7 comments/ 36904 views/ 14 favorites My Senior Year of College Ch. 01 By: sexycdman I was sitting on the edge of my bed, wearing just my blue panties, a matching bra, and a pair of black platform pumps. My dress was in a puddle on the floor where it had fallen as we kissed. Bobby's shirt was off, exposing his hard stomach, and his jeans were around his ankles. His cock was just inches from my face, throbbing with the beat of his heart. This was one of the sexiest moments of my life, I thought, as my hand reached out and wrapped around his shaft. I gave it one stroke, and another, then leaned forward to kiss the tip. A drop of precum stretched between my lips and his dick as I pulled away. I looked up into his eye, smiled, then opened my mouth and let his hard cock slip between my lips for my first ever blowjob. I placed my hands on his hips and drew him toward me. The head of his cock pressed against the back of my throat and I gagged a little, but when I pulled back I was fine, so I kept sucking. Each time it hit my throat it bothered me less, and after a while there was no gagging at all. I tried to open myself to deep throat him, but I couldn't manage it. That was fine, though, because the feel of his shaft passing over my tongue as he rocked his hips back and forth made me feel like a real woman. After a few minutes of this, Bobby grabbed a handful of my hair and pulled my head into his crotch. I felt his cock pulse at the same time I felt the first spurts of cum splash into my mouth. His hips bucked as he came, and his cock bumped my throat. I swallowed some of his juice, but he came so much that a lot of it dripped out the corners of my mouth. It tasted salty and musky, and I closed my eyes in ecstasy, savoring the flavor, rolling it around my tongue, feeling it slip down my throat and drip from my chin. When Bobby finished his orgasm, he squeezed out a few last drops by grasping the base of his dick and pushing toward the tip, then he pulled it out of my mouth. I gazed up at him, my first sexual encounter as a girl, and smiled. He smiled back and reached out a finger to wipe some of the goo off my mouth. I grabbed his wrist and put the finger in my mouth, tasting him afresh, sliding my tongue around his knuckles. I pulled my head back and his finger popped out of my mouth with a wet noise. Bobby sat next to me, kicked off his jeans, and put an arm around my shoulders. He pulled me close and kissed me, his tongue pushing past my lips as his cock had just a few moments before. He must have tasted his own cum, and the idea of it made me even hotter. We kissed for a time, then he looked into my eyes with our noses almost touching. "Do you want me to do you now?" he asked softly. I nodded, too nervous to say anything. Bobby smiled again, slid off the bed, and went to his knees before me. He slid his big hands up my thighs to the waistband of my panties, hooked his fingers around them, and pulled them down. My little cock sprung out. I had never seen it so hard and swollen. Bobby slid my panties down my legs and I lifted my feet so he could pull them off completely. He leaned in and licked my hairless shaft from base to head, then positioned his mouth over the tip. He raised his eyes to meet mine, then opened his mouth and took my entire penis into his mouth in one motion. It felt so good, so much better than when girls had done it. I tangled my fingers in his short hair, not to direct him but just to feel more connected to him. I let him control the speed he sucked my dick. I stretched my legs out to either side of him, resting my feet on the heels of my pumps. Bobby slid one hand around to the small of my back, caressing my skin with his fingertips, rubbing around in small circles. I was so hot and excited that I couldn't last. In less than a minute I was cuming. A small feminine squeal escaped my lips as my seed pumped out. Bobby swallowed it all, and when I was done coming he slid his body up mine, pushing me back on the bed until we were face to face. "That was fantastic," he said. I could smell my cum on his breath. "Can I stay here tonight?" "Yes," I whispered. "I'd like that." My arms wrapped around his neck and I pulled his face down for a long, passionate kiss. I kicked off my heels and we both lay down on the bed. Bobby pulled the sheets up over our bodies, and I fell asleep wrapped in his strong arms. I woke as the sun was coming up. A shaft of golden light came through the gap in the curtains of the window in my bedroom and fell across my face, partly blinding me. For a moment I didn't remember last night, but then I noticed Bobby's arm draped over me. I smiled fondly at the memory of him cumming in my mouth. I must have rolled over in the night, because although I was still in his arms, Bobby was now spooning me. I could feel his soft cock pressing against the small of my back. It made me feel warm inside, knowing he stayed the night with me. I met Bobby last night at a party. It was the first weekend of the fall semester, and this was the first time I was attending school as a coed. I had come down and rented this apartment in June, got a job as a waitress at a bar, and registered for classes all as Evelyn instead of Evan Ross. I was feeling lonely, so when I saw a flyer for the party I decided it would be fun to go out and meet people as a girl. I had been a small boy my whole life, and puberty hadn't changed that. I was small and boyish, so when I started wearing women's clothes as a teenager I looked less like a crossdressing man and more like a boyish girl. All through high school I dressed up whenever my parents were out of the house, and when I went to college I got a job and an apartment after the first semester so I could have more privacy than I did in the dorms to wear women's clothes. After two years of part time crossdressing and a few mediocre relationships with girls, I realized that more than anything I wanted to be a woman. I went to therapy for a year, and in the Spring was finally ready to start my transformation. Now starting my senior year of school, I felt more alive than I had before, although more alone than before, too. I hadn't had many friends, and the few I had made in the first three years of college stopped returning my texts and emails when I started my transformation. The party was in a house shared by some lacrosse players. It was only a few blocks from my apartment, so I felt that if I wasn't enjoying myself or if I felt uncomfortable I could always just leave and be home in a few minutes. I dressed carefully, knowing this would be my first night out as a girl. First I warmed my breast forms, and put them on, hiding the seam where they met my skin with foundation. When that was done, I put on a blue lace bra and matching boyshorts, and put on my makeup. I never wore a lot of makeup, just a little foundation and blush, then eyeliner and mascara. Tonight, though, I followed that with dark eyeshadow and pink lipgloss. My dress was a dark blue knit a-line dress with short sleeves and pleats in the skirt. It had a scoop neckline, and I chose a silver chain with a heart pendant to go with it. I put on silver hoop earrings, then picked out a pair of black platform heels which were comfortable enough to stand around in all night. I looked in the mirror one last time, finger brushed my hair behind my ear and put on a white sweater, then headed out. When I walked in the first thing I noticed was all the boys staring at me. I experienced that at the bar sometimes, but here it was different. At work it was creepy, with all those strangers seeing me as a piece of meat whose only purpose was to look good and bring them food and beer, but here at the party I felt sexy. The eyes of all those boys on my body made me feel desirable instead of dirty, and I really liked the sensation. I drank and danced for a few hours, feeling good about myself as a college girl. Then just as I had decided I'd had enough and was ready to leave, Bobby came in. He was tall and muscular, with short blond hair that had just enough bangs that I felt I needed to brush it away from his light brown eyes. He must have felt my eyes on him, because he looked over at me and smiled. I smiled back and dropped my gaze, light headed and with butterflies starting in my stomach. When he came over and asked me to dance, I couldn't find my voice. I just nodded and smiled shyly at him. Soon we were dancing, and when the music changed to a slow dance we started kissing. Lightly at first, but then with more passion. Soon we were barely swaying to the music, just rocking back and forth, our arms wrapped tightly around each other as our tongues entwined. When Bobby suggested we go somewhere more private, I hurriedly agreed. We left the party hand in hand, only stopping long enough for me to grab my sweater from the couch by the door. Once outside I remembered I wasn't really a girl. Being in Bobby's arms had felt so good that my thoughts and feelings had been entirely feminine, and I forgot about my secret. I stopped short half a block from the party as it hit me - if he knew that I was still physically a boy, he would probably be disgusted with me. "What's wrong?" he asked, turning back to face me. "I, I ..." I couldn't find the words to explain what I needed to explain. I felt tears welling up in my eyes. Bobby put his hands on my shoulders. "Evelyn," he said, "it's okay. I know you used to be Evan." My eyes went wide and I gasped. "How did you know?" Here I was priding myself on how girlish I had become, and the very first boy I kissed saw right through me. Bobby looked in my eyes. "We were in freshman orientation together. I remember seeing you and thinking it was a shame you were a boy. I thought you would have been better as a pretty girl than as an effeminate boy." He grinned and wagged his eyebrows. "I didn't realize just how pretty you would be as a girl, though." I rolled my eyes at his lame flattery, but inside I was singing. I didn't remember him at all, but that was to be expected. Orientation at a school with twenty thousand students was a big class. I still appreciated the sentiment. I smiled, grabbed his hand, and we went back to my apartment. Now here I was wrapped in his arms, with his cock pressed against my back. I snuggled back, closer into his embrace, and sighed contentedly. My motions woke him. He ran his hand up my arm and across my shoulder to my neck. His dick started getting stiff as he brushed my hair away from my neck and planted a kiss in the hollow below my jaw line. I drew in a shuddering breath as his hand slid down my side to my hip. It traced little circles there before moving around to my front and playing with my cock. He was hard before I was, and I felt him shift to get more comfortable while he jerked me off. I got fully hard soon after I felt that, and before long my cum was dripping from his knuckles as I shook in orgasm. He held his hand up to my face, and I licked his fingers clean, savoring the taste of my own cum. By now Bobby was rock hard. "Get on your stomach, Ev," he told me. I rolled over and rested my head on my folded arms. I closed my eyes as he propped my hips up with a pillow. I knew what was coming next, and I was nervous. I had never had anything up my ass, and I knew his penis was going to be too big and would hurt as it went in. But I wanted it so bad, my whole body ached so much with the desire to have his cock inside me, that I was going to grit my teeth and bear up with the pain. Bobby spread my cheeks and kissed along the crack of my ass. When he reached the bud of my asshole, his tongue snaked out across it, sending shivers up my spine. Then he continued kissing up and down the crack, each time licking the hole as he went past. I was breathing heavy, and I could feel my cock stirring, even though I had just cum. When Bobby stopped kissing and just concentrated on licking my hole, I moaned with pleasure. He ran his tongue around the rim for a while, and started poking at my hole with his stiffened tongue. In short order his tongue was past my sphincter, swirling around the inside of my ass. The sensation was incredible. When he pulled his tongue away I whimpered and pushed my ass up toward him for more attention. He complied by slipping a finger inside and pumping it in and out. I felt him dribble saliva down my crack, and then felt a second finger probing at the entrance. It was tight at first, but I soon relaxed and his fingers were gliding in and out with ease. By the time he used a third finger I was moaning and humping my hips against the pillow beneath me. I was ready for his cock and I told him so. He removed his hand from my bottom and I was left empty and gaping, but only for a few seconds. I felt him get up on his knees between my legs and then the tip of his cock was pressing where his fingers had been. I tensed up, but he made comforting sounds and kissed the back of my neck until I relaxed again. Then he pushed. When the head entered me I screamed in a mix of pain and pleasure. Bobby stopped so I could get used to the size, and when I was ready I pushed my ass back toward him. I felt his shaft slowly enter me, that same sensation of hurt and ecstasy driving my libido crazy. It seemed to take forever, but eventually he was all the way in, his crotch pressed up against the curve of my ass. He paused again, then started to pull out until only the head was inside me, then he pushed back inside. His strokes came faster and faster, and soon his hips were slapping against me, driving my face into the mattress. My hands clutched the sheets, holding on tight as Bobby fucked my ass. I grunted every time he pounded into me, as then I felt him stiffening. His thrusts became irregular, and then I felt his cum drench my insides. With a long, loud groan Bobby came and came, then collapsed on top of me, his dick still deep in my bowels. We lay like that a while, his weight pushing down on me, and a deep throbbing in my bottom. He softened, and when he popped out I let out a little grunt of disappointment. Bobby rolled off of me, and pulled me into his arms. "Oh, Evelyn," he said, "that was fantastic." He kissed my forehead, then my lips. I put my arms around his neck and squeezed him tight. "Thank you Bobby," I said into his shoulder. "Thank you for making me a woman." My Senior Year of College Ch. 02 The day after I slept with Bobby was great right from the start. After he left I imagined I could still feel his cock in my ass, and I could almost taste his cum on my tongue while I showered and got dressed. Normally I dress to avoid attention at work, but today I was feeling sexy and desirable so I dressed accordingly. The dress code for the wait staff was casual, so long as you wore black, but feeling as I did I decided to dress up. I picked out a black blouse with sheer sleeves and a black pinstripe pencil skirt with black tights and a pair of black patent pumps with four inch heels. I had only been on hormones a month, so my breasts hadn't developed yet. I looked forward to the day I would no longer need to put those damn breast forms on. After they were on firmly I hooked my pushup bra beneath them and spun it around so the cups were in front, then settled them around the breast forms. I put on the matching panties, then sat on my bed and gathered one leg of the tights together and pulled it up my leg, repeating the process with the other leg. I fixed the seam on the toes and stood up to pull it the rest of the way over my hips. I stepped into the skirt and pulled it up, zipping up the side and pulling at it to straighten it. I stepped into the pumps, then went to my vanity to put on makeup. First was foundation to disguise the seam of my breast forms, then powder on my face, followed by eyeliner and mascara. I finished off with a little maroon lipgloss. My fingernails were trimmed and neat, but only had clearcoat on them. I glanced at the clock, thinking I might put polish on, but there wasn't enough time before I had to leave for work. I put on the blouse and cinched it with a thin white leather belt. I finger brushed my hair, tilting my head back and shaking it so the hair would fall out straight. That gave me just the right tousled look. My hair still wasn't as long as I would like it, but it was in great condition and it always looked just how I wanted without having to do a lot to it. I gave it a little hairspray and was ready to go to work. On the way out the door I grabbed my denim jacket and put it on. As I walked the five blocks to the bar I felt like I was on cloud nine. The click of my heels on the sidewalk was a constant reminder of my new femininity, and the stares from the men I passed told me how sexy I looked. I breezed in the door, grabbed my apron, and started to work. The evening passed in a dream. Instead of feeling dirtied by the constant flirting and, as the men got drunk, the rude come ons, I felt empowered. All these men wanted to fuck me, and I had to admit, a small part of me wanted to fuck all of them. I smiled at them when they complimented me, I flirted with some of the cuter ones, and halfway through the night I had more in tips than I had ever made in a full shift. I went to the storeroom for my break, sitting on a full case of beer and taking off my shoes to massage my feet. I hadn't been so smart with my shoe selection as I had been the night before, and although they looked hot, they were not comfortable for waitressing. But it was almost worth the pain, I said to myself as I thought about the tips I'd made. As I sat there rubbing my feet, Jessie came in the storeroom. "Hey Ev," she chirped as she sat on a box next to mine. "How's it going?" "Pretty good, thanks," I replied. Jessie was wearing black boot cut pants that were tight around her hips and thighs, but flared a bit at the hem. She wore them with low heeled leather booties. She had topped it off with a thick cotton sweater that fell below her hips. Her long blonde hair was pinned back out of her eyes, but hung straight down her back. "You look great tonight," she said. "That's a very pretty blouse." I smiled. "Thanks." "Feet hurting tonight?" she asked, nodding at my feet in my hands. "Yeah, these shoes look great, but they weren't made for this kind of work," I said, scrunching up my face. Jessie grinned, then scooted closer and held out her hands. "Here, let me do that." She took hold of my left foot and massaged it. She started at the toes and rubbed them for a minute, then dug her thumbs into the ball of my foot. A soft moan escaped my lips as my eyes fluttered shut. Her hands worked away all the aching soreness from my feet - the ball, the arch, the heel, the ankle. In just a few minutes my left foot was done and I felt like I hadn't been standing all afternoon in heels. Jessie did the same for my right foot, and when she was done it was like the tension had been massaged out of my entire body, not just my feet. "Oh, your hands are magic," I said when she put my foot down. "Thank you so much. I owe you big time for this." "My pleasure, Ev," she said with a grin. "Say, do you have plans for after work? Maybe we can hang out and have a few drinks." "Okay, sure," I replied. "That'd be great." She smiled and stood up. "I've got to check on my tables. I'll talk to you a little later." I glanced at my watch, and realized my break was almost over. I got up too and went back to work. It was strange having Jessie invite me out that night. She had never even looked at me before. Not that she was rude to me, or ever snubbed me, it just seemed like I didn't exist for her. But after talking to her a bit, I was looking forward to getting to know her better. As I took care of my tables, I noticed her looking over at me whenever she was around. Every time I caught her looking, she flashed me a smile. Finally our shift ended. I grabbed my jacket found Jessie waiting for me outside. "Hey Ev", she said coming over to me. "Ready for those drinks?" "Yeah, I sure am." Fifteen minutes later we were in her apartment sipping vodka and cranberry drinks on the couch. We chatted about work and boys, and I told her about my night with Bobby. "Oh," she said with a mischievous grin, "Is that why you're all dolled up today?" "Yeah," I admitted sheepishly. "I was feeling pretty and sexy today, so I dressed the part." "Well you look the part," she said, sliding closer to me. Jessie put her hand on my knee. "You look gorgeous tonight." I took a big gulp of my drink, feeling uncomfortable and excited at the same time. Jessie was a beautiful girl, but what would she think when she found out I was still a boy down there? "Um, look Jessie --" She put her fingers on my lips. "Shh, I know what you're going to say, and it's okay. I'll only go as far as you want me to go." "No, it's not that, it's --" "Shh, just relax." She leaned in and planted a kiss on my mouth. Just a soft kiss, our lips barely touching, then she drew back. I was stunned and breathless. I panted to get air into me, my chest rising and falling. Jessie was a tall, curvy blonde and looked as sexy as I always wished I did. But there was the little problem of my penis. "Jessie," I began, but she put her fingers on my mouth again. They lingered there, caressing my lips. My eyes fluttered and I took a deep breath before she leaned in and kissed me again. This time it was a more forceful kiss. She ran her tongue along my lips, but didn't quite push it in, even when I opened my mouth. She pulled away and looked at me, gauging my desire to go further. I put my hands out to stop her from kissing me again, but in my buzzed state I instead placed them square on her breasts. They were firm and large under her bulky sweater, and now she was breathing heavy along with me. I could feel my dick stirring under my skirt, and I knew I had to stop and explain before she found out. She leaned in to kiss me again, her lips parted already, but this time I managed to stop her. "No, wait. I have something I have to tell you." She didn't listen to me, coming in for the kiss. I turned my head away, but she just nibbled on my neck, tracing her tongue along the line of my jaw. "Oh, Jessie," I moaned. She pulled away far enough to look into my eyes, our noses touching. "What is it you want to tell me, Evelyn?" she asked huskily. My mind was foggy from the alcohol and the kisses. Jessie's big green eyes bored into me. "I have a penis," I whispered. She pulled her head back. "Huh?" "Don't be mad, I just didn't expect this to happen, and you're so pretty I couldn't stop it, and I don't --" She stopped my words by planting her lips on mine again. "It's okay, Ev," she said. "You just took me by surprise, that's all. It's actually kind of a turn on." She smiled at me and said softly, "Can I see it?" I nodded and stood up. I was almost fully hard, and it was uncomfortable tucked away between my legs. I unzipped my skirt and let it fall to the floor. Then I reached into my tights and panties and pulled my dick free. I tucked my underwear beneath my balls and stood there in my four inch pumps with my cock pointing straight at Jessie. Still sitting, she reached out a hand to grab it, wrapping her fingers around the little shaft. "It's so cute," she said. "Do you want me to suck it?" I nodded and took a step closer to her. Jessie pushed a strand of her long hair behind her ear and leaned in. Her breath was warm on my dick as she paused. She looked up at me, our eyes locking together as her mouth opened and she took me in. I watched as her red lips slid up and down my cock, from the rim of the head down to the base. After a few minutes she let me slip out of her mouth and she stood up. Without a word she took my hand and led me to her bedroom. She pushed me down on the bed and straddled my legs with my little cock was trapped between us. She started grinding her hips, rubbing her pants on my dick. She pushed on my shoulders until I fell backwards, then she got on her hands and knees and, still straddling me, kissed me. She forced her tongue between my lips and swirled it around my mouth, her long blonde hair falling over my face. I grabbed her hips, then slid my hands up under her sweater. I caressed her back as she pressed her lips against mine, until she sat up and pulled her sweater over her head. She was wearing a white satin bra with a pink bow between the cups. I reached up and unclasped it, letting her full, milky white breasts fall free. The nipples were small pink nubbins, fully erect, with a small areola around each one. I pulled her torso down so her nipples were close enough that I could stretch my neck and fasten my mouth around one perfect little bud. I rolled her nipple around in my mouth, eliciting little grunts and moans from her. Then Jessie rolled off me and stood next to the bed. "I want you to eat my pussy, Ev," she said as she pushed her pants down to reveal white satin panties with a pink bow at the waist, a match to the bra that now lay on the floor. She sat on the edge of the bed, pulled off her boots, and finished removing her pants. I got to my knees as she lay in the middle of the bed on her back. I put my dick back in my panties and crawled between her legs. My fingers rubbed the top of her pussy gently through the satin, and I leaned forward. I pulled the gusset to the side, and planted a kiss on her neatly shaved mound. Then my tongue snaked slowly up her slit, and I tasted the moisture in her cunt. I hadn't gone down on a girl since my last girlfriend at the end of my Freshman year, three years ago. I was nervous at first, and my licking reflected that. My tongue was tentative as it ran up Jessie's pussy, and I paused between strokes, not really getting a rhythm going. But then Jessie took control. "Put your tongue on my clit, Ev," she said, and I did. She gave a gasp and pushed her hips up to meet my mouth. "Stick your finger in me." When I did, she gave a long sigh and arched her back, allowing my finger to get deeper in her cunt. I crooked my finger, pressing against the top of her insides, and she cried out, "Oh yes, Ev, right there." She hooked her fingers in the waistband of her panties and pulled them down to her knees. I grabbed them and took them the rest of the way off her legs, then put my head down to her pussy again. I pressed my tongue to Jessie's clit and lost myself in the moment. I no longer felt anxious about eating her. All of a sudden it felt like I had been doing this forever. I pumped my finger in and out of her, occasionally curling it to press behind her clit. Soon Jessie was writhing and her hips bucked, and she yelled out, "Oh, I'm coming!" My finger was suddenly drenched with her moisture, and even though her gyrations took her clit out from under my tongue I felt her pussy clench around my finger as she orgasmed. Her shaking slowly subsided, and I let my finger slide out of her cunt. I planted a kiss on the scant pubic hair above her crotch and looked up at her. She was smiling down at me. "Evelyn," she said, "that was fantastic. Do you eat out girls a lot? You must have a lot of practice." I blushed a little. "No, actually this is the first time I've been with a girl in three years." "Well I couldn't tell," she said, propping herself up on her elbows. "That was the best orgasm I've had in a long time." I grinned, and moved up so I could kiss her. I took the finger that had been in her cunt and licked up one side of it, tasting her pussy juices all over again. Then I held it to her mouth and she took the finger between her lips and slurped it clean, her eyes closed in pleasure. When Jessie opened her eyes again, she looked right into mine. "I hope you're not too tired, Ev," she said. "I've got something else I want you to do." "Oh?" I asked. "What is it?" "I want you to fuck me." "Okay." To be honest, I had been so absorbed my eating Jessie's pussy that I had forgotten all about my satisfaction. Now that she brought it back to my attention, I could feel my cock straining at my panties, yearning to get out. I kicked off my heels and pulled down my tights and panties. Then Jessie helped me unbutton and remove my blouse. When I was sitting in just my bra I became self conscious. I didn't want to take my breast forms off, but if I took off my bra they might slip off on their own. Jessie saw me hesitate. "Come on, Ev," she said. "You've seen all of me, now I want to see all of you." I explained my dilemma. "So what?" she said. "Take the things off. I told you I want to see all of you, and that means I want you totally naked." So I turned away from Jessie and reached behind my back to unclasp my bra. I dropped it off the side of the bed, then pried my fingers underneath the breast forms and took them off. When they were on the floor as well, I turned back to Jessie with my arms across my chest. "Put your arms down, Ev," she commanded. I dropped them to my sides, and I felt her eyes rove over my body. "You're so pretty, Ev," she said finally. "Your body is almost boyish." She giggled at her inadvertent pun. "Oh, right." I giggled at that, and we leaned toward each other and hugged. She kissed me, then pushed me away. "You know, I was going to have you fuck my pussy, but I think I want something else, instead." She got on her hands and knees and faced away from me. "Lick my asshole, Ev." I turned to face her butt and put my hands on her cheeks. I pulled them apart slightly, just enough to bring the brown hole in sight. I moved my head closer, totally under her spell, and caught a whiff of the rank odor of her ass. I stuck my tongue out and licked it feeling Jessie shudder beneath my hands, but for my part the taste was off-putting. It was musky and bitter, and reminded me too much of the bathrooms at boys' summer camp when I was young. But I continued licking, spurred on by her groans and the way her hips gyrated in pleasure. I felt the tight muscle loosen under my tongue, and after a few moments I was able to drive the point of inside her ass. When I did that Jessie let out a yelp of pleasure and pushed her ass back into my face. I made a hard point of my tongue and drove it in and out. I was getting used to the smell and taste, and it didn't seem so bad any more. I took one hand off her ass and reached beneath to touch her pussy. As I continued licking, I rubbed her mound, eliciting more and louder groans from Jessie. I lost track of time as I rimmed her ass and rubbed her pussy, but eventually Jessie pulled away from me. "I want you to fuck me now," she said. "Put your cock inside me, Evelyn." I got to my knees behind her and spread her cheeks again. Her ass was too high for my cock, so I reached my hands between her legs and pushed them apart until her hole lined up with my dick. I pressed the head against the brown ring and felt her tense up. I rubbed my dick head against it, dribbling saliva down the crack to lubricate her. I pushed as she relaxed, and before long the head popped in. "Ouch," said Jessie. "Don't move, just wait a minute." I stayed still with the head of my cock in her asshole, feeling her clench and unclench her sphincter as she got used to having me in her. "Okay," she finally said, relaxing. "You can push it the rest of the way in." I slowly slid my little dick in her tight ass, feeling it grip my shaft like a soft rubber ring. When I was all the way in, her soft ass wriggled against my hairless crotch. "Mmm," she moaned. "More, Ev." I pulled out until only my head was left in her, then thrust my hips forward. I found a rhythm and she matched it, pushing her ass back onto me as I pushed forward. It was incredible. Even as a male I had never fucked anyone up the ass, and I found I liked it. All too soon, though, I felt my cum rising from my balls. I grunted, then squealed as my orgasm burst out of me. I felt like I hadn't cum in months. My dick pulsed over and over until I was drained. I pressed myself against Jessie's ass and held myself there, waiting to come down from the rush. I pulled out and saw my seed leaking out of her and dripping down her leg. "Evelyn," she said sternly, turning her head to look at me over her shoulder. "You came too soon. I still need another orgasm." "Oh, I'm sorry Jessie," I said embarrassed. "That's okay, Hun. I'll get there soon." She wagged her ass at me as she looked me in the eyes. "Lick your cum out of me." The sight of my jism running down her leg excited me, but thinking about licking it up off her excited me more. I eagerly put my head down at the level of her ass and stuck out my tongue. I licked her brown rosebud first, tasting the mixture of my cum and her musky, bitter rectum. My tongue slid inside her easily, and I slurped up as much of my cum as I could before I had to come up for air. The runnels had reached the inside of her knee at that point, so I directed my attention to that. The taste was the same, but not as intense. Salt, musk, and just a little bit of sweetness. I cleaned up her leg and returned to her asshole, sticking my tongue inside her again. Jessie was moaning loudly by now. I knew her orgasm was close, so I didn't stop my licking. reached under her to rub her pussy and pushed my tongue in and out of her ass. Soon she clenched the muscle, trapping my tongue for an instant as she came. Her body heaved a few times, and she let out a high pitched keening that went on for a full minute. As she relaxed, I pulled my mouth away, and Jessie's entire body went limp. She collapsed onto her stomach, her face pressed into the sheets, and she lay there panting. I moved my body up alongside her and put my arm around her shoulders. I smoothed back her hair and planted a kiss on her temple. She turned her head to me and smiled. I returned the smile, and we both rolled onto our sides facing each other. Our arms wrapped around each other's bodies and we shared a long, slow kiss. I snuggled closer to her as she reached down to pull up the sheets. I was already asleep, safe in her arms, when she turned out the lights.