The Squirter I Never Had
In high school, me and the friends I ran around with were not the most popular bunch, maybe a step or two above geek level. Only a couple of us actually had steady girlfriends, and we all were guilty of having sex with unpopular, not-the-prettiest girls in school. I have always been partial to slender girls with small tits, and at the end of my junior year in high school, I got friendly with a skinny chic in my algebra class named Mary. I had noticed throughout the year that she was rather shy, never initiating conversation. Nonetheless, I decided to take a chance with her mainly because she had the small waist and tits that I was attracted to. I also had this crazy theory that shy girls were more freaky in bed.
So over the summer Mary and I started "going together". She had a couple of cute girlfriends who we would go do stuff with on hot summer afternoons. Quite often, she would go braless, her perky little titties not needing the support of a bra. Not all of Mary's shirts were form-fitting, so I especially appreciated when she would wear a snug one. The fabric would hug each of her breasts, conforming to the delicate roundness of her boobs. An added bonus was anytime, for whatever reason, her nipples would get hard. Still to this day, there is something special about a braless, skinny, small-titty teen with hard nipples.
Unfortunately, Mary's willingness to go braless was about the only thing she was willing to do. Sure, we would have our steamy make-out sessions where she would let me feel her up. But when it came around to "popping her cherry", she was adamant about "saving myself for marriage". No penis in her vagina or her mouth until the knot was tied. So like the gentleman that I was, I respected her decision to "save herself" for the "right person". Surprisingly, this did earn me the occasional hand job, but she wasn't that good at it so they were never that great anyway. And because she was so shy, no other guys really ever talked to her. I actually tried to break up with her once, but she was so distraught and broken hearted, she was actually crying as she walked the halls of our high school. Not wanting the other students to see her like that, I took her back and throughout our senior year, I supplemented our sexless relationship with masturbation and "fun times" with less inhibited girls.
After graduation, I got a job and we both just kind of went our separate ways. Over the years, (about ten), I learned that she got married, had three k**s, and two abortions. I remember thinking "really, having so much sex now, she actually didn't want two of those k**s?!" I was jealous and pissed off at the same time. When I finally grew up and figured out what to do with my life, I decided to go back to school. I knew that people would always need to eat, and decided to get a degree at our local community college in culinary arts. Well imagine my surprise when one day on campus, I bumped into Mary. Amazingly, she was still slender with those small tits, and actually had more raw beauty than in high school. I figured it was from being a mother three times. She was friendly and seemed genuinely interested in my current situation, but we didn't have much time to talk, so I gave her my phone number and told her to call anytime.
Well a couple of weeks go by and I didn't hear from or see her again, so I didn't expect anything to come from it. Then lo and behold, one quiet Tuesday morning my phone rings and it's Mary. She told me her class for the day was cancelled. I mentioned that I didn't have class that day, and she offed to pay me a visit. I gave her my address and did a quick pick-up of the bachelor pad before she showed up. The tea kettle was just starting to whistle as she pulled into the driveway. We engaged in small talk on the sofa while sipping hot tea. She was dressed in my favorite thing for females to wear - skin tight leggings. They were plain black and fit her slender figure perfectly. Her top was somewhat conservative and was long enough to just cover her ass. We sat close and I couldn't resist running my hand up and down her silky smooth leg as we talked. Soon the conversation turned to her "situation". She confessed that the three k**s were adding to the stress of her marriage, and admitted that she and the hubby were "kind of separated" at the moment.
Evidently, Mary had grown up, lost her shyness, and matured greatly since high school, because what she said next totally knocked my socks off. Out of the blue, she coyly tells me, "you know, I think I kind of owe you something you never got from me in high school." Now her hand was on my leg too, and rather close to my cock, which was starting to wake up at the thought of finally getting the pussy he never got in high school. I almost didn't know what to say, so I started with, "well, you really don't owe me anything, but why don't you start with taking off that shirt." Mary pulled off her shirt, revealing the sexy purple lace bra that was cuddling her still small and perky tits. "Are you k**ding?" I told her. "Purple AND lace - two of my favorites."
"So you like?" she replied as she slipped off her shoes. "Hell yes," I told her, "you should stand up so I can see your hot ass in those sexy leggings." So Mary stands up in front of me, does a little spin, bends over and sticks her hot little ass right in front of my face. "Good fuck girl," I told her as I took both hands and lightly slapped and rubbed her ass checks through those silky leggings. I was totally shocked and extremely turned on at the same time. "You have really changed," I told her, "you never acted like this in high school." Mary was a slender girl with the kind of figure that easily revealed her "womanhood" when she bent over, and I could clearly see the outline of her meaty pussy lips through the thin material of the leggings she was wearing. "I HAVE changed," Mary replied, "and I want you to fuck me, fuck me hard." I think my jaw literally hit the floor - but not for long. The next thing I know she is shoving her tongue down my throat, planting a long, passionate kiss on me. Then to my surprise, she slips off the leggings, revealing the matching sexy purple lace thong she was wearing. "Holy shit," was all I could say as she did another couple of spins and bent over in front of my face again, this time spreading her legs a bit.
Her meaty pussy was now even more visible, just barely covered by the thin strip of lacy material of the thong. I couldn't help but reach up and lightly smack her ass cheeks again, this time rubbing one cheek while my other hand explored her musty crotch. Her gap was wide enough that I was able to use three fingers, pushing up into her crotch while running my hand back and forth along the length of her thong-covered pussy. Mary let out a long, passionate moan, and all of a sudden, the crotch of that lace thong got very damp, to the point that I thought to myself, "did she just squirt?" "Damn girl, your pussy is wet!" I told her as she continued to moan. The aroma coming from her nether-region was mouth watering. I took my moist hand off her crotch, raising it to my nose. I took a deep breath of her pussy juice. It was intoxicating. She looked back, curious of why I had stopped rubbing her crotch. "How do I smell?" Mary asked. "Simply luscious," I told her. Mary bent over a little more, inviting me to do more with her pussy. So I did. I pushed her thong aside and slipped my fingers into the outer folds of her wet pussy. "Fuck I'm getting horny," she said as I ran my fingers along her moist cookie. With her thong aside, her beautiful little bung hole was now staring me straight in the face. I couldn't resist. I started kissing and nibbling her ass cheeks, slowly moving closer to that target in the middle. And then, bam! I'm greedily rimming her puckered little ass hole, hoping she wouldn't freak out too much. "Ooooohhhhh Fuuuuuuuck!" Mary exclaimed as I pressed my face and tongue into her ass. My own saliva was running down her crack to her pussy, adding to the moistness. Mary's knees buckled a few times and she would have fell down, had I not had my arms wrapped around her, ensuring my face and her ass would not come apart.
After several moments of the hottest ass eating I had ever done, I came up for air and slowly inserted two fingers into her dripping wet pussy. Now let me state that I had fingered plenty of girls in that position, but what happened with Mary was a first - something I had only seen in porn movies. Her pussy was hungry and easily gobbled up my fingers - all the way. And having learned from porn movies, I knew to curve my fingers and aim for "the spot". Sure enough, I felt it and started thrusting my fingers in and out of her hot, wet hole. Within a few seconds, Mary's pussy was squirting. Just little squirts, but squirts nonetheless. "Fuck yes, keep going!" Mary insisted. I stopped only long enough to add a third finger, and resumed my eager finger-pounding of her super wet pussy. After a few moments I heard another "Ooooohhhhh Fuuuuuuuck!" and her pussy was squirting more than before. This time, when her knees buckled, I didn't catch her, and she fell to the floor.
As Mary lay there in her sexy purple lace underwear, I thought to myself, "so this is what I didn't get in high school?" Coincidently, I had always wanted a girl that squirt, but to that point never did have the privilege. Mary rolled onto her back with an ear-to-ear grin. "How long have you been a squirter?" I asked her. "Well, always, since the first time," she answered while regaining her breath. "Most of the time I actually squirt rather easily," she continued, "that's actually part of the problems with my husband, he doesn't think it's normal, and is surprisingly turned off by it." And I sat there, in total disbelief. I couldn't believe my high school sweetheart was a squirter. I couldn't believe any living, breathing male would be turned off by a squirter. And I couldn't believe how hard my cock was at that very moment.
I quickly stood up, told Mary to get on the sofa, and ripped off all of my clothes. She laid back, seen my rock hard cock spring out of my boxers, and got another ear-to-ear grin. She had forgotten to take off her thong, so I just pulled the soaking wet crotch aside and slid my dick into her sopping pussy. I knew that the upward curvature of my cock would be perfect for hitting her G spot, and I was right. I easily slid all the way into her dripping pussy, and I could feel my dick head hit her G spot when my cock could go in no further. I couldn't remember the last time I was so fucking horny, and I started pounding her super wet snatch. "That's it, fuck me, fuck me hard," Mary demanded as she laid back, her legs spread wide. As my cock continued to slide all the way in and all the way out of her snatch, her juices started building, bathing my cock with warm pussy cream. It felt so slippery and sounded so good with each thrust, I was in heaven. Within a few minutes, I could feel her pussy muscles contracting, and the next thing I knew, she was squirting pussy juice all over the both of us. "Ooooohhhhh Fuuuuuuuck!" she cried again. Her pussy contracted so hard, it pushed my dick right out. I looked down and could see her juices glistening all over her stomach, bald pussy, and my cock. "Jesus, keep going," Mary told me.
I quickly put my rock hard cock back in her drenched pussy and resumed my relentless pounding. I could feel my own juices starting to build and wasn't sure how much longer I would last before blasting my load. I felt her pussy muscles contracting, and again Mary let out "Ooooohhhhh Fuuuuuuuck!" She was squirting everywhere, pushing my dick out again. This time, I was so turned on, I did a little squirting of my own. I looked down and could see my cock throbbing, spurting a small load of cum on her tummy. The sight of our juices mixing on her smooth skin pushed me over the edge, and I was feeling super dirty. I knew that I needed a short break from the pussy pounding in order to last just a bit longer, so I did something I had never done before. I scootched down and started licking up our cum like a camel at a desert oasis. Holy Shit, it was the kinkiest, best tasting thing I had ever done. But even more kinky was when Mary instructed me to, "kiss me, I want a taste too." I gathered up as much of our cum as I could, held it in my mouth, and proceeded to give her the "wettest" kiss she had ever received. She was able to swallow most of our juices, and what had dribbled down her chin, I quickly cleaned up. During all of this, I was pushing my rock hard cock against the outside of her sloppy wet pussy. "That tasted amazing," she said as she looked straight into my eyes, "now put that thing back inside me."
I did as she told me, pulled her thong aside, and once again I found myself pounding her drenched pussy. The room smelled like hot, musty sex as I watched Mary's tiny, purple-bra-clad tits shake with each thrust. "After that kinky cum kiss, I'm not going to last very long," I soon told her. "That's OK, I'm about to squirt again," she answered. Having her juicy pussy wrapped around my rock hard cock, I could feel my orgasm building. Sure enough, within a few minutes, I could feel her pussy contracting again. This time, I grabbed her waist and slammed my cock one last time deep into her wet hole. The pulsing, squeezing action of her pussy sent me over the edge. I held tight as her pussy seemed to suck the cum straight out of my throbbing cock. "Ooooohhhhh Fuuuuuuuck!" she moaned again as she squirted one last time. I held my dick deep inside of her while I moved my hips from side to side and then in a clockwise motion as we both had the most intense orgasm of our lives. I could feel her juices totally soaking her thong now, mashing between our crotches as we convulsed in orgasmic ecstasy. I could feel my cock pumping load after load into her contracting hot box.
After what seemed like the longest orgasm of my entire life, I left my dick inside of her. We could feel our racing heartbeats as I lay on top of her, our bodies wet with sweat and sex juices. "Good fuck, that was the hottest sex I have ever had," I admitted to Mary as my erection waned. "That's exactly what I can't get from my husband," she confessed as I pulled my now-limp dick out of her now-totally-dripping-with-cum pussy. A quick glance revealed just what I had suspected - the sofa cushion was totally wet with our cum. We sat up and relaxed on the sofa, both of us shiny with sweat and sex juice. We both just sat there in silence, replaying in our heads what had just transpired. I offered for us to shower before she left, but she was short on time. I watched as Mary stood up to get dressed, our sex juices actually running down the inside of her leg. She pulled her leggings up over her soaking wet thong, the silky material hugging her perfectly pert ass. As she put her shirt on, I asked, "so what happens now?" Her answer was simple and to the point - "I have your number and know where you live, you'll see me again when I have the opportunity." She gave me another long, deep kiss, looked me in the eye and told me "thank you, I need to go now." I showed her to the door, and as she drove away, I said aloud, "No. Thank you for giving me what I never got in high school."
So over the summer Mary and I started "going together". She had a couple of cute girlfriends who we would go do stuff with on hot summer afternoons. Quite often, she would go braless, her perky little titties not needing the support of a bra. Not all of Mary's shirts were form-fitting, so I especially appreciated when she would wear a snug one. The fabric would hug each of her breasts, conforming to the delicate roundness of her boobs. An added bonus was anytime, for whatever reason, her nipples would get hard. Still to this day, there is something special about a braless, skinny, small-titty teen with hard nipples.
Unfortunately, Mary's willingness to go braless was about the only thing she was willing to do. Sure, we would have our steamy make-out sessions where she would let me feel her up. But when it came around to "popping her cherry", she was adamant about "saving myself for marriage". No penis in her vagina or her mouth until the knot was tied. So like the gentleman that I was, I respected her decision to "save herself" for the "right person". Surprisingly, this did earn me the occasional hand job, but she wasn't that good at it so they were never that great anyway. And because she was so shy, no other guys really ever talked to her. I actually tried to break up with her once, but she was so distraught and broken hearted, she was actually crying as she walked the halls of our high school. Not wanting the other students to see her like that, I took her back and throughout our senior year, I supplemented our sexless relationship with masturbation and "fun times" with less inhibited girls.
After graduation, I got a job and we both just kind of went our separate ways. Over the years, (about ten), I learned that she got married, had three k**s, and two abortions. I remember thinking "really, having so much sex now, she actually didn't want two of those k**s?!" I was jealous and pissed off at the same time. When I finally grew up and figured out what to do with my life, I decided to go back to school. I knew that people would always need to eat, and decided to get a degree at our local community college in culinary arts. Well imagine my surprise when one day on campus, I bumped into Mary. Amazingly, she was still slender with those small tits, and actually had more raw beauty than in high school. I figured it was from being a mother three times. She was friendly and seemed genuinely interested in my current situation, but we didn't have much time to talk, so I gave her my phone number and told her to call anytime.
Well a couple of weeks go by and I didn't hear from or see her again, so I didn't expect anything to come from it. Then lo and behold, one quiet Tuesday morning my phone rings and it's Mary. She told me her class for the day was cancelled. I mentioned that I didn't have class that day, and she offed to pay me a visit. I gave her my address and did a quick pick-up of the bachelor pad before she showed up. The tea kettle was just starting to whistle as she pulled into the driveway. We engaged in small talk on the sofa while sipping hot tea. She was dressed in my favorite thing for females to wear - skin tight leggings. They were plain black and fit her slender figure perfectly. Her top was somewhat conservative and was long enough to just cover her ass. We sat close and I couldn't resist running my hand up and down her silky smooth leg as we talked. Soon the conversation turned to her "situation". She confessed that the three k**s were adding to the stress of her marriage, and admitted that she and the hubby were "kind of separated" at the moment.
Evidently, Mary had grown up, lost her shyness, and matured greatly since high school, because what she said next totally knocked my socks off. Out of the blue, she coyly tells me, "you know, I think I kind of owe you something you never got from me in high school." Now her hand was on my leg too, and rather close to my cock, which was starting to wake up at the thought of finally getting the pussy he never got in high school. I almost didn't know what to say, so I started with, "well, you really don't owe me anything, but why don't you start with taking off that shirt." Mary pulled off her shirt, revealing the sexy purple lace bra that was cuddling her still small and perky tits. "Are you k**ding?" I told her. "Purple AND lace - two of my favorites."
"So you like?" she replied as she slipped off her shoes. "Hell yes," I told her, "you should stand up so I can see your hot ass in those sexy leggings." So Mary stands up in front of me, does a little spin, bends over and sticks her hot little ass right in front of my face. "Good fuck girl," I told her as I took both hands and lightly slapped and rubbed her ass checks through those silky leggings. I was totally shocked and extremely turned on at the same time. "You have really changed," I told her, "you never acted like this in high school." Mary was a slender girl with the kind of figure that easily revealed her "womanhood" when she bent over, and I could clearly see the outline of her meaty pussy lips through the thin material of the leggings she was wearing. "I HAVE changed," Mary replied, "and I want you to fuck me, fuck me hard." I think my jaw literally hit the floor - but not for long. The next thing I know she is shoving her tongue down my throat, planting a long, passionate kiss on me. Then to my surprise, she slips off the leggings, revealing the matching sexy purple lace thong she was wearing. "Holy shit," was all I could say as she did another couple of spins and bent over in front of my face again, this time spreading her legs a bit.
Her meaty pussy was now even more visible, just barely covered by the thin strip of lacy material of the thong. I couldn't help but reach up and lightly smack her ass cheeks again, this time rubbing one cheek while my other hand explored her musty crotch. Her gap was wide enough that I was able to use three fingers, pushing up into her crotch while running my hand back and forth along the length of her thong-covered pussy. Mary let out a long, passionate moan, and all of a sudden, the crotch of that lace thong got very damp, to the point that I thought to myself, "did she just squirt?" "Damn girl, your pussy is wet!" I told her as she continued to moan. The aroma coming from her nether-region was mouth watering. I took my moist hand off her crotch, raising it to my nose. I took a deep breath of her pussy juice. It was intoxicating. She looked back, curious of why I had stopped rubbing her crotch. "How do I smell?" Mary asked. "Simply luscious," I told her. Mary bent over a little more, inviting me to do more with her pussy. So I did. I pushed her thong aside and slipped my fingers into the outer folds of her wet pussy. "Fuck I'm getting horny," she said as I ran my fingers along her moist cookie. With her thong aside, her beautiful little bung hole was now staring me straight in the face. I couldn't resist. I started kissing and nibbling her ass cheeks, slowly moving closer to that target in the middle. And then, bam! I'm greedily rimming her puckered little ass hole, hoping she wouldn't freak out too much. "Ooooohhhhh Fuuuuuuuck!" Mary exclaimed as I pressed my face and tongue into her ass. My own saliva was running down her crack to her pussy, adding to the moistness. Mary's knees buckled a few times and she would have fell down, had I not had my arms wrapped around her, ensuring my face and her ass would not come apart.
After several moments of the hottest ass eating I had ever done, I came up for air and slowly inserted two fingers into her dripping wet pussy. Now let me state that I had fingered plenty of girls in that position, but what happened with Mary was a first - something I had only seen in porn movies. Her pussy was hungry and easily gobbled up my fingers - all the way. And having learned from porn movies, I knew to curve my fingers and aim for "the spot". Sure enough, I felt it and started thrusting my fingers in and out of her hot, wet hole. Within a few seconds, Mary's pussy was squirting. Just little squirts, but squirts nonetheless. "Fuck yes, keep going!" Mary insisted. I stopped only long enough to add a third finger, and resumed my eager finger-pounding of her super wet pussy. After a few moments I heard another "Ooooohhhhh Fuuuuuuuck!" and her pussy was squirting more than before. This time, when her knees buckled, I didn't catch her, and she fell to the floor.
As Mary lay there in her sexy purple lace underwear, I thought to myself, "so this is what I didn't get in high school?" Coincidently, I had always wanted a girl that squirt, but to that point never did have the privilege. Mary rolled onto her back with an ear-to-ear grin. "How long have you been a squirter?" I asked her. "Well, always, since the first time," she answered while regaining her breath. "Most of the time I actually squirt rather easily," she continued, "that's actually part of the problems with my husband, he doesn't think it's normal, and is surprisingly turned off by it." And I sat there, in total disbelief. I couldn't believe my high school sweetheart was a squirter. I couldn't believe any living, breathing male would be turned off by a squirter. And I couldn't believe how hard my cock was at that very moment.
I quickly stood up, told Mary to get on the sofa, and ripped off all of my clothes. She laid back, seen my rock hard cock spring out of my boxers, and got another ear-to-ear grin. She had forgotten to take off her thong, so I just pulled the soaking wet crotch aside and slid my dick into her sopping pussy. I knew that the upward curvature of my cock would be perfect for hitting her G spot, and I was right. I easily slid all the way into her dripping pussy, and I could feel my dick head hit her G spot when my cock could go in no further. I couldn't remember the last time I was so fucking horny, and I started pounding her super wet snatch. "That's it, fuck me, fuck me hard," Mary demanded as she laid back, her legs spread wide. As my cock continued to slide all the way in and all the way out of her snatch, her juices started building, bathing my cock with warm pussy cream. It felt so slippery and sounded so good with each thrust, I was in heaven. Within a few minutes, I could feel her pussy muscles contracting, and the next thing I knew, she was squirting pussy juice all over the both of us. "Ooooohhhhh Fuuuuuuuck!" she cried again. Her pussy contracted so hard, it pushed my dick right out. I looked down and could see her juices glistening all over her stomach, bald pussy, and my cock. "Jesus, keep going," Mary told me.
I quickly put my rock hard cock back in her drenched pussy and resumed my relentless pounding. I could feel my own juices starting to build and wasn't sure how much longer I would last before blasting my load. I felt her pussy muscles contracting, and again Mary let out "Ooooohhhhh Fuuuuuuuck!" She was squirting everywhere, pushing my dick out again. This time, I was so turned on, I did a little squirting of my own. I looked down and could see my cock throbbing, spurting a small load of cum on her tummy. The sight of our juices mixing on her smooth skin pushed me over the edge, and I was feeling super dirty. I knew that I needed a short break from the pussy pounding in order to last just a bit longer, so I did something I had never done before. I scootched down and started licking up our cum like a camel at a desert oasis. Holy Shit, it was the kinkiest, best tasting thing I had ever done. But even more kinky was when Mary instructed me to, "kiss me, I want a taste too." I gathered up as much of our cum as I could, held it in my mouth, and proceeded to give her the "wettest" kiss she had ever received. She was able to swallow most of our juices, and what had dribbled down her chin, I quickly cleaned up. During all of this, I was pushing my rock hard cock against the outside of her sloppy wet pussy. "That tasted amazing," she said as she looked straight into my eyes, "now put that thing back inside me."
I did as she told me, pulled her thong aside, and once again I found myself pounding her drenched pussy. The room smelled like hot, musty sex as I watched Mary's tiny, purple-bra-clad tits shake with each thrust. "After that kinky cum kiss, I'm not going to last very long," I soon told her. "That's OK, I'm about to squirt again," she answered. Having her juicy pussy wrapped around my rock hard cock, I could feel my orgasm building. Sure enough, within a few minutes, I could feel her pussy contracting again. This time, I grabbed her waist and slammed my cock one last time deep into her wet hole. The pulsing, squeezing action of her pussy sent me over the edge. I held tight as her pussy seemed to suck the cum straight out of my throbbing cock. "Ooooohhhhh Fuuuuuuuck!" she moaned again as she squirted one last time. I held my dick deep inside of her while I moved my hips from side to side and then in a clockwise motion as we both had the most intense orgasm of our lives. I could feel her juices totally soaking her thong now, mashing between our crotches as we convulsed in orgasmic ecstasy. I could feel my cock pumping load after load into her contracting hot box.
After what seemed like the longest orgasm of my entire life, I left my dick inside of her. We could feel our racing heartbeats as I lay on top of her, our bodies wet with sweat and sex juices. "Good fuck, that was the hottest sex I have ever had," I admitted to Mary as my erection waned. "That's exactly what I can't get from my husband," she confessed as I pulled my now-limp dick out of her now-totally-dripping-with-cum pussy. A quick glance revealed just what I had suspected - the sofa cushion was totally wet with our cum. We sat up and relaxed on the sofa, both of us shiny with sweat and sex juice. We both just sat there in silence, replaying in our heads what had just transpired. I offered for us to shower before she left, but she was short on time. I watched as Mary stood up to get dressed, our sex juices actually running down the inside of her leg. She pulled her leggings up over her soaking wet thong, the silky material hugging her perfectly pert ass. As she put her shirt on, I asked, "so what happens now?" Her answer was simple and to the point - "I have your number and know where you live, you'll see me again when I have the opportunity." She gave me another long, deep kiss, looked me in the eye and told me "thank you, I need to go now." I showed her to the door, and as she drove away, I said aloud, "No. Thank you for giving me what I never got in high school."
10 years ago