First time anal with Milla

Pleased with having created your first photo album on Sin City XXX, you get dressed, not putting on any underwear, but just putting on a pair of jeans and a t-shirt. Although you have missed the morning's lessons at college, you're still curious about what the other college students may have learned today. Both Diana and Salli have told you that you don't have to follow college, but you can still do so if you wish to. As you don't have any other plans, and it is now lunch hour, you decide to head over to the college to see what is going on.

But you don't get far, as once you leave your dorm room, you hear a moaning from somewhere. Looking down the dorm corridor, you see one of the dorm doors slightly ajar. As you move towards the door, the moaning gets slightly higher, and you're now sure that it is a female moaning. Remembering the threesome you had with Danni and Zoe yesterday, you wonder if it is them exploring their lesbian their tendencies further.

But as you open the door, eager to catch Danni and Zoe in their lesbian play, you're surprised to see just a single college teen on the dorm bed, and it's not even Danni or Zoe. Then you recognize the 18 year old girl as another one of your college classmates, named Milla. Milla is naked, apart from a pair of high heels on her feet, and a denim skirt that is pulled up around her waist. She is on her knees with her face down on the bed and her ass up on the bed. She doesn't see you as her face is turned away from the door. Then you see that right hand is holding a striped black and white dildo, or maybe it's a buttplug, which she's sliding into her tight asshole, causing her to moan out louder. The moan sounds like a mixture of pleasure and pain, but as you watch she seems to be getting more comfortable with the object in her ass, and her moans clearly turns to pure pleasure. It is a hot sight, and although you're surprised at first, you get over the shock quickly and feel your cock hardening in your jeans.

"Uhm... Milla?" you say, unsure what else to say, but wanting to make her aware that you're there.

"What?... Uhm... Oh, hey John" Milla says, turning her head and looking up at you, with a hint of embarrassment in her eyes. After all you just walked in on her as she inserted a buttplug in her own ass, but then the impression in her face change completely as she seems to get an idea. "Why don't you come over here and help me, John?" she says, with a sultry tone in her voice.

"Help you?" you say, not sure you know exactly what she means, although you have an idea.

"Come on, John... I've heard about what you did with Danni and Zoe yesterday... Everybody in the college has... And I've seen the pics... In our morning Sexual Educational lesson, Danni and Zoe proudly explained how they lost their virginities with you, and they even showed the pics to the whole class... The teacher Diana praised them for the great achievement, and encouraged the rest of the class to follow their example as soon as possible... Then Diana started today's lesson, which was about anal sex... As we broke for lunch hour, I decided to head back to my dorm room and try this buttplug... Diana showed it to us in class, and she left it on her desk when we broke for lunch, so I took it and went back here to try it out... Well, you know the rest, John" Milla says, looking at you with a sultry look.

"Uhm, ok... That's actually kind of hot... But what exactly is it you want me to help you with?... As I missed the class this morning, I don't know how to use a buttplug" you say.

"Not the buttplug, silly..." Milla says with a laugh, as if it's the most natural thing to talk about. "I meant, I want you to help me like you helped Danni and Zoe yesterday... You know, help me with losing my virginity, John!... Please!" she says, almost begging.

"Hmm, let me see that buttplug, you dirty girl" you say, as you walk around the bed and sit down behind Milla to have a look at the sex toy that is still plugged in her sexy ass.

"Oww!... Gentle, please!" Milla says with a painfilled gasp, as you grab the end of the buttplug and try to pull it out. But you quickly realize that it is quite tightly plugged in her ass, and it will need to be worked out slowly and gently, or it will be quite painful for Milla.

You see her cleanly shaved pussy and realize that it is glistening and dripping with her juices. She is clearly soaking wet and horny. You rub your fingertips along the folds of her pussy lips, wetting them with her pussy juices. Then you gently rub her puckered asshole, around the edges of buttplug, trying to lubricate it with her own pussy juices and a bit of your own spit. It seems to work, since as you slowly and gently pull the buttplug again, Milla lets out another small gasps, but then she moans in pleasure as the plug slowly starts to move.

You keep pulling the plug slowly, and as you do so, you notice that Milla's eyes close and her mouth drops open as a moan of pleasure escapes her. She remains like this as you keep pulling the plug slowly and her moans grow louder.

Finally the buttplug pops out of Milla's asshole with an audible pop. Milla lets out a series of small gasps and moans, and you notice that both her asshole and pussy are contracting and extracting. Based on your experience with Danni and Zoe yesterday, you guess that Milla is really close to orgasm.

"Ohh, fuck John, I think I nearly had an orgasm" Milla says, while trying to get her breathing back under control.

"You really like anal, don't you, Milla?" you ask as you look at her still gaping asshole and then you look up at her face.

"Yeah, I think so..." Milla says. "When Diana told us about anal sex today, I noticed that some of the girls in the class looked disgusted or outright terrified at the though of anal sex... But I felt really turned on, and my pussy got so wet it was dripping... And that was when I knew I just had to try the buttplug the moment the class was over" she says.

"Well, I haven't tried anal yet..." you admit, looking at Milla. "But I must admit that you looked incredibly hot when I entered the room and saw you on the bed with the buttplug in your ass... My cock reacted immediately" you say.

"Really?... Your dick reacted when you saw me with the buttplug?" Milla asks, flashing you a horny grin as she look at you and see you nod in confirmation. "I'm flattered... May I see your dick?" she asks, looking into your eyes and then lowering her eyes to the bulge in your pants.

"Sure, why not" you say and unbutton your jeans and let them fall to the ground, making your almost fully hard cock spring out as you're not wearing underwear.

"Wow, it's so big!" Milla says, getting off the bed and gesturing for you to sit in the bed. As you sit down and spread your legs slightly, Milla gets on her knees between your legs to get a closer look. You lay back to rest your upper body down onto the bed to give her even better access to your cock.

"Oh wow, it's still growing" Milla says as she wraps the fingers of her left hand around your shaft and start stroking gently, causing your cock to grow bigger and harder under her touch. Then she leans forward and wraps her lips around your cockhead.

Milla is enthusiastic, but is obviously lacking experience as this is the first time she handles a real cock. You moan in pleasure to let her know that you like what she's doing. She's using both her hands, lips and tongue, but she's very careful and it just doesn't give you the pleasure that it did when your teacher Diana sucked your cock like a pro yesterday. Milla will learn it in time, you think to yourself, so you don't tell her anything, but instead you let out another soft moan to show her that you like the way she sucks your cock.

After a minute or so of sucking your cock, Milla stops and tells you to lay in the middle of the bed. You do as she say, but knowing that she's a virgin you're surprised at what she does next. She must have been studying some videos to see how this is done, because she straddles you with confidence, and soon she sits on your stomach with her back to you in reverse cowgirl style, your cock standing proud in front of her, saluting her exposed virgin pussy.

"Help me with this, John" she say as she puts her hands onto the bed behind her, one on each side of your body, and lifts up her body. Guessing what she wants, you hold your hard member with one hand, and help guide her pussy and your cockhead to meet. Milla lets out a small moan as she feels the tip of your cock rubbing against her pussy lips. She's soaking wet, so despite the tightness of her virgin pussy, her pussy lips parts for your cockhead as she slowly lower herself, impaling herself on your cock with a deep moan of pleasure. You hold your hands on her ass to make the first penetration easier for her, and you both moan in pleasure as her incredibly tight pussy grips your cock like a vise.

"Congratulations, Milla... You're no longer a virgin... Oh fuck, you're tight, it feels amazing!" you say with a groan of pleasure, caused by her tightness gripping your shaft hard. You think of the AI cheerleader Salli, and her claim that she has given you the gift of improved sexual stamina. It may have been true, you think to yourself, as otherwise you would probably already have blown your load in Milla's tight pussy by now.

"Thanks, John... It feels amazing... But now I would like us to change position" Milla says. She tries to get off your cock, but struggles as her pussy grips your cock so tight. You manage to help her off you, and she rolls off, onto the bed beside you, and then she tells you to get up.

As you stand up next to the bed, Milla gets on her knees with her ass up and face down, like she was when you first entered the room. She places both her hands on her ass cheeks and spread them wide. Her pussy is still slightly open from the absence of your cock that was there moments ago. But her asshole is gaping even more, still affected from the effect of the buttplug.

"Fuck my ass, John!" Milla says, and you notice her eyes closing as if she's bracing herself for your big cock entering her ass.

"As you wish" you say. This has made you really horny, and Milla's talk about how the thought of anal sex turns her on, has turned you on even more as well.

Without hesitation you get yourself in position behind Milla. You line up your cock with her gaping asshole and then ram your cock about half way in, in one go. Milla screams out in a mix of pleasure and pain from the sensation of your big cock, which is a good deal bigger than the buttplug, invading her ass. You start thrusting, fucking her tight ass, which is even tighter than her virgin pussy, groaning loudly in pleasure as you do so.

"Oh fuck, John... I'm going to... CUMMMHHHAAAAhhhhhh!" Milla shouts, and then screams out her orgasm as she cums hard after a short time of your cock pounding her ass.

"ME TOO!" you shout, and then you let out a roar of pleasure as you let go and blow a massive load of cum deep inside Milla's ass.

"Oh fuck, Milla... That was amazing... I had never thought I would fuck a girl's ass and enjoy it so immensely" you say, as you pull your cock out of her ass and see a small drop of cum slip out of her asshole.

"Mmm..." Milla groans, her eyes still closed as she tries to regain her composure after her massive orgasm. "And I had never thought that the guy who would take my vaginal virginity, would also take my anal virginity at the same time... And that I would have my first ever real orgasm while being fucked in the ass... I think it's certain to say that I'm just a horny anal bitch" Milla says with a laugh.

Then she spread her ass cheeks with her hands again, and you see a huge amount of cum flowing out of her ass and down to her pussy.

"You're not a bitch, Milla... But an amazing young woman... There's no shame in being into anal sex, and I can say now that I quite like it as well!" you say. "By the way, do you mind if I create an album with pictures of our afternoon encounter on Sin City XXX?" you ask.

"Of course not, John... I'm sure it will increase my own popularity quite a bit" Milla responds with real pride in her voice.