Bob the gay tentacle monster part 2

Story by dieselmutt on SoFurry

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#2 of Tentacles

Second part to a story I only intended of having one part.


I was a bit surprised by how many pictures she actually took. Though they did get saved on her computer they were mostly forgotten. Well I forgot about them, turns out she didn't. The subject had been mainly dropped and thankfully talking to Bob after he fucked me silly was not weird or awkward in anyway. Really I suppose there was not much to talk about, he got his rocks off and I got more than I had imagined. That and there were some guys at work that had problems with homosexuals.

So as with most things, life went on. Work was busy, and since it was summer, it was hot. And admittedly I hadn't forgot about it, it was pretty damn incredible, I left it as fantasy. I still didn't want to just ask for it, plus Bob was looking for an actual relationship. Also I was not entirely sure how Alyssa would take me getting stuffed by Bob on a regular bases.

We are pretty open about stuff, but for whatever reason I have a problem talking about some topics. I only admitted I liked taking up the ass from another guy after we had been dating for well over two years. Plus she was rather prudish when we met, and lets be honest, having sex with a tentacle monster is not for the faint of heart or prudes. Having every possible hole in your body filled with dick is for the more sexually advanced. Actually getting her to open up to new things between the sheets or anywhere really is almost as much fun as the sex itself.

While I am no expert, I have been spit roasted a few times. Sex with Bob was the first double penetration and that was certainly exciting and something I would like to do again. Even if it was two other guys and not Bob. I don't know that many bi or gay men so I don't see that happening anytime soon.

Which leads to today's rather interesting turn of events. I was working out down in the basement and watching TV when she comes down stairs in a pair of short shorts. From the looks of it, she was not wearing a bra, a bit out of character unless she is feeling a little frisky. I must admit I love it when she doesn't wear underwear. And judging from the way she keeps moving while looking for something, making sure her cute little rump is always in view makes me think she wants some attention.

Eventually Alyssa is standing behind me while I do my last set of bench presses. Before I can let go of the bar she managed to get a pair of cheap hand cuffs around one wrist and the bar. "So you are up to something."

Alyssa smiles down at me. "You have only yourself to blame, now play nice and put your other hand back on the bar."

I humor her and let her handcuff my other hand to the weight bar. Truth be told as cheap as the cuffs were, they wouldn't hold for long if I wanted out. "I thought you were against the idea of bondage?"

"I was against you tying me up, never said anything about tying you up." Alyssa said with a smile before sitting on my hips. Noticing my slight arousal, she wiggled her own hips. "Seems like I have your attention already."

"You had it since you came down in those shorts." I said as she wiggled a little more. I was only wearing loose fitting shorts since I planned on showering later.

She stood up and moved so she could sit on my chest and leaned forward pulling the shorts tight. Which caused her to moan slightly while she slipped a hand under the waist band of my own shorts. With a light touch she wrapped her hand around my hardening cock and pulled it free from my shorts. I could feel her breath on the head as she gave it a few slow and light strokes. "Watching you work out always puts me in the mood."

After a few light strokes she stood up and slowly removed her own pair of shorts before resuming her position. Her position put her muff close enough I could actually give it a lick. My hands might be tied, but I could use my tongue rather well. Alyssa let out a sigh and put the tip of my cock to her lips still giving it light slow strokes. I moaned as she lowered her head down and my cock past her lips.

Alyssa had learned to be quite the tease and only did enough to keep me aroused, which felt wonderful, but was a bit frustrating at the same time. It was also at this point that I heard the front door open and close. "I think we have company."

"We do, I invited a friend over." Alyssa said and lightly fondled my balls.

Now this was new, she invited a friend of hers over. The thought of her and one of her beautiful friends having their way with me, made me even harder. A three some with one of her friends was another fantasy of mine, one I figured was less likely to happen than winning the lottery. Though the approaching person sounded a bit heavier than one of her friends. Also odd was as the person approached her shyness suddenly kicked back in and made her press her hindquarters up against my face.

"When you said he would be tied up, I thought it was a figurative statement." Bob said and chuckled with that deep voice of his.

Well that explains her sudden shyness. I managed a muffled "hi Bob" which caused Alyssa to moan since her cunt was pressed up against my snout.

Bob chuckled again. "If you are uncomfortable, I can leave, no hard feelings."

"No, stay. This was my idea... I shouldn't chicken out." Alyssa said. With that she pulled my shorts down further and with a little help from Bob, they managed to get them off.

"We will have to do something about his bonds, they don't look very strong." Bob said and I felt his tentacles wrap around my lower legs and wrists pulling them to the weight bench's frame. Now I really wasn't going anywhere.

Alyssa still sat with her pussy pressed right up against my snout, though she sat up a bit so she could remove her shirt. Still very much shy getting fully undressed in front of Bob. You could also hear it in her voice. "I didn't get to see any of the action last time."

"Oh don't worry, you can see it all this time." Bob said. Not sure what he did next, I guess he sat down. But after a moment I felt one of his thick phallic tentacles brush across my tail hole.

"It looks a lot bigger close up, even thicker than you hun." Alyssa said as Bob teased my butt hole.

I moaned into her damp muff as Bob finally penetrated me. From my rather obscured position I can only assume my wife watched wide eyed as that thick slimy appendage pushed deeper inside of me. Of course it also kept the two of them from noticing how deeply I was blushing from being tied up and fucked.

"I never thought it would be so hot to watch another guy fuck you." Alyssa moaned as I kept licking her. Frustratingly she kept her touch light and driving me nuts.

"Now for the good part." Bob said and I knew what was coming before I felt the tip of another phallic tentacle rub up next to the one that was deep inside me.

This one entered on top of the other one, and Alyssa had positioned herself so she could see it push inside. I was a bit thankful that she was more interested in watching me get two cocks at once than push her muff against my snout, it was getting a little hard to breath. My head did get a little dizzy as she suddenly started sucking on my cock as Bob pushed both of those thick slimy tentacles deeper inside of me.

"No more teasing, I have to have you." Alyssa said and stood up quickly.

I about came as she guided me into her and just went balls deep. Bob actually moaned since her action had cause me to tighten up on his two phallic tentacles. As tied up as I now was, the two of them had to do all the work, I couldn't move. Not that I think I had the ability too if I wanted. Bob was fucking me deep and pretty quick, and Alyssa was bouncing on my lap enthusiastically.

I have never been fucked this deep in my life and I wanted even more of those tentacles inside me. I knew Bob had one more, and part of me though three would be a bad idea. Another part of me thought three would be awesome and worth the risk. Bob had other ideas as I noticed Alyssa's eyes get bigger.

"Don't look at me, this was your idea. I already am stuffed with two, so it's either your ass or one of our mouths." I managed to say as Bob and my wife fucked me.

"Oh it's a cute little ass for sure. Why should she miss out on getting two at once?" Bob said and used some of his small tentacles to tease Alyssa's little ass hole so he could push the third big one inside of her.

"Oh fuck." Alyssa moaned as she took Bob's third phallic tentacle up her tight little ass.

Judging from her expression getting double penetrated was even better for her than it was me. With Bob deep in my ass and Alyssa squeezing my cock, I blew my first load rather quickly. It was incredible, and overwhelming from the sensations of the two tentacles wiggling inside me as Alyssa's pussy slipped up and down my cock. The two of them had a little more stamina and continued on while admittedly, I lay there like a drunken idiot.

I won't lie, the look of sexual bliss on her face was erotic and sexy as hell. Her cute little boobs bouncing away as she rode me like a toy. Her squeaky moans always get me hard and while I had little movement, I wanted her to enjoy it. Cause I was loving every damn bit of it. It wasn't long before her hot little bod shivered in excitement as she came. She was quite vocal about it as well and she blushed in embarrassment.

Bob grunted as he filled both of us with his spunk. I can only guess that Alyssa's vocal enthusiasm had pushed him over the edge. Of course the swelling bulge as his tentacles filled us both pushed the two of us to our second climax. I would swear he came twice as much as the last time as I felt it drip out of Alyssa's ass and down onto my balls. I also could feel my own cum leaking out of my wife as she breathed deeply, as her wet little pussy tightened on my cock.

"Why didn't you tell me double penetration was so awesome?" Alyssa asked me rather accusingly.

"In my defense, I suggested it using toys and you didn't want too." I said and moaned as the two tentacles in my ass squirted more cum in me. "How you doing over there Bob?"

"Doin good, I got two cute asses stuffed. I can see why you talk about hers so much." Bob chuckled and pushed his tentacle a little deeper into Alyssa getting her to moan again.

"You talk to a gay man about my ass?" Alyssa asked giving me an odd look. Her cheeks still a little flushed from the sex.

"Of course, he is an ass man and so am I. I am still surprised you got up the courage to ask him a second time, and that you got naked in front of another man." I said with a big smile. That had been one of her hard limits, no third person be it male or female. No bondage either, or so I had thought.

"Well I had not planned on him sticking one in me... He is gay after all, I didn't think he would be interested." Alyssa said blushing a deeper red from embarrassment.

"Usually I am not, but seeing just how cute your little ass is. I did not want you to feel left out." Bob said with a big grin.

I could feel him shift his weight and saw him rise up behind her, a sly smile on his face. With a little guidance he had Alyssa laying down on my chest. "However I only got one, so if you will both allow me this indulgence..."

He wrapped a few small tentacles around the base of my cock and balls, bringing me back to full arousal. He looked down at me and his smile grew. "I want another round if that is alright."

"I'm the only one tied up, and who am I to begrudge a good friend?" I asked and smiled back using his own line against him.

Alyssa's response was to just wiggle her little ass and she moaned loudly as Bob started to fuck her again. Honestly it was kind of hot to see her reaction to another man having sex with her. To feel his tentacle probe her tight little ass was pretty damn hot and I probably enjoyed it more than I should have.

Not to leave me out, Bob fucked me a little more aggressively than he did Alyssa. I sure as hell wasn't going to complain about it. I'll admit it, sometimes I like being the one on the receiving end of a good solid dicking. Nothing wrong with putting your own ass up and being face down. Since this was only the second time having two cocks up my ass at once, it was really damn good. I also imagined what it would be like to have one of his tentacles next to my dick inside Alyssa's pussy. Thought I am not sure if she could take two at once, but the mental picture was sexy.

I am also not ashamed to admit that I probably moaned like a girl when Bob really got into the heat of the moment. Granted at this point Alyssa was ridding me again, and she looked like she was on cloud nine. Her mouth slighted parted in a silent moan of ecstasy. Her moan became vocal as Bob's tentacles swelled again depositing his substantial load inside of us. I came again, though lacking in the amount department. Though judging by her expression, she wasn't concerned with the amount of cum, just that she had another climax.

Alyssa rocked forwards, pulling herself off the dicks inside her, and I felt the cum pour on me as it leaked out of her. Knowing that it was not just my own cum was not as odd as I thought it would have been, since I would imagine it more normal to feel jealousy about some other dude's spunk in your wife. I do know that she enjoyed every second of it immensely based on her mischievous smile. She gave me a quick kiss on the lips before giddily getting up to collect her shorts and shirt. "I'll get cleaned up and get started on the steaks. If you need a drink Bob, help yourself."

With that she scampered up the stairs, cum dripping down her thighs. Leaving me handcuffed to the bar... "I don't suppose you could let me go and help me out of these things."

Bob chuckled and released me from his firm grip and worked the handcuffs loose. "Now I am a bit jealous."

"Of what?" I asked and managed to get a towel under me before sitting up. Bob filled us both full and still I got covered in it.

"She invites a friend over to sex you up with a threesome and cooks steaks. If only we were all so lucky." Bob said.

"I suppose I am lucky on that front. Though to be honest, I think I might have created a monster." I said and laughed when Bob's smile grew and he started laughing.