Before going to sleep that night, Simon decided to go to the door where Eleanor joined Simon and Theodore and listen to their love-making.After they were done, he went back to his room and masturbated while thinking of Eleanor before getting some sleep. When he woke up the next morning, he decided it wouldn't really hurt to ask Eleanor if he could have sex with her. He already received oral from her and already experienced vaginal penetration from the other two boys. With his mind made up, he quietly sneaked into the room she was sleeping in. He was now standing in front of her obese, sleeping form, his cock standing at attention and the rest of him completely naked. He slowly started rubbing big belly. This caused her to wake up and see him. "Mmmm... wha... Simon?" she said groggily. "Eleanor...please... can i...?" he asked. "Sure. No problem. Put it in." she responded. She dragged the sheets down slowly and spread her legs. She then raised up her big belly. She lost some of the weight she gained from him and the other boys during the night, but she was still quite plump. There was a small puddle of semen that her pussy took last night. Simon wasn't even bothered. In truth, he wouldn't be bothered much by it even if he wasn't faced with the exciting prospect of inserting his penis into a vagina for the first time. His cock started twitching as soon as its tip touched her vulva. He gently thust it most of the way inside her. The feeling was wonderful. He put his hands around her belly and rested his head on it? He then slowly started thrusting into her pussy. His cock was leaking precum inside of her with every thrust. The size of his shaft and testicles had shrunk since he first "enhanced" them, but he was still quite endowed. Certainly bigger than his usual size. "Mmmmmmyeah... That feel good, Simon? Sorry about the mess the boys made in there. Didn't get a chance to clean myself. And it just feels to have it in there." she said. "Oooooooh... N-no problem. Not at all. It feels... so... gooooood. Ooooooo..." he said with a shortness of breath. The last "oh" was delivered with a trembling voice. The sounds the two of them made woke up Theodore and Alvin. As soon as they saw Simon holding onto Eleanor's belly and thrusting away, their members hardened. At first, they just watch the scene unfold for a little while. But then Theodore leaned in and kissed Eleanor's chubby cheek. "Good morning." he said to her while smilling. She turned her head, put her hand around his shoulders and tenderly kissed his lips. He carressed her cheek and eagerly returned the kiss. "Morning, Theo. So, uh... Simon came in and... wanted to do it. I thought i'd let him put it in my pussy as thanks. For helping to bring us together" she said, slightly panting. Simon looked at them while they talked and slowed his thrusting. He then closed his eyes and continued at his usual pace. "I can yours got stiff. You can go in there after he's done." she said. "No need. I was hoping you could just...." Theo said and then got up, bringing his penis close to her face. "Ooh! Sure thing!" she responded to his invitation. She grabbed his penis and started tenderly kissing the tip. She then looked at Alvin while rubbing Theo's member. His own erection was visible unde the covers. "Good morning, Alvin! Does your pee-pee want some kisses too? C'mere." she said in a tone that was both seductive and slightly juvenile. Alvin wordlessly brought himself and his cock over to her mouth. She started kissing it and quickly moved on to sucking on the glans. She then alternated between their penises. She then proceeded to play with them by rubbing their glans together. The pleasure of having those sensitive areas rubbed against each other made them twitch and produce precum at a faster rate. Simon was still pumping away at her wet pussy. His eyes were still closed and his head was still resting on her belly. So lost was he in this wonderful act that he was now drooling on her large belly. He could feel himself getting close to climaxing. His cock was completely drenched in her pussy juice, the precum from his leaking cock and the semen from the other boys. All of these fluid were leaking out as well and widening the puddle underneath them. As he was getting closer to cumming, his thrusts got deeper and faster. Eleanor was enjoying this immensely as well. It was getting hard for her to concentrate on orally pleasuring the other two. She quickly reached her orgasm and squirted her orgasmic fluid on Simon's cock, balls, legs and even some on his belly. This hurried his own orgasm. Before she finished squirting, his cock erupted inside her. Although he already came twice a short while before this, this load was his biggest yet, quickly filling her pussy completely and gushing out from the sides of his shaft as his thrusts got shorter and more foreceful. He then thrusted one more time, going inside her up to the hilt and emptying himself with a couple more blasts of semen. He was tensed up and holding tightly onto her large belly. He then stayed there for quite a while after he was done. While Simon was cumming, Theodore and Alvin were masturbating. Their balls were touching the sides of Eleanor's cheeks and rubbing them slightly as they were rubbing their cocks. Eleanor, still breathing heavily started kissing their testicles and gently sucking on them. The boys decided to start frotting. Both their cocks and their balls were now touching as Theodore was now gripping both of their hard, twitching, leaking members. Alvin then decided to start gripping both of them. Very soon, they felt their climax approaching. "I'm gonna... cum..." Theodore said breathlessly. "M-me too." Alvin responded. "I'm not sure i can swallow all the goo from both of you boys." Eleanor said. "I wanna... squirt it on your boobs." Alvin said. She agreed. Alvin brought his cock over her large, milky breasts and gently rubbed it on them, his precum mixing with her milk as he was masturbating and rubbing his glans on one her nipples. Theodore brought his to her mouth and she continued sucking. They both came at nearly the same time. She managed to drink all of Theo's cum as Alvin shot his load on her chest, covering her breasts. Theodore licked the cum from her breasts while drinking a large amount of her milk as well. Alvin sucked Simon's cum out of Eleanor's pussy. The stimulation she received eventually caused her to orgasm again. He eagerly drank her pussy juice. All of these fluids made the two boys become fatter. They were now slightly bigger than Eleanor, with rolls of fat on their arms, legs and necks. Eleanor then invited Simon to drink some of her milk as well. He agreed, drining from her breasts while lying in bed next to her. It caused him to grow more than half as fat as the boys. He quickly fell asleep next to her. He felt both wonderfully drained and full.