a daddy fuck

it was about 11pm.  i had just gotten home after a party which i left early.  i was feeling a bit down.  not a good reason to go on a hook up but it is what it is.  i know that sometimes i use hookups as an escape mechanism.  gotta write a piece about that.

i get on the sites and immediately this guy who i had chatted with before hit me up.  he has a nice body lots of tats which i'm into but is only somewhat attractive to me.  however he lives a few blocks away so i decide to go for it.

i grab my supplies and a few beers and head over to his place.  he is older than he looks in his pics still only somewhat attractive to me.  he has this old, latin daddy thug type thing going though that is a bit of a turn on.  we open the beers.  i take a drink and he pulls me towards him.  starts kissing me and feeling my body.  i put the beer down.  no prefuck chat needed here.  he says you are so hot.  you look just like a little boy.  he unbuttons his khakis.  i kneel down.  he says 'suck daddy's cock boy'.  i take him into my mouth.  he is already hard.  sizable and uncut.  i go at him.  he grabs my head with his hands guiding my strokes.  i try to deep throat him but he's too big.

i pull back and go to my bag for condoms and lube.  i slip a condom on him and lube him up.  he bends me over his couch, spreads my legs and pushes into me.  i slow him down as he is big and i need to get used to him.  when i'm ready i push back hard and he starts to pound me.  hands on my hips fucking me hard his balls smacking into my clit as he fucks me.  this goes on for quite sometime, hard, rough fucking.  then i stop him and lie back on his couch.  he mounts me slides his dick into me  and pounds his hips between my legs.  he says 'you like daddy's cock boy?'  as he's fucking me.

then he turns me over onto my stomach and push his cock into me from behind.  grinding into me, my face smashed into his couch, he plays with my clit as he fucks me and i cum hard.

i pull him down onto the couch and get on top of him.  i slide down his cock and ride him.  i tighten around his cock on each upward stroke.  he moans 'yeah boy'.  i fuck him hard and fast til he cums, shooting a huge load inside me.

i slip off him, ask to use his bathroom, pee, dress, grab my stuff, thank him and kiss him goodbye.  he tells me to text him so he know's i got home ok.

Grins

i've been going through a bit of a hookup slump.  the kind of slump where i'm just not sure what i'm looking for alot of the time.  case in point this friday nite.  i am an introvert.  this means that i need to make sure i have an adequate amount of alone time.  the last few weeks were full of alot of socializing  as a result i had not had enough alone time and was very grouchy.  friday nite i had no plans except to spend time with myself.  however at some point i started to feel a bit horny.  like i wanted to do a hookup.

i had not done one in a very long time, at least a few weeks.  i pondered hitting up one of my regulars but i was not feeling like anything long or involved.  all my regulars right now are not short fucks.  they are nice guys and we often chat a bit before they proceed to fuck me for hours.  so i got on the sites to see what was happening.  again i just was not sure what i wanted and was also having a very slow nite.  after not many hits and none of them interesting i called it a nite.

the next day i decided to post an ad on craigs list which i have not done in a very very long time.  CL just tends to feel like more work than the sites and i am lazy.  in my ad i said i wanted something short and sweet.  fuck me then leave.  that's it.  surprisingly right away i got a good number of interesting responses.  in the past this has never happened to me before.

a thick well endowed tatted and muscled dude, a clean cut young guy, a 'straight' guy, and a scruffy type were my top choices.  as usual my indecisiveness kicked in and i couldn't decide which one i wanted to do.  i decided to go with the first one who hit me up - the thick well endowed tatted dude for no real reason except that he hit me up first -lol.

we arranged a meet up for the afternoon.  dude came over and was cute and muscled like his pics and definitely well endowed.  he fucked me for a bit but then he couldn't keep it up.  instead he sucked me off and finger fucked me then i blew him.  all good but i was really looking for a fuck...

dude left and i was still horny.  i had been chatting with someone that morning on one of the sites who lives a block away.  however i had not pursued it as i already was having trouble making a decision.  but now i'm horny and frustrated.  i get on line and he's there.  small, skinny, young asian guy.  i'm not usually into younger nor into ultra skinny however he is a block away and i'm horny.  we start chatting, he says he's gotta head out soon, so we decide on a quicky and he heads over.  only thing is that he's never done a trans guys before wants to but is nervous/unsure.  so this could go either way.

he's there in five minutes, cuter that his pics.  we chat a bit and then start making out.  we're kissing and grinding. he's on top of me and i can feel his hard on through his jeans.  its very hot.  we have surprising sexual chemistry like i have not had with someone in a while.  yuh know when you both are just into each other's bodies, each other's vibe.  we strip and make out some more then we look at each other and grin.  which thinking back on it is kind of funny, we're both looking at each other naked with silly grins on our faces - we just couldn't help it.

i blow him for a bit, he's got a nice average size cock, i like a wide range of cock sizes.  he plays with my nipples while i blow him.  i grab a condom slip it on and ride him.  we're both moaning our bodies grinding.  again we look at each other and grin...  he flips me over and fucks me missionary style which is my fav.  i raise my hips to meet each stroke and he moans.  he pulls back, puts my legs on his shoulders and fucks me fast and hard.  i pull him back on top of me, grab his ass and raise my hips fucking him til i cum.

then he turns me over on my hands and knees and fucks me doggy.  fast strokes our bodies smacking against each other.  he says i'm gonna make him cum.  i say go right ahead man.  he fucks faster and moans as he shoots inside me.

we both collapse on the bed.  he rolls off me and we both turn to each other and grin.  we chat a bit but i know he's gotta go.  as he's leaving we do the usual lets do it again maybe chat and laugh as we realize we have not even exchanged names.

i couldn't get it in

this has never happened to me before.  i just did this hook up and i couldn't get it in.  i've done some big dudes before - the giant cock, Mr Thick, to name a few.  however i've never come across one that i really could not get in at all.

on a side note, i used to think that i knew my limits for example, there is one dude i had been chatting with who is fourteen inches and i don't think he is exaggerating.  i was gonna give it a go however i found out he was also thicker than a beer can so i got scared and didn't pursue it.

however with this dude we had been chatting on and off for some time but our schedules had not lined up, i knew he was a good size but really had no idea...

one morning i unexpectedly had the day off work and i woke up extra horny.  i got online to see what i could make happen.  i had a few dudes pending when this guy hit me up.  dark skinned skinny guy and he was ready to come over right away so i said yeah lets make it happen.

dude came over.  not a talker at all.  i'm used to a little pre fuck chat but he barely said two words.  no problem on my end.  i just want to get fucked.  he lies back on the bed and i run my hand up his thigh.  i feel his sizable cock through his jeans.  he is not even hard yet.  we kiss and make out some.  i pull of his shirt and unbutton his fly.  he pulls off his jeans and i realize he is huge.  long and ridiculously thick.    i suck him off the best i can which is not that great so i kind of give up.

then i try to slip a magnum on him.  i feel bad as i do it as it just looks like its squeezing his dick in a way that must be incredible painful.  however again he doesn't say anything. i push him onto his back and i try to get him into me but i can't.  this has never happened before.

he turns me over so i'm on my hand and knees and he fucks me for a bit, just the tip, that's all he can get in and even that is actually painful.  finally we give up.

i lie back and he finger fucks me, then he says he wants to taste me and blows me til i cum.  he however has not cum.  i suck him off some but i know i'm not doing it as i can barely wrap my mouth around him and i can only go so long...  i jerk him off some instead for a bit but then he says its ok he has to go anyways.  i don't take it personally figure if he wanted to cum he could always jerk himself off.

damn first cock i couldn't do...

virgin play

This guy and i had been chatting on and off on one of the sites for a while.  i want to say its been six months or so.  He's very cute in his pics.  Short, thin white dude, a bit of a hipster look.  He is gay, only fucks non-trans dudes, he says he's never done a trans guy.

he also says he's not into hook ups he is more of the dating type.  i'm thinking why are you looking for dates on this site, but from the start i am clear i'm NSA but luv a good fuck bud.  this is good with him so we kept chatting and arrange a date to meet.

dude gets to my place and he has this nerdy awkward thing going which i like.  we sit and chat on my couch for a bit.  usual prefuck chat.  at one point i'm talking about my current NSA/non dating place in my life and he says 'you mean this is not a date?'.  i kind of laugh thinking he's joking but then realize maybe he's not and i say 'no its not'.  he pauses for a second and then just says ok.  whatever... i was clear with dude from the get about the situation if he chose not to listen its not my issue.

we move on from that awkward moment to a bit more awkwardness as conversation wanes and its clear someone is going to have to make a move.  he is very nervous and its seems i'm gonna have to be the one so i lean in and we start kissing and making out.  i tell him we should go to my bedroom.

we kiss and make out some more.  i pull off his shirt and pants and take off mine.  he is hard and i bend down and take him into my mouth.  he groans.  i reach for a condom, slip it on and lube him up.  he climbs on top of me, spreads my legs and after a moment of hesitation pushes into me.  hot.  missionary is my favorite.  he strokes me slowly, moaning, then harder and faster til he cums.  its good, not incredible but good.

afterwards he admits that while he dated a woman once they didn't fuck.  i've fucked dudes before who have never fucked a pussy/front hole but they usually admit it to me ahead of time.

as we are lying back in that post fuck stupor he asks if he can see me gesturing towards my crotch.  i laugh and say of course.  i spread my legs and he reaches down and frees my cock.  he says 'wow' and has this look of amazement and wonder on his face like its the most incredible thing he has ever seen.  he says 'wow it looks like a tiny dick' i laugh out loud cuz he looks exactly like a little kid in a candy store. he asks if he can touch it.  i say of course.  he begins to stroke me and jerk me off the whole time with this look of wonderment and amazement on his face.  its quite cute.  i lay back and let him jerk me off til i cum again.

the musician

just did another hook up with a new guy.  this is the third time we've hooked up.  tall, beautiful, dark skinned dude with locks.  he is a musician by trade.  classical music.  nice guy. closeted.  i'm the first trans guy he has hooked up with, at least that he know's of.  identifies as bi.  the first two times we hooked up he was really nervous.  we chatted for a long time and then i had to make the first move.  at this point in my hook up history i'm used to nervous guys so don't mind it, though i prefer dom guys and/or confident take the lead dudes.

this third time i figured he would have gotten over the nervousness.  not the case.  we chatted about what was going on in our lives for a while and i started to feel impatient.  so again made the first move.  again with his nervouseness....  however we moved onto fucking.

we kiss and make out our clothes still on.  he is an ok kisser.  kissing well is a skill.  i pull his shirt off and take off mine and we make out topless for a bit.  i can feel his hard on through his jeans which i quickly unbutton.  we both strip.  he is hard as a rock.  he has a very thick sizable cock.  nice.  i have not done a big cock in a while and have been craving it.  he climbs on top of me and sucks my nipples, his erect dick brushes my thigh as i moan.  i push him onto his back and take him into my mouth.  he is big and thick so i do my best sucking mostly just the first half.  i grab a condom and lube him up.  i slowly lower myself onto his cock.  i take it real slow as i'm tight.  its been a while since something this big has been inside me.  i ride just the first half for a bit then slowly slide down his full length.  i moan as his cock pops into place and just hold still for a minute feeling him deep.  then i ride him, slowly, sliding up and down his thickness, he moans.  then i'm grinding against him harder.  its a little painful due to his size but i want it.

i pull him on top of me and he fucks me missionary.   his hips pounding between my legs.  at one point he puts my legs on his shoulders and pushes into me deep, but its too much and i push him back. he apologizes and stops, but i shake my head and pull him back into me at a different angle.  i luv missionary but realize missionary is not everyone's strength.... i push him onto his back and ride him.  i tighten myself around his cock on every up stroke.  he moans.  i ride him harder and faster and he groans.  says he's close.  shoots a huge load inside me.

he pulls out and then immediately starts sucking my nipples and playing with my clit.  i'm good but can always cum again.  then he slips his fingers inside my wet cunt.  i moan as he strokes me, finger fucking me slowly while sucking my nipples, his fingers are deep in me and he strokes me until i cum again.  i lie back exhausted.  he runs his fingertips up and down my chest slowly - just enjoying the feel of my body.  it feels amazing til we both doze off.

changes

folks who follow this blog know that i am very NSA (no strings attached).  i have been in a place for sometime now where i am not looking for a relationship or even to date.  there are many reasons for this.  and i've been really happy and content in this current place.  i've been reveling in being single.

for my entire adult life i've been in one relationship or another.  after i ended my last relationship i made a promise to myself that i would stay single for a while.  that i wouldn't just jump into another relationship.  for sometime now i've managed to keep this promise to myself and honestly i would have been content to continue reveling in my bachelor status.

but sometimes shit just happens.

i had been playing around with this guy for a couple months.  sexy non trans dude of color, stick thin (which is not usually my thing i like a little meat).  i like him, he likes me, we have amazing fucking sexual chemistry.  and sometimes we hang outside of the bedroom.  not often but once in a while.  i've met some of his friends on these outer bedroom excursions.  however throughout all this i was very clear that we're just playing around, that i'm not looking to date or anything like that, in fact the outside of the bedroom hang time felt like a bit of an adventure to me.

at different points he would say he was starting to have feelings for me.  to which i always responded that i was not looking for more than nsa play.  to which he always responded that he knew and was cool with it but just wanted to be honest with me.  this went on for sometime and we had alot of fun together.

then one night recently he came over and he didn't look happy.  i asked how he was doing and he said not ok.  i said 'what's going on'.  at which point he totally broke down, sobbing and said that he has really strong feelings for me and he can't just keep doing this NSA thing.  to which i said 'you know that i'm just not in a place right now to have a relationship' he said he knows. i felt like a major fucking ass.  it was very sad.  soon after he left and wished me the best.  

i have definitely had hookups who wanted more.  i was always clear with them that i only wanted to play.  i've had regular situations come to an end before i.e. favorite guy.  when it ended i did feel sad, but this felt different.  i realized despite all my 'nsa' stance i had started to develop feelings for this guy.  the thought of never seeing him again made me incredibly sad.

fuck me man.

i called him the next day and we talked it out.  so now we're dating - its an open kind of thing so my posts on this blog will continue, but with maybe a little different spin.