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Back when I was a much younger man, after coming home from a stint in the Army I enrolled in college and got hooked up with a bunch of crazy guys who were members of the local Rugby club. Now being a young man full of testosterone and fresh out of the military I was looking for an outlet for all the aggression and intensity that the United States Army had programmed into me. This gave me everything I was looking for, comradere, physical violence in the guise of playing an organized sport (watch a couple of matches you will know what I mean), your occasional hanger on. These were young ladies who hung around and got off on the brutality of the sport not unlike those who like football or MMA. This was Rugby, every scrum brought both of those sports to bear. One night after a match we were going to our club bar.
This was awesome we had an arrangement with one of the hottest spots in town. On the weekends before the bar opened we could throw parties there and always went there after matches on our own turf. Well this night in question I had not gotten drunk during the game (seeing how there was always a tapped keg on either teams sideline during the game) and my cousin D was there with the team. The manager who would become a lifelong friend and sometimes employer asked he and I to stick around as they had a few bouncers call off. So we did, had many an opportunity to prove ourselves and by the end of the evening were offered jobs. Which we accepted.
All that info was just to give you a glimpse into the type of young man that I was, superficially. I was also highly intellegent, always on the deans list at school, and horny all the damn time. You see I was a nerd, Hardcore, cosplay, Startrek convention attending nerd. What that afforded me was a very vivid imagination when it came to women, and a degree of sophistication that young men my age typically do not posess. Think of the dude that had Stiffler’s mom in American pie. However the Rugby playing ex military bouncer gave me a persona that allowed me to live out the jock fantasies that alluded me during my highschool years. And oh my friends I played my part well.
One night in D and I were off work and did not feel like the usual night spots. Now I had heard about this place Whispers from a couple of guys at school. This was not our usual scene of dance clubs with loud music, too much cologne and young folks who cannot hold their booze. Nor was it the local dive bar or good old booty club that young men would frequent. No this was a completely different scene entirely. This place was in the local Holiday Inn, it was frequented by a decidedly older clientele. The music was much more civilized. You were more likely to hear Luther Vandros over Oasis or Prodigy. You would damn and for sure never hear the Thong song.
Today we would refer to this as a cougar bar. You could tell how freaky the woman was by the amount or size of her jewelry. The larger the rock the less attention they were getting at home was pretty much how we chose our target for the night. Little did we know when we started going to Whispers the roles were totally reversed. We were used to being in regular clubs navigating the sea of Alpha and lesser males all on the hunt for some ass. Here that shit simply did not fly. Your ratios were totally off. 3-4 women to each man in the room including staff. Competing with older men was also different.
Where in your average club it was all peacocking about. Here everything was chill. Most of the guys were there with women already. There were others out there looking like us but we had an advantage over them. Youth. The women that were there had what they were offering at home or had just divorced one of those. When we would go to Whispers we also had to utilize different props than we did at the regular club. We didn’t do any cheesy Prince of Persuasion eye patch or crap like that. At a regular club we would wear something that showed off our physique as we knew our audience.
Here we would go strictly business casual. maybe a Polo and dockers, or a nice button down and slacks. We also did not power down the drinks. Hardly ever drank beer here. Mixed drinks that you could nurse as opposed to slamming shots. We could only afford to come here every other month or so as being in college and working 1 full time and 2 part time jobs a brother was poor. I was dressed with the finest habadashery that was available from the local thrift shop. I would go out where the rich folks donated. So here we were styling in last years fashion but wearing it well. My wing man and I would stroll in and find a place at the bar or grab our drinks and sit in one of the lounges and survey the room. This was actually my favorite vantage point.
It was comfortable and much more intimate than sitting at the bar. Now being the nerd that I am. I have studied women in all aspects. Their bodies, their movements, subtle behavioral traits and not so subtle tells. The way a woman stands when with her friends can tell you if she is sticking to her pride for safety that the numbers afford her, if she is on the prowl, and which one of them is the cockblocker of the group. You know her when you see her. Trying to act like she is there having fun. However she is scanning the crowd just like you are. She is looking for the one or ones who are going to try to swoop in and pick off her friends 1 by 1 until she is there alone and pissed off. Therefore she will shoot down any and all attempts made by someone “just trying to get some”.
You may want to avoid that group all together. Now one night Dave and I were out and doing our thing. We had set up on a long L shaped couch and were basically scanning the floor. We saw the above mentioned group and did decide to pass on that scene. It wasn’t long before David has spied a couple of 30 somethings and he tells me that he was going to see what he could put together.
With this particular crowd he and I were not after the dual conquest or group fuck like with the girls at the younger or booty clubs. This was more of the solo mission.
David was over there sitting between his 2 potential conquests for then night. He was smooth much smoother than me. Being around him made my game better. However it seemed like he did not have to really even work at it. He was taller than me and had long dredlocks he had this whole Lenny Kravits vibe about him which seeing how he kind of looked like him really worked. I am shorter, with a stocky build. I look like I played football due to all the building in the Army and playing Rugby now. But my game is kind of weak compared to him. I would not be surprised if he got them both tonight.
So here I am alone, scanning the room, I light a cigarette this was when you could still smoke in bars and there was not such a campaign against smoking. This was also a generation that did not deamonize smoking like the current more enlightened group does. I am working up the courage to make a move still going to avoid the large group with their own personal little bouncer who would catch me looking at one of her friends and do everything but the whole I am watching you thing with her hand and 2 fingers to let me know she did not want me over there trying to pick off one of her friends.
I get up and advance, now I am not a man who believes in the rule of numbers. Where you go from girl to girl to girl and eventually one will say yes. My Ego is not that strong. I got myself together and basically worked the crowd. Smiling, small talk, admiring as I move about. Little did I know tonight I was the one being stalked. Now remember what I told you about jewelry here. Having not quite picked out which way I want to jump at this point, my wing man is on the dance floor, yep both of them. They looked like sisters that lucky fuck. But enough off my internal dialogue regarding his luck.
I order another Jack and coke and decide to return to my roost so I can scope out a possible companion for the evening. i am walking through the bar and climb the stairs to the sitting area. Someone catches my eye. This woman is beautiful. She had that classic beauty not all fake and full of botox and collagen, she was at least twice my age and wore every day of it damn well. I could tell from where I was which was just awesome. This woman had curves, I love curves. I could also see from my vantage point the double row tennis bracelet and the 2 carat diamond on her left hand. She had dangling amithest earrings that matched the necklace that was beautifully draped across her exposed collar bones dipping down to her ample cleavage. She had a bit of a double chin going on when she pulled her chin back as she looked down to retrieve a cigarette case from her purse.
Yes she had a cigarette case, she took one out, tapped it a few times on the filter then retrieved a gold slim zippo and lit up. There was an elegance about her movements the way she sat there with a little dis interested interest. Things could go good or not so good. She was totally in control and it did not matter. This woman knew she had me hooked. Have you ever seen one of the old cartoons where the wolf smells a pie on a window sill and he is drawn to it floating on air. That was the only way I could describe this experience. This woman was captivating. I have always had a thing for older women as far back as I can remember.
Ever since I saw Mrs. McPherson in the 5th grade at Miller Middle School, she was a beautiful black woman. Tall but keep in mind this is from the recollection of an 10 yo boy. She had a classic 80’s haircut something like Vanessa Del Rio used to sport, her hips and ass were absolutely perfect, a nice rack always showing some degree of cleavage. She wore stockings and pumps every day which has contributed to my fetish with come fuck me pumps. The way it accentuates a woman’s calf and forces her butt up. Awww man it is amazing to behold. I would have done anything to be one of the boys that we see hot teachers getting in trouble with on the internet almost daily.
So I take a seat opposite of where was originally to allow me to gaze upon her beauty and gaze I did. Unapologenically I did. Every now and then she would glance up my way as she was making small talk with the bar tender. Finally I gathered up my nuts and decided to go in for the kill. I would like to tell you that I was smooth and glided over to her like I was in a Spike Lee movie.
I would like to tell you that I waited for the moment that she retreaved another cigarette from her case and I swooped in with my gold flip top lighter with side striker just like James Bond used and took her breath away. However the only thing I can really tell you is that I did not fall down on the way. I made my way over to her and sat next to her. ” Rather forward of you” she said to me in an almost chastising tone as if I had just made a HUGE mistake. I became a little flustered which she liked. I was not but I have found that older women enjoy the power position. Not to be confused with the Amazon position.
They (women just like this one) have typically been married for quite some time and supported a powerful man on his way up the corporate ladder. Raised a couple of kids that have no time for her anymore and she is reaching out into places like this to feel alive again. I was just the life support she needed, and I am of mixed ancestory which I have been told white women who want to try having sex with a black man either want that super dark brother that someone had to import from Uganda. Or they want the fair complected or “high yellow” brothers. Just enough black to fulfill the fantasy but not too far into the darkness if you will. I was told this by a married woman who I had the pleasure of spending an evening with in one of my earlier writings.
She laughed with a sort of growl and purr at the same time. I cannot really describe it more than that. If I ever in life hear something like that again though I will be totally under whomever’s spell. That’s when she told me to relax, which i did and we started making small talk. She asked me what took me so long and that she had called me when I entered the club.
Confused by this at first I realized she was referring to her smoldering look. This woman gripped you with her eyes. Her generation was before all the dark eyeliner to give a woman smokey alluring eyes. This woman had them naturally. She was actually quite stunning up close. Mild crows feet betrayed her a little but to me that does not matter one bit. Her neck was elegant and appeared to have had a little bit of work done on it because her collar bones and hands further gave away the fact that this was a mature woman. Mrs. Robinson are you trying to seduce me, I wanted to say but instead just rode the wave of back and forth compliments.
it was not too long before I had slid my bar stool closer and in a mild display of man spreading had her crossed legs between my knees. Allowing her to brush her knee against my erection and me to slip my fingers up those silk stockings, actual silk, this woman had class. I could slip my finger tips under the hem of her skirt, AWWWWW YEAHHHHH garter belt too. Man I could have cum right then and there. When I ordered my next drink I also ordered a shot of Jack on the side. She was drinking a slo gin fizz, I remember the orange color and that it was too sweet when i tried a sip.
I immediately threw the shot down my throat and then nursed the Jack and coke for the rest of our time in the bar. The reason I did this is because it would get me just “right” Not so impaired that I could not perform but just enough to keep me from blowing my load the next time this absolute vision of sexuality all wrapped up in an upper middle class white woman with dark hair, a tiny little belly going on there real silk stockings and a garter belt. I could see the lace of her bra cups when she would lean forward. Or when I would get really forward leaning in to nuzzle her neck and steal a kiss. Every time she would flick my lips with her tongue when we our mouths would part. Dave could suck it . This woman was worth 4 of the little bopsie twins he was trying to lure up to a room.
Here I am (this is now) in my office that today I am sharing with my boss, supposed to be working instead I am writing about my slutty past and I am at full staff. So I am trapped at my desk because if I stand up right now I am going to have some explaining to do here.
What happened next took me by surprise a bit, but the bartender gave her a room key. A real key folks not one of the fake credit cards that we all get today. How did he know. Was that little voyeur watching this whole little dance getting off on the very confident very married woman reel me in and then give him the nod signifying that she was now sufficiently pleased with her selection for the evening. He then retrieved the room key that he either had in reserve for “select” patrons of this establishment which had been paid for earlier in the day and then he would for a fee of coarse slip them the key thus keeping their names out of any registry and thus allow for clandestine rendevous. I don’t know if that was the case but it would be a good idea just the same.
Here we go………
We both left the lounge and made a b-line for the elevators up to the 3rd floor, i totally do not remember the room number but all that mattered at this point was getting her on the other side of a door and out of these clothes. Once I heard that door latch I immediately was all over her kissing, caressing and tearing my clothes off. Well not tearing, eventhough I got these clothes from a thrift shop they were the best I had. Woah baby slow down she told me. We have time.
I was able to contain myself with powers i did not know I posessed. I moved over to the other side of the room where there was a chair in the corner. This gave me a vantage point where I could take her in as she was allowed to exercise her inner exhibitionist. The way she moved as she strode over to where I was sitting and began to slowly remove her blouse her bra came into view it was a black lacy push up little number that nicely cradled her perfect breasts. There is something to be said about good expensive underwear. She did not remove it all the way and was standing in front of me with her breasts displayed and her skirt on. She rather gracefully reached around her side and grabbed the waist of her skirt and turned it to access the zipper and pulled it down.
Thank you whoever told me about a shot of whisky can help you delay your ejaculation. Once this woman peeled that skirt off and allowed it to fall to the floor my cock nearly burst its way out of my pants. She was wearing some sweet french cut panties that matched her bra. This woman was tastefully trimmed but not clean shaven. Now don’t get me wrong I love a clean little pussy. I love to suck it lick it hell just look at it mmm mmmm good. However a woman with hair on her pussy is a totally different experience that due to the current trend in adult erotica where many receive their idea of what a woman should look like, most young men today will never get to appreciate.
she stepped close to me and I grabbed her hips. “Slow down baby” ran through my head as I leaned forward and brought my nose to her pubis. I inhaled deeply. The scent of her was more intoxicating than all the booze downstairs. There was a slight must from the hair that made my head swim. Her hands on either side of my head steadied me and she pushed me back in the chair. Then she straddled me. Oh the feeling of a woman on top of me. All of her weight concentrated on just a few pressure points. It is amazing. She was able to keep me under control as I just decided since she had taken such a power position from the start that she wanted to be in control and i was fine giving up control.
The foreplay was awesome borderline epic, having her remove my clothes in a manner that showed me that she had done this before. She got me up from my position and lead me over to the bed crawling up on the bed she laid back and slipped off her panties and tossed them aside. Now she did something simple but incredibly sexy at the same time. She was laying there looking at me pinching her nipples and sliding her legs forward and back causing her thighs to rub together. I could see that when she did this her pussy was moving side to side stimulating her clit. Her face was flushed and so were her breasts she however remained in control. There i stood at the foot of the bead stroking my cock trying not to accidentally beat off but at the same time I couldn’t stop myself from playing. It was at that point she locked her eyes on mine then I saw her draw her knees up and slide her feet apart. I damn near dove in between her legs face first. After smelling her earlier I just had to taste her.
It was everything I thought it would be. Now here I am in a hotel room with a woman I just met, trying despirately to shove my tongue all the way to her belly button. I was licking and sucking her lips and clit. Thrusting my tongue in and out of her as she rocked against me fucking my face. She did not make much noise while we were going at it she would moan softly and give me the occasional ” Oh yeah baby” . Then i managed to rock her hips forward and plunged my tongue into her asshole. That brought a resounding “Oh Fuck” out of her. Now I don’t know if I was the first man to go there or not but she loved it. She threw her leg over me to lay on her side and grabbed the back of my head and ground her ass into my mouth. Now remember me telling you about how I am a complete nerd and as such have studied the female form in great detail? My knowledge of the exact or there about location of the G-spot came into play. I slipped my thumb in her pussy and pushed firmly right where I needed to be. It was not long until I induced her first orgasm of the night. She was shaking and bucking her ass slammed me in the face forcing me to back off for my own safety.
I laid there and decided to reach out and slide my hand up her thigh and she slapped it away. This confused the fuck out of me after what I had just done. She then said that she was very sensitive, that every nerve ending was excited and she needed a break, and some water. Having seen the ice machine on my way to the room I snatched on my pants ran down the hall and back in 2 seconds flat, well maybe a little longer.
By time i got back to the room she was laying down on her stomach. This folks was such a view her beautiful face, tussled hair, smooth skin of her back all the way down to that amazing ass framed by her black garter belt and stockings. I nearly dropped the ice bucket as she looked like every hot ass centerfold from a 70’s Play dude magazine.
I got a glass dropped in some ice and poured her some water which she drank down said something about that hit the spot and immediately grabbed my dick. She did not do some speedy head bobbing deep throat blow job. Tonight I was her prize. This vision slid her soft hands up and down from the head to the base twisting as she moved. I was enjoying her attention to detail as she reached up and grabbed my balls and slowly rolled them in her hand. I started pushing my cock towards her lips. She guided me with my dick to get in bed and onto my back.
She Started by stroking my dick slowly then Looking me right in the eye she stuck on her tongue and from the balls to my head in one long stroke. Oh my dam that felt so good. This woman then showed me she was a head master. Not sloppy but determined. Watching her head Bob up-and-down that beautiful mouth wrapped around me it was incredible.
I knew hours about to come and I really wasn’t ready so I grabbed him by the shoulders and pulled her up on top of me. All the way up to my face. This woman rode me like a Bronco. Now when I tell you I love eating pussy I really really love it there’s nothing in the world quite like a woman’s legs wrapped around your head while she is just bucking in the throes of ecstasy.
She said, I’m about to come as she squirted inside of my mouth. I drank it all gladly.
She was still shivering when I rolled her onto her back, spread her legs and slipped my cock all the way into her in one smooth slow motion. The only sound that came from her was a swift inhalation, followed by a long slow exhale. Her knees were at my sides and She wrapped her arms around me dug her nails right into my back.
As I felt my climax approaching I did not want this to end so soon. So I pulled out and turned her over as she immediately got up on her knees and presented that ass to me. I thought for a moment About trying to slip my day right in side of her asshole, remembering how tight it was when I was licking it. But instead I started slamming my dick in her pussy with all the power of a young twenties man could muster.
This one and was not a screamer but her moans showed her pleasure. When I could take no more and I was not wearing a condom I pulled out and slip my dick between her ass cheeks and came all over her back.
We lay there for a while while she played with me like a young girl with a brand new Toy. It didn’t take long before I was ready to go again, However she stopped me and said she was done she couldn’t take anymore tonight.
I asked if I could call a later we could hook up she said no. So that was it the 2 of us one night and her fun. Well, I had fun too.
I Made my way back downstairs to find days sitting at the bar. Where he and I decided to catch each other up on the festivities of the night. He told me he had seen her but the blinds were just a bit too much for him to pass up. I was happy for his greed because it allowed me to be just used for her pleasure.
Now I know this one is long and I apologize if it was a bit drawn out at times however I’m just exercising my memory I hope you guys enjoyed this if so please comment below and let me know there are Many more stories from my bouncer days.
Next time I might write about the time Dave and I got dominated at the star trek convention by the Klingon chick!
Source: reddit.com/r/gonewildstories/comments/bh13q0/mature_womans_toy_mf_very_long