Mike Meets Jenna and Her Strapon

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One Friday afternoon, Mike Harris was about to leave the school when he was stopped by Monica, accompanied by another young woman. “Hi, Mike. I hope you didn’t have any other plans for tonight because you have a date with us.”

“Us?”

“Yeah, me and Jenna here.” Monica’s companion, even though she was smiling, was thin and unattractive.

“Glad to meet you Mike,” Jenna said, offering her hand. Her other hand held a zippered bag. “Monica’s told me about you and we’re gonna have some fun tonight.”

“Monica, what is this about?” Mike responded, not shaking the offered hand. “I never agreed to service your friends. Or you either, for that matter.”

“You don’t have any choice, Mike, if you want to stay out of prison. Speaking of that, my friend is eighteen years old so you don’t have to worry about that. Now, you go on home and we’ll be over to join you in about an hour.” She knew she was holding all the trumps and all the aces and Mike wouldn’t dare disobey her.

Mike knew it too. Even though he had been blackmailed into sex with Monica, she was threatening to claim that he had raped her, after forcing her to come to his apartment. Her story might not be believed but there was no certainty of that, especially with some facts about him that would become public. At the very least, he would be fired and probably barred from teaching. Sex with Monica wasn’t the worst thing in the world, and he had actually gotten a considerable amount of pleasure from their first time together, but he was still nervous about being found out. Mike was also not at all happy about Jenna being there and wondered what she would want.

Slightly more than hour after the meeting in the school hallway, the buzzer next to the door sounded. “Yes,” Mike responded, although he was sure who it was.

“It’s Monica and Jenna, Mike. Now let us in.”

Mike pressed the button to unlock the door. A few minutes later, the two young women walked through his apartment door and Monica locked and bolted it behind them. She was in charge and wanted everybody to know it. “Hi again, Mike. You’re not acting very happy to see us.”

“Does it matter?”

“I guess not. Let’s go to your bedroom because my pussy really needs your tongue.” Both women removed their shoes and socks; he was already barefoot.

The small room was crowded with the three of them there. “Unbutton my shirt, Mike. I like to be naked when you go down on me.” He complied, and she did the same for him. They were both bare above the waist because Monica hardly ever wore a bra. After he unfastened her belt and the buttons of her jeans, she sat on the bed so he could pull off them and her panties. Jenna stood quietly by the foot of the bed while Monica, completely naked, lay against the headboard with her legs spread.

“You know what I like, Mike. C’mon and do it for me. Start by licking my tits.” She cupped her hands under her large breasts and waited for Mike to do as he was told.

As directed, he started by licking Monica’s nipples, which were already erect for him. From the corner of his eye, Mike saw Jenna, still fully dressed, moving around to the foot of the bed but after that, he lost sight of her. He couldn’t look for her because Monica was demanding all his attention.

“That feels good,” she said after a few minutes. “I like the way you lick my tits but now it’s time to suck on them. Start with this one.” As Monica issued orders, she thrust one of her breasts against his lips.

Mike took her luscious globe into his mouth and sucked it while licking the nipple. The sensations of firm flesh and soft skin was pleasant as was the feel of her erect nipple on his tongue. As he moved his mouth back and forth between Monica’s breasts and felt and heard her deep breathing and sighing, he could almost forget about his predicament and give in to the enjoyment of what he was doing. His concerns were aroused again, however, when he felt Jenna getting on the bed behind him and moving closer.

He felt her fumbling with his belt. “Maybe she wants to suck my cock,” was the happy thought that crossed his mind. When she pulled his pants down, he raised one knee at a time to let her pull them off. With her fingers in the waistband of his shorts, she pulled them down too and he allowed her to remove them the same way. That left him naked between the two women.

“You’ll love what Jenna’s gonna do for you, Mike. But now it’s time for you to eat my cunt. It’s nice and juicy and just waiting for your mouth.” As she spoke, Monica was pushing on his shoulders to get him into position for what she wanted and to let her friend get into position for what she wanted.

As Mike buried his face in Monica’s crotch, she draped her legs over his shoulders and lightly held the arms that were wrapped around her thighs. Slowly he licked up the juices that her pussy had produced and was starting to lick one of her pussy lips when he felt Jenna’s hands spreading his ass cheeks. His next sensation was of something warm and slimy on his ass.

“My güvenilir canlı bahis siteleri God, she’s giving me a trip around the world,” he thought. His cock stiffened and he spread his legs as he prepared to enjoy the expected blowjob, but as he tried to look around to see what was happening, Monica’s legs squeezed his head and her hands held his arms. She didn’t want Mike to pay attention to anything but her pussy so he made no further effort. “I’d like to watch my cock going in and out of her mouth,” he thought, “But I can enjoy being sucked off without watching.”

Mike had finished licking one pair of pussy lips to their end when he once again felt Jenna’s hands separating his asscheeks. He quivered slightly, enjoying the sensation, when he felt what he thought was her tongue pressing against his puckered hole as if trying to gain entrance. His feeling changed from pleasure to alarm and sudden pain when his anal sphincter was pulled open and something popped inside. Whatever it was started pushing in farther than any tongue ever could have. He tried to get up but Monica’s legs were clamped around his head and she gripped his arms tightly while Jenna held his lower body in place.

“What’s the matter, Mike?” Monica taunted him. “I thought you liked fucking.”

The dildo, because that was obviously what Jenna was shoving into his ass, slowly went in deeper, pain radiating from its path. Both her hands continued holding his cheeks and keeping them spread, which meant that she had to be using a strapon dildo. Mike had seen them featured in lesbian porno films but had never seen a real one and had definitely never had one in his ass before. Because he was tense and very tight, Jenna, who didn’t mind inflicting pain but wanted to avoid any actual injury, was pushing her toy in slowly.

Besides the pain, which seemed to be fading after the initial entry, Mike felt almost overwhelmed with shame that he, a heterosexual man, should be treated in such a way by a pair of schoolgirls. He tried to get off the bed but Monica clung tightly to his upper body, keeping him in place, and Jenna knelt on the back of his calves, holding them down. His struggles to get free just helped push the dildo deeper into his ass.

The initial penetration stopped and Mike was relieved to feel the intruder being withdrawn. His relief was short-lived, however because, after a short pause with the tip just inside, he felt it being thrust back in. The shame flooded through him again but there was no pain during the second stroke. The initial stretching of his sphincter had been more surprising than anything else, and the small amount of actual pain had completely disappeared.

The dildo went in deeper the second time. There was a sudden shock as its tip pressed against Mike’s prostate gland but the shock was akin to what it would feel like to have a tongue suddenly licking the head of his erect cock, a ripple of pleasure pulsing through his body from the point of contact. Once again Jenna withdrew her strapon from Mike’s ass and once again she drove it in deeper. This time there was no pain at all when the shaft stretched his ass and surged into his rectum, only a warm, pleasant feeling and the feeling of pleasure that resulted when it reached his prostate was a wave this time, rather than just a ripple. More waves followed as Jenna’s toy went in farther. The penetration stopped again, and this time, as Mike felt it being withdrawn, he had completely stopped struggling and was anticipating the pleasant feeling the dildo filling his ass again.

He didn’t have to wait very long. The lubrication that Jenna had applied, and which Mike had mistaken for her tongue, had completely liquefied after the first few strokes and the dildo slid in more easily, especially since Mike was more relaxed. The pain had completely vanished and even the shame had been replaced by pleasure radiating outward as the dildo again spread his sphincter and glided through his rectum to massage his prostate. He even moaned from the pleasure his ass was getting.

Monica misinterpreted the sound. “What’s the matter, Mike? Don’t you like being fucked? Keep eating my cunt; it’ll take your mind off it.”

He did continue eating her pussy, licking to the end of the second inner lip, but nothing could take his mind off the wonderful feeling in his ass. Between thrusts of the strapon, he applied his tongue to Monica’s pussy but when he felt the dildo plunging into him again he paused in his licking to fully enjoy the unique pleasure. Jenna’s strapon felt so good to him that, instead of being passively accepting, he started fucking his ass back to meet its strokes.

Jenna noticed the movements of Mike and was not surprised. Most of the men she had fucked really liked it after the first few strokes and some even made dates to meet her for more. Her toy didn’t give pleasure only to men, however; it was designed to bring the wearer to orgasm also. The strap that went under her crotch had two sockets with plastic cocks güvenilir illegal bahis siteleri attached. Every time she drove the front dildo into Mike, she massaged her clit with the second toy and thrust the third deeply into her own ass. Eventually, she would cum from what the two dildos were doing for her but she wanted to take her time and get as much pleasure as possible. Jenna had no objection to Mike enjoying it too, and it would actually make it better for her.

Mike didn’t know what Jenna was thinking but if he had, he would have been strictly in favor of the idea. Having his ass thoroughly fucked was so marvelous that he wanted it to last a long time. Monica didn’t know what the others in the bed were thinking. All she knew was that Mike’s tongue, which was then caressing her clit hood, was well on its way to bringing about her climax.

She was already moaning from the building pleasure and writhing on the bed but she leaned over to the side and raised her leg a little. This gave her a clear view of Mike’s cock and she was elated to see it was fully erect and bigger than she remembered it being. She took even greater delight in seeing how it was thrust forward every time Jenna slammed her dildo into him. Monica thrilled at the thought of being on the bottom of the pile she envisioned, with Mike in the middle, his cock driving deeply into her, and Jenna on top of him, her thrusts into his ass providing extra impetus. That thought brought her even closer to cumming and the tongue that was caressing her clit was enough to take her the rest of the way. “Yeah, Mike. That’s what I like. Now, suck my clit until I cum.”

As she felt his mouth and lips envelop her engorged love button, she urged him on. “Yes! Yes. Suck me there.”

The pleasure that was filling her body seemed to explode. She had been fucking into Mike’s face but when she started cumming, her legs squeezed his head and her hands gripped the sheet. Monica’s ass bounced up and down off the bed, carrying the head that was held prisoner by her legs. Mike stayed out the bumpy ride continuing to suck and lick on the clit inside his mouth. It was fun, feeling her cum, but not as much fun as what the dildo was doing to his ass.

Jenna saw that her friend was cumming and she paused in her fucking of Mike. Because she knew how much pleasure the toy was giving him, she paused with the strapon buried all the way inside, her legs pressed against his and the face of her toy pressed against his buttocks. Monica’s exertions while she was cumming made any movements on Jenna’s part unnecessary because the way he was being yanked around moved the dildos in both him and her, sending pleasure swirling through both their bodies.

Monica climaxed, her back arching and her pussy ramming extra hard into the mouth that brought it about. Mike wasn’t sure what would be happening next but he was sure Monica would want him to lick off all her juices and then she would want to fuck. They were as delicious as they had been the first time and he devoured everything on the outside but left those inside her pussy. They would be needed for lubrication.

When Monica was ready, she picked the condom up from where she had left it on the corner of the bed. “That was good, Mike, even better than the last time. You’re learning what I like. Now it’s my turn to get fucked, though. You’ve been getting fucked long enough and now it’s my turn too. Come up here and I’ll put this rubber on you.

Mike, with Jenna crouching above him, her strapon still buried in his ass, shambled clumsily forward. She had long ago moved her knees from his legs when it had become obvious that he had no interest in getting away. She was on her feet, her knees bent and her legs outside his and they moved forward as if in lock-step until Monica took hold of his cock and rolled on the condom. With the fingers of one hand holding her pussy open and the other holding his cock, she guided him until the tip penetrated her wet hole.

“You get to be on top of me this time, Mike. Now give it to me like Jenna’s been giving it to you.”

With he and Jenna thrusting forward in unison, Mike’s cock penetrated a few inches into the welcoming pussy. Carefully, wanting to keep the dildo pleasurably buried in his ass, he leaned forward and curled his arms under those of Monica. Because of his dislike of her, he didn’t really want to use the missionary position like they were doing but he had no choice if he wanted to enjoy the full benefit of Jenna’s strapon.

“That’s right, Mike. Get that big stiff cock all the way in my cunt.” Monica had no affection for the teacher either and would have preferred to be on top, but she knew he had to be lying face down for the strapon to give his ass a really good reaming. In addition to cumming from his mouth and again from his cock, that was her goal for the day. Once he had fully penetrated her, she wound her legs around Jenna’s thighs and hooked her heels inside Mike’s legs. This would give her leverage to fuck back to meet güvenilir bahis şirketleri his strokes into her pussy.

Jenna also wanted to keep fucking the man who was under her because the harder and the faster she drove the front cock into him, the better the two other dildos were driven into herself. She and Mike quickly started a mutually pleasurable rhythm. He would start to plunge his cock into Monica and, seconds later, Jenna thrust hers into his ass. His stroke would end just before hers and, when hers ended, his cock would be driven even deeper into Monica’s pussy.

All three persons were enjoying what was happening. Monica loved the feel of Mike’s big cock driving all the way into her. She was moaning from the pleasure and knew she would cum soon. Despite his dislike of her, Monica’s pussy felt great to Mike, and he knew that the way she was squeezing and releasing his cock would make him cum. Almost as good, though, were the waves of pleasure that swept through his body every time the strapon plowed into his ass. Jenna may have been having the most fun of all. Both her ass and her pussy were getting a tremendous workout and she was at that state of ecstasy where she would be able to cum whenever she wanted.

Monica writhed on the bed, fucking back to meet the thrusts into her pussy and enjoying everything that was happening. Her pleasure came mostly from Mike’s cock, but she also took delight in the way that she and Jenna were humiliating him and causing him pain, until she realized that was not the case. Over and over, she felt his cock plunge into her, stop and then surge in even deeper. She could hear him moaning from pleasure and realized that the moans started just before his cock paused, and were loudest during the second part of his thrust into her, which was also the time when the strapon was going the deepest into his ass.

“You like it!” she exclaimed. “You like it when Jenna shoves her dildo into your ass, don’t you?”

Mike couldn’t answer aloud. Just then, he was in the throes of a tremendous burst of joy that poured out from his cock as the muscles in Monica’s pussy clamped on it. This was combined with a flood of pure bliss as the strapon was rammed especially far into his ass, massaging his prostate and generating a tsunami of pleasure from every inch of plastic that was imbedded in him. Although unable to speak, he nodded his head.

“Damn fag!” Monica muttered, and shifted her position slightly so Mike was higher up on her body. From the new position, his cock was plunging more down into her pussy and its top was massaging her clit with every stroke, both in and out.

“Fuck me faster,” she demanded. “I’m ready to cum.”

The others were equally ready. Mike increased the speed of his thrusts into Monica’s pussy. As his cock scraped against her clit, he was aware that he would be cumming soon but he wanted to hold off until Monica had climaxed. It was difficult, with the great pleasure the two women were giving to his cock and his ass.

Jenna matched the increased pace, pounding her strapon into Mike’s ass and feeling her toys rapidly escalate her own level of ecstasy until she started cumming. Her hands gripped his shoulders and her hips rocked erratically back and forth as she kept the toy going in and out of his ass, until her climax. When it happened, her whole body jerked and she sagged on top of Mike.

“Yes! Fuck me!” Monica cried out, as she started cumming. Her legs squeezed more tightly around the others and she wrapped her arms around Mike’s shoulders, digging her fingernails into his back. She slammed her pussy back against him until she climaxed, her back arching and her leg muscles clenching in one great spasm.

Seconds later, Mike climaxed, giving a great sigh and filling his condom with semen. All three relaxed in a satisfied pile. Mike’s cock softened as he lay in the middle, until it slipped out of Monica’s pussy. The dildos in his ass and in Jenna’s ass and pussy remained deeply imbedded, sending pleasure throbbing through their bodies. They both wanted to continue lying together, enjoying the feeling.

“Allright, you guys, climb off me.” Although she had taken great pleasure in her two orgasms, Monica was disappointed. She hadn’t wanted Mike to enjoy himself so much, and all she wanted to do was to put her clothing back on and leave.

The other two were not in such a hurry. Jenna slowly withdrew her strapon from the ass it had pleasured and climbed off the bed. Mike followed slowly and the two of them conferred quietly, standing by the dresser by the foot of the bed. He had been given a fantastic time by her toy and wanted to get more of it.

As Monica was putting her clothing back on, she saw Jenna and Mike standing together. They were both naked except that she was still wearing her strapon. She was telling him her telephone number and he was writing it down. “The son of a bitch!” Monica told herself. “He liked getting fucked so much that he’s making a date to get more.”

She had no objection to Mike enjoying himself when he was eating her pussy and fucking her, and actually preferred it but Monica hated the idea of him liking any of the other things she thought up for him, such as being fucked by Jenna. A wicked thought crossed her mind about the next thing she would make her pet teacher do.

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