Toby's Journal

by 138b

9 May 2024 286 readers Score 8.6 (11 votes) PDF Mobi ePub Txt


Just as soon the babes sat down our meal arrived.  The girls attempted to make small talk with Jake and I as we ate but Jake and I were just scarfing down our food.  I did offer Annette a slice of my prime rib but she declined while Monika dined on her veal parmesan, and Jake his New York strip.

In between bites and chewing, I noticed that Jake was constantly making eye contact with me, something that he usually never did before so I figured out that he wanted to tell me something but in private.  I gave him a nod to acknowledge him.

Once we all finish the dinner, with Jake, Monika and I clearing the food off our plates while Annette just picked at her chicken Caesar salad.

Mallory then returned to offer us desert and coffee but we all declined but I did ask for the check.  Mallory insisted that the dinner drinks were all complimentary.

I then pulled out my wallet and gave Mallory a couple of C notes and thanked her for her great service.

We then all got up to leave.  As we were leaving we all saw Dean and Tommy dining away with the both of them standing up as I walked by their table and the both of them giving me a hug; Dean even went as far as to kiss me on the cheek while saying, “thanks Cap for getting us in sooner.”

I just replied, “I look out for my teammates.”

As we were leaving the restaurant to go into the prom that was in the hotel’s ballroom, Jake grabbed a handful of mints at the greeter’s stand and passed them around to us while Garth just gave us all a dirty look but this time he wasn’t wearing his employee dress code violating male earrings and buttons.

I just said to Garth, “much better than earlier but loose the man polish on your finger nails as well.  You will get further in life without it.”

We all then walked to the ballroom.  Jake passed out the mints and said, “if they suspect us of drinking they won't let us in.  If we are asked, just say that we had a meal with a lot of garlic and onions.”

As we entered the ballroom, there was school official seated at the check in table.  We all gave her our names and showed her our school IDs.  As we were leaving the table the school official said to me, “ohh Sean, it was so kind of your mother to volunteer to chaperone tonight.  It was very thoughtful of her.”

I didn't know that my mother was going to be here, so I could say was, “yeah.  Was nice of her.”

The school official then reminded us that alcohol was prohibited and that very public displays of affection i.e. kissing will not be allowed, nor smoking, narcotics, etcetera since this was a school event.  She then told us where our table would be at, and that nonalcoholic drinks and light snacks would be provided and then said to have fun.  We were all issued wristbands as well to allow for exit and reentry.

As we then went to our table, Jake said to me, “dude, I had no idea that your mom will be here.”  I replied back, “neither did I.  She is so usually so self absorbed with her life.  She really never cared about being involved in school events.”

I then looked over at Annette and I could tell that she had a scowl on her face.  I tried to take a hold of her hand but she refused it.  As we then walked to out table, we walked by the chaperons table I then took a glance at who was seated there and sure enough was my mom and seated right next to her was Doctor Jim, my soon-to-be former pediatrician as well as something else.  I am guessing that he was there because one of his daughters was a senior thus graduating soon.  As I walked by I looked at Dr. Jim, gave him the usual man nod that guys do to one another, Dr. Jim gave me one back.  I noticed that this time he had shaved off his beard thus showing a well pronounced cleft chin.

Jake, Monika, Annette, and I then went to our table.  It was a table for four.  Jake was about to sit down but Monika smacked him on the shoulder and said “’sellainen julma'".  Jake just replied back, “ohh sorry babe as he then stood up and pulled a chair out for Monika.  As she sat down Jake said, sorry babe but I love it when you insult me in Finnish.

I then did the same thing for Annette but since she is full New Jersey Italian in that she just had to voice her opinion and said, “I didn’t know that icy bitch of an over protective Mick mother was going to be here Sean.”  I was about to say something but Annette jus went on and said, “is she going to be in our room supervising us as well?  Maybe give you instructions on how to make love to me?”

When she said that I just lost it and said, “look Annette I had no idea that she would be here so now you have a choice, you can either sit the fuck down with us and attempt to have a good or leave because I am not putting up with your bullshit tonight.  I got enough stuff to deal with as it.”  I then pulled out my wallet and said to Annette, “here is the key card to the room”, as I placed it on the table and then added, “I'll call for a ride share for you, so you can get home.”

Annette was totally incensed that I spoke to her that way so he replied back to me, “come one Monika, we are leaving.”

I then looked over at Jake and Monika, where Jake had an arm over Jake's shoulder in a tight hug and even kissing one another casually.  Monika then said, “sorry Annette but I am staying.  I like it here. A new American experience for me.”  Jake then said, “hey babe wanna go dance come while we let these two ‘love birds' work things out in private?”

Jake then stood up and pulled out Monika's chair and then hit the dance floor, thus leaving Annette and I at the table.  I looked over at Annette and said, “so is this our first official argument?”

Annette just said, “yes.”

I then asked her, “so do you want to leave or stay?  I'll make that you get back home and maybe you are not the one for me Annette”.


Annette then kissed me hard on the lips and said, “none of my past boyfriends spoke to me like that before Sean, maybe because they are nothing but New Jersey and New York ‘Guido's' who also have very over protective mothers and suck on their tits until puberty; must be an Italian/Italian mother Catholic thing, so fuck your mother and lets go dance.”

Annette and I then went to dance and as we did I made a point to lead her towards the chaperones table, gave her a tight hug so her massive boob we squishing on my chest, and then give her a big kiss on the mouth: I was starting at mom as I did so.

When I saw the look on my mom’s face, I could tell it was one of her very disappointing “stop it or else” stares but I kept on doing it and then to up the anti by taking both of my hands to Annette’s face and then kissed the breath out of her.

I kept kissing Annette for several more seconds until I felt a tap on my shoulder and heard a male voice tell me that such overtly displays of affection are not allowed at the prom and if we do it again then we will be kicked out of it. 

I then broke off from kissing Annette, turned my head to see that is was Doctor Jim at my side for which I said straight into his blue eyes that were the same color as mine and said, “sorry father. It won’t happen again.”

Then for that brief moment, my Godfather and pediatrician, James Mads Pedersen were looking at one another and staring each other down until he acknowledged that I was his son by blinking and giving me the “man nod”.

Jim then walked away and then sat down at his seat at the chaperones table and then whispered something into my mother’s ear. 

I then saw my mom just stand up and leave the prom.

Annette caught on to what just happened so she said to me, “Sean I need a break and use the ladies room and did really call that guy your father.  I thought that he was dead.”

I just replied back to Annette, “so did I babe, so did I.”

I then escorted Annette to the table, where she grabbed her clutch and then bolted for the bathroom.  As she did so I was thinking to myself that she probably needed to “change out her cork” or go in there and gossip with the other girls from school that I am a bastard: either way I didn’t care. 

I then saw Annette tap Monika on the shoulder while she was still dancing with Jake, Annette then whispered something in her ear for which Monika then followed Annette to the ladies’ restrooms that were outside of the ballroom and in the hotel’s lobby.  As they were walking out of the ballroom, Jake then came up to me and said, “what’s up Toby?  Did you piss off Annette or something?  What’s going on?  I saw that chaperone talk to you about showing some heavy PDA towards Annette and then she split for the bathroom; that's where the babes go to gossip, and that dude that broke off you and Annette kissing looks a lot fucking like you.

I just replied back to Jake, “yeah he does bro but here is only one other way to find out and it can’t wait.  Tell Annette that I’ll be back and Jake, thanks.”

Jake just said to me, “you go do what you have to do ‘Crop-Boy’ but don’t be too long because the beds in the room are big enough to fit ‘Snooki’s big ass and boobs as well as Monika and I.”

I just smiled at the pervert that is also my best friend and replied, “sorry I know that you want her but I am gaining my true manhood tonight ‘scoundrel’ but I better go.

I then went towards the exit of the ballroom.  As I did so I saw that neither mom or Jim were at the chaperones table so they either left or went to where mom could grab a drink and maybe smoke so I went back to the restaurant and sure enough mom and Jim were seated at the bar, with mom and Jim sipping on their drinks.  I then came up in between them and said to the bartendress, “a Wellers neat please.”

The bartendress then said, “sure, do you have ID sir?”

Mom then said, “pour your cousin a drink Brigid, it’s on me in that I am his mother and I consent, as well as there is there a place where I can smoke and have a private conversation.  I know because my late husband designed this place to have one.”

Brigit then stiffened up and said, but of course Aunt Kathleen.  The room is at the back.  I will bring the drink for the gentleman to it as well a refill of yours if you wish.  It would be my pleasure Aunt Kathleen and as for Toby here, he has grown up to be a handsome lad.”

It was then that it dawned on me that the bartendress was my eldest cousin Brigid.

I was then about to say something to Brigid, until my mom said, “Jim, stay here.  One day we both knew that this would eventually happen.  Toby seems to have inherited your intelligence as well my love.”  Mom then said to me, “come on Toby, let’s go talk in private.”

I then followed mom to the backroom where smoking was allowed.

We sat down at a private booth. The roomed reeked of cigarette and cigar smoke.  Mom then lit up a cigarette and took a deep drag.  I asked her if I could have one, for which she agreed to by passing her pack of cigarettes and lighter to me, then I lit one up and inhaled then exhaled the smoke.

Once our first drags were done, mom then said to me, “I knew that this day would come Toby, but I was hoping that it was later than sooner.  How did you out?”

I took another drag and then replied back, “I’ve always had my suspensions mom.  I didn’t look anything like dad, both him and you are red headed, while I’m fair haired and blonde. You both have green eyes. Mine are more blue, and there is this”, as I point to my cleft chin. I continued on to add, “it’s a trait that is mostly passed down from a father to a son.”

At that point my cousin Brigid came in with our drinks and set them down on the table and said, “thank you for everything that you have done for me Auntie. Just let me know if you need anything else and Toby it was good to see you again. Don’t be a stranger.”

I thanked Brigid and told her that I would try to make the time.  Brigid then left.

Mom and I then got back to our conversation.

Mom and I then got back to our conversation and then I told her that I suspected there was a relationship and Jim in that he called her “Kathy” and that only Patrick called her that.

 

Mom replied as she was lighting up another cigarette and taking a big sip of her Vodka Tonic and said, “Jim and I old friends, going back to before you were born.”

I then pulled out my cellphone and opened up the photo files that Joey Bob texted me and said, “I know mom.  Here is a picture of you and Jim kissing, as well as Ted kissing dad.  As you see by the date stamp on the image it is approximately nine months before I was born.”

Mom then took a big drag of her cigarette, drank more of her drink and then said, “your almost an adult Toby so I might as well just say it because you have to know the truth and you can hate me for hiding it from you but on that night, four good college friends went out to celebrate.  We all celebrated a bit too much that night  and then we all made love to one each other in one way or another. . .”

I slammed the rest of my bourbon and said, “I get it mom, now go on.”

Kathleen then said, “you wanted the truth Sean Tobias so here it is: Patrick, God bless his soul was sterile.  He caught a bad case of the mumps while visiting family in Ireland in his teens.  It made him sterile, but he always wanted a son.

“Ted seem more into men, especially Patrick than me, but he did manage to get some of his seed into me, courtesy of  Patrick, and as for Jim well…

I then said, “ok mother I definitely heard enough. I never knew that you were such a slut.”

When I said that mom then raised a hand and slapped me hard on the face.  The then yelled at me, “watch your tongue Sean Tobias!  I am no more one than that ‘Dago’ prom date of yours.

“Your stepfather was right in that you should not have been looking into the past.”

As I rubbed my cheek from one of the hardest slaps to it that I ever gotten from her in my life, I just said, “I know mom and pain I got but I had to know the truth about me and you know that.”

Mom then said, “I know Toby now come on let’s go and meet up with your father.”

Mom and I then got up and left the smoker’s den and into the main bar of the restaurant.  We both walked to where Jim was seated but when saw us.  Jim and I then looked at one another in the eyes.  Jim just said to me, “hello son”.

I replied back, “hello father” and that was all it took because suddenly we both embraced one another and gave each other a very tight hug.  As we did so tears were running down my eyes.

My father then said to me, “I am sorry that I wasn’t always there for you Toby but I am now but I was always looking out for your from far away.”

I wept more and hugged my father more. I know ‘dad’”.

We then gave each other another tight hug until my cellphone went off.  I then broke off from the hug to see that it was Jake calling me.  I answered the call.  He asked me if everything was OK with me.  I smiled and said, “yeah bro. Everything is good.  I’m on my way back.”

Jake just said, “I hope so bro because ‘Snooki’ is pissed off at you bro and I can only cover your ass for so long.”

I replied back, “I’m on my way”.

When I hung up the call I then said to mom and father, “I gotta go. My friends are concerned about me”, for which my natural father then said to me, “go rejoin with your friends son.  Your mom and I have some catching up to do since Abbeville.”

Mom then giggled some and said, “yeah Sean Tobias I wasn’t exactly antiquing there” as she gave Jim a big kiss on the mouth.

I just replied, “go enjoy the night.”

I then went back into the prom’s ballroom and was let it.  Then went to the table where Jake, Monika, and Annette were seated at.

As I sat down, Jake asked me if everything was OK again. I told him that I was good in that I had a long chat with my mother and all.

Annette then chimed in an said, “I thought that you dumped me Shawn because of your bitch mother and why do you smell like booze and cigarettes?”

As I was about to apologize to Annette for reeking of booze and smokes and take off my tuxedo jacket, I then suddenly felt a finger tap me on the shoulder.

I then turned around to see that it was Helena, who was one of my father’s legitimate daughters.  I then stood and turned around to face her and looked her in her blue eyes; they are the same color as mine.

Helena then pours a full glass of her punch on me and says, “bastard”.

once she was done pouring it on me, Annette, Jake, and Monika then immediately stood up, with Annette saying to Helena, “you cunt.”

I wiped my face off with the sleeve of the very expensive tux and then said to Helena as I kept on looking at her and said, “is that anyways to treat your younger

 brother.  I’ll make sure to send father the dry cleaning bill.”

At that point the chaperones approached our table and they escorted Helena out of her senior prom.  One of them asked me if I was ok and if I did anything to provoke her.  I just replied, “I didn’t, and I have witnesses here who can attest to that.  She is just upset to find out that I am her . . . well it’s a private family matter.”

Annette then started padding cocktail napkins all over me to attempt to dry me off and saying, “you poor baby”, and “is that cunt really your sister?”

I replied back, “yeah well my half-sister.  Her dad and my mom had a thing a long time ago.  Anyways I’m going back to the room to change out of this. I’ll be right back.”

Annette then said, “I’m going with you Sean.  I am sure that you are very traumatized at the moment and in complete state of shock.”

I smiled at Annette and said, “yeah babe.  I could use your help.”

I then walked with Annette back to our room but I took a look back at Jake, who just said to “go get some ‘Crop Boy’”. 

I gave Jake a thumbs up and I walked Annette.  I was then attempting to wrap my arm around her waist but Annette then she said to me, “your all wet Sean, your going to ruin my dress.”

I replied, “yeah, right, sorry, look its been a fucked up couple of hours for me Annette so for once I could use a break.  You didn’t have to come with me back to the room with me” as we approached the elevators.  Annette then said to me, “I know but I wanted to” as she smiled to me and took my hand and gave it a good squeeze.  I squeezed her hand back and replied back, “thanks.”

When the elevator car arrived, Annette and I got into it.  I pressed the button to our floor, and once the elevator doors shut Annette then turned me around, so that I was facing her, she then wrapped on of her arms around my waist and the other around the back of my neck.  She then pulled me to towards her.  Annette then pointed her head up, she then pulled my neck and head down towards hers.

I got the signal was sending me as I then took both of my hands to her face, bent down some and kissed her hard on the mouth.  She kissed me back hard as well and we rode up the elevator Annette then started rubbing on my chest through my tuxedo shirt and tee.  As she did so I was starting to get hard in my pants.

The elevator then stopped at our floor.  Annette and I then rushed back to our room.  Once we were in there, I stripped off my tuxedo jacket and shirt so I was just in my tee.  Annette took off her stiletto heels and then asked for my assistance to unzip the back of her prom dress for which I did.

Annette then let the dress drop down to the floor for which she stepped out of and then tossed it to the side.  She then turned towards me.  She was wearing a very lacy white bra that her big boobs were almost popping out of as well matching white lacy skimpy boy shorts.  I looked down to see that some of her finely trimmed snatch hair was visible through them.

Annette then said to me, “like what you see Sean?”  I just nodded and said “yes.”  Annette then said, “time to get you out of your wet clothes then” as she then took both her hands to pull off my tee shirt that as by now been stained to light pink due from having a red colored punch poured all over me.

Once my tee shirt was off, Annette then said to me, “take off your pants while I get a soapy wet towel to wash you off.”

Annette then went to the bathroom as I stripped off my tux shoes, socks and pants until I got down to my white boxer briefs.  I gave my nuts and dick a good feel and cock was starting to get pretty hard now.

Annette then returned with two wet washcloths.  She then started using one on my face and chest.  As she lathered me up, I said to her, “I could just take a quick shower” for which Annette said, “I want to be a nurse, so I want to practice on giving sponge baths.” 

I told Annette that she was doing a great job as she washed off my face and chest.  As she did so my dick getting harder in my damp whitish pink boxer briefs and that it, I even started to leak some precum.

As Annette worked the wash clothes down my chest and then to my abs until she was on her knees and cleaning up the sticky punch from my treasure trail hairs, she asked me as she probably had a good look at my swelling dick and the pre-jizz that was dripping from it and seeping into my underwear, she asked me if I was able to wash off my privates.

I just said to her, “I'm still being traumatized by tonight's events ‘Nurse Annette’ so I could use some assistance.”

Annette then said, “So I can see Sean, looks like you could use a lot off assistance right now” as she then pulled down my underwear, soaped up my semi-hard cock and balls, then used the other wet one to wipe off the soapy residue.  As Annette rinsed off my dick it was then it got fully hard so that my nine and a half long and six and a half inch thick manhood was pointing straight out to her face with my cut cock head turning a deep reddish-purple color.

Annette then said, “fuck Sean, you are so big, I don’t think I can take all of that into my mouth, but I'll try.”  Annette then started to lick her tongue around my cock head, and fuck it felt good as I leaked even more pre.  Annette the took the tip of her tongue to lick up my pre, then gave my fully erect cock shaft a few slow and long strokes and then started to go down on it with her mouth.

As I stood there with a raging boner and Annette sucking on my hard dick.  She went back and forth between trying to take as much of it into her mouth, then taking it off to gasp for air as she switched to giving me a hand job by stroking hard and fast on the full length of chubby, and then go back down on it with her mouth.  Annette was all about sucking on it like a lollipop and nothing else; Vaclav and Joey Bob gave me better head by using their tongues around my cock crown.

Annette kept on sucking on it, and I could tell that my cock was starting to soften some, so I tapped her on her head and said, “hey babe, let’s just wait a bit longer.  We never finished our dance”.  I then pulled my underwear back up.

Annette then stood up and said, your right Toby, we never did, so what should we dance to?”

I said, “I have the right music babe, not that crap the DJ was playing.  Let’s make this night special for the both of us.”

I then broke away from Annette and went to get my cell phone from my tux jacket.  I then found my classical jazz playlist that was on it and started off by playing Glen Miller and His Orchestra.  I then put on “Moonlight Serenade” as I took both of Annette’s hands and wrapped them around my neck and then wrapped mine around her waist and started to dance with her.

 

Annette then said to me, “I like this music Toby” as she hugged me as we danced.  As Annette and I kissed and in between our kisses I sang the lyrics to Annette by attempting to sing in my former altar boy’s voice (before my nuts really dropped and puberty hit me) by singing:

The stars are aglow and tonight their lights sets me dreaming

My love, do you know that your eyes are like stars brightly beaming?*

Annette then gave me a big hug and says, “I like this Toby.  I’m used to Sinatra because of being from Jersey.  Play me more of this.”

Annette and I then dances and kissed some more and as we did so, I was starting to get boned up in my boxer shorts again.  I then danced closer to Annette so that he could feel my hard dick straight up in my underwear and that it was rubbing along her panties.  We then kissed some more and as we did, I took my arms that were wrapped around her waist and then raised them up higher to find the back clasp of her lacy bra and then unclasped it.

Annette then pulls her mouth away from me and said, “do you want to make love Toby?”

I said, “yes.”

She said, “is this your first time?”

I again said, “yes.”

Annette the said to me, “making virgin boys into men makes me wet” as she took off her bra.  Annette then stood bare chested at me, and boy did she have some massive titties with some big areolas and her nipples were hard and perky.

I then placed my hands on her big boobs and gave them a nice hard squeeze.

She then said, “if you like those Toby then you will like this” as she grabbed my right hand and pulled it down to her lacy underwear and ran my hand along them.  Annette then said to me, “do you want to go even deeper Toby” as she then guided my fingers over her ‘honey pot’.

I nodded, ‘yes’ as Annette then glided my fingers over her pussy. Her labias were moist as I ran my fingers along them and played with them by feeling the fleshy folds.  As I did, I found Annette’s moist clit and then gently rubbed my index finger along her nubby love button.  Annette then moaned softly as I did so.  Once I gave it a few long and slow circular rubs, she said to me, male love to me Sean?”

I was nervous that she wanted to go all the way with be so I stammered back to her, “bbbuuttt I thought that your you know, your ‘Aunt Flo’ was coming for her monthly visit.”

Annette then giggles some as she pulled away from me and pulled her panties all the way down to her feet and then took them off.  She then said, “yeah, I was on the rag last week but I’m good now.  I even douched before the prom because I want this night to be our special night, Sean.  Did you bring protection?”

I said “yeah. It’s in my bag” as I went then went to it and found the box of rubbers that I bought.  I then tore the package of one of them and attempted to put it on my dick but by now it has gotten semi-soft.

Annette saw m e struggle with it some and said, as she sat at the foot of the bed, “let me help you out with that.” . . .

by 138b

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