15-04-2026, 01:35 AM
Chapter 4
Once the door was closed all the girls rushed Jessie for the details; of course, they assumed that she was experienced sexually because of the lushness of her body. They just could not believe that she had been a virgin, but they were convinced when she showed them the towel Jakob had so wisely brought from the bath room. They asked when it had started; startled to learn it was just earlier today. Slowly they extracted all the details from Jessie although she was reluctant to tell all. Their eyes went wide when she described how she had jerked him off on the coach and then swallowed his cum. They were all ears when she told how Jakob had masturbated her later in the ride. But mostly, they were incredulous about the size of Jakob’s cock. Jessie described their coupling, intent on making them jealous. And jealous they were. Their boyfriends all had smallish to normal sized cocks in the five-to-six-inch range and none of them could approach Jakob’s girth. When Jessie described the feeling of her pussy walls stretching to accommodate all of his cock, the girls swooned with desire. They were totally jealous of Jessie and angry at themselves for never noticing Jakob throughout their years at college.
Jakob called their room and made arrangements for dinner with Jessie. They met in the lobby—all five of them—Jakob and the four girls. It seemed that he had gone from loner to sex God in a single day. They walked to a moderately priced sit-down restaurant. They sat at a table for six and when Denise made for the seat next to Jakob, she almost got a kick in the ass from Jessie. “Remember what I said - He is mine. Keep away.” Denise sulked and went to a seat on the opposite side of the table while Jessie moved in as close to Jakob as the chairs would allow. Jakob surprised them all by offering to pay the whole bill.
“Just because I’m a farmer doesn’t mean I’m poor. I’ve been working for almost ten years and I’ve been getting paid well for almost that long. I just don’t throw my money around.” Again, Jessie was dumbfounded—what a prize she had found in Jakob. They strolled slowly back to the hotel. Curfew was 11 p.m. so they had a few hours to spend together, if only they could shake the other girls. Eventually, Jessie lost patience with them. “Get lost,” she said emphatically, “We want to spend some time together—alone.” Reluctantly the three roommates left, catching glimpses of the tent growing in Jakob’s pants; wishing they had Jessie’s luck.
“I have a confession to make,” she said just before reaching up for a kiss. Jakob looked back quizzically. “I set up our meeting this morning. I got to the bus almost as early as you did then I waited until the bus was filled before getting on. I wanted to sit next to you and I didn’t think you’d want me.”
Now it was Jakob’s turn to be wide-eyed. “Why would you want to sit with me? I’m just about a total outcast in college.”
“That’s why, plus something my mom told me about men. ‘Still waters run deep,’ she said. I thought about who that might apply to and the only person I could think of was you. This trip was the perfect time for us to get together. I just had to have the nerve to act on my impulses. You have no idea how many times I almost chickened out but I figured I had to be bold to get what I wanted. I had no idea how wonderful it would all turn out.” Then, after a pause, “I hope I haven’t said too much and scared you off.”
Jakob never said a word. He simply grabbed Jessie and pulled her to him very, very close. “I don’t care how it happened; I just can’t believe it actually has. Now that I have you, I don’t ever want to let you go.”
“Let’s find someplace private,” Jessie whispered and then led him away by the hand. They found some deserted shuffleboard courts with a screen of bushes behind them. There was a small space behind the bushes, maybe three feet by ten. It was there that Jessie led Jakob. They couldn’t get their clothes off fast enough, so intense was their desire. This time Jakob lay on the ground pulling Jessie over him. She descended quickly spreading her labia so they would accommodate his huge man meat. She eased down savouring the sensation of having her pussy filled and stretched almost to its limit. When he was fully in her she waited astride his abdomen, eyes closed and breathing deeply. Jakob reached up to her magnificent breasts. They were at least D-cups and possibly even double-D’s, yet they were so firm and upright. He marvelled at the feel of them-- their fleshiness, the softness of the skin encompassing their mass, the hardness of the nipples. She gasped loudly when he took her nipple into his mouth, suckling like an infant. The sensations in her pussy began to get to her. She started to rock back and forth, rubbing her sensitive clit into his pubic hair. As she did so she became more and more excited. Her reaction was to speed up her motions. It became a marvellous self-fulfilling cycle that ended only when she came in a shuddering orgasm. She almost fell onto him but he supported her with his strong arms. Surprisingly, Jakob had not yet cum so he continued his motions in and out of her dripping cunt. It wasn’t long before Jessie joined him, beginning her journey toward yet another mind-blowing orgasm. Jakob reached down between their abdomens seeking her tiny bud. He found it just in time to throw her over the top again. This time he accompanied her to Nirvana, spurting columns of thick hot cum from the tip of his cock deep into her cunt and womb.
Once sated, they lay there silently until they heard, “Encore! Encore!” and “Bravo!” Jessie turned around to find her three roommates peeking through the shrubbery. They were smiling but embarrassed at the same time. “Sorry, Jessie. Sorry, Jakob, but we just had to see that wonderful tool of yours in action.”
“Yeah,” said another girl, a thin dishwater blond, “and you sure didn’t disappoint us. That looked like so much fun. Jessie, when you lowered yourself onto that huge cock, I thought I’d faint. I am so fucking jealous.”
“Hell, we’re all jealous, aren’t we?” Denise chimed in. “I’d love to have a cock like that in my pussy. In fact, I’m all wet just thinking about it.”
Jessie looked down at Jakob. “You know, I think there’s only one way to get rid of these three. You’re still hard so….”
“I’m not the cheating kind, Jessie. I’m more than happy with you. But, if it’s what you want…”
Jessie leapt up exposing Jakob’s cock, gleaming with her juices. “OK, who’s first, as if I didn’t already know.”
Denise had her shorts off in an instant as she pushed through the shrubs. She wasted no time lowering herself onto Jakob’s cock. “Oh fuck! That feels so fucking good. Give it to me Jakob. Give it to me hard!” Jakob pushed up until his cock was totally embedded in her cunt. She was fairly tight, but not as tight as Jessie—maybe because she was more experienced, he thought. Actually, it was due to the child she had given birth to last summer when she was “visiting her aunt.” Denise rode him hard until she came suddenly and with tremendous intensity. She fell forward onto Jakob’s chest.
“C’mon, Denise, give me a chance.” It was Sally, the thin dishwater blond. She was already totally naked, rubbing her pussy in anticipation and trying to stretch it to accommodate this beast. Slowly and carefully Denise rose with the help of the other girls. No sooner was she out of the way than Sally replaced her. It was a struggle to get his cock into her pussy but with effort and patience the job was eventually done. Using her legs as pistons she rose and fell on his cock. It was a good way to maximize penetration depth. She was so tight that the friction was intense despite the wetness of her cunt. Jakob’s girth caused his erection to rub against her G-spot with every stroke. It was only a minute before she shrieked in ecstasy.
As she sagged down, she was lifted from Jakob and replaced by Stephie. “Be careful, Jakob. I’m a virgin.” The other girls looked at her in disbelief. Stephie had been going steady for more than a year so it was hard to believe. “Joey isn’t very into sex,” she explained. “Sometimes I think he may actually be gay.” What made this so funny was that Joey was always bragging about his sexual prowess. Jakob held her hands as she lowered onto his erection. She was wet enough so that wasn’t a problem, but when he was in about three inches he met the inevitable barrier.
“It’s going to hurt when your hymen breaks, but it will only be a short time before you start feeling good—hopefully very good.”
“OK, what should I do?
“OK, either stay very still and I’ll thrust up or I can stay still and you can fall down onto me. Either way will work.”
“Maybe you’d better do it. I’m afraid I’ll chicken out.” Stephie then closed her eyes and gritted her teeth in anticipation. Only a second later Jakob raised his hips with a sudden movement and Stephie cried out in pain. Jakob held her tenderly until she signalled that he should continue. Now he moved slowly until Stephie met his thrusts with counter-thrusts of her own. Now they moved together, building up steam and speed. Her pussy leaked her juices all over his abdomen and legs, indicating just how eager she was. Stephie was going wild on Jakob’s cock. She rubbed her clit against him with tremendous force; Jakob could see how it was growing. Her orgasm was building slowly but steadily. When her eyes glassed over, he could tell she was close. A touch of his finger on her clit triggered her. She shook all over and both were surprised when she squirted again and again, drenching him in her fluids.
“Wow, I’ve never done that before. Jessie, if you ever get tired of him, just let me know. I’ll be next in line. You’re incredible, Jakob. Thanks for making my first time so great.” She leaned down and kissed Jakob on the cheek.
They all dressed and just got into the hotel before curfew. With about ten minutes to go, Jessie took Jakob aside. “Good, just enough time for a long kiss,” she said. Jakob looked at his watch. “This is going to be some kiss,” he thought. It was—ten minutes of duelling tongues, grinding lips, and saliva dripping all over. When it was done Jakob spoke, “Thanks, Jessie—for making this trip so wonderful. I didn’t want to come, but now I’m thrilled to be here—with you. I only wish we were spending the night together—not for sex, just to be close to you would be more than enough.” He turned and led her to the elevator. He got off at 2; she at 4.
To be continued
Once the door was closed all the girls rushed Jessie for the details; of course, they assumed that she was experienced sexually because of the lushness of her body. They just could not believe that she had been a virgin, but they were convinced when she showed them the towel Jakob had so wisely brought from the bath room. They asked when it had started; startled to learn it was just earlier today. Slowly they extracted all the details from Jessie although she was reluctant to tell all. Their eyes went wide when she described how she had jerked him off on the coach and then swallowed his cum. They were all ears when she told how Jakob had masturbated her later in the ride. But mostly, they were incredulous about the size of Jakob’s cock. Jessie described their coupling, intent on making them jealous. And jealous they were. Their boyfriends all had smallish to normal sized cocks in the five-to-six-inch range and none of them could approach Jakob’s girth. When Jessie described the feeling of her pussy walls stretching to accommodate all of his cock, the girls swooned with desire. They were totally jealous of Jessie and angry at themselves for never noticing Jakob throughout their years at college.
Jakob called their room and made arrangements for dinner with Jessie. They met in the lobby—all five of them—Jakob and the four girls. It seemed that he had gone from loner to sex God in a single day. They walked to a moderately priced sit-down restaurant. They sat at a table for six and when Denise made for the seat next to Jakob, she almost got a kick in the ass from Jessie. “Remember what I said - He is mine. Keep away.” Denise sulked and went to a seat on the opposite side of the table while Jessie moved in as close to Jakob as the chairs would allow. Jakob surprised them all by offering to pay the whole bill.
“Just because I’m a farmer doesn’t mean I’m poor. I’ve been working for almost ten years and I’ve been getting paid well for almost that long. I just don’t throw my money around.” Again, Jessie was dumbfounded—what a prize she had found in Jakob. They strolled slowly back to the hotel. Curfew was 11 p.m. so they had a few hours to spend together, if only they could shake the other girls. Eventually, Jessie lost patience with them. “Get lost,” she said emphatically, “We want to spend some time together—alone.” Reluctantly the three roommates left, catching glimpses of the tent growing in Jakob’s pants; wishing they had Jessie’s luck.
“I have a confession to make,” she said just before reaching up for a kiss. Jakob looked back quizzically. “I set up our meeting this morning. I got to the bus almost as early as you did then I waited until the bus was filled before getting on. I wanted to sit next to you and I didn’t think you’d want me.”
Now it was Jakob’s turn to be wide-eyed. “Why would you want to sit with me? I’m just about a total outcast in college.”
“That’s why, plus something my mom told me about men. ‘Still waters run deep,’ she said. I thought about who that might apply to and the only person I could think of was you. This trip was the perfect time for us to get together. I just had to have the nerve to act on my impulses. You have no idea how many times I almost chickened out but I figured I had to be bold to get what I wanted. I had no idea how wonderful it would all turn out.” Then, after a pause, “I hope I haven’t said too much and scared you off.”
Jakob never said a word. He simply grabbed Jessie and pulled her to him very, very close. “I don’t care how it happened; I just can’t believe it actually has. Now that I have you, I don’t ever want to let you go.”
“Let’s find someplace private,” Jessie whispered and then led him away by the hand. They found some deserted shuffleboard courts with a screen of bushes behind them. There was a small space behind the bushes, maybe three feet by ten. It was there that Jessie led Jakob. They couldn’t get their clothes off fast enough, so intense was their desire. This time Jakob lay on the ground pulling Jessie over him. She descended quickly spreading her labia so they would accommodate his huge man meat. She eased down savouring the sensation of having her pussy filled and stretched almost to its limit. When he was fully in her she waited astride his abdomen, eyes closed and breathing deeply. Jakob reached up to her magnificent breasts. They were at least D-cups and possibly even double-D’s, yet they were so firm and upright. He marvelled at the feel of them-- their fleshiness, the softness of the skin encompassing their mass, the hardness of the nipples. She gasped loudly when he took her nipple into his mouth, suckling like an infant. The sensations in her pussy began to get to her. She started to rock back and forth, rubbing her sensitive clit into his pubic hair. As she did so she became more and more excited. Her reaction was to speed up her motions. It became a marvellous self-fulfilling cycle that ended only when she came in a shuddering orgasm. She almost fell onto him but he supported her with his strong arms. Surprisingly, Jakob had not yet cum so he continued his motions in and out of her dripping cunt. It wasn’t long before Jessie joined him, beginning her journey toward yet another mind-blowing orgasm. Jakob reached down between their abdomens seeking her tiny bud. He found it just in time to throw her over the top again. This time he accompanied her to Nirvana, spurting columns of thick hot cum from the tip of his cock deep into her cunt and womb.
Once sated, they lay there silently until they heard, “Encore! Encore!” and “Bravo!” Jessie turned around to find her three roommates peeking through the shrubbery. They were smiling but embarrassed at the same time. “Sorry, Jessie. Sorry, Jakob, but we just had to see that wonderful tool of yours in action.”
“Yeah,” said another girl, a thin dishwater blond, “and you sure didn’t disappoint us. That looked like so much fun. Jessie, when you lowered yourself onto that huge cock, I thought I’d faint. I am so fucking jealous.”
“Hell, we’re all jealous, aren’t we?” Denise chimed in. “I’d love to have a cock like that in my pussy. In fact, I’m all wet just thinking about it.”
Jessie looked down at Jakob. “You know, I think there’s only one way to get rid of these three. You’re still hard so….”
“I’m not the cheating kind, Jessie. I’m more than happy with you. But, if it’s what you want…”
Jessie leapt up exposing Jakob’s cock, gleaming with her juices. “OK, who’s first, as if I didn’t already know.”
Denise had her shorts off in an instant as she pushed through the shrubs. She wasted no time lowering herself onto Jakob’s cock. “Oh fuck! That feels so fucking good. Give it to me Jakob. Give it to me hard!” Jakob pushed up until his cock was totally embedded in her cunt. She was fairly tight, but not as tight as Jessie—maybe because she was more experienced, he thought. Actually, it was due to the child she had given birth to last summer when she was “visiting her aunt.” Denise rode him hard until she came suddenly and with tremendous intensity. She fell forward onto Jakob’s chest.
“C’mon, Denise, give me a chance.” It was Sally, the thin dishwater blond. She was already totally naked, rubbing her pussy in anticipation and trying to stretch it to accommodate this beast. Slowly and carefully Denise rose with the help of the other girls. No sooner was she out of the way than Sally replaced her. It was a struggle to get his cock into her pussy but with effort and patience the job was eventually done. Using her legs as pistons she rose and fell on his cock. It was a good way to maximize penetration depth. She was so tight that the friction was intense despite the wetness of her cunt. Jakob’s girth caused his erection to rub against her G-spot with every stroke. It was only a minute before she shrieked in ecstasy.
As she sagged down, she was lifted from Jakob and replaced by Stephie. “Be careful, Jakob. I’m a virgin.” The other girls looked at her in disbelief. Stephie had been going steady for more than a year so it was hard to believe. “Joey isn’t very into sex,” she explained. “Sometimes I think he may actually be gay.” What made this so funny was that Joey was always bragging about his sexual prowess. Jakob held her hands as she lowered onto his erection. She was wet enough so that wasn’t a problem, but when he was in about three inches he met the inevitable barrier.
“It’s going to hurt when your hymen breaks, but it will only be a short time before you start feeling good—hopefully very good.”
“OK, what should I do?
“OK, either stay very still and I’ll thrust up or I can stay still and you can fall down onto me. Either way will work.”
“Maybe you’d better do it. I’m afraid I’ll chicken out.” Stephie then closed her eyes and gritted her teeth in anticipation. Only a second later Jakob raised his hips with a sudden movement and Stephie cried out in pain. Jakob held her tenderly until she signalled that he should continue. Now he moved slowly until Stephie met his thrusts with counter-thrusts of her own. Now they moved together, building up steam and speed. Her pussy leaked her juices all over his abdomen and legs, indicating just how eager she was. Stephie was going wild on Jakob’s cock. She rubbed her clit against him with tremendous force; Jakob could see how it was growing. Her orgasm was building slowly but steadily. When her eyes glassed over, he could tell she was close. A touch of his finger on her clit triggered her. She shook all over and both were surprised when she squirted again and again, drenching him in her fluids.
“Wow, I’ve never done that before. Jessie, if you ever get tired of him, just let me know. I’ll be next in line. You’re incredible, Jakob. Thanks for making my first time so great.” She leaned down and kissed Jakob on the cheek.
They all dressed and just got into the hotel before curfew. With about ten minutes to go, Jessie took Jakob aside. “Good, just enough time for a long kiss,” she said. Jakob looked at his watch. “This is going to be some kiss,” he thought. It was—ten minutes of duelling tongues, grinding lips, and saliva dripping all over. When it was done Jakob spoke, “Thanks, Jessie—for making this trip so wonderful. I didn’t want to come, but now I’m thrilled to be here—with you. I only wish we were spending the night together—not for sex, just to be close to you would be more than enough.” He turned and led her to the elevator. He got off at 2; she at 4.
To be continued


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