Full ride with my best friend (closed for BBW)

[bbw_writer]

"Star Trek! Yes! I should have guessed..." I laugh--sitting down on the bed... "Come on 'Bond, James Bond'" I say with my best Sean Connery impression.

I'm a little sad to be sitting here, not having said what I wanted to say... being too chicken shit to call out the situation, but also too desperately scared of losing my closest friend. The shots of Bacardi that I have done are starting to make me feel rather mellow. I slide onto the bed.. angling so that I can see the screen leaving a space where you sit next to me. I lay my head on your shoulder and snuggle closer to you, and hand you the cup with ice.

After you pour the drink... I take a sip and hand it back to you. Nothing new there really...

As the opening music plays... I look over at you. My handsome friend with the unparalleled knowledge of my body. And while I'm tipsy... I'm not so far gone that I am not in my right mind. When a thought pops into my head. Why can't Jon be the one to take my virginity? I know what this is... and I know that you would be the perfect one to do it. Surely we can still be friends after that right?

I move my head slightly on your shoulder and lick the rim of your ear... playfully nibble and then I pull myself closer to you.

maybe...hmm

 

[JonathanBair]

I smile as your so excited on watching Star Trek, and with my 5 dvd player that is a good chunk of first season. I am very glad to hear you laugh as you sit down on the bed. I start to crack up as call me James Bond as we joke around being are goof ball self's.

I say "I got all 3 season but only got season 1 loaded in the tray."

I only smile as you take a sip of my drink to sample mine.

I am enjoying your head on my shoulder like it has been so many times, but this time I feel a lick of my ear.... Then a playful nibble as you pull your self closer... I do not know what to do and what is going on, but I pat my lap pulling you up to my lap with my hands cupping your ass. One had on each cheek.

 

[bbw_writer]

I find myself self straddling you--my ass in your palms and I moan. My mouth going to nibble on your neck. I am feeling relaxed and fairly horny as I register Spock's voice from behind me and dismiss it as not important. This is what's important... feeling good with my best friend.

My hands flow over you... strong muscles... I move to the other side of your neck and nibble there too. We've explored each other many times in order to find release but, this time I'm going to really savor you. I think I may want us to actually...

But, how do I ask you if that's what you want to... is it fair of me to be working on getting you really worked up and then ask the question? Probably not right--I probably should ask now--before we get too far... but, ohhhh...

I run my fingers through your hair as a ripple of pleasure rolls down my spine from how turned on I am... just a tiny jolt.

"I..." I pant into your ear, "I need to ask you something..."

I started this and now I am going to have to say it. Seriously I get myself into the worst situations... and so, I pull you close...and hug you. Just holding you in my arms for a minute. Remembering all that we've talked about... about your whispered secret to me--and I just ask softly into you ear,

"Do you still want Taya to be the one who takes your virginity?"

 

[JonathanBair]

I think to my self "Fuck I want her" as it feels like she is starting to make out with me. I am a bit puzzled with this as she knows she can have my mouth or cock to masturbate with any time she wants or needs it. I do enjoy the extra attention for what ever reason your so horny.

Hearing the question "Do you still want Taya to be the one who takes your virginity?" makes me think for a second. I know yes I got a crush on her, but I never really talk to her or anything. I am a admirer from a far kinda person, but with Shannon what don't we do together. I say "My cock is yours how ever you want it." I hope that gives her the room for taking it as she wants to, as I know she loves to suck my cock. Tho part of me wants Shannon to be my first and last. I know we had talked about not wanting to have sex till we are out of school, but come on I know I will not and can not turn her down for the life of me. I do not give her time to ask or say anything. After I tell Shannon my cock is hers, I start to kiss her jaw working my way to her lips. If she lets me I plan to french her! I wonder if she will let me.

 

[bbw_writer]

I feel your lips on my neck--and coming toward my mouth. We have never kissed before. We never talked about it but, I think we both realized that if we had it would have been a bridge too far. We couldn't come back from that as friends.

But you just said your cock was mine however I wanted it. However I wanted it... and god I want it inside me. I have for a long time... and I am tipsy and maybe tonight is just the time to ... fuck it!

Your lips are close to mine and I close the gap and kiss you deeply. My first real kiss if you don't count Danny from the playground in 3rd grade and who would. Definitely the first kiss that matters...and it feels amazing. Your lips are firm and strong and you taste of orange and you... my favorite flavor.

I nudge your lips apart with my tongue seeking to taste more of you. Explore a part of you that I haven't and may not get a chance to again.

"Oh Jon..." I pant between kisses. And I continue to nibble on your lips entwined in your arms.

This alone has been such a monumental step forward... right?

I didn't realize how much kissing would help me with turning me on... and it is a real turn on. The suction and togetherness. The way we are rubbing against each other... could anything feel better than this?

"Please--time to take off my pajamas that you're wearing and leave them for me on the floor. I hope you really sweated today to get your scent back in there."

 

[JonathanBair]

I am glad to see she didn't pull away, but seamed to helped me get to kiss her and worked it into a french kiss! I am very pleased she pants "Oh Jon"... I do not know how far she wants to go but she can lead me to as far as she wants.

The request of "Please--time to take off my pajamas that you're wearing and leave them for me on the floor. I hope you really sweated today to get your scent back in there." Kinda is throwing me for a loop, but not enough to stop me from giving my self to her as much as she wants. I say "Not sure if I worked up a good sweat, tho I will be hitting the gym tomorrow, so you can have that set of shorts and t-shirt."

In my head I know this request really would not be that shocking as she loves to take my shirts and shorts. I noticed she likes to sleep in the thin strap shirts that I like the look of for a woman to sleep in. So ya we got a history of doing things like that for each-other.

 

[bbw_writer]

"I just want to feel your skin against my skin while we kiss..." I say as I pull my top over my head... and unhook my bra. I lean over and grab the Bacardi bottle from where I left it on the floor taking another swig... and watching you.

"Definitely if you are hitting the gym tomorrow--I want the clothes you do that in." I say... impatient for you to get started I pull your shirt over your head. It's awkward as it gets stuck and little and we laugh--and I let you take over--as I shimmy out of my shorts. I am left in my bra and panties.

I watch as you slide your shorts down--and crawl back onto the bed... and I slide back in your lap--running my fingers through your hair as I press myself against you.

"You know--that was my first real kiss." I say, knowing that surely you do know. "I think I need some more practice"

And I lean forward... inches from your face, "Unless you think this will ruin us, because it feels so damn good"

 

[JonathanBair]

As we kiss I moan in agreement as I hear you say "I just want to feel your skin against my skin while we kiss..." The look in your face, I can see the hunger you have. I know it all to well as it leads us to joint masturbation, but this time I am unaware you want more!

When you tell me about wanting my gym clothing I smile and say "Your new pj's huh, well then end of the day I want your panties tomorrow when you run with the girls. Make sure you get them smelling like you when it is time to slip a new pair on. I hope they get a bit wet from you knowing they will be stuffed into my face if I gotta masturbate with you. Maybe take them off and put them in a zip lock bag to keep the freshly worn smell locked in till I need them."

normally I would be worried about making a request so odd like that, but with the past 4 years of my face being pressed to your ass while I am in the mascot with you, then all the times I lift you up slipping your pussy over my face for each rearing you want to do with that little quick ass flexing on my face to silently tell me to lift you, and also the joint masturbation we did to make are self's and the other feel good and burn off some of the sexual drive we been working with as a team. The very close personal pair with in the team. Knowing if it was away games sometimes I have to sit in the locker room in the back half watching you move so freely in the girls locker room, with the rest of the cheerleaders knowing the outfit blocks out the view other then what is right in-front of me where you change. So yes we both got very attached to each others smell with out really understanding why.

I am glad as you slide back into my lap.

I smile and nod as you tell me that I am your first real kiss... And that we need more practice. I say "I have only ever kissed you. I would love to practice as often as you want doing anything."

In a pleading voice I say "Please help me make you feel good."

 

[bbw_writer]

"You always make me feel good." I say and bring my mouth back to yours. I pull myself into your chest so that we can really feel each other and it's like heaven. A significant step out journey I think. But, I do my best not to think about it now… easier to do with the buzz from all the shots I've taken in the last hour.

I don't know if everyone's first makeout session is like this. I am trying desperately not to lose contract of our lips. To negotiate breathing with wanting to be closer. And I find myself instinctively grinding slightly on your lap.

I am always turned on when we play but this has really gotten me worked up. My tongue in your mouth--then yours in mine. Oh what that tongue has done to me and now it is showing me how talented it is in my mouth.

I'm moaning and squirming… loving this new closeness. Are we onto another episode of Star Trek now? Who cares?

"Fuck" I mumble into your mouth. I run my hands through your hair keeping our lips attached.

"I need you to touch me…" I say--reaching down and dragging your hand to my breast. "Please… " I whimper before kissing you again.

 

[JonathanBair]

I am shocked but loving the change in how eager you are today. I can tell this is something more then just needing to get off. I know you are after something, but no clue what it could be. I am enjoying this game as I fallow your lead, as you should know I would do anything for you.

You hear me moan in a pleased tone when I hear I always make you feel so good. I know I love you as like a sister. Someone I can not think living with out, as the past 3 months away from you seamed to take forever and I felt like part of me was missing. I know you are a key part of every day. Now I do not need to get out of bed to see you, as we will be sleeping together hopefully for the next 3 years. In the back of my mind I wonder when your brothers move out, can we make some side cash in a few years renting there rooms out. After all we will be all set sleeping in the loft together, and hopefully still in the same bed. I try not to think about few years from now as I want to enjoy what ever this is. Oh boy am I ever enjoying this new path we are exploring. I know I am going to get you to drink more often if this is how you will react. After all if you get like this at a party I know I can take you home if we cant go upstairs or find a bedroom to claim for the night.

Oh god your moaning and squirming in my lap is so fucking sexy!

Then you tell me you want to be touched and I am quick to play with your breasts as I explore while playing with them. My hands softly squeezing your breasts in my firm grip. You know from when I hold your hips lifting you to sit on my face in public I am going gentle on your tits, but just firm enough to get a good steady grip on your tits. I moan "I am yours" Oh how that is so true. You know you can have me any time, place or way you want me. Even if you get to enjoy teasing me having me sit still as your strip nude or put lotion and get dressed right in front of my face.

I do have enough presence to stop the dvd and close the laptop that is sitting on the bed next to the 5 disk player. But soon as it is safe my hand is back on your tits.

 

[bbw_writer]

After you close the player, and your hands are back where they belong on my chest... I lick and nip at your lips as I try to maneuver us into laying down.

I feel bolder than I have in the past. Maybe it's the months that we were a part or maybe it's the alcohol--but, i feel words tumbling from my mouth without thinking through the consequences, "Oh... you are mine!?" I tease into your mouth as I nip, " If you are mine--then what am I supposed to do with you?" (Nip) "If you were mine I wouldn't have had to hear about the virtues of so many random cheerleaders over the years." (Nip)" If you were truly mine, I wouldn't have to be trying to find some dude willing to take my virginity at college! "

I am teasing but also my frustration is clearly showing. I am a piss-poor liar in the best of circumstances and tipsy with my best friend I am not really hiding it.

My hand goes down to stroke you through your shorts. A familiar and heady feeling when I realize how hard you already are for me. For me--right?

"I am not sure why you'd be saving yourself for someone random... I really don't"

 

[JonathanBair]

I ask out right in that tone that I always use when I am daring you to do something. "Would you like to be riding my cock right now? Or would you want some random guy to take your virginity?"

 

[bbw_writer]

My eyes jolt from my hand on your shorts and up to your face. My grip firming on your cock..
I narrow my eyes on you, "Are you... please tell me that you are not... daring me to ride your cock! Please... please do not tell me that you think" I continue stroking... as I emphasize my words.

"That daring my would be an appropriate way to discuss us losing our virginities together... in a room with no door when my brothers, who okay are not in the house right now... and in this bed when we are going to keep sharing so I guess that makes sense... and where..."

I don't know what my next point was going to be--and It really doesn't matter does it?! I definitely want this... everything in me has wanted this and definitely wants it now. I really don't know what this means for us. But I am cockdrunk at the feeling in my hand and I think it may feel just as good inside.

"I accept your dare..." I say yanking at your shorts,

 

[JonathanBair]

I nod with that smirk I always wear when daring you, as you say "Are you... please tell me that you are not... daring me to ride your cock! Please... please do not tell me that you think"

I wear a big smile as I hear the words "I accept your dare..." As you yank my shorts off I say "Ya that's it, mount up and ride it!"

Part of me is shocked and the other part does not believe she is going to do it... Tho I can see shes horny so I know there is no stopping her if she has her mind set to do it. I hope my feed back is just extra motivation for her to do it!

 

[bbw_writer]

I stare at your cock for sometime. I've seen it before--it is an intimate friend with my mouth. But suddenly the thought of it being inside of me is a little worrisome. I've heard from some of the cheerleaders that it is incredibly uncomfortable.

But, what I haven't ever heard one of them say was how very turned on they were. I am so so turned on right now that I know its going to hurt but, I almost don't care.

I shimmy my shorts and panties down and toss them to the floor--checking your face for any hesitance. I'm completely shook. And I do, what I do best... I ramble.

"You know now--that forever our story about how we lost our virginities will be summed up in two words, "A Dare" right? Every time someone asks you to talk about how you lost your virginity you won't have a really cool story or anything... it's just be "a dare". Which I guess it could be worse... at least it's not some drunken hook up that you won't remember right?"

I look down at you again... "I really do want to do this... dare or not."

 

[JonathanBair]

Being a typical bone head guy I can not help but to chuckle as you ramble about how we lost are virginity to a dare. I smile and nod in agreement to "at least it's not some drunken hook up that you won't remember right?"

As you look down at you. You can see I am happy and give the content nod when I am in full support of one of your ideas. I am at peace and happy as you look down at me... Then I hear you say "I really do want to do this... dare or not." I only say "If a dare is what it takes to have you ride me then I am all for it. You know I always have and will be here. I always make sure you cum. Be it a quickie with my fingers in a bathroom, or a enjoyable ride as I eat your cunt out! I am excited for this next step. Go slow at first and slowly slide down my shaft then once it feels good ride like you want. We can take are time so no need to rush the ride."

 

[bbw_writer]

I look up at you... and see that you mean what you say. You are here for my pleasure and that you are into this as much as I am. I should feel nervous. I should feel embarrassed about how very turned on I am. I should be hyper aware about how I am basically throwing myself at you on a dare... but I don't.

All I feel is ready.

I swing my leg over yours...as you lay on your back. I rest myself on your thighs--and run my hand down. Stroking my soaking clit... I'm not quite sure how I am going to do this. I am definitely ready to do this but, where do I place my hands. How do I make sure that your cock is sliding to the right place?

I decide that I need to center myself a little first. I grip your cock and rock it against my clit. Oh yes... this is it. This will get me good and centered and ready to take this next step. I run your cock up and down my seam--getting you nice and wet--and feeling you.

"Hmmmm... it feels so good... you feel so good with me." I moan... completely focused at the task at hand.

And then a thought pops in my head... shit... shit, shit, shit, shit, shit!!!!
"We don't have a condom!!! Don't you need a condom!?!?! I mean I'm on birth control but... don't we need..."

 

[JonathanBair]

I try to act like I know what I am doing. I nod with a confidant face tho the only way that is true is I know I want this to happen. Then I feel you swing your leg over my hips as I smile up at you. I do not know how many times before you have had my cock in your hands from giving me a quickie hand job to oral sex, but somehow this feels better. I think to my self "must be we are going all the way, no holding back" on the why.

As you rock my cock on your clit I say in a moan "Ya that's it play with it. Enjoy your self."

The big smile I am sure is on my face as you say "Hmmmm... it feels so good... you feel so good with me.".. I know the from the look you are focused on what you are doing.

When you start to panic about the lack of a condom I say "Don't worry about it. Are parents will be happy that we finally got together if you get pregnant. We know are parents treat us like there own kids, so they will be happy it is with someone they trust. Please just enjoy how this feels and only think how good it feels."

 

[bbw_writer]

As you tell me not to worry about a condom--and I try not to laugh. Our parents would be happy with a baby?!? What is this conversation--are we seriously having a conversations about babies?!

But I look at you... and the look on your face melts away my apprehension.

I put my forehead against yours... a small chuckle escapes. "Let's try not to get pregnant... but, I want to feel you inside me."

I pull my head away... and take a deep breath. "Help guide me... okay?" I move up strumming my clit a little... I take some of my juices and run it over your cock. You have me point your cock where it feels like it needs to go. We don't speak about any of this... it just comes naturally. We've been doing this dance together for so long that this is just a new step. There is not awkwardness or confusion just both of us wanting. Both of needing this...

And I sink slowly down on to you. I am going slow--thankful for the muscle control that I have built with all of the cheer practicing. And as you enter me--I am so wet that you slide in easily but it's still not exactly comfortable. It feels good and bad at the same time. I keep sliding down... and feel the width of you stretching me.

My legs are trembling with the effort to keep this slow... I'm taking deep breaths and close my eyes trying to focus. This feels so different to your fingers inside me. Your two fingers that we were pretty sure broke my hymen--but now I'm beginning to wonder.

And, as I slide the last little bit until I am completely seated on you--I feel that final stretch...and a slight pinch feeling. I'm seated with you deep inside me. And I feel full... in a way that I have never felt before... and as my body adjusts it begins to feel good... and I moan.

 

[JonathanBair]

I can see you are trying to hold back the laugh as you hear me say are parents would be happy about it. He is sure she knows some part of her that her family would love it if they got together, as she should know his parents would be fully onboard with it. Tho they both know they do not want to rush off to have a baby, but this one time with out a condom can not really hurt. After all she is on birth control and that is 99% effective so the one time being unwrapped is a small risk.

I enjoy the closeness as we have are foreheads pressed into each others. After he hears her say "Let's try not to get pregnant... but, I want to feel you inside me." he gently nods his head in agreement.

When I hears her say "Help guide me... okay?" I nod and say "Of course." After all they are they are teammates and a cheer leading pair. They trust each-other with there body's as there is that deep trust that he will always be there to lift and hold her as long as she wants or needs it. The safety of knowing he will always be there to catch her. The long history of his arms being her safety blanket. I watch as you move sitting up more over my hips I hold my cock at the angle you want it. I can feel your pussy juices cover my cock head. We can count on us working as a pair to make this the best it can be as you slowly lower your pussy lips over my fat cock head and slowly inching down my shaft. Part of me is glad I am your first as I know I am thicker then most guys but bit shorter then most guys. With us being are first we also got the deep bond knowing we will always be here for each other, with no fear of being ghosted. A part of me is shocked how tight your pussy is as it hugs my cock as you slowly sink down more. Sure I know you are tight from having my fingers in you, but never felt anything like this as you grip my cock with your pussy muscles. I can almost feel you stretching to take my width as I open you up more then anything we did before. I keep my eyes on your face watching you, keeping the eye contact knowing we are in this as a pair. Even if you have your eyes closed that I will be keeping my eyes looking at your closed eye lids.

I keep my hand on my shaft till your hips start to lightly touch my hand where I flatten it to keep a hold on the shaft till I can feel your hips getting close where I finally remove my hand from my shaft. I start to play with one of your breasts while my other hand rubs and squeezing your ass cheeks. Even as your hips press fully into my hips as you are now seated with my cock fully inside you. As you sit there I know you are staying still letting your body adjust to me filling your cunt. As you moan I get a big smile on my face knowing you are enjoying this from the sounds of it.

 

[bbw_writer]

Your hands on my breasts--my ass being squeezed--the feeling of fullness. I sit with you completely inside of me--feeling the uncomfortable ache and then just beyond that the pleasure... it feels just slightly out of reach as my body adjusts to yours. And I breathe deep... and I shift up and down just a little.

A little more pain but also something new... I've never really felt this before. Your fingers felt good in my but this... it's like unlocking a piece of myself that I didn't know that I had. A piece that was both yearns for your cock to be deep in me--as well as the feeling of friction as your shaft rubs against my places.

And I start to rock my hips... moving you in and out of me very controlled at first.

"Fuckin' hell that feels amazing" I moan as the pain and discomfort has subsided and replaced it with just this rhythm of you and me--joining and unjoining. Of learning how we can be a more complete partnership. I am focusing on chasing this amazing feeling while also sharing with you an amazing feeling. There is something so much more intimate about this...

I try to open my eyes--because I want to be able to see your face with you inside of me. I have to actively force my eyes open. And what I see there floors me... you look equally lost in bliss.

"How..." I pant... sliding up and back down " does it feel..." up and back down.. "for you?"

 

[JonathanBair]

From all the time we spent with each other. I know the fastest way to turn you on and I take advantage of that to make you feel good. I can feel your cunt trying to adjust to my thick cock filling your cunt, letting it adjust to my cocks size till it feels good for you.

Then I feel your hips start to rock, as you really start to enjoy your self. I realize I never seen anything so sexy as you have your eyes closed and enjoy the ride. Feeling your cunt gripping my cock in you as you tell me it feels amazing.

When you ask how it feels I say. "Amazing and sexy as hell, just focus on enjoying the ride." The look on my face is clear that I am enjoying this. Enjoying your ass and tit in my hand as your cunt slides on my shaft. Then I say in a full of clear motivation "Ride me!" It is clear I am enjoying this as much as I want you to enjoy this.