CFNM With The MILF Seamstress

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My first CFNM experience occurred when I was 18. It is important to set the stage for what happened. I was the only son of very strictly religious parents. We lived in a small town in KY. Sex was considered dirty and a forbidden topic. I had had only a few dates of the school-dance type. My ex-military father had standards that he insisted be met. One of these was that I wear a short flattop (the cause of a lot of teasing by my classmates). Another was that I always wear a suit and tie to the many church events. This was a source of much potential embarrassment as the suit fabric was thin, and since I was 6’2” and 190lbs, could be pretty tight. To make matters worse, I am well endowed. I only wore briefs that I would buy a size too small. Under a suit I would commonly wear two pairs in an attempt to minimize any revealing bulges. Much of my repressed sexual energy went into sports and working out with weights. Consequently, I was pretty muscular and my chest and shoulders were well developed. My parents bought me a new summer suit – light gray and a fine thin fabric. Unfortunately, the pants that came with a 46 long suit had a 40 inch waist and my waist size was 35. This necessitated an extensive tailoring to make them fit. Thus, I came to make a visit to the tailor and to have a CFNM experience.

One warm Saturday afternoon in late June my father pushed me out of the house with instructions to get a haircut. And since the tailor shop was only a door or so away, I was to take the suit in for tailoring. Both of these tasks were far from exciting to me but I had learned that resisting my dad was to be done for only the most important things. The old barber was in cahoots with my father. My father had no doubt called ahead to say that I was coming and that my hair should be cut extra short before I started a summer construction job because my sandy blond hair sheared to a short flattop. I was already self-conscious and embarrassed when I stepped into the tailor shop. Little did I suspect that much more awaited me.

I had been to the shop before and therefore had no apprehension about going again. It was a “hole in the wall” type of business with a counter near the front door separated by a curtain from a work area in the back. The back room was not much more than a walk-in closet with clothes in piles, clothes on hangers, a sewing area, and a fitting stage. I call it a stage because it was a plywood platform with three floor to ceiling mirrors providing multiple views of the whomever stood on it. Today was vastly different, however, in that the usual proprietor, an aging man, had been replaced by a woman. She was probably in her 30’s with a nice figure and face. Due to the warmth of the day and the lack of airconditioning in the shop, was wearing a low-cut, form-fitting tank top which barely contained her large breasts. If I hadn’t been so flustered about the haircut I may have more presence of mind to be concerned about her measuring my suit. Instead I managed a “Hello” and told her that I needed the suit fitted. She gave me a good looking over, which I interpreted to mean that she thought I had a funny haircut, as she pointed toward the back. “Just take it right back there, Honey. Put it on and let me know when you’re ready.” Her tone was warm and friendly. I pushed aside the curtain and stepped in. The room was pretty warm but a floor fan was moving some air. The only lights on were over the “stage”. I took off my pressed khaki slacks and put on the suit pants and jacket. The pants were so loose that I had to hold them up with one hand. “Ready”, I said.

Momentarily she entered and directed me to stand on the stage facing her. “Well, let’s get a look at this suit” she said. She stood close ran her hands over the shoulders and down the sides. “That’s quite a nice haircut you have there” she said, “It really looks good on you. Very masculine and nice in hot weather.” I was digesting this compliment and switching from hating the haircut to liking it when she said “Hands to your sides” she said. Without thinking I let go of the pants and let my hands hang at my sides. As I did so, the pants began to slip down. Alarmed, I spread my knees wide to help support them. She seemed to take no notice. “Wow, you’re a big guy. You’re packing quite a bit of muscle . . very nice fit through the shoulders,. sleeves are a little short so I’ll let them out some . . . I’ll take it in a little on the sides and it will really show off your great physique. You’re going to like a million bucks in this. You can take it off now.” I struggled to get the jacket off while not losing the pants, blushing from the compliments this nice-looking woman was handing to me.

Fortunately, I was wearing a long-sleeved oxford cloth shirt with a button down collar. The long shirt tails came in handy when the pants were slipping down on my hips. “Ok, face me, please. Just let you hands hang at your sides. “ The pants slipped threateningly down but she grasped them by the waistband and began to manipulate them. “My goodness, you’ve got enough fabric here for two pairs of pants.” She held up the waist with one hand while pinching up fabric here and there. “Turn and face the mirror. Hands on your hips, please.” I complied and she proceed to hold the waist as I turned. She began to smooth the cloth in the seat of the pants by running her hand over it.

To my alarm, I began to feel the first twinges of an erection but I concentrated on letting it pass. Then she cinched up the fabric of the seat so that the front was very tight. “How tight would you like these to fit? I could make them really show off this nice body of yours.” Suddenly, I began to feel a little light headed. My cock was expanding rapidly and the full implication of what was happening began to dawn on me. I was getting an erection while standing there in a pair of very thin pants with a good-looking woman scrutinizing everything. My tight jockey shorts could not begin to conceal what was happening. My growing hard on was very evident. I desperately needed to arrange things in my shorts but didn’t dare. I was so embarrassed I felt welded to the spot. She could tell I was embarrassed and tried to put me at ease, “Now, Honey, there’s need to be embarrassed although I see that you are. This is perfectly natural thing for a young man like you. It’s nothing I haven’t seen before.” She continued to casually work with the pants to figure out how best to alter them but time and again this involved examining the fit of the crotch – one hand holding up my pants, the other clearly feeling of my genitals.

I could feel my face turning red. Sweat was beginning to bead on my forehead. “My goodness, you’re getting overly warm. You’d better get that shirt off. The shirttails are just going to be in the way of my working on the pants and you’ll be more comfortable.” I was unable to say anything. She continued to hold up my pants. “Come on now. I’ve got your pants.” I fumbled with the buttons of my shirt and finally got it off. My chest was glistening with sweat. “There, that must be better. And what a nice chest to show off!,” she exclaimed. She let go of the pants to reach for a pin cushion. As she did so they slipped onto my hips, only supported by the bulge in my now mostly exposed underwear. I reached for them reflexively. “Modest, aren’t you?”, “Yes, M' aam,”, I stammered. “I’m very modest.” “Well you can just relax with me, Honey. I’m a big girl and seen lots of things in my life. Trust me “Yes, Mam” I said, relaxing just a little. “Why don’t we take a little break so you can cool down. I’ll leave you a lone for a bit. Just have a seat and I’ll check back with you in a few minutes.” “Thank you, Mam,” I said gratefully as she left.

I now had a chance to catch my breath and get myself under control. At least I could adjust the balled up erection in my underwear and let it run up flat against my stomach. But when I did so, to my dismay my dick sprang to full attention. Nothing I could try would cover the head which only grew more shiny and purple the more I stretched the waistband to come up over it. The full impact of my situation began to settle in – I was more or less trapped with a beautiful woman bare-chested and unable to cover an erection. Oddly, despite all my inhibitions to the contrary, I was really turned on by the situation. I could never have consciously put myself in this situation but here I was and my helplessness to prevent her seeing me made a part of me breakdown. I began to feel like by consciousness was retreating within me and a new person, a man that was not ashamed to have a man’s anatomy was emerging.

“OK to come in, Honey?” she asked. I pulled up the pants as far as I could and said told her it was. It was really difficult standing on the stage knowing that inevitably they would need to come down to a point where my penis would be visible. “Did that help, Honey?” she asked. “Not really, Mam,” I managed to croak. My breath was shallow, my hear was pounding. “Why you’re shaking like a leaf. What’s the matter?” “I can’t get myself back in my underwear, Man” I confessed. “Oh, my goodness,” she exclaimed with a smile,” is that all? Let me have a look.” She gently bur firmly took my hand away from holding up the pants and let them fall. I’m sure I let out a little gasp.

“Well, well, well, that’s a very impressive prick you have there, Honey. You should be proud of that.” Her eyes seemed fixed on my cock. “But you’re so embarrassed. Hasn’t a woman ever seen that before?” My silence was all of the affirmative she needed. “But I bet you’d like for one to wouldn’t you? Again my silence was taken to be ayes. Then she said very quietly a command that I did not refuse, “Hand me the pants, Honey.” I slipped off my loafers and stepped out of the pants, trying not to resist the urge to look at myself in the mirrors as I handed them to her. “And now your socks,” she said in the same tone of voice. I bent to get them off and put them aside. I knew what was next and my cock had reached a state of throbbing rigidity.. She just signaled with a nod of her head that I was to take off my underwear. I worked them off and as I did so my dick sprung free, sticking up swollen and red from my light brown pubic hair. The significance of this moment was earth-shattering for me. I was standing naked on a mirrored stage with the biggest erection I had ever had while a strange woman stared at me.

“My goodness, what a sight. This must be my lucky day. I’d better make sure that I know the measurements of that thing if I’m to get your pants right.” With that she picked up a tape measure and began to measure my girth and length. “Goodness, Honey. Eight inches! No wonder you can’t get in those little underpants of yours. You need to get yourself some boxers and give that thing some freedom!” She was actually touching my bare erection! Furthermore rather that being repelled by my nakedness, she was enjoying it! “Now what are we going to do about your situation? Looks to me like you need to give yourself some relief. I’ll just take a seat here. Go ahead, big fellow. Take that enormous rod of yours in hand and give it what it wants.” “I . . I . . ,” I tried to say that I couldn’t do that. “Go on. Be a man, for crying out loud. Let me see that thing in action.” I grasped it firmly and wanked. It didn’t take that many strokes before I was ready to explode. She could tell that I was close. I came with a spurt that seemed to come from further inside me than I had ever experienced before. I was panting. She was smiling. “That was a great show, Mr. You’re a real sweetheart.” I felt a pride I had never felt before.

My erection faded away. She handed me my shorts and began cleaning up. “Now let’s get these pants pinned,” she said. I felt exhausted but good. She finished the pants and I got dressed to leave. She gave me a big hug that pressed her breasts into my body. “The suit will be ready in a week, Honey. You take care of yourself and get yourself some new underwear.”

I looked forward all week to picking up the suit and seeing her again. As I approached the shop, the old man was back at the counter. “Hi, there young man. Your suit is ready. My niece said you were one fine young man.” “Is she going to be working here again?” I asked. “Possibly. She was just filling in while I got a little R&R.”

I went away to school and never saw her again but in that short time she changed my entire image of myself.

THE END

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