After finishing my studies, I started my first permanent job in a big city. Nevertheless, I stayed in touch with my friends in my old homeland. The circle of friends had expanded there, and through a relationship a few younger girls were now out and about with us more often. One of them was a sweet brunette named Rita. Her background was a bit dramatic. She had wasted the years of her first relationship with a partner who could only be described as a domineering control freak at best. He told her everything: who she could be friends with, what she could wear, how long she could go to parties with whom, etc. It wasn’t until she was eighteen that she had the courage to stop it. Now she was a year older and had spent the last year catching up. She enjoyed her freedom, including sexual freedom. She wasn’t afraid to have one-night stands if she liked a guy. We got along quite well and it was whispered to me that she didn’t think I was bad.
We had our first sexual interlude at a 1950s-themed party. The men in suits, the women in stylish dresses, some with feather boas, hats, etc. I myself had black suit trousers with a black shirt, white tie and white jacket, as well as sunglasses. Rita wore a glitter sequin cocktail dress and a feather boa. There was a lot of drinking… I don’t remember exactly how, but we somehow ended up making out in a corner at some point. The fog of drunkenness cleared a little for me and I stopped the action because drunken making out rarely led to anything good. We went back to our people standing in a circle. Jägermeister was served. Rita stood in the circle a little away from me, but her eyes kept falling on me. At some point she took me by the hand and pulled me away.
She led me to the ladies’ room, pulled me into a stall and closed the door. I actually wanted to say something like “Stop, I don’t know if this is a good idea,” but without comment she immediately got on her knees, opened my suit pants, took out my cock and put it in her mouth. My objections were literally blown away. Unfortunately, Rita didn’t blow particularly well, I like deep blows, and she could only get about 5 cm of my device into her mouth. But she tried hard… after a while I pulled her up, turned her around, pulled her dress over her bottom and pushed her thong aside. With presence of mind I asked “Are you on the pill?” Rita replied: “Yes, you can put it in”. I didn’t need to be told twice, my hard pipe slid into her wet, tight and smoothly shaved pussy. Rita was very slim with few feminine curves, small tits, a narrow hip with a firm, sweet bottom. I now had the best view of that. It was generally a hot picture, me in my suit, her in the dress and I fucked her from behind while standing up. We fucked for a few minutes when I realized I wasn’t going to cum because of how drunk I was. I had the brainwave to fuck Rita in the ass. I pulled my cock out of her pussy and pressed it to her butt hole. She barely reacted, just looked back over her shoulder, slightly irritated. OK, that was probably nothing. I fucked her pussy a little more, then turned her over and pushed her to her knees. I started jerking off in front of her face. Rita blew the head of my cock while I worked the shaft with my hand. It didn’t take long before I squirted a good portion of cum into her sweet teen mouth. Rita dutifully swallowed everything, briefly blew my glans clean, and then we went back to the party.
The next day I took the train back to my new big city home. In the evening on the PC I saw Rita online. “Hey, are you okay?” I wrote to her. “Yes, halfway sober again…” “Very good… you, I hope I didn’t take advantage of you yesterday?” “What? No, why? The initiative came from me.” “Yes, that’s right… OK, I’m reassured… and I found it very hot, by the way” “Yes, me too… and can I tell you something?” “Sure…” “I want sex with you again!” “Yes, you’re welcome, come and visit me here.” We agreed on a weekend appointment. Rita seemed to want to talk a little more about sex: “Did you actually want to take me anally yesterday?” “It was a quick idea, but not a good idea” “Yeah, then I probably wouldn’t be able to walk now” “Oh well, if you do it right, there won’t be any problems ;)” “Really? Then my ex definitely did something wrong. ..” “Oh, really? Did you have anal?” “Not really. We only tried it once, it hurt and didn’t work and then we left it straight away.” “Hmm, stupid” “Yes, yes. Why do you even like anal so much?” “I don’t know, it’s just kind of hot, tighter, kinkier and stuff like that.” “Yeah, that’s right…” We chatted for a bit and at some point Rita asked me about hot porn. I sent her a link to my favorite video at the time. A hot actress got fucked while wearing angel wings. Kind of cool… Rita’s comment was “Yes, very hot”, which surprised me slightly because the video mainly featured anal fucking…
The day of our meeting came. I took Rita to a nice bar, then we went dancing in a fancy club. She was wearing a hot outfit, high heels, very tight hot pants and a tight top. She was one of the hottest girls in the club, I felt some envious looks on me.
We finally ended up at my place and started making out wildly on the couch. We undressed one by one, and when I had stripped Rita down to her underwear, she said, “Wait a minute,” and disappeared into the bedroom. I waited with excitement until she came back… with angel wings on her back! What a horny bitch… Grinning, she sat on me. My shorts and her thong quickly flew off and she rode me hard. I’ve never had a better ride: while many women rub over it somehow, Rita let her hips “clap” down hard. So they were real, hard shocks. The perfect ride.
I almost came, but I still wanted to fuck her from behind. The sight was awesome, her tender teen body with the bubble butt and the wings… The wings looked good, but they were impractical and somehow always in the way… “Can I take those things off?” Rita asked. “Yes please!” I laughed. It worked better without it, I fucked her properly from behind. Just before I came, I pulled my cock out of her pussy and jerked off over her ass. Soon heavy drops of sperm slapped her hot bottom. I spread her buttocks slightly and aimed precisely: I shot all the remaining cum and a few splashes of clear juice onto her asshole. Her sweet bottom was almost completely glazed… a hot sight.
“Baby, your ass is amazing,” I said exhausted. “Just put it in there,” said Rita. I could hardly believe it. Did she really say that? “Are you sure?” I asked. “Yes, put it in my ass”. Even though I had just come, my cock became rock hard. My already thick glans seemed to have swollen to twice its size because Rita’s request had made me so horny. Would I be able to get that big thing in her tight butt? I wanted to find out. I place my giant glans on her anus. I pressed carefully. The cum on her asshole was good lube, the tip of my cock slid into her incredibly tight ass. “Aaahh,” Rita exclaimed. That sounded like pain, not good. “Stop?” I asked immediately as I paused. “No, no. Go on,” Rita gasped. Well… well, as far as I’m concerned. I press on gently. Millimeter by millimeter my steel-hard, thick pipe moved into Rita’s ass. It was very narrow, but slowly but surely I reached my goal: my entire device had disappeared into the back door. If she had previously considered herself an anal virgin, that was definitely over now: my cock had completely conquered her anal canal.
In slow motion I started pumping. Anal defloration like this took time. A few centimeters in – pause – a few centimeters out – pause. And from the front… Rita’s ass was so tight it hurt. I saw that she also had a slightly pained expression on her face. It wouldn’t last long like this. I tenderly grabbed Rita’s shoulder and said: “Baby, relax. Breathe in and out deeply. Don’t pull in, push out.” She nodded eagerly with her eyes closed. She tried to follow my tips. Her chest rose and fell more slowly. She calmed down noticeably, good. Then she tried pushing it out. Instantly the painful grip on her ass relaxed and now it was just incredibly tight. Things could continue like this. Very gently and slowly I continued to fuck Rita’s ass from behind. She kept her eyes closed and seemed to have to concentrate. After a while, lines of discomfort appeared on her face again. That was probably enough for today. The initial work was done, next time it would be better. Wanting to spare Rita’s ass for the rest of the evening, I turned her on her side, slowly pulled my pipe out of her butt and let it slide into her pussy.
I fucked Rita thoroughly vaginally. She moaned, but something seemed to be bothering her. After a short while I figured it out: “You like it in the ass better, don’t you?” she asked. “It’s super hot, but that’s also hot,” I replied without stopping fucking. “Do you want to try it in the ass again?” Of course I couldn’t say no… I also realized what had been bothering her: she had a guilty conscience because anal had only half worked. Now she blamed herself. It was pointless, of course, but her ex had manipulated her so psychologically that she still thought everything was always her fault. I wouldn’t let her talk me out of it now… and of course I didn’t want to turn down an ass fuck either.
Rita was still lying on her side, her knees drawn up. I maneuvered my bulging member a few centimeters from her pussy to her butthole. Again I very gently pushed my cock into her tight teen ass. He went in better than the first time. Again I moved back and forth very slowly. Soft moans could be heard from Rita as my tube stretched her tight bottom. I didn’t want to accelerate because that would have hurt her again. It was a bit of a dilemma: physically everything was perfect, her hot teen body, her perfect bubble butt, and the tightness of her butt made my cock hard as steel. Mentally, however, I knew she wasn’t really enjoying it, and that turned me off. I only ever found it really hot when my partner also found it hot. So I wouldn’t come like that. That in turn was a problem because it would make Rita feel bad… So I decided to “pretend” a little. I took 3 slow thrusts into her ass, moaning louder than I should have. I pushed my cock all the way into her butt hole and lied, “Baby, I’m about to cum.”
My plan was to cum in her mouth like at the 50’s party. That would work. So I slowly pulled my cock out of Rita’s ass. I climbed over her torso and was heading into her mouth with my cock when I realized it was ass to mouth. Such an “advanced” practice was probably a bit much to ask for the first ass fuck. So I stopped and just jerked off in front of Rita’s face. But here her natural horniness showed itself: Rita stretched her head towards my glans, pulled my cock down with her hand to take it into her mouth. Without reservation she blew my thick pipe that had just come out of her ass. Of course that made me mad. Rita noticed, took my cock out of her mouth and said: “Cum on my tits”.
Also a possibility. I moved down her upper body and after a few jerking movements I slapped cum onto Rita’s little buds. Since it was the second orgasm, I only inject a small portion. Rita arched her back as if to get her breasts closer to the source of sperm. Naturally awesome. When I was done squirting, I slid onto the couch next to her, exhausted. “We’ll do that a few more times,” said Rita, grinning. “With pleasure…”
I had piqued Rita’s interest. Even though the anal beginning wasn’t easy, she wanted more. We had some hot anal acts, some of which were initiated by her.
Shortly afterwards we were out with six people in the city where Rita was studying. We had a lot of fun in a spacious club, the alcohol flowed freely, there was a lot of laughter and dancing.
There was an older lady sitting at the bar who made beautiful eyes at me. She was in her mid-50s and had probably not been a model in her youth. I was flattered, but nothing more. In her drunken state, Rita was in too-good-for-this-world mode: “Hey look, she’s into you back there.”
“I know, but that’s not my cup of tea.”
“Oh poor thing… why?”
“Well, she’s not exactly pretty now, and she’s a little too old…”
“Don’t you want to fuck her?”
“Haha, no, not really… I’d rather fuck you”
I grinned at Rita. She grinned back and came closer as if to kiss me. But then she stopped. She felt uncomfortable in front of the others. I don’t know if she actually believed that our friends weren’t aware that something was going on between us. But she didn’t want to make out in public. Well then…
One of my buddies noticed the situation. As a man of honor, he took me aside: “Take Rita home. I think she’s too full.” That wasn’t really true. Rita wasn’t any drunker than anyone else, but he knew we needed an excuse to leave. With a wink I said: “Yes, if you say so.”
I went to Rita: “Frank says I should take you home, you’re too full.”
“Yeah, I know. But he’s worried…”
“Okay then, let’s go.”
A taxi quickly took us to her student accommodation, a small one-room apartment. When we got there, we practically fell on each other. We ended up on Rita’s bed kissing wildly. Our clothes quickly landed on the floor. My cock was immediately stiff, Rita happily jerked it briefly and then took it into her mouth. As already mentioned, unfortunately she wasn’t particularly good at oral skills, so after a short while I pulled her on top of me to let her ride me.
Her ride was already incredibly hot, but drunk it was even hotter. She practically jumped up to fall back onto my cock. She turned her hips back at the last moment to put maximum force into her claps. If it weren’t for my drunkenness I would probably have come straight away, so I endured it well. And another thing irritates me: Rita was very loud. She generally moaned quite loudly, but when she was drunk she almost screamed. She was amazing. I had no illusions that I had much to do with it: a rubber doll or a dildo would probably have sent her into a similar ecstasy. But of course being there live was still great.
After a while of hot riding, Rita slowed down. I didn’t know if she had come; Her screams made it seem as if she had been coming all the time. Anyway, it seemed like a good time to change positions. I wanted to fuck her from behind, so I maneuvered Rita off me and into the doggy position. I pushed my hard cock into her tight, wet, shaved pussy and fucked her properly from behind.
Rita was still very loud, she went crazy and pushed herself hard into my thrusts. A hot fuck. After a short while she said: “Fuck me in the ass”. Great, of course I didn’t have to be told that twice. “You’re welcome, baby. Do you have any lube?” “No… just spit on it and stick it in”. Good idea. I spat on her tight teen anus, rubbed a little saliva on my glans, and started. In my drunken state, I no longer had much fine coordination, so I pushed the tip of my cock quite roughly into Rita’s butthole. Her ass was deliciously tight, but not too tight. My pipe slid nicely all the way into the back door. I immediately pumped deep into Rita’s ass, pulled my cock almost all the way out and pushed it all the way back in. Her loud, excited moans turned into even louder screams.
“Am I hurting you?” I asked irritated. “No, no, keep going,” Rita gasped. So I continued fucking deep into her asshole. While the ass fucking made me very horny, her noises still irritated me. “That hurts you…?” I remarked again without stopping fucking. “No no, everything’s fine.” I didn’t really believe her and decided to stop the anal act. I pulled my cock out of Rita’s back hole and slipped it into her pussy.
I fucked her hard from behind. Rita continued to moan very loudly, but she was probably not satisfied. “Don’t you want to fuck me in the ass?” she asked. “Yes, but first a little pussy,” I replied. We continued fucking from behind. When I made no move to take her anally, Rita said again, “Come on, fuck me in the ass.” Upside down world: I, as a man with a strong anal preference, ‘refused’ to fuck a hot teen in the ass who asked me to.
Of course that couldn’t be done. So one more try. My cock slid out of Rita’s pussy and pressed against her back hole. Her tight anus resisted, but the stiffness of my tube was greater: slowly the ring muscle stretched and made room for the hard, thick cock. Again I pushed it all the way into Rita’s ass. And again she screamed like crazy. I was worried that we would wake up the housemates. Because of the screaming, someone might have called the police… it couldn’t go on like that. Maybe it was too dry? I pulled my cock out of her tight ass, went down and licked her butt hole. Rita moaned loudly again, she liked it. I made her anus nice and wet, then I put my cock back on. Using the slight initial resistance, I pushed it deep into her bottom again. And she screamed again. We desperately needed some kind of lube.
“Wait a second, I have to go to the bathroom,” I lied. Rita obediently remained in the doggy position while I went into the bathroom. A lady definitely had something in the bathroom that could be used as lubricant. I looked through the containers in the bathroom: shampoo, conditioner, skin balm, … some obscure products that I, as a man, couldn’t use. What an interesting and extensive collection. Unfortunately there was nothing useful. I was about to give up when my eyes fell on the bottom shelf of a shelf: Vaseline! Eureka. I took the jar and went back to Rita.
She was still kneeling obediently on the bed. I took a large handful of Vaseline and began to lubricate her butthole. She looked behind her: “Ah, Vaseline. Good idea,” said Rita, grinning. “Yeah, right?” I smiled back. Her anus was nice and slippery, a little Vaseline on my cock and we were ready to go. Again my bulging hard-on opened Rita’s back door and my pipe invaded her anal canal. And lo and behold: this time only the loud moans could be heard. It was an awesome sight: her small, tight teen ass, beautifully opened. The way her tight asshole fit perfectly around my hard, thick pipe… it couldn’t have looked better in a porno.
I fucked her ass for a good while until I realized I was going to cum soon. I had a special plan for coming. Just before the time came, I pulled my cock out of Rita’s tight asshole and cummed over her bottom. The first shot missed: a powerful jet shot across her back, almost to her shoulder. Targeted too high. I corrected my cock angle and continued jerking off. The second was a hit: a heavy smack of cum hit her asshole. He continued like this until finally the entire, large portion of cum landed on her butthole.
Rita tried to turn around, but I held her in place. I wasn’t finished yet. I dipped my glans into the puddle of cum on Rita’s asshole. I slowly pushed further and, using the cum as lubricant, my tube slipped deep into her ass. “Rita commented on the unexpected anal penetration with a squeal. I fucked her behind a few slow strokes. Then I pulled my cock out briefly. Her anus was open for a moment, then it closed again. Not for long: I pushed my cock deep into Rita’s ass again , and immediately pulled it out again. The sweet bottom was briefly open again and closed. I had fucked most of the sperm into her ass by now, but a few drops were still spread around her butt hole. I wiped it up with my cock, and again I pushed my wet device into Rita’s ass pussy. A perfect end to a hot ass fuck.
“Oh, cool,” said Rita. “Great, baby,” I agreed. I pulled my cock on her butt. I would have liked to put it in her mouth for the final finish. But I still found ass to mouth a bit much. So I moved to her face and just ordered, “Lick my balls.” She obeyed obediently and licked my shaved sack nicely. She held onto my butt cheeks with both hands, which made me very horny. She pampered my balls with a nimble tongue while my cock stretched itself into the air over Rita’s face to its maximum stiffness. I had to jerk off a little, the action made me so horny. Rita noticed, took one hand from my butt and grabbed my cock. I gave her the handjob and she jerked me off while she was still licking my balls. I was getting hornier and hornier. Rita’s tongue slowly moved higher: from my lower sack, to the base of my cock, and finally over my shaft. Then she put her lips over my glans and started to really blow. So ass to mouth, incredibly hot. My cock wasn’t really dirty, but of course there was a little sperm and ass juice on it. She didn’t seem to mind at all, so I decided to go all out: “Can I go in your ass again, baby?” “Of course, with pleasure,” replied Rita.
Rita was still kneeling and I moved to her butt. My once again stiff cock forced its way into her asshole, all the way to the hilt. I fucked Rita’s bottom a few strokes, she moaned excitedly, but now at a “normal” volume. One last time I pushed my member firmly all the way into the sweet teen ass, then it popped out and went in front of her face. Rita politely immediately took it into her mouth and finally blew it clean. “Aaah cool,” she smacked her lips again. “Oh yeah, awesome,” I replied. So we fell asleep immediately, exhausted and satisfied.
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