Toby's Journal

by 138b

17 Dec 2023 785 readers Score 9.5 (24 votes) PDF Mobi ePub Txt


Once we arrived there Jake and I went up the steps to Annette’s house.  Jake checked his pockets and then his wallet  and said “shit. I didn’t bring protection, did you Toby?”

I was coy with Jake and “not sure if I did, the Church doesn’t like men to use those things and all.”
Jake just said “ohh shit, then I hope that Monika is not ovulating.”

I pulled out a rubber from my pant pocket and passed it to Jake and said, just messing with you bro.  Courtesy of mom.”

Jake just said, “asshole” and gave me one of his roguish bad boy smiles that I have grown to love about him.

Jake knocked on the door.

Annette immediately answered it and from this point on I just let Jake do all the talking in that he is a bit more of a “ladies man” than I am.

He said, “sorry about your great aunt Annette”, and gave her a sympathetic hug, and then added, “and that were late.  Toby here hurt himself.”

I then showed her the bandage wrapped around my right palm.

Annette said to me in her very heavy New Jersey accent, “oww my God Sean, does it hurt?” as she grabbed my right hand and kissed my injured hand.

Her vigorous grip on my hand made me wince in pain and did more harm than good in that it started to bleed again.

I pulled my hand back and said, “it’s just a flesh wound.  I’ll be okay in a few days.”
Annette then insisted that she redress my wound and let us in the house.

Monika was already in the living room and when she saw Jake she stood and hug and big kiss on his mouth, a big hug and said, “is it true that got suspended and kicked off the lacrosse team.”
Jake said, “it’s true baby, but my dad and his lawyer are fighting it.  They are at an emergency school board meeting right now.  Seems that when almost every player on the men’s lacrosse team quits, the super attendant and the board what to know why.

“But when some homo coach jacks off in my face, I’m sure as hell gonna punch the faggot in the nuts and in the face.”

Monika added, “it must have been a terrible experience.”

Jake said, “you have no idea babe.  I can’t talk about it much but I’m filing criminal charges against the pervo faggot.  Toby drove so is there anything to drink. I sure could use one.”

Monika said, “’joo’. I have a cousin that works at the Finnish embassy so he gave me a bottle of Finnish vodka for my birthday.  I get you a shot, Toby?”

I just stood there silently for a moment and said “sorry can’t. I’m driving. A Coke will be fine.”

Annette then added in “Monika mind refilling my Pinot Grigio while I tend to Sean's wound here.”

And as expected, “Snooki” took me by my injured right hand and into the guest bathroom and I winced in pain as she did so.

Once we got in the bathroom, I looked down at my palm and saw that there was quite a bit of blood on it.  As I tried to remove the gauze bandage wrapped around it Annette came up to me, wrapped her right hand around my neck to pull it down to her face and kissed me on the lips while using her left hand and rubbed it my groin.

 
I swear that she wanted me alone to do something more than just “attend to my wound” in that I could hear my pant fly being unzipped and her hand reaching into it and feeling my private parts through my underwear.

I nervously asked her “what are you doing Annette?”

She said “just this. I hope that you don’t mind it Sean.”

I lied and said “not at all” in that this is the first time a female has touched my man junk as she felt around it my dick was getting hard.

Annette then said to me, “is this your first Sean?” as her hand reached down to my balls as gave them a gentle caressing.

I nervously said, “yes but I go by Toby.”

Annette then said as her hand started to feel my growing cock shaft and said, “Toby is a boy’s name and I hope that you are not a boy, well after tonight I hope” as she then pulls out her hand from my underwent and pants and starts to unbuckle my pants, pulls them quickly down and then feels my now full on boner through my underwear.

I stopped her by saying, “we better get back to the others.  Jake doesn’t take vodka very well and I don’t want him barfing in my new car.  We can do this later tonight.”

Annette just said, “ok, fine. Toby” and quickly left the bathroom.

Once Annette left it was a good thing that I wore cargo pants so I had some spare gauze and ointment in its pockets to put on my injured palm but had to wash off the blood from my hand a bit an look around the medicine cabinet in there for something to sterilize the wound like hydrogen peroxide or something but didn't find any. 

Once I got my hand wrapped up, I went into the living room and saw Jake and Monika on one couch sitting very close to one another and Jake’s hand around her shoulder while Annette was sitting across from them.  

I sat near Annette but not as close as Jake and Monika were.  As I sat down across from them, Annette just looked away from me.

Jake said, “both of you guys were in there long enough so I hope that you all don’t mind that Monika and I started without you” as he took a small sip of the Finnish vodka.  He then added “sure you don’t want a sip, Toby?  It’s really chilled and smooth.”

I said, “no thanks.  I made a promise.  You all enjoy though.”

I sat nervously back, sipping on my Coke, while watching Jake and Monika get all cozy with one another.  I attempted to do the same thing by placing my good left hand on Annette’s left thigh, but she brushed it away, took a sip of her Pinot Grigio, and said “now you want to be all frisky Toby?  You are a bit late for that.  You had your chance earlier and you blew it.”

I just said in a calm but assertive manner and said, “your just disappointed that you didn’t get a chance to blow my cock Annette.  I’m not that kind of man.  I was raised better than that plus the décor in that bathroom is garish.  I’ve seen gas station bathrooms with better.”  

That comment shut her up, for now.

After I said that both Jake and Monika stopped being all lovey-dovey with one another and the saw Jake take another sip of his vodka and say “Toby, be polite to hosts. Please.”

I just said “I am being polite Jake.  I could go into further details, but I have no wish to embarrass our gracious hostess here.  One has to be a gentleman about these certain things, for which I try to be.”

When I said that, I heard Annette say to me, “I’m sorry Sean.  I do come across a bit impulsive at times.  I thought that you were like all the other guys that I have known but I see that you are not, and I like that.  You are a perfect gentleman.”

Jake and Monika just stared at us, and Jake said “wow.  I don’t know and I don’t want to know what happened back in there, but I can attest to anyone that Toby here is a perfect gentleman.  One that both your mom and dad would like from the get-go especially since he is such a clean-cut, well mannered unless provoked, well-bred Irish lad and all, brought up in the old ways, if you catch my drift.”

Annette then asked me bluntly, “Sean are you still a virgin?”

I blushed and picked up Coke can and just took a sip of it.

Monika interjected and said “you are Toby, aren’t you.”

Jake then immediately came to my defense and said, “so what if he is?  If that is an issue with him then that is one with me. Sorry gals but it is because I admire Toby for still having his virginity.  

“I lost mine at fifteen to some girl I knew from my freshman year at my old school, and I can’t even remember her name now.  We did it on some city park bench, so not exactly the most memorable place where the both of us had our cherries popped.  God, I hoped I did it differently now.”

After all of us hearing Jake’s very brief soliloquy about where and how he lost his virginity all of us were silent until Annette said, “it was the back of my older sister’s boyfriend’s dad’s cargo van.  I was fourteen.    He was seventeen. It was back in Jersey.”

Monika then added in “my first time was with a Finnish hockey league player from Espoo, but he went to play in CHL.  We did it in the player’s locker room and it smelled bad in there

I just said in a very dry but sarcastic way “all sounds like memorable place for one to lose their virginity.

Annette slapped me on the thigh and Jake just said “touché bro.  We were just giving you a hard time, that’s all.”

Monika added “I hope that we didn’t offend you?”

I just said, “it’s all good” while thinking to myself how much longer do I have to be here.

Annette then asked me “ok Sean where would you like first time to be?”

I sat there for a moment then asked Jake if I could have a very small sip of his vodka.  Jake just said, “sure bro but you are my DD, so don’t overdo it” as he passed me his drink.

I took a small sip of it and goddamn it was good and smooth.

I then said, “call this campy and romantic but I would like it to be by an isolated white sanded beach, in a cabana, with just some soft 1920s jazz music playing and it is lit only by a hurricane lamp.  She and I kiss at first, slowly and passionately at first.  

“We are both nervous in that this our first time with one another but the more we kiss, the more passionate it becomes.  She then begin to undress me by removing my shirt and runs one hand along my chest and then starts to suck on man nipples.”

Jake says “dude, stop. You’re getting me hard by telling us”, as he took another sip of his vodka and cozied up with Monika.

Annette then said, “shush Jake.  I want to hear it.  It sounds so romantic.”  Monika added, “’joo’, go on Toby.”

I went on and then said, “since we are at the beach, she is wearing just a cream-colored linen blouse and nothing underneath it.  I undo a few buttons until her bosoms are starting to be exposed.  As I undo the buttons, I could see that her nipples were becoming erect under it and then starting to perk out from them.”

Annette started to snuggle up to me and I did the same by wrapping my left arm her shoulder.  We smiled at one another as we did so, and she said to me, “go on Sean.  I want to hear it all.”

I went on by saying “I take both of my hands and run them along her bosoms through the shirt and a hear her make a soft moan as I do so.  I then give her now very perky nipples a very soft gentle thumb rub through her blouse and she then moans even more.  My hand then glides along to her cleavage,  where I can feel her heart pounding hard. 

“She then unbuttons the rest of her blouse and removes it.  We are now topless.  I approach her and embrace her tightly as her bosoms are right against my chest.  Then passionately kiss some more and as we do so I can feel her hand gliding over my swelling manhood that is underneath my pants.  We kiss some more, and then pulls away and then pulls takes my hand to the waistband of her ecru colored pants.  I know what she wants me to do so I unbutton them and then slowly lower them to the floor, while slowly caressing her long lean legs as I do so.  Should I go on?”

I heard all three of them said, “yes”.  

Jake then added, “aww shit dude, do you have some side gig writing mommy porn or something that I don't know about?  Even I’m getting a bit of a hard on by hearing this.”

And I could tell because while Jake has one hand wrapped around Monika's shoulder, he is using the other one to either sip on his vodka or adjust his pecker through his shorts.

 I just took a sip of my Coke and said, “it’s why I excelled in creative writing back when I was in Catholic school, but I don’t think the Sister Maria Magdalena Sarducci would enjoy it though.  Sister Brigit, maybe.”

As I was about to go into the next part, a cell phone rang.  It was Jake’s.  He saw that his dad was calling him and then said, “I need to take this.”  Jake stood up and left for a private spot to take it.

Monika, Annette, and I sat back in silence and Jake was on the phone.  I heard him say, “yes dad. That’s great news.  I appreciate Manny and his guys going out on a limb for me.  Morrow has a past record of doing this stuff.  No shit.  And Wilson as well.  Serves the fuckers right.”

Annette to me “what’s going on?”

I just said, “I don’t know.”

Jake then said, “I’m over at a friend’s house.  I’ll be back home soon. Thanks dad” as he hung up the call.

Monika then said, “what is going on Jake.”

Jake then pours himself a big shot of vodka, slams it, and pours himself another one. Refills Monika’s vodka as well, and even pours the last of the Pinot Grigio into Annette’s wine glass all while he has a big smile on his face and said “my suspension has been rescinded.  Morrow arrested and awaiting extradition and Wilson has resigned due to ‘personal issues’, and by the way I’m back on the team.”

I just said, “no fucking way Jake. How?”

Jake just said, “I don’t know the full details, but I’ll take it.  Either way bro I’ll take it.”

Monika then gives Jake a big hug and a big kiss on the mouth and said “I am so happy for you ‘rakkaani’.

Jake said “thanks babe.”

I then stood up, went over to Jake to give him a quick fist bump but I saw that he stood up and gave me a big bro hug and even went as far as holding the back of my head.  I gave him a big bro hug back and did the same.

As we hugged Jake said to me “I hope that you will rejoin the team.  You gave it up just all up for me and all.”

I just said, “it was worth it, ‘is tú mo dheartháir. Cá dtéann tú, téim’ (you are my brother.  Where you go, I go)” Jake.  It was worth it.”

He then gave another a hug and Jake said as we did so, “I have no fucking idea what you just said to me, and I thought when Monika spoke Finnish to me was weird, but we better get going bro. Got School tomorrow and all and boy am I feeling the vodka.”

I just said, “yeah we better get going.”

Jake and I then said our goodbyes to our lady friends with kisses and hugs and right before we departed Jake got down on his right knee and said “Monika, will you go to the prom with me?”

Monika blushed some, gave Jake a big hug and said “’joo’ Jake I will, we have something similar in Finland.”

I followed Jake’s lead and gave Annette a big hug in that her massive tits were hitting hard on my chest and I could feel them rubbing along my lower pecs, before a gave her a kiss on the mouth, dropped down to my right knee and then asked her to the prom as well.

Annette then started to tear up some and said to me, “I sure will Sean O’Malley and I was hoping that you would ask me.  You are such a gentleman to ask me properly.”

I stood up. And gave her a hug and another kiss on the mouth.  I then broke it off and said, “I better get Jake home.”

We said our goodbyes then both Jake and I left.  He was a bit tipsy from the vodka he drank so I had to help him into the car.  We drove in silence for a bit, and he just said in a drunken slur, “I love you, Toby.  Never had a friend like you before.”

As I drove on, I just said, “love you to Jake, never had a friend like you either.  You are like a brother to me, and I mean that.  You probably saved my life and all.”

Jake just said loudly, “goddamn right Toby, just like Han saved Luke twice.  You got me hooked on those movies now”, as he slapped his left hand on my right thigh.

We kept on driving in silence until we got to Jake’s house and because the Finnish vodka had now really kicked into his system, Jake was pretty plastered in that he needed help undoing the seat belt.

 
As I assisted him with it I looked down at his lap area and from what I could tell he had some major wood going on in that it was sticking up from his practice lacrosse shorts and that he went “commando” in them and saw that there was a bit of a wet spot where his tip boner was.

I didn’t say anything as helped Jake out of my car and up the steps to his front door.
I said “you’ll be okay man.”

Jake just said in a drunken slur, “yup bro. Especially since I know that you got my back”, and then suddenly gave me a big deep hug.

 
I could feel Jake’s erect cock hitting my body and from the feeling of it I was starting to get stiff in my underwear as well.

I quickly broke off our hug and said, “see you at school and practice, if we even have one tomorrow.” . .

by 138b

Email: [email protected]

Copyright 2024