Tag: High School

I had the perfect girlfriend in college. Sophie was the definition of a sorority hottie. She had the blond hair, the well toned body, and the perfect breasts. Her pink nipples were exactly centered on each perfectly round C-Cup tit. Her little blond pussy was always well tended and neat. We lost our vigirnity to each other after a sorority party. She was perfect except that I didn't like her very much. At the beginning I convinced myself that I loved her but in reality I found her shallow and uninteresting. I was good looking and athletic though so we made a good couple in pictures. I was at the right school, in the right major and she was the right girl. We moved in together at the beginning of our sophomore year. By the 2nd month we both realized that we wanted out. It wasn't a terrible break up or anything we just knew that we were each looking for something different. We had 10 months left on our lease and so it was decided that I would move in to the 2nd bedroom and we would be roomies. Before the breakup we had a healthy, if somewhat pedestrian, sexlife. Three weeks into our new relationship as roommates I was in dire straights. I hadn't gone this long without sex since I was in high school and Sophie wasn't helping. She was constantly prancing around the apartment in yoga pants and a cotton shirt without a bra or panties. She had the nicest vulva I have ever come across and her soft stretchy pants conformed to its curves perfectly. I was too busy with school to make much of an effort with the ladies and I wasn't sure what I wanted in a woman anyway so I was left with Rosie Palm and her five sisters. At the end of the third week I had resolved to ask Sophie for sex. I wasn't sure exactly how to proceed but luckily Sophie solved the problem for me. Late one night I woke to Sophie crawling into bed with me. We made love without talking and when it was over she left. In the morning she apologized for having interrupted my sleep. "It's no problem." I said "As a matter of fact I was getting pretty desperate and was going to try something myself pretty soon". Sophie laughed and said "OK then here's the deal. When either of us needs some nookie we go to the other's bedroom at night. If you aren't in the mood just sleep with your door locked. If either of us start sleeping with somebody else we tell the other person". "That sounds fair" I said. We proceeded like that for the rest of the school year. Sometimes in her room but more often in mine. When classes ended and we both got summer jobs I started to think about other women. I'm monogamous by nature though and trying to woo another while still sleeping with my ex wasn't going well. I think that's why I did what I did. Sophie and I had a dangerous birth control method. She is allergic to latex and hated the pill so modus interruptus it was. We would have sex missionary style and I would pull out and cum in my hand. Sophie found genitals, and their various functions, gross. We rarely had anything other than vanilla missionary sex and to be honest it was kind of a drag. So one night I was fucking Sophie in my bed after a week long dry spell. When I felt my orgasm rising I pulled out and instead of catching the cum I pointed it right at Sophie. My week of strict abstinence paid off in dividends of semen. Several thick ropes of cum splashed up Sophie's stomach, across her tits and managed to get her chin. "Nice" she said and rolled over, using my sheets to clean herself up. Afterwards she stormed out and didn't talk to me for a full day. I figured this would be the end of our little arrangement and for a while that seemed to be the case. Soon though Sophie took to teasing me again. She wore just underwear often and then started going topless. Sometimes when we were watching TV on the couch she would kind of absentmindedly play with my dick. When I tried to escalate from the teasing she never took the bait. I went to her room many nights but always found the door locked. Finally one evening she passed me in the hall in nothing but her panties. I grabbed her by the arm and pulled her into my room. "What are you doing?" She demanded. "Tell me to stop" I replied. She pursed her lips and furrowed her brow in her best "You're in trouble" look but didn't say anything. I threw her onto the bed. She tried crawl away but I grabbed her ankle. "Tell me to stop and I will" I said. She looked back at me holding her ankle and there was a fire in her eyes that I had never seen before. I grabbed her other ankle and flipped her over to face me. She fought me in silence as I tried to get her panties off. I wasn't having much luck and Sophie's frown had turned into a mischievous smirk. At that point I noticed a frayed seam in her thin cotton panties. I shifted my grip to the side with the weakness and yanked. Amazingly it worked Sophie's panties were now just held on by a circle around one leg and I was able to easily uncover her pussy. As soon as her pussy was exposed I could smell her sex. I looked down and could see her pretty pink lips, full and glistening with her wetness. "Tell me to stop" I demanded, she only frowned at me in response. I threw off my shorts and fell between her legs. I had never felt her so wet before. I slammed my cock straight in to her. Normally I would go slow at first and gradually build speed as her vagina created more lube. This time she was so ready there was no reason to hold back. I fucked her hard and fast. She was moaning and thrashing, pushing herself against me in a way she never had before. She pushed herself up on her elbows so she could see me slamming in to her better. She stopped moaning and held her breath. It was then that I felt her contract around my cock in what must have been an incredibly powerful orgasm. Her convulsions where barely over when I felt my own climax building. A few more strokes and I was there. I pulled out and came hard. Because of her position most of the cum landed on her face and tits. She fell back with a contented sigh and I collapsed at her feet. We lay like that for while, both of us sweaty and sticky. I moved up to her side and propped myself up on my elbow. I laughed a little because her look of contentment was so perfectly punctuated by the gobs of cum on her face. "What are you giggling about?" she asked. In response I reached over and wiped up some of the cum from her cheek with my finger and showed it to her. Without warning she popped the finger into her mouth and sucked it clean. "Mmm", she cooed, "salty." I shuddered a bit and said, "I didn't know you could be so dirty." "I'm not dirty at all", she huffed, "you are". With that she left my room and went to shower off the cum. This was amazing. I had unlocked her secret. She was a good girl who did the right things and was absolutely not a sexual deviant. If, however, I "forced" her to do disgusting things… well that wasn't her sin it was mine. This opened up whole new realms of possibilities. We developed a safeword, "Coffee", though we didn't call it that at the time. I tried over the next few encounters to branch out to new positions but it wasn't working because she fought me so much. Looking back the leap seems obvious but at the time I thought myself a genius, rope. I bought some smooth soft rope at the local hardware store. I had been a boyscout, a sailor, and a rock climber so knots were 2nd nature for me. The next night I dragged Sophie into my bed when she got home from work and roughly stipped her. She was totally caught off guard when I slipped her hands into the ropes I had tied to the headboard. She pleaded with my not to tie up her legs but didn't say "Coffee" so I proceeded. When I had her spread eagle and barely able to move I lay down between her thighs and started to play with her. I massaged her labia between my finger and thumb, reveling in her softness. I rubbed her clit through its hood with my thumb and was rewarded with a deep moan. She had a sweet womanly odor that I always found irresistible. I often wanted to taste her but she would have none of it. Well now I could do as I liked. I leaned in and took her into my mouth. I sucked on her lips and then teased the furrow between with the tip of my tongue. She tasted better than I imagined. I swirled around her opening and then tongue fucked her hard. She was moaning and whimpering and thrashing around in her bindings. I moved up to her clit and started sucking and licking her swollen little nub. She was breathing hard now and I expected her to cum at any moment. She started to whimper again so I put first one and then two fingers inside her. I moved them around, first massaging the back of her vagina and then the sides. When I turned my fingers up I felt a soft button right behind her clit. I tried licking her clit and stroking her G-spot in the same rhythm and that did the trick. She screamed and her pussy contracted around my fingers. Her whole body shuddered and then went limp. It was amazingly sexy. I moved around to her side so I could look at her. She had little tears in the corners of here eyes. We kissed long and hard. I untied one of her wrists and then reached up to untie the other from the headboard, leaving that wrist still in its knot. As I was doing that Sophie reached down and started to stroke my dick through the fly in my boxers. I untied one of her ankles and then the bed end of the other, jut like her wrists. I dropped a pillow on the floor and commanded her to kneel on it, facing the bed. She did as she was told and I moved behind her. I retied her ankles together and then her wrists behind her back. I sat down on the bed in front of her and moved myself to the edge. I poked my dick out through the fly of my boxers. I reached up with both hands and cupped Sohie's face. I leaned down and kissed her again, pushing my tongue into her mouth. She accepted it and sucked it gently. I pulled back and then ran my finger across her lips before pushing it into her mouth. She knew what I wanted and gave my finger a perfect little blowjob. I then gathered her hair up into a ponytail in one hand and drew her head down to my lap, guiding my penis into her mouth with the other hand. She sucked the head of my dick timidly at first and then, as her confidence grew, more enthusiastically. After a minute or two, when I wasn't satisfied with her teasing the tip, I pushed her head down burying myself in her throat. She gagged a little but didn't fight me. I still had her hair in my hand and I used it to pull her up off my dick to look her in the eyes. There were more tears there than before and they had started to run her makeup. It was amazingly sexy. Her mouth was still partly open and nothing in her look said, "stop". I pushed her back down and set up a rhythm with my hand on the back of her head. She was fantastic at sucking dick. She used her lips and tongue to massage my penis while sliding up and down its length. With each stroke took me deeper into her mouth, gagging a little when she went too deep. I moved the hand that was steadying my dick so that I had it in a firm grip. This prevented her from going too deep and gagging. "I'm going to cum" I said. "MMMM" was her only response. I held her in place as I filled her mouth with cum. I had never cum so hard or for so long. The cum started to dribble out around the corners of her mouth and run down my hand. I finally got the last drop out and released her. She leaned back and because her mouth was still open the cum came cascading out, down her chin and onto her chest. When I came down from my orgasm and my eyes refocused I saw her there on her knees with her mouth open. Some of my cum was in her mouth and the rest on her chin, kneck and chest. Her makeup was ruined and running down her cheeks. She was the most beautiful thing I had ever seen. I chuckled and reached out to touch her face. I put my finger under her chin and closed her mouth. "Swallow." I commanded. She did and then smiled. "Good girl." I said, "Wait here." I went to the bathroom to get a washcloth to clean her up and then had an idea. Under the sink, still in its box, was the vibrator I had bought her. I had hoped the gift would spice up our lackluster lovelife but it had been a flop. Now though she was at my mercy. After a few minutes I found batteries and after a successful test was on the way to my bedroom. When she heard me enter the room she said she was glad I wasn't going to just leaver her like that. Her voice was low and shaky with emotion. I left the vibrator in it's box on the floor behind her. I cleaned her up and then looked her in the eyes, "Are you going to untie me? What did you put on the floor back there?" she was full of questions. "Lay forward on the bed." my command told her that the night wasn't over. I went to get the toy and she lay down, trying to peek around her ass to see what I was doing. "No" she said, "Those are for perverts". I chuckled and turned on the buzzing device as I knelt behind her. She didn't say, "Coffee". I touched the tip of the vibrator to her still wet hole and she moaned deep and long. I twirled it around to coat the tip in her juices and then slid it up and down between her lips. She was panting now and wiggling her butt in excitement. I moved the vibrator back to her opening and now that it was fully coated in her secretions I was able to easily push it all the way in. I worked it in and out slowly while rubbing her clit with the other hand. The sounds she made were indescribably slutty. After a few minutes I changed tactics. I replaced the dildo with two of my fingers and started massaging the back of her pussy. I placed the tip of the vibrator on her clit and held it here as I slid my fingers in and out of her. She came then, longer than before, with her face buried the the bed she screamed in ecstasy. Afterwards I untied her and pulled her into bed with me. We slept together for the first time in months. As the summer wore on we had sex often. We tried new positions and both expanded our oral skills. She was able, by then, to take me all the way into her throat and not gag. I leaned her body's wants so well I could make her cum several times each night. All of this was done at my command or by my hand. She was innocent of it all because I was in total control. The lease was almost up. It was our last night before we had to give notice. I had her on the bed. She had her knees drawn up under her and her ankles bound to her each other and her wrists. I had the vibrator in her pussy and was lazily fucking her with it. I was thinking about how pretty her puckered little anus was when I idea struck me. I leaned down and started licking around the rim of her ass. She was beyond fighting me at this point and just went along for the ride. I licked her anus and fucked her with the dildo until she came. I pulled the vibrator out and pushed my dick into her pussy. I fucked her for a bit and then put the vibrating tip of our toy against her asshole. She moaned and pushed back against me so I pushed more and the vibrated started to enter her anus. "Coffee!" she exclaimed. I was so surprised I dropped the vibrator. This was the first time she had used the safeword. "Don't stop what you were doing, just don't put it in my ass yet, I'm not ready for that" She said with a wiggle of her ass. I picked the toy back up and resumed my fucking and teasing of her anus. She came again quickly, more so than any other time. When it was my turn I pulled out as usual but this time I placed the tip of my dick on her anus. The well lubed tip of my dick made a perfect seal with her anus and some of my cum filled her ass before dripping out along her pussylips, it was a magic feeling. The next day she stopped me on the way out the door, "I'm sorry I didn't let you go all the way in my ass last night. Are you angy?" The question was leading and the tone teasing. "I am Little Miss. Who are you to stop my fun" I teased back. "Maybe you could stop and pick up some lube today?" she asked. "I will." I said and kissed her forehead. We didn't send in the letter notifying our landlord that we would not be renewing the lease. I stopped at an adult store and bought the best lube they had and a set of butt plugs. Over the next few weeks we started using the plugs. The first was barely bigger than my pinky and with plenty of lube went in easily. Eventually we stepped up through to the biggest of the plugs. It's widest point was just smaller than the girth of my dick. Sophie was tied spread eagle on her stomach on the bed, the plug in her ass, a pillow was under her hips. We had been at it all night long and she was exhausted. She was covered in cum and vaginal secretions and lube. I pulled out the plug intending to wrap up for the night when I noticed that her anus didn't pucker back up. It was a perfect little round hole, open and inviting. I dribbled some more lube in and then moved between her legs. I rubbed some more lube on my dick and lined it up with her ass. She was totally silent, barely breathing. I pushed and her tight ass swallowed up the tip of my dick. I pulled out and then pushed back in, again and again, reveling in the feel of the tight ring around the head of my penis. When I was ready I sank slowly in to her. When my hips where against her butt I stopped. She was struggling with the rope on her right hand so I paused to free it. She pushed her hips up which caused me to be buried in her ass all the way to the hilt. She then reached her hand down between her legs presumably to rub her clit. She started to roll her hips around and up and down a bit. The sensation was amazing. I started to move with her then so that I was pumping her ass in time to her hip rolls. It wasn't long before she was coming around me. It was a weak orgasm but it was something like the 4th that night so I forgave her. The subtle tightening and loosening of her ass around my dick coupled with her sultry hip gyrations were more than I could take. There was no need to pull out now so I pushed my hips hard against her butt and came in her ass. Coming in her mouth was wonderful but it was nothing compared to the feeling of being totally surrounded and held by her body as I filled it with cum. Read more »