it made me interested to get to experience the way his fetish worked. We were in bed, with the lights off, and our faces inches from each other, his hands resting lightly on my hips, nervously I suspected. He tried to inch his fingers to my waistband. You know, I'm going to give you permission to touch my ass. I had to say it. His hands on my hips were making me want it entirely too much. He slowly got his hands between my thong and leggings and squeezed and caressed my butt until we kissed for the first time right there and things immediately got much more heated. I felt my hands running across his back, my nails pressing into his skin with every handful of my ass he grabbed. It was overwhelming. His hands worked their way to my thighs and back up over my ass to venture to my chest. He quickly slid my bra under my breasts, my perky B cups resting on the fabric waiting for his warm mouth to capture my now protruding nipples. It was all I could do for the sanity of his neighbors to lowly moan into his ear as quietly as I could. He played there for awhile switching back and forth between my boobs, with me fighting myself not to thrust my breasts into his mouth while he was switching between them, and running one hand through his hair and the other down the outside of his shorts to feel what was building up for him. I found myself grinding my hips over his waist to press my dampening self against his growing member. Right then, he ran his hands past the waistband of my leggings to return to caressing my bottom half, bare besides the black lacy thong I had put on in hopes that this would happen after hanging out that day, and ran his fingers under the two thin strips resting on my hips, gently pulling up, to bring them above my waist and ease the strip between my aching thighs between my now clenching cheeks. I had no idea how I'd enjoy it and I was nervous but I felt myself let the thin lacy fabric slip farther until it was gliding into my newly wet slit. That is how you introduce someone to the concept of a wedgie getting you off. I never thought the feeling of the rough stitching rubbing against my clit could be so satisfying. All I could do was groan quietly into his neck and slowly sink in my teeth. He tugged on the front of my panties while we made out and felt each other up for the rest of the session we experienced that night and realized that it was a great idea that I spend the night in his room, where we could sleep spooned so he could have his hands in my pants gently tugging my thong back and forth between my thighs while I could get off on that and feeling his hard dick pressed against my cheeks and back. Trying Something New Myself and my wife Holly are both 23. When we were children our parents lived next door to each other and so looking back it was inevitable that we would get together at some point. Holly's father got a great job when she was 15 and they moved to the other side of town but we stayed in touch and a teenage romance eventually turned to marriage. Both of us enjoy sex and some may think of our tastes as a little kinky. Holly has almost a full wardrobe of clothes which are only worn in the bedroom and this includes all manner of leather, PVC and rubber. Our 'toy box' is full of vibrators, hand and ankle cuffs, gags, clamps - anything to bring sexual pleasure to either one of us. Holly even fulfilled a fantasy of mine when on holiday in Las Vegas. Whilst having sex Holly had often spoken of sleeping with another woman. I wasn't sure if this was to turn me on but when in Vegas we were in a club when she started dancing with a woman and one thing led to another so that by the end of the night we were back at her place with Holly tied to the bed whilst Chantelle (the woman) went down on her before fucking her with a 10" strap on. Holly looked so sexy that night tied to the bed wearing her sexy little pink mini dress and black 6" stilettos as Chantelle pushed that dildo into Holly's mouth, pussy and ass. Chantelle was a very pretty girl but whilst Holly was a little bi Chantelle was not into men at all which meant that I simply sat in the corner, watching and wanking as my wife gave up her body. After that night Holly would often joke about how she would like to replay it but with me in her position and her in Chantelle's. Holly even bought the same outfit that she wore that night for me as well as a harness to hold a dildo. She tried to get me to wear the outfit a few times and often teased me with the dildo but I was always hesitant as I thought that I would look stupid and that the dildo would hurt. With Holly's birthday approaching though I thought that I would indulge her fantasy and so when she was out of the flat I would practice using the dildo on myself and to be honest after the first couple of times I found myself getting hard whilst doing it and quite enjoyed it. On the day of her birthday we went through the usual routine and both left the flat for work. What Holly didn't know though was that I was only working a half day and so at 13:00 I left the office and went back home stopping off to pick a parcel up from the post office on the way. When I got back I stripped as I ran a bath, using some of Holly's scented bubbles before slipping in and taking a long soak. I shaved all of the hair from my legs, arms and chest, the only hair on my body being a Brazilian which I left to match Holly's. Afterwards I went from the bathroom to the en suite where I shaved my face making sure that it was extra smooth. Having finished I went back through to the kitchen and grabbed the parcel which I had collected earlier before going back to the bedroom and placing it on the bed. Next I opened the wardrobe and pulled out the bag where my 'special outfit' had been put. I pulled out the pink dress, black thong and shoe box and placed them all on the bed. Picking up the thong I bent down and stepped into it before pulling it up. As I did so I could feel every fibre of the material against my freshly shaved legs and as I pulled the thong up higher and higher it felt so sexy as the string settled between my ass cheeks. Next I picked up the thin pink mini dress and after wondering where to step into it or pull it over my head I went with the latter. As I pulled it down the spaghetti thin straps rested on my shoulders and the hem barely covered my ass. The dress was very low cut and very short. If I had breasts they would have been spilling from the top as Holly's were that night in Vegas and my cock would have been sticking from the bottom if it hadn't have been for the thong holding it in place tightly against my body. Sitting down on the bed I opened the shoe box and took the black leather shoes out. As Holly's the shoes had a 6" heel and 2" platform which she said was for comfort. Looking into the shoes I could see the lining was red with the word SEXY written inside. Being a size 10 Holly had ordered these online and having apparently cost quite a bit of money she was quite disappointed when I wouldn't wear them. Putting on the shoes the fit was a little tight and standing up in them my balance was off as a tried to steady myself by putting my arms out. The effect of the 6" heel was that my legs and ass felt a lot tighter and to be honest with the skin tight dress I did feel quite sexy. Turning back to the bed I opened the box which I had purposely made sure was delivered when we were at work so that it would go back to the post office for collection. I simply told Holly that it was for her birthday when she saw the collection card and whilst she was satisfied with this answer I knew that if the parcel was in the flat she would have been snooping to find out what it was. I reached inside and picked up the wavy platinum blonde wig and placed it upon my head letting the hair fall down my back and over my shoulders. In the heels I tentatively made my way over to the full length mirror and struck a few poses. Whilst my face was clearly mine my body resembled that of a girl and bending over and looking back over my shoulder at my barely covered ass I thought that I would definitely want to fuck a girl like that if I saw her walking down the street. Glancing at the clock I saw that it was 15:47 and knowing that Holly would be back around 16:00 I knew that I needed to hurry up. I pulled our toy box from under the bed and took out Holly's favourite dildo and strap on harness and catching a glimpse of myself in the mirror again I placed the head of the dildo between my lips to see what I would look like with a cock in my mouth and wondered if Holly would be doing that to me later. I placed the dildo and harness on the bedside table along with some lube and then returned to the box taking out a ball gag, 2 lengths of pink silk and 2 sets of rigid handcuffs. Sitting on the bed I fixed one end of each of the handcuffs to the posts at the head of the bed before tying a length of silk around each of my ankles. Turning and lifting my legs up I tied the other end of each silk to the posts at the bottom of the bed before I reached for the ball gag which I placed into my mouth before fastening the strap behind my head. Holly hadn't worn a gag that night with Chantelle but she often would for me and so I wanted to do the same for her. Lying back I then pushed each of my wrists into the handcuffs and heard them snap shut locking as they closed. Looking to my side I could see that it was now 15:56 meaning that I wouldn't have to stay like this for too long before Holly got home. At 16:05 I could hear my mobile ringing in my suit jacket but obviously couldn't do anything about it. I wondered if it was Holly and wondered if she had perhaps stopped off at the supermarket on the way home and was ringing to see if I wanted her to pick anything up. Then at 16:12 I heard the doorbell ring and wondered if it was Holly and she had forgotten her door key. Unable to move or make any sort of noise which she would be able to hear I simply lay there wondering how she would get into the flat. My question was quickly answered though when I heard the door open and close again. Expecting to hear Holly call out I was surprised when I heard a man's voice and instantly recognised it as Holly's father which made me immediately lose the erection which I had had since putting on this slutty outfit. "Hey honey" he said. "I'm just at your place now to drop some presents off." Not sure who he was talking to I heard nothing but then relalised that he was on the phone. "No honey I tried the doorbell first but he doesn't appear to be here so I let myself in although I was expecting to see you here." Silence again and then I heard "Oh right well you enjoy your drinks with the girls from work and I will see you tomorrow. No I'm just going to go to the toilet and then I'll go home." Whilst I was panicking already at the small possibility of being caught this simple sentence now had me worried for the future of my relationship with my father. The reason for this was simple - the toilet in the main bathroom was broken meaning that Holly was bound to tell him to use the one in the en suite. "Oh OK honey" he said "Not a problem, I will use that one then, love you, bye then." With that my fate was sealed and as the door at the foot of the bed swung open my father looked me right in the eyes, his going wide as he did so. "Well well" he said with a smirk across his face. "This is certainly not what I was expecting to see. I'm just going to use the toilet but I'll be back in a minute." My father, Carl, was in his early forties and stood at about 6'2" with dark hair. He kept himself fit with regular swimming, his extensive home gym, even used a personal trainer, and now here he was taking a piss in the room next to me as I laid tied to the bed dressed up in a slutty girly girl outfit. After he walked back in Carl stood over me taking in the sight before him. He then turned to the bedside table and picking up the dildo and harness said "Well it looks like Holly was in for some fun tonight" before pulling a chair across from the dresser and sitting down a foot or so away from me. "So what we here then?" Carl asked fully aware that I couldn't answer as he placed the harness back at the side of me. "It looks as though my son is in a very vulnerable position and by the look of it was expecting my daughter to use this on him tonight" holding up the dildo as he said it. "I never knew the two of you were so kinky but I guess that Holly gets that from me." As he said this he took the dildo and placed it on the inside of my left knee and started to slide it up my leg. As the cold rubber went further up my shaved leg I could feel my cock start to harden and by the time the dildo had pushed my dress up to my waist I closed my eyes as I knew that my rock hard cock would be straining against the material of my thong and I just didn't want to see the look on Carl's face as he would know that what he was doing had caused this. I felt the dildo move away from between my legs and then Carl's hand stroking the side of my face. "It's OK honey" he said addressing me the same way he did his daughter. "We are all a little kinky, there is nothing wrong with that. For example I often watch Holly's mother have sex with our personal trainer." As he said this he stood and started to take off his tie and unbutton his shirt. "And she will also watch when I have sex with him." I then watched as he took off his shirt, trousers and socks leaving him stood in front of me wearing nothing but a pair of tight white boxer shorts which in no way hid the large erection which he had. He then slipped his thumbs into the sides of his boxer shorts and pulled them down causing what was easily a 10" cock to spring up. He picked the dildo up off the bed and held it next to his cock and whilst similar in length his was a little thicker. "I hope that you can take this honey" he said holding up the dildo "because you will be taking all of me." Reaching for his trousers he took out his phone and took a number of pictures before saying "This is just for insurance in case you think of acting up. I have sent those pictures to my email account but I think judging by how hard your clitty is I won't need to do anything with those." Carl threw his phone back down and stood in front of me, his toned body encompassing what a man should look like, his stomach and arms being pure muscle and not showing a gram of fat. He turned and made his way to the bottom of the bed before he reached out and took my left foot in his hand, he looked up at me and asked "You are going to be a good girl for me aren't you?" Unable to speak I nodded before he untied the first and second piece of silk from each of my ankles. Carl then crawled between my legs kissing up my thighs as he got higher and higher until getting to the top. He then reached for the waist of my thong and pulled it down pushing my legs up into the air and together so that he could take it off. As he did so he pushed my legs up towards my shoulders and I felt as his tongue circled around my ass hole before plunging inside. Carl went down on my ass for a minute or so and then stopped, bringing my legs down and around him as he positioned himself ready to enter me. "You know how when you married Holly I asked you to start calling me dad? Well I think maybe now you should call me daddy." With that he spat into his hand and rubbed it over his cock before starting to push into me. Having practiced with the dildo I thought that this would be a similar feeling but with the extra girth and not being in control I started to moan both in pain and with pleasure. Carl was gentle at first and slowly slid back and forth into me telling me how tight I felt as he did. I simply moaned into the bag gag and felt like an actress in a porn film. Carl held my waist as he fucked me and told me how sexy I looked before asking if I would like him to take off the ball gag. I nodded and letting go of me I wrapped my legs around him as he reached behind my head undoing the strap. I wasn't planning to say it but the words "Fuck me daddy" were the first to come from my mouth when the ball finally slipped out. With my legs still wrapped around Carl and my arms stretched behind me he took my waist again and lifted my body so that I wasn't touching the bed at all. Holding my waist with his powerful hands he then fucked me hard driving his cock in and out of me and as I moaned with pleasure and screamed all kinds of swear words telling him how sexy he was and what I wanted him to do to me. After a few minutes of this Carl let go of my waist and put me back down on the bed before reaching for the handcuffs and unlocking both with the key which I had left in but been unable to reach with my own fingers. "You are daddy's girl aren't you?" "Yes yes fucking yes" I screamed in response. I then pushed him back into a seated position and straddled him so that I was sitting on his cock with my legs wrapped behind him. My hands now free I began to run them up Carl's arms and across his chest. I then leaned forward and kissed him pushing my tongue into his mouth which he eagerly accepted. As we kissed I rocked back and forth on his cock and when he eventually broke our kiss I knew that he was close to cumming. I leaned in further and started to whisper in his ear. "That's it daddy, cum inside me. I never dreamt of anything like this but it feels so fucking good. Have you thought of this, thought about your son dressed up like a little bitch wearing a slutty dress and high heels as he begs you to cum inside him." My cock was now pushed up between our bodies and as I bounced up and down the friction and the words coming from my mouth caused my own orgasm and as I squeezed my ass cheeks together Carl filled me with his own cum. We kissed again and then pulled our sweaty bodies apart, my cum spread across both of our stomachs. I was a little unsure of what to do next but could feel Carl's cum starting to spill from my ass so thought that I had better grab some toilet paper to catch it as if Holly saw it on the bed there would certainly be questions asked! As I got up from the bed I tried to pull the hem of my dress down and as I passed from the bedroom to the en suite my 6" heels made a familiar clicking sound on the tiled floor and I managed to grab the toilet paper before most of the cum had made it too far down my leg. Looking in the mirror my wig was a little out of place so I adjusted it before making my way to the door to see what Carl was up to. "You are some kind of sexy bitch" he said as I leant up against the door frame. He was now standing and starting to get dressed, pulling those white boxers up his muscled legs, his body glistening with sweat. "You liked it daddy?" I asked. "I liked it a lot" he replied before stepping towards me and pulling me in for another kiss. I could feel his cock starting to harden again and reaching down he pushed my hand away. "Not now baby" he said. Holly will be home soon and whilst she may be a bit kinky I think finding her father fucking her cross dressed husband may be a little too much. He reached for his trousers and took a handful of notes from his wallet. "Maybe you should tell Holly that me and you need to bond a little more and that you are going to spend some time with me. I like my girls to look as slutty as possible so use this to get some more clothes." Looking down at my shoes he said "And any heels which you wear should as a minimum be as high as those, you may want to start practicing walking in them though because soon you will be giving me lap dances and maybe if you are a good girl me and Holly's mum will take you out to one of our special members only clubs." Carl then got dressed and I slipped my thong on before I walked him to the front door. After opening it he turned and embraced me pushing his tongue into my mouth as he reached behind me, pulled my dress up and squeezed my ass cheek. "You are definitely daddy's special girl" he said before turning to leave me standing there in the hallway looking like some kind of slut ready for a night on the town. I stood there for a few seconds before I realised that I was on show and glad that none of the neighbours had been walking past although saying that if he had come back and told me to suck him off there in the hallway then I'm sure I would have. After shutting the door I leant back against it almost breathless as I thought about how my relationship with Carl was going to be very different from now on. Before he was my father - now he was very much my daddy!