Confessions tagged with 'friends'.

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#5540

Submitted:

""

so this all happened when i was in my mid twenties, in my late thirties now. It was the third and last time that me and a friend of mine who we will call sam ended up in a sexual situation. She was a single mom at the time, divorced from her abusive husband and living on her own with two kids. I was working part time as a delivery driver and as the assistant manager of a retreat center about a half hour from where she lived. I would bring her left overs from work for her and the kids when I could, the food waste from both places was just rediculous. Anyway, so me and my girlfriend were in one of our Off phases so I had more free time to hang out and put in extra hours at work. I had just finished a long run and had a ton of extra food that i knew her/the kids would appreciate, being a single mom she always had a hard time making ends meet. So I sent her a text asking if I could swing by and drop some stuff off fornher freezer. She responded "Sure! the kids are at thier dads this week but im around working on my online orders". A Half hour later im pulling up to her house with a decent bin of mixed foods. Her house was underwhelming to say the least. Small first floor with a tiny attic, two very small bedrooms and a small bathroom. But its what she could afford and she kept it damn clean considering. The door was unlocked so I popped in my the good and set them down on the counter. No sign of Sam so I looked around the corner and said

"Sam? I got the stuff, you decent?"

she responded

"Yeah, sorry was just finishing straightening up the bathroom and i cant find my god damn hair ties"

me

"Can't help you much with that, just you a rubber hair band?"

Sam

"Fine, wish I could shave my head sometimes"

She always had the most gorgeous thick and healthy red hair. Shaving that off would have been a warcrime in my book. We proceed to pack things away; frozen stuff to the freezer, fridgey stuff to the fridge, canned stuff to the can stack.

We have the sort of rambling conversations that old friends have when they hang out together. I asked after her kids and how they were doing in school/preschool, how they were doing with the seperation, if she had been on any more dates. then Sam said:

"Sooooo" drawing the word out into several syllables.

"you two are apart again?"

then I said

"yeah, you know how we are, off and on and on and off"

Sam responded with

"well maybe this time youll go out there and date someone else for a change, my romantic life might sort of suck but at least im looking around at what there is to work with"

I said

"Yeah thats probably a good call"

Sam and I had known each other for a good fifteen years at that point. We had flirted back and forth and occasionaly had little "encounters" with each other, but it never ended up turning into a real relationship due to the drift of our lives. Something that was more or less an open secret between the two of us, just under the service whe both knew that at several different points in our lives we could have been killer together. The last of those conjuctions was six or seven years in our past though and things had settled back into a stable loving friendship....that had some serious sexual tension burning in the background.

at this point the work was all done and she offereed me a coffee, something she drank nearly by the gallon every day. She said it was because of her meds making her tired but honestly I think she just really liked the act of making coffee more than anything else. I did say that I wouldnt mind something stronger. She hadnt drank since she originally got married years ago but kept a bottle of surprisingly well chosen whiskey for guests. Pretty sure it was just for me but our relationship being what it was that wasnt much of a surprise, unspoken love has a way of setting up certain patterns of thoughtfulness. Being the good host she pops up and grabs me a glass and pours me a bit. Not being a drinking anymore, and never being someone who drank hard alcohol she always poured me way too much.

Me

"well im gonna have to sit with this for a bit

"

Sam

"you are'nt in a rush though right? i was going to ask what you thought of some of my new designs"

Me

"you dont have to twist my arm"

Sam did plasma cut and mig welded art for sale online and to local shops. She really did have an eye for interesting designs made from junk. I never minded being asked to look over her stuff, and sometimes i could give here a suggestion here or there. She pops open her laptop and starts scrolling thru some of the new stuff she has rigged up.

me

"You know, if the business slows down a bit you could always get a job at one of the small welding shops, you beads are really good and you could still do art on the side" We are both leaning over the laptop and of course I glance down her tanktop. Did she have massive planet sized boobs? nope. Were they all but a mild suggestion? nope. Could you not quite fit the whole thing in your mouth? Yep, and i know from experience a long time ago. ie, i couldnt help it, aaand she knew it.

Sam

"yeah i know but i like being my own boss, and being a girl at an all male welding joint isnt as sexy as it might sound like it would be."

me

"yeah i get it"

sam

"Shit my battery is damn near drained"

me

"i can grab the charger if you want, it in the bedroom?"

Sam

"Nope, it was firmly plugged in and wedged behind the couch"

So we move to the couch and continue to look thru stuff as i nurse my whiskey. Feeling the burn of it loosen me up I grow a bit more expansive on my ideas for crazy porjects that she could never complete on her own if her budget was ten times what it currently is. During this of course we both readjust outselves a few times, getting a bit closer each time. She not making an attempt to cover her cleavage or her super loose shorts that start to ride up. i dont make an attempt to hide my semi erection, or that fact that im occasionally looking at things other than the screen. This sort of situation isnt all that uncommon for us: chatting, flirting a bit, half lustfully looking at each other. We had been doing this for literally years at this point so i guess we were just used to a slow burn when we were together. we would then go our seperate ways. Get ourselves off on our own, occasionally coming clean to the other and confessing the fact. Like i said, we had our pattern. After about an hour i finished my whiskey and got up to put it in the sink. Walking back i was moving between her sitting cross legged on the couch with her laptop to her right side, leaning over heavily. sliding thru the small space i notice two things, and then a third. FIrst i can see down her lacy bra really well and thats distracting, second her shorts were up and loose enough that i could actually see her underwear. For a heartbeat i caveman brain thinks: lace? a thong? she likes thongs, and she has a great ass, but what about lace...

she starts to ask me something and the third thing i notice is that with a POP the rubber band holding her hair snaps and shoots behind the couch. without thinking i grab her pony tail to keep her hair out of her typing.

Me

"youre right, these rubber bands do suck"

sam

"yup..." she says with a sort of hesitant quiet voice

she stops typing. i stand there holding her pony tail. she sits there quietly for a moment.

Me

"you ok?"

Sam

"Yeah....the way you are holding my hair like that is usually my prefered first step to giving a guy a blowjob"

a part of me wants to say "oh shit sorry, ill grab you a rubber band" But whether we want to blame it on the whisky, being without a girlfriend, there half decade of tension...i didnt say that.

Me

"if thats the first step whats the second step?"

Sam

"well that depends but usually something like this"

straightening up a bit she looks up at me and POP! undoes my belt buckle. At this point my heart has started to be really hard and my hour long half erection has gone to a life defining boner that i feel she probably could have actaully heard as it got to full.

me

"Oh....... and the next step?" i say as i gently turn my holding of her pony tail into something a bit more loving and sensual. feeling her soft thing hair between my fingers.

Sam

"Usually my next move is something like this"

she repositions hereself into a kneeling pose on the couch and then

POP!

she very loudly unbuttons my pants as she slowly parts her lips, continuing to stair up into my eyes.

Me

"Shit...........and the next?" i say in a slightly shuddering breath after an even longer pause than before.

sam

"Oh defenitely this is next" She unzipps and fully opens my pants

sam

"oh and this part too, we have to keep some sort of balance" She moves one of my hands out of her hair and slides it down her tank top to fully grope her left boob. i happily followed the lead and began pinching her nipples, something that i know she is extremely fond of.

me

"soooooo......."

Sam doesnt say anything but lowers my pants to my ankles slowly, making a point to gently breath on my leg on the way down. she takes my pants down off my ankles and then brings her face back up making a point to gently graze my leg with her cheek. looking back up at me, face right in front of my boxers she says:

"now for my second favorite step"

she without much warning or ceremony pulls my boxers down while keeping her eyes in mine. As she pulls down there is yet another

POP! as my crazy hard seven inches flings free and slaps against my stomach, barely missing her lips.

me

"wait thats your second favorite step?" i say in a husky rushed voice, heart pounding.

sam

"yip, ill let you know my favorite step when its time" she said in an up beat tone, full of good cheer and sexy as hell in her mid ranged reedy voice.

Sooo at this point we have both obviously completely given into our passions beacuse without another hesitation she licks my shaft from bottom to tip and takes me all the way in, stopping when she reaches my balls. she holds me there for a couple beats, then pulls all the way back out, grazing my shaft very gently with her teeth. She looks back up at me and says

"So you seem alot bigger than you were before, can i cock get bigger? because im pretty sure i would have heard about that if it was possible"

me

"you got me, ive never measured it"

sam

"lets do that later!"

me

"uh, ok but"

before i could finish my sentence she throws off her tank top and bra, puts my hand back on her left nipple and takes me all the way back in. She definitely has gotten alot better at giving a bj since the last time, which of course leads my mind into a quick succession of:

how many guys has she been with?

is that wierd to think about during a bj?

Jesus christ does she not have a gag reflex

at this point she is sliding her mouth all the way down to the hilt of my cock, and all the way out with her hand following close behind. she takes a break with her mouth and looks up with me again and says

"im gonna sit low on the couch, kneel over me. it will make the rest easier"

i dont even verbally respond, i just complied. She could have said that she needed me to set my truck on fire and then figure out what the square root of potato was and i would get it done. Straddling her midsection i started pinching here nipples pretty hard and she started moaning even loader, even around my cock. the postition seemed more comfortable for me but worse for her actually. i mean its her call so whatever. then i realize that her hands have left my cock for more important work elsewhere. she had both her hands down working her pussy thru the leg of her shorts. Sidenote, Sam gets really really wet when shes excited, and she gets excited sort of easily. It wasnt much of a surprise that i could hear how wet she was, or that her moans were increasing in speed and intensity. honestly it hadnt been for the whiskey i would have exploded already. hooray for alcohol. im starting to get really close now, things are buildings and i can feel my cock starting to twitch with precum.

me

"hey im getting really close, if you want to edge me now is that ime " she pulls her mouth off my cock and says

"perfect timing, im close too"

she lightly teases my ballls with her tongue and then brings her right hand up and licks her soaking wet fingers. my eyes go wide.

me

"i totally forgot you were into that" i say in a voice that isnt hiding a bit of my excitement

sam

"yeap, you remember that vibrator you gave me after the divorce?"

me

"yeah, always thought it was pretty hot that you actually said yes to it, and used it"

Sam

"yep, whenever i use it i get myself close, push it all the way in while im cumming, then lick it clean"

me

"jesus christ thats fucking hot"

sam

"i do it like a vampire cleaning up after a feeding"

with this she plunges her mouth back down around my cock and her hands go back to work on her pussy. even with the longer than usualy pause for edging we both arent far off from the finale.

me

"shit im almost there again, not sure i could edge after that"

in one quick motion she brings her right hand back up, again totally soaked. she slides her mouth off me with a loud

POP!

quickly licks her fingers and wraps her hand around my cock and puts her mouth around the tip. she looks right in my eyes and strokes me like crazy, sucking hard even for her cheeks to go hollow. about two seconds later i start to cum harder than i ever had, and likely ever will in my life. i could feel her tongue swurling around the tip and i pumped shot after shot into her mouth. It almost felt like she was sucking the cum out of my body like pulling a rope. after about seven or eight life changing spurts i was spent. she kept sucking and jacking me until she got all of it out. breathing heavily i said

"good god that was amazing, you know i think swallowing is hot but you know you dont have to. you can spit it out if thats easier"

Not being in a position to speek she just shook her head and kept that insanely beautiful eye contact. I then noticed that she hadnt stopped working her clit, but she had slowed. That now changed as she teased her clit with one hand and plunged her fingers in and out with the other. Breathing hard thru her nose, mouthful still of course, she started to cum super hard. The moment she was about to fully tense up she swallowed hard and let out a moaning scream that was more than half feral sounding. Her underwear was soaked all the way through to her shorts, which were soaked through to the couch. she didnt squirt, she never did that no matter how hard she tried. but good good was she soaked.

coming down finally and catching her breath she said

"THAT is my favorite step"

me

"fuck that was hot, do you do that every time you give a bj???"

sam

"just about, or he can go down on me while im still tasting his cum and a bit of myserlf"

she said this as she licked her fingers again and then offered

"want a taste?"

me

"you know i do! ready for another one while i recoup?"

she just smiled and lead me to the bedroom where i went down on her twice and then we had a cum race which i lost horribly to her. unfortunately that was the last time we had one of our little meetups. we sort of got busy with our lives like we always do. She got a long term boyfriend. me and my girl stayed together somehow or other. Few years later she was in a fatal car accident while driving the kids to her parents. we actually were suppose to hang out "like old times" the next week. the kids were fine but she didnt make it. Her family knew we were good long term friends but thats about all they ever lead on about but i went to the funeral, did the hand shaking and the hugging. When going through the line and i got to her somewhat senile mother i have her a hug and she leaned forward and said

"she really loved you you know? she talked about you to me all the time, ever since you met"

felt like a god damn slap in the heart. What made it worse was her dad was close enough to hear and giving me a knowing look very gently nodded his head in a way that clearly meant "yeah she did". sorry to end on a down note but it made that last encounter feel a lot different. Was a good day, she was a good friend and i miss her every day. Love you sam.

#4898

Submitted:

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We were both 13 at his house one summer morning. His parents at work for the day. We were laying in his bed talking and we started to play with our dicks and when I took off my underwear he did too and for the next two hours he and I stroked and jacked each other off we sucked eac other and after letting him lay on top of me and hump on my naked ass I asked if he wanted to fuck me and before long he was fucking my asshole and he came in my ass two tmes.

We showered together and spent the rest of the day sucking each other and he fucked me several times and came in my ass every time. For thenext 7 or 8 years he andI sucked and swalllowed each others cum an he fucked my ass countless times and it seemed like I had his cum in my ass every day

#4779

Submitted:

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My Boyfriend has came in 4 my friends. He fucked my best friend while I sat there and cried. My other friend is super fat and he wanted to feel what she felt like. He fucked her in my bed and came in her pussy pretty quick and then ate her ass. The third was my ex best friend who hates me. He passionately made love to her while I was tied to the end of the bed. She was making fun of me the whole time. The last one is not technically a friend but it’s my step sister. She’s super tiny so he just forced his cock in her. She was screaming but I held her mouth shut. He tore her pussy and bred her. I think she’s pregnant with his baby and he said he might just have to leave me so he can be a good daddy. He will still fuck me sometimes though

#3815

Submitted:

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I'm a 44 year old woman. I have a really sexy friend who is 7 mobths pregnant. She is 23. She is young, Venezuelan, small tits, nice ass, nice legs, and a small baby bump. She used to be a stripper. I am so attracted to her right now. I Loooooong to touch her, lick her, suck her, i just want to fuck her any with anything I can. I want to suck on her little ump titties. I want so bad to rub her pussy with my fingers and my tongue. I want my tongue burried deep up in her pussy. She has no idea

#843

Submitted:

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Lately, I've really been wanting to have sex with almost all of my friends, the females anyway. But I'm already in a 3 year relationship and I really don't want to ruin it. I fantasize about having a big party with everyone, we all get pretty drunk and all just go for it together and just have a grand ol' orgy together. An alternate version would be that my girlfriend feels the same way and we just agree that if the opportunity arises we give each other a pass to do it with one of our friends. I particularly want to get blowjobs from them, rather than full on sex. Of course I'd return the favor.

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