A Pair of Bent Glasses Led To [M]y 22 First Time With a Mil[f] 35

When I was in University I worked part time as a lab tech for an optical store that was located in a busy mall. It wasn’t glamorous but it paid okay and I actually liked the work. I got to use expensive machines and make things that actually made a difference in people’s lives which was pretty cool. I worked mostly evenings and weekends through the school year and after a while I was basically the supervisor of the Sunday shift. Anyhow at the time of the story I would have been about 22 and was a fit 6’3” with ginger blonde hair and hazel green eyes and did pretty well with the females of the species. I wasn’t exactly a fuck boy but I rarely remained lonely for long.

Anyhow it was Sunday and things were winding down. Sunday’s could be really dead or really busy and there was no real way to predict which it would be. We closed at 5PM that day and it had been pretty slow so by 430 we had the lab spic and span and all the machines off and equipment stowed so I let the other two tech’s take off early to get some Christmas shopping done (it was early December) and I would stay till 5 and shut it all down. They happily agreed and I sat down and started reading a magazine waiting for 5 and for us to close the doors. 4:45 rolled around and a woman in her thirties came in visibly upset and frazzled. In her hand were her prescription glasses but they were a bent and flattened mess. She had been getting into the car and had taken them off and put them on the seat so she could put on her sunglasses and then promptly forgot they were on the seat and sat on them.

It was not at all unusual to have people come in with glasses that had met some horrific event so the sales girl out front brought them to me and asked what I could do. The lenses were undamaged but the frame was a bent and twisted nightmare. I removed the lenses carefully then set about trying to get the frame back in some sort of recognizable shape. After about 10 minutes of careful bending and shaping the frames were not perfect but at least looked functional. I carefully reinserted the lenses and tightened the screws with some locking fluid to hold it all together and took them out to the waiting customer. She was thunderstruck that I had been able to get them back into a functional item again and quickly put them on. They were skewed but after a few more adjustments and having her put them back on we got them looking pretty good. I advised her that due to the bending that there may be metal fatigue and that getting a new pair sooner rather than later would probably be the smart move and she smiled and agreed she would see to it as soon as she flew back home.

She was pretty in a soccer mom way with highlighted blonde hair that probably set her back a $100 every time she walked into a salon and though it was hard to see her figure fully due to the winter coat she wore her legs were long and slim and her ass looked like she spent some serious time on the stair master each morning. She thanked me profusely and tried to offer me money but we had a strict policy against tipping and I shook my head and said it was my pleasure. At this point we had closed the sliding door out into the mall and everyone else had headed out leaving me to lock up. She was adamant that she do something for me though and mentioned the bar and grill upstairs and said the least she could do was buy me a drink. My alternative was to lock up and go home and get stoned and play video games so I figured why not and said she drove a hard bargain and I would meet her up there. “Annie,” she said, sticking out her hand. “CJ,” I replied with a smile and took it. Her hand was warm and smooth and her brown eyes and my hazel ones locked for a moment and there was definitely a spark there. “See you in a few minutes.” I said and escorted her out.

I went to the back and changed out of my lab coat and work pants and took jeans from my backpack and put them on and then my winter jacket. I set the alarm and locked up and took the escalator up to the upper level and headed for the bar. Sure enough, she was seated at the bar with a glass of white wine and smiled at me as I came in. I took a seat next to her and thanked her but told her that I could pay for my own drink and she needn’t worry. She told me that was nonsense and she was happy to do it as I had saved her bacon and she had a presentation to do the following morning that she could not have possibly done without her glasses. I knew the bartender and she gave me a bit of a knowing grin as she brought me a pint of my usual but said nothing. We got chatting and it turns out that she was a pharmaceutical sales rep who traveled a lot for business. I gestured at her wedding ring. “Must make it hard for you and your husband to spend time together,” I said taking a sip of lager.

“Oh this,” she laughed and twisted it on her finger. “When you are a woman in this business it helps for people to think you are married to keep most of the creeps away.” She shrugged. “If some of these guys spent as much time checking out my materials as they did my ass I’d have been able to retire five times over by now.”

I grinned and decided to see what reaction I would get. Worst case is it gets awkward and I finish my beer and leave after all. “Well it is a pretty great ass. I may have noticed it when you were leaving the store.” I arched a brow and raised my glass slightly. “And for that I toast you.”

She burst out laughing and her fingers touched the back of my hand for a moment as she recovered. She sipped her wine and shook her pretty head. “Well my ass and I thank you.” We chit chatted about ourselves and had another round and I learned she had been engaged twice but it never took. “The problem with men is that they always say that they are fine with me having a career I am serious about but as soon as it becomes inconvenient the tune changes drastically.” She shrugged and took off her suit coat and draped it over the back of her chair. She was wearing a pale blue silk top underneath with bare arms and a modest neckline but I finally got a better idea of her figure and her breasts were definitely there and proud, a solid C which went well with her body type and height, I would say she was about 5’7”.

We chatted more and suddenly an hour had passed and then a second one so we ordered food and had another couple of rounds. Annie was absolutely charming and the more I got to know here the more attractive she became. She had a lot of great stories and had a great laugh and was very interested in me and my thesis which I had explained to her. “That’s amazing CJ, I know it will be fascinating. She touched the back of my hand again and this time I turned mine over and squeezed hers. Her breathing stopped and she looked at me for a long moment before she smiled slowly and squeezed back. “Did you need a lift home?” she asked quietly.

Well there was no way we were going back to my pig sty and my three weed smoking room mates. “You know you probably shouldn’t drive. We can get a cab to your hotel so I know you got back safe and I’ll just head home from there. It’s on the way to my place anyhow.” It wasn’t but I was 22 and monstrously horny at this point and would happily pay the cab fare from this gorgeous woman’s hotel to home, hopefully several hours from now. She made a show of saying it was unnecessary but we both knew where this was going. She insisted on paying the check saying she could expense it anyway and we hopped in a cab and headed out. Once in the back of the cab I slipped my hand over hers and kissed her very purposefully which she returned. We were making out in no time and my hand slid inside her unbuttoned jacket along her waist and around to her lower back. Her tongue was light and probing and I felt her on hand in my hair as we kissed. My cock was rock hard in my jeans and her one hand slid down and began rubbing it through the denim. It was a good thing that the hotel was only a few minutes away or that cab driver may have gotten a show he hadn’t bargained for. We pulled up to the hotel and I quickly tossed a twenty to the driver and we breezed through the lobby and were making out like teenagers in the elevator all the way up to her room on the twelfth floor.

I was panting like a horny bull as we got to the door of her room and once inside we started shedding clothes like mad as we made our way to the bed, a tangle of limbs and tongues as I pushed her back on the bed in only her matching black bra and panties. My shirt was somewhere on the floor and I hurriedly removed my pants and boxer shorts and her eyes widened approvingly as my cock sprang free. I’m not huge but I am tall and my cock is proportional, just a bit under 7 inches long and thick with a slight upward curve. “That’s a good boy,” she said as I slowly tugged down her panties and she shed her bra allowing me my first real look at her nude body. She was glorious with creamy skin and a neatly trimmed bush with her C cup breasts standing proudly with thick pink nipples. I started kissing her neck and shoulder and worked my way down, her breath coming out in hisses as my lips and tongue found her nipple and my right hand moved to stroked the soft skin of her inner thigh and then up to slowly rub her pussy. She was soaked and my mouth continued its assault on her nipple, sucking on it and flcking with my tongue and as my fingers slid up and down her slick pussy, working them all along her inner lips.

“Fuck, yes, that feels so fucking good,” she moaned and I took the opportunity to slide a finger inside her and started to fuck her with it as my other hand squeezed and kneaded her other breast. Her fingers were in my hair and I slid lower, tracing my lips and tongue along the smooth skin of her abdomen and caught the first scent of her sex as I moved down toward her hips. The smell drove me wild and suddenly my fingers were gone and my face was buried firmly between her thighs, my thick tongue dragging up and down her inner lips then sucking on her labia as my hands dug into her ass. “Holy shit, yes just like that. Eat my pussy like the horny college boy you are.” This turned me on even more and I moved up to start sucking on her clit and lashing it with my tongue as my fingers moved back to her pussy and started fucking her hard. Her hips were bucking and she was moaning loudly and I could tell she was close to cumming. I had never done this before but without even giving it much thought I took one of my pussy soaked fingers and started rubbing her asshole. She didn’t flinch or object and if anything she seemed to get more turned on so I started pressing it in and after a moment it was deep in her ass.

“Dirty, dirty boy,” she gasped and taking that as approval I started to fuck her asshole with my finger as my mouth worked hard on her pussy, switching back and forth from tonguing her pussy and sucking on her labia and then back to her clit, sucking and flicking. “Oh yes fuck me like the dirty slut I am. Fuck that ass with your finger you depraved boy,” and I happily obliged. A moment later she stiffened and her hips rolled wildly and she was shaking as her hips bucked several times quickly. I slid back up her body and kissed her deeply, the taste of her pussy fresh on my tongue and she responded eagerly, even licking my chin to get every last drop.

My cock of course was hard enough to pound nails with and Annie rolled me onto my back and then slowly started kissing and licking her way down to my cock and balls. She used her tongue to slather her saliva all along my shaft and tip and then started to expertly suck and lick my balls, something that no girl had ever really done for me, or at least well. Annie however could have taught lessons at the finest brothel on earth and within minutes I was the one doing the moaning and groaning. She was the first woman to ever deep throat me as well and the sight of her lips pressed to my groin and my big cock in her throat as her brown eyes stared into mine had me ready to erupt on the spot. I told her to stop because I was going to cum and I wanted to fuck her but she just renewed her efforts on my cock and a moment later I was erupting into her mouth, jet after jet of hot cum painting her tonsils and the back of her throat. She was as expert at that as she had been at everything else so far and swallowed every drop. Finished, she came back up and we kissed for a moment before she rolled off me and started chuckling.

“Something funny?” I asked lightly but was inwardly sure that I had done something stupid and she just wanted me to bust my nut and leave.

“Not funny precisely,” she said and kissed me again, her eyes bright and her lips smiling. “More like how you were worried you wouldn’t be able to fuck me if you came. Sweetie you’re 22. If you aren’t hard and ready to go again in 20 minutes I’ll eat my panties.” She was right of course and even now I could feel myself starting to get aroused again from the touch of her naked body on mine. She got up for a moment and rummaged in her purse and came back with a joint and a lighter. “Do you smoke?” she asked, lighting it and taking a big drag before blowing it out in a sweet cloud.

“I dabble.” I conceded and took the proffered joint and took a big hit as well. It was smooth stuff but I figured she could afford the good stuff and not the garbage my roommates and I all smoked. We took a few more hits each and I was feeling nice and mellow but also very, very aware of her naked body against mine. She put out the joint in the ashtray (yes you were still able to smoke in hotels back then) and went back to snuggling and I don’t know if it was the weed or not but I was suddenly ridiculously horny again and my cock started to stiffen accordingly. I started kissing her neck and shoulder and she squirmed against me, he ass rubbing against my now very hard cock.

“I told ya,” she said and then rolled onto her back so I could get on top of her. My cock rubbed along her labia which was still slick with her juices and we were making out very slowly and deeply when I felt her hips tilt a little and then I was sliding into her, her warm pussy engulfing my cock as she groaned loudly. Hey pussy gripped me nicely but she was so wet that fucking her was nearly effortless and I got a good rhythm going in no time with several short stroked followed by a few longer ones and working from there. Her breath was quick and light on my neck and her nails dug into my back as she wrapped her thighs around my hips. “Yes fuck me nice and hard,” she was saying. “Show me you’re a man and fuck me good and hard.” That was all I needed to hear and I picked up speed, my cock pistoning in and out of her pussy as fast as I could make it. She shrieked a little into my shoulder and then started bucking her hips hard into mine.

Between the weed and cumming pretty recently I was ready to keep going for a while when she came hard and went limp under me. Not sure what to do I pulled out as she gasped on the bed but then decided to take control and flipped her over so that her perfect ass was in the air and her face was pressed into the bed spread. I lined myself up with her pussy and sank my cock into her balls deep with one long thrust. She shrieked again and her hand shot down to her pussy to start rubbing her clit as I started to fuck her. She wasn’t talking anymore and her communication was now all done with a series of cries and guttural moans. Thinking about when I ate her out I spat on my thumb and started to press the ball of it against her asshole, rubbing it around as I continued to fuck her and she started shaking underneath me. I was getting close now so I picked up the pace and managed to push my thumb about halfway into her ass when she came again and this time the convulsions in her pussy were enough to cause my own cum to erupt into her, another huge load that I filled her pussy with and as I kept thrusting leaked out with her own juices as sort of a milky froth. We both collapsed this time and lay on the bed, spent for the moment and realizing that I was also seriously high from the weed earlier.

I stretched and felt myself laying content on the king size bed while Annie got up, still naked and went to the washroom. She was in there a few minutes and finally came out, flopping onto the bed and relighting the joint. We both had a couple of more hits and I asked her where she got it from as it was insanely good. This is when medical marajuana was still a very new concept and she said she got it from the supplier for her pharma company. I asked if he had an outlet in town and she laughed and we kissed again. “Don’t go getting to fucked up on me though,” she warned me. We still have lots of time.” I checked my watch and realized that she was right and that it was barely 9 o’clock.

“Well I suppose we should find a way to put the time in,” I said smiling.

Anyhow that was the start of my affair with Annie. She would come to town once every three or four months for a few days and that was my queue to rest up, eat oysters and take my vitamins. This went on for over a year before some airline pilot snagged her and they were married a year after that. But I will always be grateful for Annie’s bent glasses and the best thank you anyone could ever ask for

Source: reddit.com/r/gonewildstories/comments/vioovf/a_pair_of_bent_glasses_led_to_my_22_first_time

9 comments

  1. Annie sounds too good to be real. But I think your story is the truth.

  2. Best story I have seen on this Reddit. And super well written. An amazing memory!

Comments are closed.