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Twice in a Day

Posted by: Age: 29 Posted on: 11 comments
28 likes 7207 views Category: Masturbation Female-Male Tags: pussy, cunt, masturbate, dildo, slut, Watching son
A weekend experience with two lovers - I unintentionally was intimate with a couple guys on the same day. As one experience ended, the second one began. Needless to say I was sexually exhausted by Sunday evening. I don't consider myself slutty, but lately I've been seeing a few guys - nothing serious and am not looking for a committed relationship currently. Definitely a new sexual experience for me! Thanks for reading. As a side note, I always practice safe sex, am tested and am on birth control. Editors, please let me know if I pushed the rules too far in this one. I am confident it is an acceptable entry.

Thank you for reading! As some of you know, I've posted a few stories on here over the past year. My last post was about my solo exploration of my body, new discoveries of self-pleasure and satisfying my sexual urges individually. Feel free to read my previous postings! Editors: Please let me know if this is an acceptable entry! These past few months I started seeing a few guys. Nothing too serious, but I have more free time from work than I've had in quite a while. As I am getting older (just turned 29) I am starting to wonder if I should start looking for a more committed relationship. I met two pretty nice guys that I've been hanging out with off and on - one through a mutual friend (Tim) and one I met when I went out to the bars last month (Alex). Neither guy knows about the other, but both know our relationships are not exclusive. Alex is certainly a guy that I find very attractive. Tall (6'5"), former college athlete, dark hair/eyes and is definitely physically endowed (probably the biggest penis I've ever been with). Tim, on the other hand, is someone who I wouldn't think I'd be attracted to, but his charming personality and humor really turned me on. We've had such in-depth conversations and relate on a lot of levels. He is much shorter than Alex (5'9"ish), a little pudgy, blonde hair, green eyes and a below average penis size (based on my experiences, maybe 4.5 inches when erect). I am definitely not a size-queen for those who don't know my, but a girl does notice these things of course. Alex expresses his feelings more physically (and is quite gruff) while Tim is more tender-hearted and emotionally driven. Both have their pros/cons. I've been seeing Alex for a shorter time than Tim. We've been intimate for a brief period, but have shared in all the pleasures of our sexuality. I won't go into details in order to stay with in the parameters of this site. Let's just say Alex is not too into foreplay, doesn't like giving cunnilingus, rarely fingers my pussy and doesn't really warm me up. He does like to massage my clitoris once in a while when I get aroused and the head peaks out from under my prepuce (I do have a larger than average clitoris that gets quite erect when I get excited). A lot of times I will be giving him oral sex while fingering myself, stroking my clitoral shaft and massaging my vulva. I can get really wet so I don't actually require too much foreplay to get in the mood, but I do sometimes wish Alex would focus on my sexual needs. It is a turn on though with how primitive he can be in bed. His huge cock, massive girth and large testicles are quite impressive. Tim is more of a passionate lover. We've been intimate together for quite a while. He loves giving me oral sex and will finger my cunt for hours if I'd let him. Tim doesn't expect any sexual favors in return, but I love to suck his penis and stroke his shaft. He has probably orally pleased my pussy more than any lover I've ever had. Tim enjoys me being "unshaven" and really knows how to suck on my clitoris so gently - he will even slip my clitoral hood back softly while fingering deep in my folds. He's brought me to so many knee shaking orgasms and really knows my body well. I feel so safe with him that I've even let him play with my anus (which is something I am really scared and timid about). One time we were laying in his bed watching a movie and he starts slipping his hands under my sweatpants, under the elastic of my panties and began rubbing my untrimmed vulva. Of course my legs open up for him and he began rubbing gently as his fingers started creeping down below my labia towards my anus. I could feel his cock press up against my side as he slowly massages the outside of my asshole. My pussy lips started opening up as his finger began probing inside my ass. My vagina clamped hard against his thumb as his middle finger fully penetrated the walls of my anus. I've never felt so full in my life and had quite the vaginal orgasm that night. Anyway - to focus on the topic of this post (sorry I got sidetracked with the introductions). Two weekends ago (on Saturday) I was with Alex. I make it a point to shave beforehand since he loves a bald pussy. He took me to a nice brewery in the Pacific Northwest for an early dinner and then we went back to his condo for wine/movies. I wasn't planning on staying the night, but the unspecified sexual activities we shared were too good. Sometimes Alex takes a while to get an erection so I will orally please him while masturbating myself. I used to be embarrassed to rub my vagina in front of guys, but with Alex I almost need to since he isn't into foreplay. I started sucking on his thick cock, my hand can barely wrap around his shaft and I can feel his balls tighten up as he begins to get aroused. It turns me on so hard when I see him fully endowed. I could feel my flower opening up, my wetness starting to build inside me and my clitoris straining under its hood. We spent the entire night together and spent Sunday morning doing similar things before having breakfast in bed. I ended up leaving that morning overly satisfied to the point of feeling super sore. My vagina is very tight and have even stretched myself open to the point of pain with my own dildos. I didn't have any other plans and started taking care of laundry and other stuff before the work week began. Around midday I get an unexpected text from Tim that said, "I have a surprise for you, come to my house around 6:00). I hadn't seen Tim for a few weeks and decided to meet up with him. When I arrived to Tim's apartment his door was open and I went in. There was a table set for two, candles lit, mood music on and he was wearing a chef apron. Tim made me homemade pasta, bread and dessert. It was such a romantic gesture. Tim also knew I loved "Casablanca" the movie and already had it waiting in his living room. I was really tired, but saw all the effort he put into the evening so I stayed to watch the movie. We were sitting on his sofa and he moves in to start kissing. As the makeout session gets more heated I feel his hand move beneath my skirt and pull my thong to the side. "Oh, you're shaved today - that's a surprise!" Tim said as he started rubbing the outside of my vulva. My pussy was still sore, but I could feel the folds of my inner labia opening up and my wetness was already building. Tim started unbuckling his pants and dropping his briefs down. He was already erect and I leaned over and began sucking him. His cock tasted so good and his size allowed me to take most of his shaft down. I pulled down hard on his shaft which made his head swell even bigger which I continued to suck. Tim lifted my hips up and positioned himself under my pussy in a 69 position where he started kissing my closed labia and inner thighs. I instantly knew how sore I was when he started sucking on my clit-bud, but the pain/pleasure combo was so amazing. Tim continued eating my pussy as I continued to work on his 4 inch cock. I have to admit it turned me on knowing Tim was eating my already ravaged cunt (please note I practice safe sexual activity). I felt a shockwave hit me when he shoved two fingers in my gapping hole while sucking feverishly on my clitoris that caused me to grip tightly on his swollen member. It was taking longer for me to build up an orgasm after already having quite a few earlier with Alex. I continued to bob up and down on Tim's cock with my mouth while also jacking off his lower shaft. I could feel his cum moving to the tip, felt his balls tightening and felt his shaft straining. Tim began eating me out harder as his orgasm building until he started spurting thick loads of cum into my mouth. I sucked down hard on his small cock as he pulsated deep down my throat. His penis began to go limp in my mouth as his orgasm subsided. Out of the blue Tim lifts me up over his shoulder (fireman carry he refers to it as) and takes me to his room. "Remember when we were talking about glass dildos?" he asked and then pulls one out of his closet - around 5 inches long by my estimate and not too thick. (One night we were googling "dildos" on his computer, I guess he took my comment about liking a particular glass dildo seriously!). I was still really turned on having not cum yet and parted my legs as an invitation for the glass dildo in Tim's hand. Tim pulled me to the side of the bed and began eating me out again. My skirt was pulled up and I was subtly stroking my nipples through my shirt before removing it all together and unclasping my bra. I could smell the musk of my pussy on Tim as he raised up to kiss me before slowly rubbing the glass dildo against my cunt. "So this is what a whore feels like" I distinctly remember thinking as the glass dildo penetrated my womanhood for this first time. I could feel my labia burn as Tim began forcing the dildo in and out of my used up vagina. It was such a turn on to think about being passed around from guy to guy on the same day and having them not know. Tim started sucking on my clit while massaging my twat that was already used up by Alex that very morning. The glass dildo fucking my worthless pussy as I grinded against it trying to cum for the Nth time that day. I remember yelling at Tim to keep going - and loving the view of him masturbating my disgusting cunny. It felt wrong, it felt dirty, but it felt so good to have my vagina taxed over and over again. I didn't realize how hard I was biting my lip because the pain of the dildo spreading me open was so intense yet so desirable. My clit could not be any harder and I could feel my orgasm building. I squeezed my snatch so hard against the glass head of the dildo as I finally climaxed. Juices began pouring out of my sloppy box, my labia clammy from the sexual marathon. I actually starting crying from exhaustion (in a sexy way I'm sure!). Tim wanted me to stay over to do other obvious things later that night, but I made an excuse that I had an early work presentation the next day. Truth be told, I don't think my cunt could take it anymore. I promised him I'd call him later that week and headed home. The next few days my pussy was actually a little swollen. I never planned on "whoring" out that weekend or any weekend ever. That experience was something new and I wanted to share it with everyone! Thanks for reading and please feel free to message me privately, comment here or add me as a friend! I really appreciate the feedback and hope to contribute more soon.

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