By James Bellamy
Jeff arriving home from school to find Isabel taking a nap on the couch in the Family Room. Without waking her, he sat down to open the mail in the large overstuffed chair nearby, affording him a view of his Grandmother’s thighs and the panties tucked in the narrow crease between opulent twin mounds of her bottom. She was facing the back of the couch with one leg pulled up and her short skirt hiked up over her hips.
The position enhanced the beautiful curve of her hips so golden under the sheer pantyhose molding her ass so invitingly. Jeff sat quietly enjoying the view, and remembering the warmth of those generous buttocks in the middle of the occasional nights comforting each other.
"It’s been, let’s see, four times in the past couple of months -- counting the experience when Auntie Ell had joined them in bed for an unbelievable Menage a’ Trois," he mused.
Jeff was having a terrible time controlling himself in this process of education his Gram and her girlfriend had embarked on. Taken together with the erotic content of his Psych class on the subject, he was spending most of his waking hours and quite a few of his sleeping hours in a serious state of arousal. He had discovered the meaning of Nirvana!
He had a storehouse of experiments which needed to be tried out in their "laboratory" sessions. The trouble was, the girls seemed to have more ideas of their own. Isabel stirred and moved her legs again, stretching and showing a broader expanse of panty than before.
"Ahem!" Jef muttered, and then again, a little louder: "Gram!"
"Oh, my, hello Jeff honey, ready for dinner, eh? I better get going.’ She stretched and turned toward him, exposing her crotch, the center seam of the pantyhose emphasizing the crease and pulling her panties deep into the line of her pussy lips. "Oh, sorry, sweetheart, I’m all exposed!" She laughed and pulled her legs neatly around to put her feet together on the floor. She slipped into the high-heeled pumps waiting by the front of the couch and stood up, shaking her skirt into place.
"There, that’s better, isn’t it?" she smiled and bent to kiss his cheek.
"Uh …… no, not really," he grinned, returning her kiss.
"Hey, hey, calm down!!" She joked and poked his shoulder. "You could turn a girl’s head! ------ "Oh, by the way, El wants to know if we can kidnap you to be our chaperone us on an adventure she has in mind?"
"Yeessssss?" He asked.
"She read an article in a magazine about a sexy Artists’ Costume Ball in San Francisco and wants to go ……… but she’s afraid to go alone ……. So, want to chaperone us two for a little fun? By the way, Ell has enough airline miles for three tickets." Isabel stood smiling at him across the kitchen island, expectantly.
"Really? ……….. uh …. Well, ……. I don’t know much ….uh, ……about that sort of …… thing. How much help will I be?"
"Oh, Jeffy, we’ll think of something, I’m sure!! So …. Now, what do you say?"
His sexy grandma smiled sexily and pulled her skirt up ‘til he could just see the crotch of her panties again and wriggled seductively. "Ellen told me to see if my new panties from our shopping spree would entice you, what do you think?"
"Sure, sure, of course, I’m just not sure you wouldn’t have more fun without me!", Jeff protested weakly, not wanting to be left out, really.
So, on Thursday they were off, sitting three abreast on a plane heading for San Francisco. Jeff was in the middle with his totally out of control partners in crime teasing him from both sides. After finishing their limit of drinks they had flirted shamelessly and successfully with neighboring traveling businessmen for a few more. There may be a little gray in their hair, but they had no trouble getting male attention. Jeff thought as they settled down finally and asked for blankets and pillows.
Covered in the blankets, Jeff felt Aunt Ell’s hand slide into his lap from his left bringing him to an aroused state already. She smiled at him and then pulled his hand into her lap. He could feel the warmth of her thigh through the nylon of her stocking. He spread his hand. Enjoying the feel of the nylon stretched taut across her thigh. She squeezed his hand between her thighs and smiled again into his eyes, as she pulled his hand firmly higher, sliding her skirt before him.
Jeff thought about the pleasure it would be to spread her legs and nuzzle against the sweetness of her panty crotch. Holding his hand against her pussy, Ellen closed her eyes contentedly and fell asleep, a smile still on her face and the taste of the last Grande Marnier on her lips.
They were staying at the Westin and the girls excitedly planned shopping for their sexy costumes the next day, including Jeff as part of the excursion. ‘Me? I can’t go into those places with you? I’d never stop blushing!" Jeff protested.
Nevertheless, the next morning they insisted. Jeff found himself tagging along into the nearby Frederick’s of Hollywood store. He felt terribly out of place and smiled sheepishly as the two women held up sexy undies for him to pass judgment.
They were having a good time already, and the sales clerks had begun to get into the swing of their laughter at Jeff’s discomfort.
"We have to start with a good foundation, Isabel, how about this bra for starters? It’s called a "shelf", Ellen was holding up a lacy construction that looked like something was missing. "And how about this one. Can I try this on?"
The salesgirl pointed to the fitting room.
"Come back in a minute, Jeff we need your advice," she leered.
Jeff stood outside the fitting area, trying to look insignificant and both of them appeared through doors cracked open for him to see. Isabel’s ample breasts were lifted and rounded spectacularly by "The Shelf", her nipples grandly exposed. Jeff’ felt his cock stirring and rising to a strong erection. Isabel motioned him closer with a smile.
"What do you think, sweetheart?’
"I like it, I like it, ILIKE IT!!" Jeff was starting to warm to the shopping fun!
"And how about this one for me, Jeff?" He turned to see Ellen, bare to the waist with lovely breasts lifted invitingly by a bra with no cups. Even while exposing 60% of her breasts, it lifted the pear-like tits into glorious pointed perfection. She caressed them into the restraint of the bra, and watched Jeff’s eyes bug slightly. There were little blue flowers between her breasts and where the shoulder straps strained to hold their cargo. She took his hand and pulled it to touch the puckered nipples that responded to his touch.
"This is a good start, Isabel, you look great! Now what effect do we go for with our tush. I think one of those dresses that show your cheeks would be good for you!!!!" Isabel feigned shock.
"Oh my god, I don’t think I could do that in public ……. Could I?" She looked at Jeff for answer.
"Well, you’ll look great no matter what, Gram! So I guess you could. It’ll just be strangers, anyway".
"Hey, you two, look at this one! Ellen called from her dressing room.
They peered in to find Ellen in something which cinched in her waste and had suspender straps for stockings. Jeff’s eyes were distracted by the sheer see-through panties she was wearing today. "Oh, yeah, Aunt El, nice, he mumbled distractedly. I got to get out of here," he said, I’ll see you back at the hotel."
They both laughed good-naturedly, the two salesgirls joining in as he hurried out the door into the fresh air. "Whew," he sighed with relief.
The party was a wild thing. Colorful decorations, loud music and people dressed to expose their bodies, their genitals, their breasts, everything and anything was in view someplace in the room. Isabel wore a dress with a cutout exposing the upper cheeks of her ass and the cleft between her buns. Jeff watched as a stranger danced with her and let his hand stray across the exposed wonder pushing through the cutout. Finally it centered on her ass with his middle finger stoking the top of her cleft. Jeff had trouble with his emotions watching someone else enjoying his Grandmother’s soft treasures. That is, he did until he a girl with huge breasts with sequined nipples and body paint (seemingly her only costume), asked him to lick some cream from her nipple. He was happy to share it with her.
Jeff didn’t know how much chaperoning he should be doing, but the girls seemed to be doing all right without getting raped and carried off. They kept returning to him to rid themselves of the latest wild man accosting their curves. They were having a great time. Ellen was wearing the non-bra as a top, that is, no blouse, just the bra exposing her breasts and a jacket which provided a little modesty, but not much. Wanting to know what those other guys were feeling, he invited her to dance. He spent the next twenty minutes dancing slowly without regard to the music. Slow worked best to sample the sensuality of her swaying breasts and the jutting nipples tracing an intricate pattern against his chest. Isabel’s hand tickled the back of his neck and he felt her softness pressing against his thigh as she straddled his leg, pressing the mound of her pussy against him. Her hand found its way between them and fondled his cock as she whispered in his ear.
"I can’t wait to get back to the hotel, Jeff. This is fun, but …………. …….. I want to watch you stare at me with that hungry look and then make wild lllllllovvvvveeee to me!" The last few words were delivered breathilly into his ear, making him melt slightly and press her to him. His hand slipped down the back of her skirt to find the firmness of a girdle, the first time he had known either of them to wear one. He was looking forward to the experience of undressing her.
Isabel tapped his shoulder and said. "Hey, Ellen, don’t forget we’re sharing! How about swapping partners and let me dance with my handsome grandson?"
Ellen spun off with a new partner and Isabel slipped into his arms easily and pressed her softness against him. Her perfume welled up into his nostrils from the warm space between her breasts now lifted and exposed by "the Shelf" bra she wore under the tight dress with the low scooped neckline. Jeff looked longingly at them from above her. She smiled up at him and said " Having fun, Jeff?"
"Sure, how about you, Gram."
"Yes, this was a lot of fun. A once in a lifetime experience, I guess." Then she leaned closer and whispered into his ear. "I’m ready to go back to the hotel, though, if we can get Ellen back down to earth. I’m afraid you are going to be busy all night, sweetheart. I think we both are going to want you to make love to us. ……… Did you eat your Wheaties, this morning. She leaned back in his arms and looked at him with her head back and a smile on her bright red lipstick coated lips, glistening invitingly. Jeff reached to kiss them, tasting the lipstick as her tongue slipped between his lips, fencing with his tongue. Jeff could feel her mound pressed tightly against the bulge of his cock.
"Oooo, hon, ……. That feels ….so ….nice!!!!"
They arrived back at the hotel at 2AM, making a scene as they hurried through the sedate lobby. The two girls pressed against him in the elevator and kissed him on both cheeks, rubbing themselves against the length of him.
"
Thanks, Jeffy, for the nice night, they chorused into his ears."
"OK, Ok, OK," he grinned, "you two are a hell of a date, but you attract a lot of attention!"
"We’ve only started, my dear, wait until we get you upstairs!"
Jeff had such a hard-on that he had trouble relaxing enough to urinate, and he couldn’t get the vision of these two and their spectacular bras out of his mind. Finally, he managed to be ready to great their eager exhibitionism. Isabel was just taking off her dress. It exposed what had been giving her a cleavage to the rear as well as to the front. It was an amazingly engineered Frederick’s girdle with push up pads and uncomfortable stays. She bulged through the derričre opening spectacularly! Her stockings clipped to the girdle’s tabs, their dark brown tops contrasted beautifully with the white of her thighs. They were the real old fashioned style – I guess they are called Full–fashioned, because of the way they used to be made back in the old days. They were still the sexiest things Jeff had ever seen, inviting his kisses to linger up the columns of her legs toward the warm wetness of her pussy. He longed to get started with the journey!
Ellen had thrown all the covers off one of the two king-sized beds and lay there in her girdle, stockings, heels and that showplace of a bra pressing her tits out toward to him like a gift. Ellen crooked her finger and beckoned him closer. Her dark stocking tops inviting him to silken pleasure. She reached to unsnap a removable panel and flung it across the room, leaving him wide-eyed at the auburn curls of her pussy. The curls glistened with the welcoming juices of her pussy.
Jeff’s hands stoked up the sleek nylons and his tongue found its way to her waiting pussy. "Ohhhhhh, …….Jeff,…… oooo.." He heard her moan as his tongue parted the curls and found the juicy slit . He pressed his tongue into the wet, slick valley of her pussy lips and found her clitoris pricked up to meat his tongue. His hands found her breasts and began squeezing them, loving them loving the feel of them in his hands. The scent of perfume and pussy juices mingled in warmth focused by the taut band of her girdle. It was spanning from one thigh to the other and cutting into the bridge of his nose as he pressed deeper to reach her with his tongue.
Jeff felt the bed move as Isabel joined them, pressing her nyloned legs against his and reaching between his legs to squeeze his balls as he licked and sucked on Ellen’s pussy.
"Jeff," she began quietly, "we bought something else for tonight. ……. Something you mentioned from your Psychology class …. ?"
Jeff nodded against Ellen’s sweet cunt as she held his head tightly in place.
Isabel continued. " we think it would be fun for you to ….. you know …….. know what it is like when you ………. When you put your cock into us and begin thrusting …………………." She paused.
Jeff was startled, remembering mentioning the dildo and harness which had been described in the class. He wasn’t sure he was enthusiastic about the idea.
Ellen said, "shhhhhh, Jeffy, keep it up …..ooohh, that’s it."
Isabel, had her hand under him and was squeezing his cock. "So we decided that Ellen should be the one ……… if it’s OK with you …………to take your virginity" she waited for him to answer.
Ellen let him up for a moment. He looked up at her and she nodded to him. We have a plan, Jeff, what do you think?"
With some reluctance, he gulped and mumbled, "uh, ….. yeah, I guess …….so…., yes, yes."
Ellen disappeared and Jeff turned to his Grandmother. She pulled him toward her big breasts, offering them for him to suckle. Her nylon’s felt delicious against his skin and his hands roamed on the exposed voluptuousness of her tits as he sucked her large nipples between his lips.
"Mnnnn, bite them, hon, …….. bite them a little ……. Just a little …mmmmmmm. I like that, Jeffy." His cock was against her waiting thighs and Isabel helped him strip off the tight girdle, leaving red marks on her ass, which Jeff kissed enthusiastically. Something was appealing about the redness, must be what people get excited about spanking, he thought. Isabel spread her legs for him and guided his eager young hardness toward the heat and moisture of her pussy, just as Ellen came back into the room. They both stared at her. She wore a smooth leather harness around her waist and between her thighs. She had changed to a garter belt and still had her stockings on. A large black rubber penis protruded straight out from her pubic mound. It looked huge.
"Wow, I don’t …..know …" he muttered with some concern.
That’s what you look like to us, sweetie, when you get so hard ,…… it looks like it would never be able to squeeze into us…….. you know? It will be ok, she whispered soothingly, just relax."
Ellen was spreading lots of K-Y jelly on her huge penis, rubbing it with some relish, he thought. Jeff felt his cock pulled into Isabel’s loving and eagerly waiting pussy. They struggled to push a pillow under her hips, raising the angle of her vagina to enjoy him. He felt Ellen ‘s small hand squeeze his ass and then his balls, feeling for his shaft, now burying itself deep into Isabel’s cunt. Her finger invaded his anus and he jumped at the feel of it. She slowed and he felt the cold slickness of the lubricating jelly being wiped around his hole and then felt her again slip one finger into him, bringing the cold crčme with it. The thrill of it coupled with the sensation of Isabel’s gently pulling pussy muscles was electric and he squeezed Isabel to signal her to wait or he would immediately shoot off into her with all his hot juices.
They were both soothing him with their caresses, getting him ready to accept this ritual defloration
Ellen positioned herself behind him and he felt the bluntness of the cock rubbed up and down his crack, then centering at the opening of his ass.
"Ready?" Ellen whispered hoarsely, obviously choked with the surprising excitement of this new act.
She pressed gently against his tight sphincter and he tensed. Then he felt himself relax at the soothing feel of the lubricant. She was able to press the knob of the head of the penis into his anus, the muscle clamping over the head of it. He felt the burning sensation of being spread so wide, then a more soothing feeling as Ellen slowly pressed into him.
Jeff excitedly pressed into Isabel and began thrusting against her gentle and firm counterthrust and her loving caress of his cock with her vagina. Jeff buried his face in her breasts as she hugged him close and thrust up and down his cock with strong movement of her hips on the pillow.
Ellen was now thrusting in and out of him, adding her thrust to his penetration of his lovely Grandmother’s pussy. He felt the strangeness of this huge penis deep inside the tunnel of his asshole. There was a strange pleasure in the combined stimulation of his own genitals and the feel of the dildo against his prostate. He didn’t have time to think about it as the three of them strained against one another, working together to pleasure each other.
The nylons and satiny garments of the two women heightened his pleasure. He felt the heat of their breasts and Isabel’s hot pussy surrounding him, milking him, pleasuring him. Ellen was stroking into him with hard thrusts and he watched in the mirror as her tits bounced up and down with her extreme exertion. He felt his balls strain and then shoot their creamy contents spurting into Isabel. It was the strongest he had ever felt as spurt after spurt traveled the length of his cock and splashed against her pussy walls. He felt Isabel squeeze him to her in orgasm and heard her sigh in his ear;
"Ohhhh, yes,’ …………oh baby, …….do it, baby cum in me……slam it into me …..hard, har, …..hard …errr, harder. That’s it, yes…….oh your cum feels good, sweetheart.
They all crumpled together, feeling the sweat of their exertions and the juices of their pleasure mingle. They calmed each other with caress after caress, lying quietly, feeling each other, and the girls rubbed their nylons against Jeff. They played with his balls and softening cock while nuzzling his neck.
Jeff alternated between suckling Isabel’s long nipples and nibbling on Ellen’s slightly smaller but still lovely breasts.
"Three happy campers," Ellen giggled.