A while ago, after completing a very satisfying evening of making love with Susan, one of my lady friends, she asked me if I ever brought another man with me. Thinking she was suggesting a possible two-on-one, with her being the one, I answered that I did sometimes. Frank, a horny young man, and John, who is hung like a bull, came to mind. She did not have herself in mind though; she was thinking I might take her younger brother, Steven, who had just turned 18 years old, with me sometime.
"He's a really sweet kid, and good-looking, but he's very shy. I'm sure he's a virgin. I don't think he's ever even been out with a girl."
"I'm not going to take some pimply-faced nerd with me to make a fool of himself and of me."
"Steven is very handsome and athletic, and he was on the swim team and the track team in high school. He's just too shy to approach girls but if he has a good time when he goes with you, and gives the women a good time, he might gain some confidence and maybe make it on his own."
She showed me a picture of the two of them, and he was a really good looking kid, with blonde hair and fair skin, like his sister and, judging by the difference in their heights, he was well over six feet tall. "He has blue eyes, like I do", she added.
"I already have two guys that I take with me, either one at a time or both, but I will consider your brother," I told her. Since we were both pretty much sexed out for the night, I left a few minutes later.
One evening, less than a week later, I was lining up a foursome for Stacy, one of the hottest of my lady friends. June, a bisexual woman would be there with me, but neither John nor Frank was able to make it. At the last minute, I called Susan and she called Steven, who wasn't doing anything that evening and would be glad, even eager to join us. With some misgivings, I drove to his place and picked him up.
On the way to pick up June, I gave him instructions and advice on what to do and what to expect. There are very few rules in these affairs, except to wear condoms and that Stacy would be in charge, then me, and he shouldn't be pushy. If he wanted to do some particular thing and the other person didn't, he should drop the idea.
"Don't worry about being nervous," I told him. "Everybody will be there to make love or have sex, and you're sure to lose your cherry. You'll probably have some kind of sex with both Stacy and June. You're tall and young and handsome, so just be yourself."
"I'll try, but I'm always shy and nervous around girls or women."
"Don't worry about being shy. Like I said, the women are there for sex, just like us, and if you don't make the first move, they will. If Stacy takes a liking to you, she'll be all over you right away anyhow."
We picked up June at her house and the three of us went on to Stacy's house, where all the shades were drawn but light was shining out at their sides. She was wearing a tightly tied bathrobe when she let us in, and I introduced her to June and Steven. Stacy seemed quite impressed with Steve's youth and good looks and quickly developed the hots for him, ogling, then fondling, the bulge in his pants and telling him what a great time we were all going to have, especially him and her. One of the reasons Stacy was so attracted to Steven was his height. She is tall and slender herself, just under six feet tall, with a pretty face, dark hair and a beautiful ass.
The three of us removed our shoes and socks and followed Stacy into her bedroom. As I had told Steve, one of the few rules at these parties is that the hostess, in this case Stacy, is in charge. I had pretty much expected to couple up with her because I know how much she likes the way I eat her pussy, but she was so taken by Steven that Stacy singled him out for herself, leaving June and me together. This is no hardship because June is an attractive woman, tall and slender, with dark hair and a pretty face. I have eaten June's pussy or made love with her in other ways many times and I have always enjoyed being with her, and she has enjoyed it too.
Stacy sat on the bed, untied her robe and let it fall open while she started on Steven's shirt. When the buttons were undone, she unfastened his pants while he slipped out of his shirt and reached out to open her robe. Stacy stood up and let him remove it, showing him and us her beautiful, naked body. He bent over and licked Stacy's smallish but very sensitive breasts, following the advice I had given him earlier. She was already pretty horny but Steve's tongue on her nipples made Stacy ready to go, and she let him know it.
"Mmmmm, I really love that, and later on you can do a lot more of it but right now, I just want your nice, big cock in my pussy," she told him, as she removed his pants and pulled down his underwear.
Both Stacy and June looked with amazement and lust when Steven's cock popped loose from his clothing. It was close to a foot long and thick, with a big, wedge-shaped head. "Come to Mama," was Stacy's reaction, and she sat down on the bed, held the cock in her hand and kissed it. She observed delightedly that she couldn't even come close to getting her hand around it.
When Stacy selected a condom from the nightstand drawer, she made sure it was one of the extra large ones. After licking him to help it go on easier, she rolled the condom onto Steve's big, stiff cock. "My pussy is all wet and she needs that big dude in her," she said, and lay on her back with her legs spread and her arms open, inviting Steve to join her.
Although awkward and inexperienced, he knew what to do next and he joined Stacy on the bed, kneeling between her legs and leaning forward while supporting the weight of his upper body on his hands. Sensing his inexperience, Stacy took over, holding open her pussy lips and guiding Steven's cock into the hot, wet hole that lusted for it. When the tip entered her, already stretching her pussy, Stacy gave out a moan of pleasure and urged Steven to put it in slow and deep. He thrust forward again and again and every time he did, another inch of hard cock entered Stacy's pussy, as she moaned and begged him to keep going, until his cock was inside her.
June tore her eyes away from what Steven was doing long enough for us to embrace, and she removed my shirt. I pulled her t-shirt off over her head, letting her small but well-formed breasts free; she never wears a bra. June unbuckled my belt and unfastened my pants and pulled off them and my underwear. My cock was also stiff and, as June held it in her hand, I couldn't help but think she was comparing it to the massive tool that was even then plowing into Stacy's pussy, eliciting sighs and moans of pleasure.
We lay down next to Stacy on the king-sized bed and hugged, and I kissed her lips and started kissing my way down her throat toward her breasts. Besides being small, their nipples are less sensitive than most women's, but I spent several minutes licking and sucking on them before kissing and licking my way down toward her pussy. When my mouth reached the waistband of June's pants, I unbuttoned and unzipped them and pulled them off. All she had left were her pink panties and I peeled them off her, enjoying the feel of her soft skin on my hands.
Once June was naked, I got off the bed and went around to get back on between her thighs. She slipped a pillow under her ass, and raised her slender legs. I braced my shoulders against her thighs and wrapped my arms around them, leaving my hands resting in her brown pubic hair. Before I started eating her pussy, I breathed deeply of the delightful, musky aroma, which is a huge turn-on for virtually all heterosexual men and which women too often describe as "stinky". Once June's juices started flowing, they would impart their own delectable fragrance, which would be almost as much a delight to my nose as its taste would be to my mouth. June was purring softly when my tongue started caressing the very smooth part of her pussy just below her love hole.
After Steven's cock was all the way in Stacy's pussy, pleasurably filling it and stretching it, but before he started stroking in and out, she gave him instructions to maximize the pleasure for both of them. She really enjoys directing young men in the art of pleasuring a woman and deriving pleasure themselves. "Loop your arms under mine so your weight is on your knees and on your elbows and forearms, not on top of me. That way, I can move around under you and make it the best for both of us."
Knowing his own inexperience, Steven was very willing to take directions from an older and experienced woman, especially one as beautiful as Stacy. "Now fuck me very slowly, in and out. Like that. Ooooo, yeah. Yeah. Oh, my God, that's good. Oooo, fill my pussy." Stacy very strongly expressed her delight with her pupil's progress as Steven slowly fucked his huge cock in and out, and she rocked forward to meet him, and back when he drew back. As she moved under Steve, Stacy swiveled her hips so his cock caressed her entire pussy. Steve was so hung that it was hardly necessary because he had already filled her pussy, stretching it all along the path his cock was taking, to her great delight. For the first few strokes, Stacy had been cooing but the pleasure she was feeling quickly became so intense that her cooing changed to moans.
It was great for Steven too, of course, probably the greatest experience of his life up until then. Earlier, he had told me he was completely a virgin. I hadn't told the women but Steven probably would later, because it would give Stacy a good feeling to know that she had been the first, and June would feel good about being his second. I couldn't help feeling some envy that his first experience was a woman as beautiful and as sexually adept as Stacy.
I wasn't exactly suffering, as I slowly licked June's pussy to the place where the inner and outer lips almost merge. When I reached that point, I probed my tongue into the seam, and licked both lips, concentrating first on one, then on the other. Before I started eating June's pussy, she had not been lubricating, but now a few drops had appeared at the edge of her love hole. Not enough for me to lick off but there would be after I finished licking the lips. Looking forward to that time, my tongue traveled slowly; I reveled in every second and I knew June was enjoying it at least as much as I was.
Stacy was also enjoying every second, and every inch of Steven's cock, as he followed her directions and thrust it slowly and deeply into her hot, wet pussy. "Steve, you naughty boy," she teased him. "Your cock is so big and hot, you're gonna make me cum. Faster! Fuck me faster! Yeah! Keep fucking me. Yeah. Yeah. Oh, God, that's it. I'm cumming! I'm cumming!"
Stacy wrapped her arms tighter around Steven's back, and I knew from experience that she was digging in her fingernails. Her legs were wrapped just as tightly around his hips, and her hips were swiveling and rocking, almost lifting her off the bed. Steve continued following her directions, plunging his big cock faster and faster into Stacy's eager pussy, giving intense pleasure to both of them.
All the while she was cumming, Stacy told Steven how great he was and how great his cock was, and how great he made her feel, and that he should keep fucking her harder and faster. He did exactly that, plowing his cock in and out of the first pussy of his experience, until Stacy climaxed with a spasm of her hips and back, digging her nails in deeper and drawing blood, her legs squeezing his hips tightly. After her orgasm, she collapsed on the bed under him.
