wanamaker
FIRST TIME SEX STORIES

Wanamaker

Wanamaker

by tuneinturnon1969
20 min read
4.64 (14000 views)
adultfiction

OK here we go. My name is Thad Wanamaker. I wanted to get that last name out of the way at the beginning, I took enough kidding about it when I was young, and I knew that considering the subject matter of this story (sex, obviously) there would be an immediate double entendre, or maybe single entendre, I'm not even sure what an entendre is to tell you the truth, but obviously there's a hidden meaning in my name and people love pointing it out.

Or they used to. I'm 62 years old now, so it just flies over the heads of most people, because who thinks an old guy wants to "make" anybody anymore? Well, this old guy does, but that's not what this story is about, so never mind.

So. Last name Wanamaker. Yes. And when I'd go on a date my college friends would all say the next morning, "Hey Wanamaker, didyamaker?" Hilarious. Never got tired of it.

And the answer was usually "Yes I did," by the way, and there was a reason for that, and it wasn't my movie-star good looks (only fair, not Quasimodo but not Burt Reynolds, either) and it wasn't my musclebound physique (not too shabby, actually, I played a lot of baseball), and it wasn't my class-clown laugh-a-minute personality (I was incredibly shy most of my youth).

Girls liked me because there was a rumor going around campus that I had a larger-than-average size... well, dick. I've never liked that word too much, but "penis" is too clinical and "cock" is too... too porno, I guess, too dirty, and "member" sounds like your dick belongs to a club, and "schlong" is funny but I can't use it with a straight face, and then there's "johnson" and "pecker" and "putz" and "tool" and on and on and on, if the male species put as much work into science as they do for finding different words for "dick" we'd have a cure for cancer by now.

Anyway, so I had a big dick. (I still do, it just doesn't work as well as it used to. Nothing does.)

As I've said I was extremely shy, so even though I had this obvious reason to have confidence in myself, at least that part of myself, I never did, not until I turned 18. That's when I lost my virginity and, as my mother later put it, "started to come out of my shell."

I don't mean my mother knew about me losing my virginity, don't get me wrong. As far as I know she STILL thinks I'm a virgin, even though I have four kids, because we don't ever talk about sexual matters. No, I just mean she could see there was a difference in me. She attributed it to my turning 18 and graduating high school and going off to college. That probably had something to do with it, but mostly it was Mrs. Naylor. That's what this little story is about.

When I was a kid my best friend was Evan Naylor. Great guy. I haven't talked to him in decades but I'm sure he's still a great guy. And he was popular, so being around him made me at least a little more social than I normally was. We became friends playing little league, we were the two best players on the team and most of the games we won were because of us. It stayed that way all through high school.

Evan's mother's name was Judith, or Judy, but of course I called her Mrs. Naylor, because that's what you called your friends' moms, Mrs. this or Mrs. that, but never by their first name, even if they wanted you to. And Mrs. Naylor really wasn't the "just call me Judy" type anyway, she was pretty prim and proper. I don't mean Victorian, don't get me wrong, but she wasn't, you know, very hip. I didn't think she was, anyway.

At the time of this story Mrs. Naylor was 41 years old, born right before the War so she was just a little too old to have been a hippie, and she wouldn't have been one anyway. Evan's father was killed in Vietnam and she remarried and had two kids with Mr. Naylor and lived happily ever after. The End.

Except not quite The End. I guess I'm sort of what you might call her Epilogue.

Mrs. Naylor and I just happened to share the same birthday, June 19, so more than once growing up his family would invite me over for her birthday and throw in a little birthday party for me, too, since my family wasn't much for that sort of thing. The summer I turned 18, the Naylors had just bought a new house, and it had a big backyard pool, so it was decided that there would be a big pool party for Mrs. Naylor's birthday, and mine too.

Evan was the only one of my friends to have a pool, and I was way, way too shy to use the pool at the YMCA, so swimming wasn't my thing. In fact, I really couldn't even swim at all, if you want to know the truth. When they said they were going to have a pool party it scared the hell out of me. I didn't even have any swim trunks.

Evan said he'd loan me his. So I decided OK, I'll just hang out in the shallow end and nobody will know.

Happy birthday, the day of the party came, and my mother drove me to the Naylor's house. She came in to say hello and drop off my birthday present, but she had to get to work so she was quickly gone. This was good, the Naylors were sort of my second family so I didn't like my first family to be involved; I'd once called Mrs. Naylor "my Mom-away-from-Mom." Ironic.

The party was in full swing by this time, with around twenty or so in attendance, most out back and circulating through the house for more paper plates of hot dogs, potato salad, and watermelon. Not quite half the partygoers were actually wearing swimsuits, and most of those were the younger ones.

When I stepped out onto the back porch I saw Evan instantly, in the pool, flirting with Suzanne Edmonds, a girl he'd had his eye on for a long time. (His HANDS, however, he'd had on lots of other girls) I waved to him but he didn't see me. I started to make my way down the steps to go say hi to him, when I spotted Mrs. Naylor.

She was standing near the diving board but she was unlikely to use it, because she was one of those not dressed in a swimsuit. Instead she was wearing her preferred summertime suit, a pink terrycloth "romper," I believe they called it, strapless outfit with an elastic band around the chest to keep it up and an elastic belt at the waist and rounded shorts, all one piece. I had seen her wearing a green one before, and a yellow one, and a white one, but the pink one was her favorite.

And she looked absolutely stunningly gorgeous in that thing. It hugged every curve, and Mrs. Naylor had a lot of curves to hug. The romper was a popular thing to wear in the early 80s, but to me it looked best on busty women with generous hips and long legs, and that described Mrs. Naylor to a T. I had often fantasized about taking hold of that elastic top and pulling it down over her naked breasts, it would be so easy, one quick yank and Heaven would be exposed to the world.

The truth was, though, Mrs. Naylor was Heaven enough fully clothed. She was a beautiful woman, with shoulder-length light brown hair and limpid -- is that a word? Limpid? -- blue eyes that made you feel good even if she was looking at you with annoyance, with full crimson red ruby rose-tinted lips that, in retrospect, made me think of this line from an old movie: "You should be kissed, and often, by someone who knows how." Of course at the time I didn't really know how, in fact it was Mrs. Naylor who taught me, but that's jumping ahead in my story, and I hate when writers do that.

Anyway, she was very beautiful. She was about average height, and I guess by the standards of the day she might have been slightly overweight, I don't know, I've always believed one person's body type is their own particular body type and you can't judge it against somebody else's... but anyway... her extra-ness came out in gobsmacking curves, not just her breasts and her hips, but even the curve of her shoulders and her elbows and her knees was gorgeous.

All of Evan's friends had crushes on his mother, and of course it bothered him but there was nothing he could really do about it except limit their exposure to her, so he rarely invited anybody over... except me, oddly enough. Maybe it was because I was never blatant in my lust for his mother, I always treated her with great respect and deference, and she always seemed to like me and treated me like part of the family. I never made off-color comments about her, to Evan or anybody. I liked her. I liked being around her.

She even SMELLED beautiful, like a tropical rain forest, or like I imagine a tropical rain forest should smell like. She had every shampoo, moisturizer and conditioner known to modern science, and just following behind her to the dinner table made me high. To me she was, and remains, the ultimate human female body.

So, okay. She was good-looking. We got it.

As I said she was standing by the diving board in her bubblegum-pink romper, holding a drink in one hand and a cigarette in the other, wearing these gigantic brown sunglasses that obscured half her face, and talking to several other women similarly dressed, and she spotted me almost the second I spotted her, and she grinned and whipped off her sunglasses.

"Everyone, the birthday boy is here!" she called out, and everybody turned to look at me. "I'm the birthday girl, he's the birthday boy. Let's all sing happy birthday to the birthday boy!"

And so, while I stood there melting in humiliation above the crowd on the porch, the entire party stopped and they sang happy birthday to me. What do you do when you're painfully shy and everybody is looking at you and singing to you? You burn, man, you burn.

At last they finished and clapped and went back to their party, I went down the porch steps into the back yard and was greeted with handshakes and claps on the back and a hug or two, and then Mrs. Naylor was in front of me and giving me a hug and a kiss on the cheek and I actually felt her breasts pressing against me and automatically without thought I looked down into the deep, deep line of cleavage where they were pressed tightly together and thought, Heaven. Heaven.

"This is Thad, my son's best friend," she said to the women around her, holding on to my hand while she held her drink and her cigarette with the other. They all said hello and smiled pretty middleaged smiles at me. "He came into the world eighteen years ago today, just like I came into the world... uh, twenty-nine years ago today." This got a good laugh.

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"How does it feel to be eighteen, Thad?" one of the ladies asked.

"Pretty good, I guess," I managed, and this got another laugh. They were easy to please.

Mrs. Naylor asked about my mother, who had already left, then told me to get some food and get in the pool and have fun, and with another quick birthday hug she retreated back into her crowd by the diving board.

Evan was already out of the pool and coming over to me, grinning and dripping. He wished me happy birthday and with a nudge he pointed to Suzanne Edmonds, who waved at us. "Check it out, dude," he said.

"Yeah," I said, still inebriated from his mother's kiss and hugs.

He leaned in close and whispered in my ear, "The water's freezing cold, man, I turned off the heat pump and you can totally see her nips if you get up close."

"Oh yeah?"

"You gotta check it out. C'mon, I got trunks for you." He led me into the house, ignoring his father who told him to dry himself off before he went inside goddammit, and to his bedroom. He picked up a green pair of swimming shorts and tossed them to me. "See you out there," he said, and was gone.

So I went into the bathroom to change. His "trunks" seemed kind of small to me, even though he and I were roughly the same body type, but I figured that was pretty standard, I mean if you look at old episodes of "Magnum, P.I." (which had just started airing about six months earlier), shorts and swimming trunks were really... well, short. That was the era we were in. Nowadays everybody looks like they're in the NBA, but not then.

I had to do some serious tucking to keep everything where it was supposed to be inside the swimtrunks, I even thought of keeping my regular underpants on, but I figured if that was discovered I'd never hear the end of it, so I did my best and put my clothes back in Evan's room and went to get a couple of hot dogs before I got in the pool.

"We're out of hot dogs in here, go see what Hank has at the barbecue," somebody told me, so I took my Coke and my plate outside. Hank -- Mr. Naylor -- was indeed cooking some hot dogs and burgers, but as usual he ignored me while he rapped with his rowdy big-bellied buddies, guffawing and waving the spatula around like a crazy man. I couldn't get his attention.

I was about to give up when Mrs. Naylor appeared before me, smiling behind her gigantic sunglasses. "Need some help?" she asked. I shrugged. Loudly she said to her husband, "Henry! Henry, get back on the job and give our birthday boy some hot dogs, would you please?"

He turned and saw me, frowned like he did to all his children and their friends, and scooped up a couple of hot dogs, dropping them on my plate. "Yeh, happy birthday," he said to me, then picked up his beer and turned back to his buddies.

Mrs. Naylor put her hand on my shoulder. "Okay now, Thad?"

"Yep, great, thanks Mrs. Naylor," I said, smiling weakly at her and trying not to gaze at her with open lust.

She turned to go and then her eyes fixed on something below eye level, and she stopped. Stopped cold, and stared, apparently, at my swimming shorts. Her mouth literally dropped open.

"Oh--" she said. "Oh. Oh, no."

"What? Yeah, I had to borrow Evan's. Sorry." I didn't know exactly what I was apologizing for.

Hesitantly she said something else, but with the talking and the shouting and the splashing of the party around us I couldn't hear her. I took a step over to her and leaned in. "I'm sorry, what?"

"I -- your, your--" she said, flummoxed, staring down at me. "You -- your..."

I looked down to see what was causing her distress, and I realized my dick had slipped out of its carefully-tucked-in place and a sizeable portion of it was visible hanging out of the swimtrunks, totally exposed. Totally.

Mrs. Naylor stared, I stared. Completely frozen, like a Polaroid snapshot, I couldn't believe it, I didn't know what to do, I went numb. I don't know how long we stood there, just gaping down at me. The world went on around us, unnoticed.

Finally something happened: the hot dogs Mr. Naylor had deposited on my plate rolled off and the whole plate fell onto the ground, potato salad and all.

From instinct I knelt down to pick up my mess, and Mrs. Naylor knelt down too, spilling her drink, and whispered, "Cover up, cover UP!" She didn't sound angry, just panicked.

"I'm sorry, I'm SORRY," I gasped, trying to pick up the plate and tuck my dick back in the swimtrunks at the same time.

"Oh my GOD," she whispered, picking up the potato salad with her hand and putting it in her glass. She picked up one of the hot dogs and held it out to me. "Go inside and, and, and..."

"I'm really sorry," I said, holding the swimtrunks in place and balancing the plate while I ran back into the house, almost tripping on the steps. I felt like everyone in the back yard and inside the house was staring at me, could see what had happened, and was laughing at me.

Without thinking I locked myself inside the bathroom, forgetting that my clothes were in Evan's room. I wasn't about to go back out in public like this, so I just stayed there, so embarrassed I felt like I was about to pass out, or throw up, or both at the same time.

There was a knock on the door. I jumped.

"Hey -- Thad?" It was Evan. "What's up, dude? You okay?"

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"I, uh..." was all I could think of to say.

"My mom said to come check on you. Did something happen? She looked freaked out."

"Oh... oh, uh, no, I, I just... hey man can you get me my clothes? They're on your bed."

"What's the matter?" Evan asked through the door. "You're not getting in the pool?"

"No, I, I, I gotta go, man. There's... a birthday party for me."

"Yeah, dude, HERE. Right now."

"No I just remembered a thing I gotta go to," I said, trying to get ahold of something in my brain to tell him. "My dad's having a potluck thing at work and he needs me to come by." While I was talking, my dick slipped out of the swimtrunks again. "Oh, JESUS."

"What? What's the matter, dude?"

I kept tucking, it kept slipping. "Nothing, nothing, man, but I really gotta go. I'm really sorry. Can you get my clothes, please?"

Muttering confused curses, he got my clothes and handed them in to me. "You're seriously LEAVING? I mean, you know there's people here for your birthday, right? There's presents and shit in the living room for you. I mean..."

"I know, I know, but I gotta get out of here. My dad'll kill me."

So I got dressed and made as quick an exit as I could. Evan was pissed off and I didn't blame him, but my humiliation was so overwhelming that escape was my only option. I didn't see Mrs. Naylor on my way out.

I tried to run all the way home but I was suddenly so aware of my dick in my pants that I could hardly move. I limped home; it took over an hour. When I got the front door closed and locked behind me (and after I'd navigated the minefield of my parents wanting to know why I was home so early), I made the decision to never leave the house again. In fact, to never leave my room again. In fact, to never leave my CLOSET again.

But, as you know, time passes and people adjust to awful things, human beings are a stability-seeking species, so the next day when Evan drove over to check on me I got in the car with him and we drove around, and after a lot of coaxing and a free lunch at McDonald's, I finally I told him what had happened.

"Duuuuuude!" he said, nearly driving through a red light, "My mother saw your DICK??"

"Well, yeah. Part of it."

"Holy SHIT. No wonder she was a basket case all day."

"I'm sorry, man, really, I never..."

"No, dude, I'M sorry. I'm the one who gave you the fucking swimtrunks. It never occurred to me, I mean I know you got a big one down there but I didn't know it was THAT big that it'd just... fuckin'... FALL OUT. Holy shit. Jesus."

"But I'm really really sorry about your mom, man," I insisted. "Please tell her how sorry I am."

We came to a stop and he turned to face me. "No, man, no YOU need to tell her. You need to go talk to her, face to face."

"WHAAAT? Are you kidding? I could never--"

"But you HAVE TO, don't you see? If you guys don't get past this you'll never be able to come over to my house again. No more hanging out watching TV, no more dinners, no more ANYTHING. You're part of my family now, Thad. I'm being fuckin' serious. Everybody was so worried about you at the party, and they've been bugging me to go find out what happened and make sure you're okay. So you gotta go over there and talk to her, dude. You gotta work it out with her. I MEAN it."

"Well, I..."

"In fact, I'm taking you over there right now."

"WHAAAT?" I shouted. "No fucking WAY am I going over there NOW!"

"No, this is the perfect time," he said, turning the car around. "My dad's at work, my sisters are spending the day at my grandparents' house, my mom's home alone all day, just cleaning up from the party. She kicked us all out. I'm taking you over there."

"Evan, PLEASE, man, please," I begged. "I can't handle it."

"You can handle it. You GOTTA handle it. For the sake of our friendship. Handle it."

So he drove me over there. For the second time in two days I was walking up the steps to his house, the first time with my mother, the second time with my best friend. He unlocked and opened the door for me, sweeping his arm like a maรฎtre D' for me to enter, and patted me on the back. "Go to it, tiger," he said, and bounded down the steps to his car and was gone.

So as you can see, all of this was partly his fault.

I was sweating. It was a hot day anyway, and this didn't help. Again I felt the conflicting needs to faint and throw up. My knees wanted to give out. My mouth was a desert. I couldn't breathe. (I know this is all a bit over the top, but it's difficult to stress just how shy and terrified I really was) And, of course, because of yesterday, I was so conscious of my dick in my pants that I felt naked. I had never been so AWARE of the damn thing in my life, not even in gym class.

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