Untitled

My very good highschool friends and I had a get together as we always do when I go back home.

We decided to go to a gentleman's club with a Higher end clientele as patrons.

One of my friends is a "VIP" at this specific club because he usually takes foreign, company executives here for a "good time".

We were greeted by the club's GM, exchanged pleasantries and we were led to a huge VIP room where we will be hanging out. The room had a large glass window looking out to the stages where the women were dancing.

We ordered food and drinks and we were just catching up on old times, reminiscing about our childhood (we are in our mid 40's now).

As the food and drinks arrived, so did women "employed" by the club.

I was paired with a petite woman, jenny, 5'2 probably 105lbs slim waist and very proportioned breast to hip ratio. She had a very cute face, very innocent looking, straight, jet black hair that flows down to midback.

We were introduced, said our hi's and hello's and I offered her a seat beside me on the couch. Jenny obliged. I offered her some food and asked her what she would like to drink. She signaled the waiter and got her drink a couple of minutes after.

The night progresses and everyone was feeling good with all the stories, jokes and sexual banter.

After a couple of hours of festivities, my friends and their respective "partners" conveniently began shuffling out of the room and giving me a hint as to what to do.

Jenny and myself had been getting along really well and although we knew what being alone inside the VIP room meant, we (I) seemed to be pussyfooting around what was about to happen.

After everyone have stepped out of the room, there was a very awkward silence between jenny and myself, feeling the situation out.

After a minute of awkwardness, I decided to go for it and stood jenny up, looked briefly into her eyes and kissed her lips to a very lustful French kiss....

She reciprocated my kiss, and soon, our tongues were searching for each other as our lips locked.

My hands at her back, roaming downwards towards her buttocks. My hands reached her round butt and I slowly inched her miniskirt upwards to feel her panty underneath.

I felt what I wanted to feel and her silk panties was so soft to my hands gliding over her ass.

I slowly guided her backwards to the couch to where we were sitting just a couple of minutes beforehand. Her legs hit the couch and her knees bent to make us fall on the leather cushions. All this time, our lips were locked in a passionate kiss.

As I lay on top of her, both of us fully clothed, she pushes me upwards on my shoulder and begins unbuttoning my shirt. I let her remove my shirt and we kiss again. I let my hands roam over her breasts (34b) and she let's out a moan as we kiss.

She then takes charge by asking me to sit up on the couch. She stands up, over me, unbuttons her white blouse and removes it. She then sits on my lap, facing me and we proceed to kiss, again. A few minutes of kissing, my dick, hard as a rock and ready to burst out of my pants.

I flip her down to the couch, and without warning her, i slipped her silk panties off of her. Once her panties were off, I dove in between her legs quickly and planted my tongue on her pussy. She was very, very wet. She grabbed my hair, moaning and trying to push my head away but pulling it back in. I licked her pussy up and down, slid my tongue in and out of her opening....she went crazy!!

I found her clit, sucked on it and she dug her nails on to my hair...I thought she was going to pull my hair out!! Lol.

Within a couple of minutes, she was coming, hard! She was moaning , her body writhing left to right, her hands holding on to my hair. I kept on lapping at her pussy, licking up and down, sliding my tongue in and out and sucking her clit...alternating between those movements. Jenny was starting to relax, her grip on my hair was more of a pushing motion, her pussy, sensitive to my tongue....

She was panting, her hands went to her head and she covered her face. I got on my knees over her, loosened my pants and positioned myself to remove them.

Once my pants were off, I was completely naked, jenny, still wearing her bra and miniskirt.

As jenny catches her breath, I got on top of her and between her legs, i removed her hands from her face and began kissing her passionately. She kisses back, her legs spread. My cock was leaking precum from being so aroused and it was so hard, it hurt.

I slowly lowered my hips, aiming my dick head to the entrance of jenny's sopping pussy. My cockhead lands straight into the opening of her pussy.

I push ever so slightly for her to know that she will be fucked, very, very soon.

I lower a little but further, Jenny's pussy pulsing on my cockhead. She moans, whimper and I ask her if it hurts. She say no and I proceed to slide my dick in her cunt.

As I slide slowly inside, my dick feels her warmth and wetness..I kiss her lips, her cheek, her neck as I ease further and further inside this beautiful woman.

I feel her full warmth, and the last couple of millimeters of my cock left outside of her pussy, I slammed my whole weight into her and the squish from her pussy is a sound I will never forget!! She gasps and moans and hugs me tight!!

We stayed in that position for a minute, with me flexing my dick inside of her..pulsing...she liked that.

I slowly slide my cock out of her and slide it back in. A slow sensual fuck is what I was giving to her. My dick glistening with her juices.

After a couple of minutes of us fucking, she realized that we were fucking bareback, a complete stranger fucking her without protection. She mentions "CD"...I asked her ""what CD?"...she says "condom"....I responded "I dont have one"....she responds back "on the table"....i ignored her and I kept on going in and out of her.

She never mwntioned the condom again as I fucked her continuously. Jenny hung on to my shoulders as I made love/fucked her. Her hips were matching my rhythm, her pussy pulsing as I slide in and out. She was gyrating her hips, close to another orgasm with my cock inside her. I sensed her impending orgasm so I planted my hips squarely onto hers and ground it to her clit. She clawed at my back as this set her orgasm off and she began her moan, clawing at my back, her pussy pulsing on my cock.

I began fucking her again while she was still finishing her orgasm.

As her orgasm began ebbing away, mine was beginning to build up. My cock was beginning to swell...she asks if I were close, I said yes....I wanted her to have another orgasm, but I knew that I wouldn't last for it. I pulled my dick out all the way and slid it in from head all the way to the base. She was panting, moaning and embracing me as I continue my assault in her pussy. She was soooo wet!! Her pussy squishing as I slam into her.

I told her I was about to come, jenny never said a word about where for me to do it. The first blast of come just shot out inside her pussy, then the next, and another.....i was pistoning in and out of her as i orgasm. Her pussy was so squishy and sloppy from our liquids.

I ended my orgasm inside her and she and I lay still for a couple of minutes.

My dick got soft inside of her and slid out. I kissed her on the lips and got off her. I stood up to get dressed and she did the same. I helped her look for her panty. Lol.

We then sat together for a while and I held her tight as we did. A knock on the door brought us back to reality and I opened the door to the room. My friends and their partner began coming back in, giving us that naughty look.

The night ended with a kiss and a hug. Jenny asking me to come back to the club. I never did.

It was early 90s when me and my then gf were in college. We had a close group of friends that we were planning an out of town trip for the 1 week break coming up at the time.

One of our friends has a mini resort out of town and she suggested that we can just go there for a couple of days. Everyone agreed and the trip was set.

Fast forward to the day-of and we drove the 2 hrs out of town to the resort. There were 3 rooms that were available with 9 people splitting those rooms.

There was one male friend of ours that was geeky and shy and he kind of felt uncomfortable rooming with our other (male and female) friends.

My gf and I told him that he can room with us because he felt comfortable hanging out with us.

The whole group played around in the pool pretty much the whole day until late in the afternoon.

Evening came and we all had dinner together, sharing stories all through the night.

Everyone broke up to turn in for the night, tired from the day's activity.

MY gf, me and our friend went to our room for the night. I told our friend to just have the bed and me and my gf will be on the floor in the sleeping bag.

As with couples in close proximity to each other in such a confined space, my dick was at full mast by the time I zipped up the sleeping bag. I quickly spooned behind her and nestled my shorts enclosed cock between her ass cheeks.

She pushed me away quietly, knowing full well that our friend is still awake.

We feigned sleep for a couple of minutes to give our friend time to get into a deep sleep so I can fuck my gf.

Approx 45mins of waiting, dick skin stretched out to max capacity, our friend seemed to have fallen asleep....my gf too.

I pulled my shorts down to release my raging hard-on and again, nestled my dick in between my gf' s ass cheeks. I slid my hand under her shirt and lightly placed it over her belly....sliding ever so slowly inside her shorts.

MY fingers felt her pubic hair and I continued-on to slide it further down. She stirred and woke up. She realized what I wanted, and she reached behind her to hold on to my dick, still nestled on her asscheeks.

As she grasped my cock, she pulled her shorts and panty to the side, pulled on my dick to guide it to her wet, very tight pussy. I still remember how warm and wet her pussy is with the head of my cock right at the entrance. We had to be quiet to avoid our friend from waking up, and bust us fucking.

My gf was never on birth control and we relied on mostly the rhythm method and rarely, condoms. This night, we were unsure where she was in her cycle, to hell with condoms, so I was in control to where my cum would end up that night..wink...wink..

My gf's pussy is very very tight. She is 5'2 and 110.

I slide the head of my dick to get her pussy wetter. She backs her ass up to help me in sliding my dick in. I lick her right earlobe to get her hornier. I feel the effect of my tongue on her ear....i feel her pussy secrete more of her wetness...

The crown of my dickhead slides inside her pussy and I feel her pussy muscles pulsing on my cockhead. I put my right hand over her mouth to muffle her moans....i pull my dick-head out and her ass follows..

As her hips back up towards mine, I smoothly push forward and the whole length of my 6in. Dick goes all the way in her very, very wet pussy. She stifles a gasp from my dick entering her completely, unexpectedly.

We stop moving to get used to our conjoined position and minimize the sound we would be making if we were slamming our hips together.

I feel her pussy milking my cock and my dick is pulsing from being so aroused. I pull out half an inch and push my dick back in. This is the way we fucked to prevent the squishing sound from being heard inside the room so as not to wake up our friend who was sound asleep.

We fuck slowly, deliberately, my hands roaming over her body, squeezing her pert, firm breasts and rubbing her clit.

Her pussy was clenching it's muscles as I fuck her..

I knew she was close to cumming so I sloooooowwwwwllly slide my dick further out and sloooowwwwllyyy slide it back in to give her maximum pleasure.

On my last in and out fucking of her pussy, she puts her right hand on my ass, signalling her orgasm. As she does this, I held my hips firm, planted on her ass, dick all the way inside her wet, pulsing and shaking pussy.

As her orgasm reaches it's peak...my dick began it's telltale sign of orgasm. I told her I was going to cum so she is aware that it could end up where she didn't want it.

She told me to pull out when I was about to cum because she reminded me that she was unsure where she was in her cycle.

I thought about the risks and the immediate risk on my mind that night was the mess that my cum will leave inside the sleeping bag if I pulled out of her.

Young and stupid me, I let lose inside here pussy...pulsing my dick inside her, blowing a huge wad of cum inside her pussy!!!

She was not happy. ;)

I left my dick inside her until I finished cumming in her. My dick softened and slid out of her very wet and creampied pussy.

As my dick slid out, her panty and shorts slid back down to cover her right, well used pussy. I pulled my shorts back up, and spooned my gf. She fell asleep, mad at me for risking of getting her pregnant...i fell asleep right after her with a smile on my face...lol.

Luckily for us, she didn't get pregnant that night but it was an exhilarating night, fucking my gf with another person inside the room, risking us getting caught fucking.

My coworker and I had an affair years ago and I've shared some of our escapades in confessxo's page.

I thought I'd write some of the stories it on my own page....

This story is about how she and I lost our anal virginity to one another, she losing her and me losing mine by taking hers. ;)

At the time of this story, my coworker was still having issues with her vehicle. Her common law husband leaves for work early in the morning so her option was to hitch a ride with me to work.

She's sucked and fucked me numerous times in the car, and a lot of fucking in her apartment after hubby leaves for work. Our routine would usually happen like this:

I would go to her apartment early to pick her up in the morning and spend the extra early minutes with her sucking me off, us fucking, and me spurting my cum inside her pussy (because she wants a baby, wink wink..).

This day was different.

I arrived at her apartment the usual time I do when I pick her up. She usually leaves the door open for me because she knows that I arrive at the same time every time.

I open the door and we greet each other usually as friends do...very casual. She was standing in the middle of the living room, wearing a black nightie. I approach her and without fanfare or warning, I pull down the straps of her nightie, expose her left breast and began sucking on her left nipple while squeezing that side of her breasts.

She moans and puts her hands on my head. I suck her nipples hard which she seems to like. I exposed her right breast and i began attcking that one while squeezing the left breast and pinching the nipple.

She was moaning, grasping my hair! Probably from the pain and pleasure I was giving her. After a minute or two of breastplay..she pulled my head up, signalling me to stand. I did as she wanted and she kneeled in front of me, me knowing what she was going to do. As she knelt, she u buckled my belt unsnapped my pant button and unzipped me. She pulled my pants and briefs to the floor and asked me to step out of them. I did. I stood there, my dick hard, pointing at approx 30deg angle (I didn't have a protractor hehe). She put her right hand on the shaft and at the same time, her lips made an "O" over the head of my cock.

Her mouth was sucking the head of my dick, her cheeks collapsing inwards with the suction...i love the way she sucked me off....way different and more aggressive than my future wife and past lovers.

As she got comfortable with my dick in her mouth, she released her grasp over my shaft and slid the entire length of my cock towards her throat. As I've mentioned before, I'm only 6 inches so it could be easier for a female to swallow me whole. As she swallows my dick, her tongue is on the underside ....slicking it up as her mouth swallows my dick in and out...what a warm feeling.

After around 3mins of her doing This, my dick, hard as a rock, precum leaking from the tip, she stands up...holds my hand and guides me to the foot of their bed, on the carpet.

She goes down on all fours, hikes her nightie up to her waist, and looks straight into my eyes, me standing over her.

I knelt behind Her, knowing what she wants me to do......or so I thought.

I positioned my dick towards the entrance of her pussy...and as I always do, I slid the whole length of my dick in in one solid push...her being ready or not was not even a question. She lets out a loud gasp as I slid my whole length in her, holding it there...her pussy, wet, warm and pulsing. I give her a couple of seconds to catch her breath. As she does, I slowwwwwwwwwwwwly slide my dick out from shaft to tip....and slam all of it back inside of her very wet, squishing pussy!! I fuck her for a couple of minutes like this. She tells me to "pull out". I asked her "why?"...

I pulled out of her sloppy, wet pussy and she reaches down between her legs to hold on to my wet cock. She aims my dick towards her asshole!! I understood why.....;)

As she aims the head of my dick and rests it on her asshole, she pushes back...

Our cominggled juices, acting as a natural lubricant is perfect for what she wanted. Neither of us talking, she pushes back....i push forward...slowly...

Neither of us have done anal before so we were both virgins trying something sexually new.

We both took it very very slow...cautious......

The tip of my dick slid in...and she let out a yelp....i asked her if she's ok and she nodded her head. In my mind, I was wild and rough with her but I never ever want to hurt her. We proceeded and I was pushing my dickhead ever so slowly. I was fucking hot!! Seeing the head going inside her sphincter.....she was sobbing from the pain but she wanted to continue.

I held my hips firm, letting her do the pushing back....what seemed like forever, was only minutes, she had half of my dick inside her.

I let her get used to my cock inside her ass. It was so fucking tight and warm inside her asshole that my dick was about to explode.

I told her that I was about to cum from the new sensation I'm feeling from anal fucking! She didn't say a word so I started slowly pumping my hips in and out. Her head was bent down into some of her clothes and was whimpering quietly...

I wish I could tell all of you that I fucked her for hours, but truth be told, I only lasted just a little over a couple of strokes before I told her that I was going to cum inside her ass. I pumped my dick a couple more strokes and I just let the floodgates of my sperm lose inside her bowels......i held on to her hips tight....dick planted to her add, my hips and her hips locked on.

I finished my orgasm and just held my dick there until it softened up and slipped out of her ads.

She laid on the carpet and I sat beside her. She had some years in her eyes..i told her "i'm sorry", just because i don't like seeing women cry. I knew she wanted us to do anal. We just didn't know what to expect.

She gathered herself up, made a "you naughty boy You" look at me. She smiled, I smiled and she said "that hurt" still with a smile...she and I giggled, knowing that we broke each other's anal fucking experience....

She got dressed and we headed for work.....