Confessions tagged with 'finger'.

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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.

#1546

Submitted:

""

If my husband knew I did anything like this, he would shit his pants. Then he would probably leave me. I work in a high rise downtown with a large parking garage. I like to kick my shoes off and tuck one foot under me and rock back and forth on it. Often times I end up cumming and have to change into a fresh pair of panties I carry in my purse.

Last Friday many in the building were gone and I was getting myself pretty horny. After lunch I went out to my car to have a cigarette. I was standing behind my car looking out over the city when Terry came out to join me. We sometimes smoke together. As I was standing there he stood next to me and I felt his hand on my ass. We often flirt, so I decided to see where this goes. I didn't move or say anything. He gently rubbed my ass through my skirt. I turned around so I could observe the parking garage. He turned around also and continued to rub my ass. "Where is this going?" I asked. "Right here," he said and slid his hand under my ass. I spread my legs just a little and felt him pull my skirt up.

I kept an eye out to make sure we were alone. I stepped forward and put my hands on my trunk, leaning over just a little. He started to rub my pussy. I was already a little wet from before, but this really got me going. He pushed my panties aside and slid a finger into my pussy. "Oh, fuck," I said. I usually don't talk like this. "You're making me wet," I told him. "That's the plan," he responded. He then stuck a finger in my pussy and rolled them around. "Oh, I'm gonna fucking cum," I said in a low voice. Then I felt his thumb on my asshole. My husband never touches my hole, but this felt really good. I pushed my ass back a little. He shoved his fingers as far into my pussy as he could. At the same time he reached up and put his hand on my breast. I didn't push him away. His hand unbuttoned one button on my blouse and sneaked it into and under my bra. He found a nipple and rolled it in his fingers. "Oh, oh, fuck," I said.

He finger fucked me and pushed his thumb about an inch into my asshole. I started to cum. "Oh, fuck, fuck, fuck," I was saying as he finally stopped. "Janice," he said, "You have the nicest cunt I've ever felt." I straightened myself up and headed back to the office, stopping to change my panties.

When I got back to the office, Steve, my boss jokingly said, "That was a long break. What did you do, stop for sex?" He chuckled. I responded, "Nah, just a quick finger fuck." Little did he know...

#1545

Submitted:

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My daughter Megan was looking eatable since about14ys old. Tiny little flat titties, long slim firm legs, a little round firm ass and a coal black very thick and hairy cunt. Mmmm she was a hot little fuck slut and knew it. She would wear this skimpy assed bikini that showed half her ass and her cunt hair would stick out the sides. She would lay out tanning with her legs spread open very wide. That tiny patch of bikini would get sucked right into her cunt gash. Fuck, I have to go jerk off

#1472

Submitted:

""

When I was 23 years old I used to help my next door neighbor, Alyce with her yard. She was in her mid 30s, and her husband was a truck driver, so he was gone a lot. I would mow her yard once a week in the summer. Alyce was a fucking knockout. Gorgeous tits, and she wore t-shirts with no bra on most of the time. One night last summer I went over and mowed her lawn, and she invited me in for a drink since it was sweltering outside. I had on a sleeveless t-shirt and shorts. I sat at the kitchen table drinking a beer with her and noticed her nipples were poking out through her shirt. I think she caught me staring.

She got up and walked behind me and started to massage my shoulders. I felt my cock start to stir a bit. I have about 7 1/2 inches of thick meat, and when her hands worked their way down to my nipples my bulge could definitely be seen. As she rolled my nipples, she said, "Go ahead, feel mine. You know you want to." I reached my hands back and felt for her tits. I put my hands through the sides of her shirt and felt her tits, and worked my way to her nipples. "Oh, fuck," she whispered. My cock twitched and worked its way to the side, creating an outline through my pants. "I know you stare at me, but I stare at you too," she said as she leaned forward and rubbed down my belly. "Turn around," she said.

I turned my chair around, and she knelt down and undid my shorts. She slowly pulled them down until my cock sprang out of the top. "Oh, my," she said, "That has to be the biggest cock I've ever seen." With that she bent down and took my cock into her mouth. "Oh, fuck, that's good," I told her. She sucked me until I was hard, then stood up and took her own shorts down. "I want you to fuck me," she said as she turned around and leaned over the sink. I stepped up behind her and rammed my cock into her. She was wet and slippery. "Ahhhh," she let out as I sunk my cock as deep as I could. "Oh, yeah, fuck me," she said loudly. I started to pump in and out and she started to moan and cuss. "That's it, fuck that cunt. Make mama cum, you fucking cocksucker." We fucked like this for about 15 minutes.

"I want your cum. Give it to me," she kept saying, and finally I pumped one last time and started cumming. I filled her cunt with the biggest load I ever shot. Shot after shot hit her inner walls, and each time she let out a little yelp. I finally stopped cumming and pulled my cock out of her cunt. "Sit," she said as she turned around. I sat down and she immediately knelt in front of me and took my cum-soaked cock back into her mouth. "Oh, fuck, you're so fucking big," she said. She pulled me to the floor, and I was laying on the floor when she turned around and put her cunt up to my mouth. She never took her mouth off of my cock. She rubbed her cunt back and forth on my mouth and I tasted both of our juices as I began to tongue fuck her. "Fuck my ass," she said as she worked her asshole down to my mouth. I stuck my tongue as far into her asshole as I could. It was very clean. She must have planned this. I tongue fucked her ass as she sucked me until I was hard again.

We stayed this way for a long time. My tongue and jaw were beginning to ache a little. She must have sensed this, as she reached down and started to caress my large nuts, rubbing up and down on my prostate from the outside. I was moaning and saying, "Oh, fuck yeah, fuck yeaaaaaah." Her other hand found my asshole and she started to circle it, then pushed a finger in. "Ahhhh," I yelped, but her finger felt fucking fantastic in my ass. "Oh, fuck yeah," I said as she started to finger fuck me. She was grinding her ass against my face as she sucked and fingered me. She then pushed two fingers in and it felt like a cock was in me. "That's it, honey, cum for mama," she said. She sensed I was ready to cum, and shoved her fingers in as far as she could as I started to cum. She took every drop, and didn't stop sucking until I was completely spent.

When she finally got off of me, my chin and neck were soaked with our juices. She had me sit back up in the chair and told me to finish my beer. I did. She told me that was the best fuck she ever had, and although her husband would be home the next day, he'd be gone in a few days and we will have the entire house to ourselves.

Over the course of that summer we fucked on nearly every surface of that house. We even masturbated together on occasion. It's too bad she moved that next winter, but I'll never forget the fuck fests we had while she was here. I get hard just thinking about her, and now, every time I fuck my girlfriend It's always Alyce I'm fucking. But that just makes it more exciting...

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