Pretty Friendship

Story by JhJ on SoFurry

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Hello and welcome to my newest story. I know this one is a bit different from what i normally write. Also i don't think its one of my best stories, but hell it sure was fun to write. So go ahead and enjoy.

WARNING story contains: m/m, Teenagers, Crossdressing, Fox, Tiger,

The Thumbnail is made out of this picture http://www.sofurry.com/view/322982 and used with permission. Check out Kemonokun's gallery, he really is one awesome artist.

Pretty Friendship - Secrets

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„Well I see you tomorrow in school then man." The tiger said while waving to his friend who just left his house. Terry, a fox and the feline's best friend stayed over the weekend and one thing was for sure, that the weekend passed by way to fast for them. The tiger watched his friend moving down the street to the bus station but then went back inside and closed the door.

"So... what to do with the rest of that evening now." The feline thought to himself as he moved upstairs to his room. But then suddenly he could hear the voice of his brother calling him. "Hey Gregor, your fox friend left that USB drive in the living room, please tell him that he should secure his pervy porn with a password when he plans to let it lay around like that...." And with that the smaller tiger just handed over the drive and went to his own room.

"Uhm... pervy porn?" He thought not sure what his brother meant. Actually he wanted to yell at him. He always looks at stuff that does not belong to him, but now the tiger got curious. He just had to look what stuff was saved on that drive. Quickly he moved into his room to turn on the pc and pluged in the drive.

Gregor opened the drive on his pc and saw 2 strange sounding folders. One was called "Hot Ones" and the other "Crossdressing"

He decided to open the "Hot Ones" Folder first and the content of the folder surprised the tiger a lot. It was full with pictures of males pleasuring other males, even some orgy pictures and much more gay stuff. Gregor already could imagine what he will find in the "Crossdressing" folder but he looked anyways. It was no surprise that he found pictures of males posing in women outfits. Some just in girly underwear like thongs and panties some are in dresses and skirts as well. Most of the males looked rather feminine with long legs and wide hips, exactly the figure his foxy friend had.

"Dang what a fag..." He thought to himself and laughed some as he turned off his pc and started to get ready for bed.


In the meantime Terry arrived at home as well. He quickly gave his parents a wave to greet them and walked up to his own room so he could unpack his backpack. Of course it did not need long for the red vulpine to realize that his USB drive is missing. "Fuck... where did I put that thing..." He thought to himself, but he still could not find the drive and so the only thing he could hope for was that he had not left the stick at his friends place. One thing was for sure... the fox is going to have a rather bad sleep this night.


Next morning Terry woke up in the very moment the first sun rays started to tickle his nose. Slowly he shifted around, until he finally managed to sit up on the edge of his bed. "Oh man... I really hope I did not forget the drive at Gregor's place..." Was the first thought that ran through the vulpine's head. After that he stood up and looked at his ruffy fur in his full body mirror. "Ok, lets get pretty" And with that sentence in mind he walked off to take a shower.

One hour later Terry was ready to go. He was wearing his normal blue Jeans and a black shirt because it was rather warm and therefore he did not really need any more clothing. The bus ride to the school was not a very pleasant one for the foxy, the whole drive long he had to think how the tiger would react when he found out about his little secret. Would he be ok with it, or would he tell everybody about it and making fun of him?

The one thing was for sure, that Gregor used to be a real macho. He loves to talk about girls, cars and other typical manly stereotypes. Also more than once the feline talked how awesome the sex was with the last girl he met in a club. So it was very unlikely that the tiger would be ok with the fact that his best friend is gay. Terry finally arrived at the school and slowly he moved up the hallway to his classroom. As he enters the room he already saw Gregor sitting on his place. Terry and the feline were always first in class so this scenario was not new. "Uhm... hey there" The fox said with some nervousness in his voice. Gregor just smiled and gave a wave. "How is it going lil one?" the fox was reliefed as everything seemed normal. "Oh not too bad... I am just a bit tired. I didn't have the best sleep last night." The vulpine then explained to his friend. "Oh sorry to hear that man; I hope you are not too tired because I actually wanted to ask you if you want to come over again after school today. I got this totally nice game and wanted to test it out with you. Also my parents are going out with my brother today so we have the whole house for us for at least 7 hours. What do you say?" The tiger then asked, almost sounding excited. "Sounds good to me, I really can use some gaming and fun. " Terry answered. Shortly after the bell was signaling the start of classes.


The classes went by fast and luckily for the two friends the tiger didn't live far away from the school. After getting out of their shoes, both, the tiger and the fox, moved to the living room. "Oh man what a day." Terry said and flopped down on the couch. In this very moment Gregor reached into the pocket of his Jeans and pulled out the USB drive. "Oh by the way I think you forgot this at our place" The tiger then said and handed it over.

"Oh... uhm yeah thanks..." The vulpine then answered and quickly stuck the drive into his own pocket.

"So you enjoy taking it up under your tail?" The feline then said rather bluntly as he stood right in front of his friend. As the vulpine heard those words his blood froze. He instantly realized that his friend looked at the drive and at this very moment he did not know how to react or what to say.

The tiger noticed how shocked his friend looked and had to laugh some. "Hey man I don't have a problem with that... don't act like your world just broke to peaces." Gregor said sitting down on the side of his friend.

Terry just blinked some as he listened to those words. "Uhm... so you mean... you don't... you don't think I am weird?" The fox then carefully asked

"Oh of course I do, but I just don't care. No matter how weird you are I always be there for you. I thought you already understood that silly foxy. I mean come on. You are nerdiest nerd i know. Ya know how people ask me how I can be befriended with a weirdo like you. And you know I never cared about that shit. So of course that will not change." Was the reply of the tiger.

Terry visibly was calming down now. For him this was a great relieve but the still was not sure what to say. But before he even could start a sentence the feline started to speak again. "So... did you already...? Ya know fuck someone or stuff like that" Gregor had to chuckle a bit as he asked that question.

A hard blush was to see in the inside of the fox's ears. "Well... no I don't have much experience besides the porn I have... also I guess I am more on the submissive side..." He then admitted.

"Oh really? Hmm oh well I am sure the chance will come for you foxy. But how about we just game some?" Gregor then suggested and got a nod from the fox. The rest of the day was great fun for the two friends and Terry just couldn't believe how lucky he was to have such a friend.

The rest of the week was rather eventless and normal for both, the fox and the tiger until Terry received a call on Friday evening. It was his feline friend. "Hey Hey foxy, I am home alone again and pretty much bored. You want to come over?" Terry himself was bored as well so he didn't have to think long about the offer. "Sure man I ll be there in an hour.

One hour later the fox arrived at the rather large house of his friend. "So what you wanna do today? Play around some more?" Terry then asked, but the tiger just smiled and gave to foxy a wave signaling him to follow.

The fox had to blink some but just followed his friend upstairs to his room. "Well, I thought I maybe should help you a bit foxy." He then said. "Help me? With what do you want to help me?" The slightly confused fox then asked as he walked into the room.

"Well... I was thinking a bit. I saw those crossdressing pcis on your drive and you told me you are more on the submissive side right? So I went out to shop some stuff for you." And with that the tiger handed over bag. Curiously the fox opened it and in the very moment he could saw the content his eyes grew wide. Slowly he reached into the bag picking out the purple thong and a short black skirt. "Man you.... You bought that for me?" The vulpine then asked as he took out a very beautiful looking black top out of the bag

"Yeah I kinda though you might like it." The feline then said with his usual charming smile on his face. "But of course now where I bought it I want to see how you look in it." He then added his smile turning into a more sheepish one.

"You want what....? You want to see me wearing it... I mean like now???" The surprised fox said to his friend only to receive another smile combined with a nod. "Uhm ok...But I ll use the bathroom to change." Terry answered and slowly left the room to walk over to the bathroom. He could not believe that he is going to wear something like that right infront of his friend. But then again so far he never had a chance to wear something like this before. Actually that was one of the nicest things someone ever had done for the foxy. Terry closed the door behind him and started to strip off his shirt first. After the shirt was gone he unbuckled his Jeans to let them fall down to the floor and did the same thing with his boxers. Still nervous as hell he grabbed into the bag to bring out the purple thong. Slowly he drew the snuck fabric up packing up his sheath making a nice bulge at the front. Luckily there was a full body mirror in the bathroom so the fox was able to look at himself. The thong was showing off his nearly perfect curves and the purple color was very fitting as well. After looking at himself in that mirror the fox grabbed the very tight top. The top was a very tight fit as well and helped showing of his slim form. Now only the skirt was missing so the fox did not wait for long to put it on. Terry just couldn't believe how nicely fitting the clothes were and how good they toned his body. But now he had to collect all his courage to get out of this room like that. He opened the door only to move down the hallway back to the room of the feline. With a lot of nervousness he opened the door and stepped in only to see Gregor looking at him with wide eyes. "Damn... this really looks nice on you. I knew it would..." He said coming closer to his friend to get a better look. "Hmm the skirt is a bit short huh...? Makes you a look a bit slutty." The feline then said and could not resist to place a gentle slap on the fine rump of the fox. "H...Hey..." The fox said as he meeped a bit in surprise but couldn't hold back a murr. "So, now the second part of my helping comes." The tiger said with a very wide grin and moved over to his counter only to bring out a bottle of lube. Terry of course was confused and had no Idea what the feline was talking about but as he saw the lube he got a slight idea. "Uhm wait... what do you want with that... I... am..." But Gregor didn't wait for the fox to finish the sentence. He just moved behind the vulpine and pushed him towards the bed. "Well if you ask me then you need to get laid seriously. And I will not just watch my best friend being a virgin like that." The feline said and laughed loudly as he pushed the fox on the bed so he was laying on his belly. "Wait... I don't know what...to do." The fox then said. "Oh don't worry. I am an asstype when it comes to the ladies so I know what I do foxy." The next thing terry was able to feel is how the tiger just yanked up his tail to get a nice and clear view on that nearly completely exposed rump. Only the thin silk of the thong hiding the tight pucker. Without wasting any time the feline just grabbed the bottle of lube and started to spread it over his hand only to move it down on the pert rump. "Hmm not bad foxy..." The tiger said in a very teasing voice. Terry himself was not able to speak anymore. He never thought something like that would happen. Such things normally only happen in silly porn stories he read on forums and other sites. But this was real. He really is going to have his first time dressed up in a crossdressing outfit, with his best friend pleasuring him. The hands of the feline kept rubbing over the rump until one of his digit moved up into the crack of the vulpine's rump. Slowly he shoved the thong to the side only to give the star under his tail a nice rub. A loud moan was to hear from terry as he felt that digit rubbing over his tailstar but he could feel how the pressure was rising and then the tip of the digit just pushed in stretching the hole just a bit. After that the feline added some more lube and this time he pushed in two fingers at once drawing out another loud moan from the foxy. "Oh god...." He said in between the moans as his hole got stretched further and further. After a while the feline suddenly stopped and the only thing the fox was able to hear was the sound of a belt that got unbuckled. The fox's blood froze again. "Is he really... going to do it?" He thought to himself. He have to wait long for the answer as he suddenly was able to feel the tip of the feline cock wedging into his crack and soon was pocking at his hole. Terry could not hold back anymore. His own cock was grown fully hard too and so he just could not resist to push himself back against the other males cock and so the tip entered easily. "Uhm that is the spirit..." And with that the feline gave a push entering his friend more. After giving Terry some time to adjust he pushed in another time fully entering now. The cock of the fox was fully tending the thong and a wet spot was to see. Gregor had to moan as well as he slowly withdrew his shaft only to slam it back. The anal walls of the fox started to clench around his cock instantly and that made the tiger increase his spead into a steady humping. It didn't take long and the room was filled with the scent of sex and loud moans of the 2 friends. Finally the tiger moved his hand to the bulge of the fox thong to free the vulpine shaft. Instantly a few spurts of pre went right on the bedsheet as the tiger started to rub and massage the shaft. "Oh god... I am ... I think I am going to come..." The fox then said and at this very moment he pressed himself back against Gregor getting the cock deep inside of him as he suddenly came spurt after spurt right into the hand of his friend. The tiger could feel how the anal walls of the vulpine started to contract over his cock milking it free of every drop of pre, but then he himself was not able to hold back anymore. With a loud roar he came right into the hole of his foxy friend. Both of them had to collapse on the bed panting hard. The fox was staring at the ceiling now. "Damn... that was good..." The vulpine then said in his afterglow and still with a murr in his voice. "Uhmr... you can say that loud... and you are the 5th cherry I popped." The Tiger then said and had to laugh loudly as he turned over to cuddle up against his foxy friend....


END


Well I do hope you enjoyed the story. I'll most likely will write more about the two friends, so stay tuned!!! Also as always i am glad about comments and favs. So if you like what you read don't be shy.

cheers

Jack