Lingerie Fun with Mom’s Friend
This is not my story but whoever wrote this is a soft fetish genius. My balls ached…I sighed in ecstasy as I gazed down at my body. I was laying down on a large double bed, clad in lingerie. My cock protruded, almost painfully erect. I was wearing a long white nylon full slip, with a pair of white see-thru nylon crotchless panties on under it. I gazed up and watched as my mom’s friend Ann slowly masturbated me with her lingerie. I shuddered and gasped at the intense feeling of the cool silky nylon rubbing across my glans. She knelt between my legs, and grasped the slip at the seam, alongside my cock. She drew the slip slowly, side to side, across my erect prick, the sensitive cockhead receiving the most friction. I thought back to how this all began… It was summertime and I was 19 years old. My younger brother had left town to stay with my dad (Mom and dad were divorced). So that left me home primarily alone with mom for almost the entire summer. Now mom had a friend named Ann who we spent a lot of time with, she was in her early 40’s and was pleasingly plump, (not fat, but curvy) with longish about shoulder length wavy black hair and green eyes. Ann was always wearing skirts and long dresses, I could always get a glimpse of her slips and lingerie she wore beneath, and my heart would skip a beat! One weekend my mom asked if I could spend the weekend at Ann’s to help her around the house with chores and do some of the yard work, as she was all alone. I agreed and was sent off to Ann’s house which was about 14 miles out of town. Ann and I were very close, as she and mom had been friends since high school and was always around. She even told me that I could talk to her about anything especially things I couldn’t talk to mom about. We’ve always had very frank and honest conversations. Ever since I turned 17, 2 years prior, she’s started to flirt with me teasingly saying things like “If you were over 18…” and then we’d both laugh. That summer everything changed. Mom had to leave town to help out my aunt and one weekend turned into 2 weeks! I would do housework for Ann and then tend to the yard, and then in the evening, we would both watch a movie together before going to sleep. My room was in the basement, next to the laundry room. Some mornings Ann would come downstairs and drop off a pile of laundry. One Saturday she had me help her with her laundry. I pulled on some shorts and crept to the laundry room. She had me help her fold her clothes. We sorted them out until there was only her lingerie left.I stood there as she handed me pairs of panties to fold, delighting in my embarrassment as I nervously folded them. She always wore nylon panties in all styles and colors. She tossed me a pair of see-through crotchless panties that were white nylon. My cock grew hard as I folded them, not unnoticed by Ann, as I was tenting my shorts. “I see that you like that pair.” she giggled. I blushed and tried to hide my erection. She then continued to pass me lingerie, pretending not to notice my hard-on. We then started folding slips, and occasionally a teddy or two.I was ecstatic as I fondled the silky garments, there were tons of them! All were either in white or pink! Half slips, full slips, and teddies! I took my time folding these garments. Soon we finished the laundry. I excused myself and took a cold shower. As the day went on, I found myself constantly thinking about her lingerie and how it would feel to wear it. I kept getting hard at the thought of those silky garments caressing my cock. I soon got my mind straight and finished my work. Later that night, Ann called me to join her in the living room for a movie. I went into the room clad only in a pair of running shorts as I was ready for bed. I sat down in a love seat and waited for Ann. She entered in a long pale orange almost cream colored nylon nightgown, which reached the back of her calves. I gulped at the sight of her and was shocked as she sat down next to me on the loveseat! She usually sat across from me on the couch. She fumbled with the remote and turned the TV on. She channel surfed (she had a satellite) and settled on a channel. I gazed as she had put on an adult movie.“I thought that this might be kind of fun to watch.” she said. I nodded and watched as the film came on. It was a compilation of kinky handjob clips. As I watched a busty blonde stroked a brown haired stud, I gazed in awe as she was using a pair of pink nylon panties to masturbate him with.As I watched, Ann settled next to me and adjusted her nightie, as she did, the silk d****d over my bare thigh. My cock started hardening, tenting my shorts. Ann pretended again not to notice. My cockhead was peeking out through my fly. Just barely visible though. Ann casually brushed her nightie across it pretending to shift her gown. I gasped at the sensation of silk caressing my naked cock. “Oops. I didn’t mean to do that. I’m just trying to adjust my nightgown.” she giggled. “It looks like they’re having fun with her lingerie. I bet the silk feels good on his cock don’t you?” I was in shock at the frankness of her comment. We’ve talked about sex before but not like this! I gulped at her frankness, and nodded my agreement. “I noticed that you were excited when we folded my lingerie this morning. It’s ok, it’s nothing to be ashamed about. What was it that got you all excited? Was it the feel of the silk?” I stammered,“ Yes, I imagined what the silky nylon would feel like on my body. It felt so soft when I handled your lingerie.” “Maybe I could help you with that.” She then pulled open my fly and freed my cock. She then d****d her nightie over my erect prick and let it gently settle over it. The nylon felt sooo silky and cool as it brushed my penis. She then pulled the nightie taught so my cock was tenting her nightie, it reared at the sensation of silk. I gasped and watched as my cock twitched beneath the layer of silky nylon; it was faintly visible, covered by the pale orange nylon nightgown. Ann then took her fingers and gently tickled my glans through the nightie, I gasped and watched as a pearl of moisture seeped out, making a transparent circle on the silky nylon.I gazed up at the screen, I watched as a muscular stud was being pleasured by two women. He lay down on the bed as two voluptuous blondes clad in matching white nylon teddies, slowly teased his cock, which they had wrapped in a white nylon half-slip. One would caress his balls while the other would slowly rub the slip across his glans. I watched as the man reached orgasm, he grunted as the blondes rubbed his cock with the slip. He thrust upwards and his cock twitched and I looked as the slip became soaked with his cum, it oozed out through the nylon. “Enjoying yourself?” Ann asked. “Yes.” I answered. “Let’s go to the bedroom so I can help relieve you of your tension. “She unwrapped my cock, and stood up. I stood also and took off my shorts. I stood there naked, with my throbbing cock ready to burst. Ann took my hand and led me to her bedroom. I stood in front of her as she rummaged around in her drawer. She then pulled out a number of items. She had me step into a pair of white see-through nylon crotchless panties, I trembled as she pulled them up into place, my cock jutting obscenely through the crotch. Then she slipped a pair of silky white nylon thigh high stockings, they had a wide band of feminine lace at the tops. Ann then held out for me the crowning item, a long pink nylon full slip, which she pulled over my head and smoothed it around my legs.She then laid me down on her bed and gently caressed my lingerie clad body. “There’s nothing quite like the feel of silk. How would you like to be my silky-boy? I could buy you lingerie of your own to play in.” I gasped as she grasped the slip along both sides of my cock, then she drew the silk across my glans in a side to side motion. I shuddered at the sensation of silky nylon rubbing my cock. She slowly drew the slip across my glans, in a side to side motion, I shuddered at the intense feeling. The nylon felt sooo good as it slid across my cockhead, where the friction was concentrated. The method Ann rubbed me mostly centered on my glans, but the way the slip moved it also caressed my balls and thighs as well as brushing my nipples. The slip would slide over almost my entire body. “Feel good?” Ann asked. “Yes.” I breathed. I couldn’t believe how incredible it felt! Having a woman stroke me with her lingerie as I wore it was the most exciting erotic thing I ever experienced. I watched as she slowly rubbed the slip across my glans, shuddering and gasping at the intense feeling of the silk as it was drawn along my glans. The slip was becoming wet from my precum, I writhed and thrust upwards to meet her rubbing, trying to receive the maximum amount of friction from the silky slip. I was soon nearing orgasm, and Ann sensed this.“Go ahead and cum honey, I want you to. I know that my slip feels good rubbing your cock. I love watching your cock twitch when I rub my silky little slip against it. You look so sexy wearing my lingerie! Cum for me, all over that silky slip you’re wearing. “I moaned and thrust upwards as Ann kept up her delicious slow masturbation with the slip. She never changed her pace, always keeping the strokes slow and intense. I then grunted and came. I arched up as a particularly intense stroke crossed my glans, and it sent me over the edge! My cock reared within the silky garment, and spewed torrents of cum into the slip.” Ooh yes, that’s it. I bet it feels so good to cum in my slip?“ The slip became soaked from my orgasm. Ann finally slowed her rubbing and gently caressed my cock until my orgasm subsided. “That’s just a start on the weekend. We’ll play more later.” Ann said. Lay there for a minute before Ann pulled off my slip and lay some more lingerie for me to put on.
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Lovely story. Nurturing has always been my favorite common thread, not “ Forced Feminization” which is all that was around for me as I navigated through my younger years as a confused crossdresser. 🌸💦💕
That’s a dream come true
