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Transcript of a hot IM chat I had with a top describing to him my first time:
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Dad: tell me about your first time.. with David the doctor
Boi: well this was about what 10 years ago
Boi: I was 22
Boi: and living with my gf at the time
Boi: things were not going well
Dad: okay
Boi: so we were breaking up and needed to sublet the apartment
Boi: so of course we put an ad in craigslist
Dad: kinda typical.. had you had any sex with guys yet at all? sucking? jacking?
Boi: nothing at all
Dad: ok..wow
Dad: nice
Boi: just a lot of fantasizing…phone sex
Boi: chatting
Boi: actually never thought I would do anything
Dad: lots of young guys start that way
Boi: but this guy David and 2 other guys came to see the apartment
Dad: ok
Boi: so anyway
Boi: the first time I saw this guy I have to say I felt really weird
Boi: I had never been attracted to a guy like this before … never
Boi: and I think he sensed that I liked him
Dad: nice.. and this was just when you met him?
Boi: yes
Dad: like instant attraction.. nice
Boi: anyway after that first visit I made up excuses to call him
Dad: sweet
Boi: he had such a nice masculine, sexy voice
Dad: I assume he was older
Boi: yes
Boi: so they were deciding whether they wanted to take the apartment
Boi: this went on for a couple weeks
Boi: so after a couple weeks when I knew my gf wasn’t going to be there I invited him over
Dad: and you weren’t advertising for a roommate? you were going to sublet to them or something?
Dad: okay.. so he comes over
Boi: my pretext was that I wanted to show him some things about the apartment that maybe he had not noticed before
Boi: yes, sublet.
Dad: clever
Boi: he came over
Boi: and so I showed him some things that I thought he should take note of about the apt
Dad: k
Boi: of course he had seen them before
Boi: anyway
Boi: we were standing in the kitchen. I had offered him a beer.
Boi: we were chatting
Dad: so he’s smart.. figured you out already.. lol
Dad: ok
Boi: and so, I did not really plan on doing this, but I finally said, “David, I want to tell you something”
Boi: this is kind of hard for me
Boi: but I am really really attracted to you
Boi: as you know I have a gf
Dad: wow……… nice
Boi: but since I met you I have not been able to get you out of my mind
Dad: he’s smiling big time?
Boi: I have been having sexual fantasies about you
Boi: actually not really
Dad: wow.. you were really out there
Boi: he had a pretty straight face
Dad: ok..continue
Boi: he could tell I was nervous
Dad: duh.. I guess!
Boi: he told me he was flattered
Dad: and……?
Boi: he then asked me what I fantasized about
Boi: I have to say I started blushing
Dad: hot
Boi: I said, well
Dad: this is so sweet.. go on
Boi: to be perfectly honest I have fantasized about going down on you and having you in my mouth and seeing that he was not repulsed or turned off I turned it up a notch figuring what the hell
Dad: hearing that should have made him spring a bone!
Boi: I said I also fantasized about you fucking me
Boi: he smiled
Boi: and said come here
Dad: go on
Boi: so I did and he kissed me
Dad: you melted?
Boi: and grabbed my hand and put it on his dick
Dad: first guy kiss ever?
Boi: yes, first one
Dad: and hand on dick… whoa.. good move
Dad: go on
Boi: so I started rubbing it while we were kissing
Boi: balıkesir escort and I could feel it getting hard
Boi: I was getting so excited
Dad: were you hard by now?
Boi: yes
Dad: hot
Boi: so he broke off the kiss and asked “do you want to suck my cock?”
Boi: I said yes. yes, I do.
Boi: so he smiled again and grabbed my hand and took me to the bedroom and told me to sit on the bed and he stood in front of me
Dad: take charge kinda guy.. just your type
Boi: yeah
Boi: so he said kiss it
Boi: which I did
Boi: his pants were still on
Dad: through the fabric?
Boi: yes
Dad: hot
Dad: how old is he again?
Boi: he was breathing hard
Dad: about?
Boi: probably 10 years older than me…maybe more
Dad: okay.. just picturing it
Boi: so after a few minutes of that I started unbuckling his pants and zipped him down and his growing cock was in his underwear right in front of me
Dad: mmm
Boi: there was even a wet spot, which I promptly licked
Dad: geez
Dad: wow.. good boi
Boi: I then pulled the waistband down and freed his cock. it was quite big
Dad: cut? uncut?
Boi: I proceeded to kiss it
Boi: cut
Dad: pretty
Boi: and lick the shaft
Boi: omg
Boi: I was yet again in a daze
Dad: you seem to get this way often, baby.. go on..lol
Boi: he was running his hand through my hair
Dad: what a nice guy
Boi: he said, take it in your mouth baby
Dad: you had told him it was your first time with a guy of course.. in the kitchen, right?
Boi: so I stopped licking and opened my mouth and used my hand to guide it in
Boi: yes, I think he understood that
Dad: I can see it
Dad: go on.. this is hot… let me stroke while you tell daddy about it
Boi: 🙂
Boi: so anyway
Boi: I finally have his cock in my mouth and I guess instinct just took over because pretty soon I was jacking him and sucking him and feeling him get harder and harder in my mouth. he was moaning by now and telling me how good it felt
Dad: of course
Boi: I enjoyed looking up at his face which was contorted in ecstasy
Boi: he held my head and pulled his cock out of my mouth
Dad: you are such a true bottom.. always want to be sure the top is pleased with you
Boi: and he looked down at me and said you like sucking this cock?
Dad: hot
Boi: I didn’t say anything…I just grabbed his cock and pulled it back in my mouth
Dad: tease the young bitch.. make him bet for more.. hehe
Boi: yeah
Boi: I was so fucking horny, I could not stop
Dad: you sure remember your adventures well.. daddy likes hearing about them.. keep going baby
Boi: after I would say about 20 minutes he said that he was getting ready to cum
Dad: wow
Boi: and asked me if I wanted him to pull out before he came
Dad: let me guess…
Boi: with my mouth full of cock I shook my head
Dad: you said.. NOT ON YOUR LIFE!!!!
Boi: and started sucking more
Dad: hahahaha
Boi: and harder
Dad: suck it boi
Boi: and trying to suck him in deeper
Dad: god I love an eager cocksuker
Boi: so he started breathing harder and moaning louder
Dad: mmm
Boi: and he yelled, baby, I’m cumming
Dad: it was hot that he called you baby
Boi: and I felt his cock expand even more and felt his cock spitting its load into my mouth
Boi: that was my first taste of cum
Dad: and you were addicted on one load
Boi: I didn’t stop sucking until he completely stopped
Dad: good cocksuker
Dad: drain it
Boi: he said damn that was good
Boi: bartın escort I smiled at him
Dad: what a great guy
Boi: but he said he wasn’t thru yet
Boi: I was like really?
Boi: he said yeah
Dad: did you have any idea what was coming?
Boi: he told me to get up and pull down my pants and underwear and sit down on the bed again
Boi: no. no idea really.
Dad: go on
Dad: love this story
Boi: so I sat down and he pushed me back so I was laying there with my ass on the edge of the bed. he said he wanted to check out my ass
Dad: sweet
Boi: so he told me to pull my knees up to my chest, which I did, and he said nice
Boi: my ass was completely exposed to him
Dad: your pants and underwear are off or around your ankles now?
Boi: he took a finger, put it in my mouth, ordered me to suck it and then started rubbing my asshole with it
Boi: off
Boi: it felt really good
Boi: he then inserted it slowly
Dad: “ordered me”… the words a submissive loves to hear
Boi: yeah
Boi: so he was fingering me
Boi: I have to say it was uncomfortable at first and even hurt a bit, but it was so hot and I was so hot even that pain was pleasurable
Dad: with only a little spit.. of course it would
Boi: yeah
Boi: so he withdrew his finger and I thought to myself OMG he’s going to fuck me with just a little bit of spit
Dad: you just put pain and pleasure in the same phrase… you really ARE just what I like in a boi
Boi: instead he got down on his knees
Boi: and started rimming me
Boi: OMG, IT FELT SOOOOO GOOOOOOOD
Dad: yea.. right??? 😀
Boi: I could not believe this hot guy was using his tongue on my asshole
Boi: he tongued me for a long time and I was in heaven
Boi: I lost track of time
Boi: by this time I was totally his. I would have done whatever he wanted
Dad: heheh…. and you DID
Boi: so he got up and put my ankles on his shoulders
Dad: (makes note to self… get boi in his sex daze and he will do ANYTHING)
Boi: and started to rub his cockhead against my ass
Boi: up and down my crack
Boi: against and around my hole
Dad: already tender from that great tonguing
Boi: I was hot and scared at the same time
Boi: he asked me if I had any lube
Dad: yup… once you’ve been fucked it… bye bye straight boy and hello gay slut
Boi: I told him my gf has vaseline
Boi: so he said perfect
Boi: it happened to be in the night stand right next to us
Boi: he quickly got it
Dad: wooof.. a vaseline fuck! who does that anymore? NICE
Boi: and opened it and put some on his cock
Boi: actually a lot
Boi: and then stuck 2 fingers in the jar and smeared it on my hole and pushed his fingers in
Dad: what a great guy
Boi: I was moaning of course
Dad: no? really?
Boi: he then asked “what do you want”?
Dad: like a bitch in heat, no doubt
Boi: I said I want you
Boi: he said no. what do you want
Dad: oh yea.. I LOVE this guy! make you tell him
Boi: I said I want you to fuck me
Boi: he smiled
Boi: and said say it again
Dad: lol
Boi: fuck me
Boi: fuck me
Boi: please
Boi: he said yeah?
Dad: you are such a perfect subboi
Boi: I said omg I need you to fuck me right now
Boi: he smiled
Dad: music to a dom/top’s ears hehehe
Boi: and guided his cock to my asshole
Boi: he was looking at me in the eyes as he started pushing it in
Dad: sweet
Boi: even with all the lube there was some resistance
Dad: expected
Boi: yeah
Boi: so he pushed batman escort harder
Boi: and it finally went in. I yelled a bit.
Boi: ahhhhhhh
Boi: just the head was in
Boi: but it was burning
Boi: and hurt like hell
Dad: you DO remember every detail…lol
Boi: yeah, you don’t’ forget this
Dad: so true 🙂
Boi: anyway I was grimacing
Boi: and he just held his cock where it was
Dad: nice
Boi: in my haze of pain and pleasure I managed to say David please fuck me
Boi: he smiled and started pushing it in further
Boi: OMG I thought I was being split in two
Dad: thatta boi
Boi: it was painful but it was so hot watching him sweating, muscles bulging
Boi: that I was able to take it
Boi: it took a while but he eventually got the entire shaft in
Dad: worth every inch
Boi: yeah
Boi: he asked me if I liked his cock in my ass
Boi: I said omg David your cock is so hard and big and it hurts but I still want it inside me. I want to feel you slide it in and out
Dad: mmmmm
Dad: so fukin hot
Boi: so that’s what he id
Boi: he slid it out almost the entire way
Boi: and slid it back in
Boi: back and forth
Boi: in and out
Dad: the best
Dad: for both of you
Boi: he said your ass is so fucking tight and hot
Boi: through tears, I smiled up at him
Boi: he was going, slow and then started picking up the pace
Dad: I love it slow when I start out
Dad: I really like to tease a boi’s ass and get him totally worked up
Boi: 😉
Boi: yeah he really picked up the pace
Dad: your ass was making him crazy by now
Boi: yeah
Boi: it was hot to see the look of pleasure on his face
Boi: he stopped and pulled his dick completely out
Dad: who gets virgin ass every day? lol
Boi: I thought he was finished
Dad: hhahahaha
Dad: I know what’s coming
Boi: but instead he got more lube and spread it on his dick
Boi: and this time wasted no time in ramming it back in
Dad: didn’t make you beg for it again?
Boi: nope
Dad: hot
Boi: I was so horny
Dad: bet that lube made all the difference now
Boi: he was hitting my gspot and it felt so good
Boi: I was getting closer
Boi: so I actually started yelling at him
Boi: FUCK ME DAVID
Boi: FUCK ME
Boi: CUM ON FUCK ME HARD
Boi: DEEPER
Boi: HARDER
Boi: FUCK ME
Boi: FUCK ME
Dad: hot hot hot
Boi: and he did
Boi: his dick was pistoning in and out of me
Boi: sweat was poring off of him onto me
Dad: love it
Boi: his breathing became more labored
Boi: and he said OMG I ‘m gonna cum baby
Dad: mmm
Boi: I said YES YES YES ME TOO
Boi: I said CUM INSIDE ME
Boi: PLZ
Boi: PLZ
Boi: FUCK ME HARD UNTIL U CUM INSIDE ME
Boi: which he certainly did
Dad: hahaha
Dad: tell me
Boi: he fucked me hard
Boi: even harder then before and deeper
Boi: I was yelling OMG
Boi: OMG
Boi: OMG
Boi: and I started cumming
Boi: and I guess my ass squeezing his dick set him off too
Dad: mmmmm.. love it
Boi: he started grunting and yelling I’M CUMMING
Boi: and I felt his load pumping into me
Boi: mmmmmmmmmmmmmmmmmm
Dad: hot!
Dad: this is fukin hot
Boi: he collapsed on me
Dad: awww
Dad: sweet guy
Boi: yeah and he kissed me
Dad: you loved that weight on top of you
Boi: yes
Boi: that was the first time I had ever cum without touching my own dick
Boi: it was sublime
Dad: I love it when I can make a bottom do that
Boi: I bet you could make me do that daddy
Boi: with your dick inside me I bet I would cum without even touching myself
Dad: sounds like I could.. lol
Boi: mmmmmmmmmmm
Boi: yes
Boi: oh daddy I wish you were here right now fucking me
Boi: fucking your boy