My Girlfriend Offers to Help

A few weeks ago I got a call from my buddy Tom. We were close friends from college, although I hadn't seen him for almost a year since he moved to another city for work.

It had been a bad year for him. He got dumped by his girlfriend, getting his apartment robbed, and then, as he explained on the phone, he had gotten laid off from his job. He told me he was taking a break from it all and doing a road trip around the country. Part of the trip was swinging my our town, and he asked if he could crash at my place and hang out for a couple days before he moved on to see another friend further south.

I agreed, after checking in with my girlfriend Caitlin. She had just moved into my apartment last month, so I wanted to make sure it was okay with her. She gave me a big smile and said that was great, she was always happy to have my friends over and would be glad to finally meet Tom.

I felt like I had really hit the jackpot with Caitlin after years of cycling through girlfriends. She was sweet and bubbly, very affectionate, and the life of a party. She was also incredible in bed. On our first date we had hit it off so well that I invited her back to my place, and the second we had got past the doorway she was on her knees giving me the blowjob of my life. The sex was even better and within a month I was totally smitten with her, and soon she had moved in and we were talking long-term things.

One thing I didn't know about Caitlin until the events of this story was how promiscuous she was. Not in a slutty way, exactly, more like she didn't think of sex as such a big deal. This attitude, plus her girl-next-door face and slim body, meant that she had had plenty of opportunities to hook up with guys. I wasn't interested in her past, though, so I never knew that about her.

"Thank you, babe," I said. "He's a great guy going through some real tough months. I'll make it up to you for having a stranger crash on our couch for a few days."

"Your friends aren't strangers!" she replied. "We'll give him a good time, I hope things turn around for him."

======

The next Saturday evening Tom drove up to my place in his beat-up car. Caitlin and I were there to greet him.

"Hey hey dude! Great to see you, huge thanks for this!" he said as he gave me a big bro hug.

"And you must be Caitlin," he said, turning to her.

"I sure am!" She grinned as she gave him a big hug. "Dave has told me all about you, it's so great to finally meet you!"

"I know, we hear all about you, too! Now I see why this guy hides you from us!"

She giggled at the flirtation. "Come on in and get settled, you must be tired."

The three of us helped Tom get set up in the living room couch. Caitlin had made a light dinner and snacks for us, not to mention plenty of booze, and soon we were hanging out in our living room, everyone chatting and enjoying a pleasant buzz.

Soon the conversation got to Tom's recent troubles, and he started opening up. First his girlfriend Ellen dumped him because her high school boyfriend decided he wanted to marry her, and then shortly after that, the startup he was working at started to fall apart. He spent the next few months doing all-nighters trying to keep it going, but soon the writing on the wall became clear, and a few months after that everyone was laid off.

"It's been rough, dude," he said. "Had it all just a year ago and now I'm back at square one."

"I'm sorry, bro," I nodded.

"That's the worst," Caitlin said. "I'm so glad you're taking this trip, you really need a reset."

"Definitely," he said. "I may even move to another city, just totally start all over again."

"You got nothing keeping you there?" I asked. "Not seeing anyone new?"

"No, that's the worst part," he said. "I haven't even been on a date since Ellen."

"Oh, man, really? Not even a hookup?" I couldn't believe it. Tom was an attractive guy, it seemed crazy to me that he hadn't had sex in a year.

"Not even," he chuckled sadly. "Maybe girls can sense my mojo is gone, I dunno, but I've been striking out all year. Like I said, rough time!"

"Aw Tom!" Caitlin said, sympathetically. "Not even a blowjob?"

Tom and I both burst out laughing at the shock of Caitlin being so blunt.

"No, not even that, can you believe it?" Tom said.

Then, Caitlin said the line that started the events of the next couple of days: "You poor guy! Heck, I'LL give you a blowjob, if Dave doesn't mind."

This time, Tom and I were shocked into silence. Then I sputtered out a "what??"

Tom let out an awkward laugh. "Huh? Are you serious?"

"Yeah, of course!" Caitlin said, totally sincerely. Then she looked at me. "If Dave says it's okay."

Tom turned to me. "Dude, is that okay with you?"

"Of course it's not okay!" I said, a little angrily. I turned to Caitlin. "Why would I think it would be okay?"

She looked almost surprised at my refusal. "Because hee's your friend from college!"

"Yeah dude, I'm your friend from college!" Tom responded, half-smiling. He seemed to think this was a joke but didn't want to close off his options.

"The answer is no, dude," I said.

Caitlin shrugged. "Sorry, Tom!" She said in a sing-song way, almost like he had lost a video game.

Tom groaned but didn't argue. We went back to talking about other things, but that moment hung in the air the rest of the night.

====

After we left Tom on the couch for the night, Caitlin and I went back to our bedroom. As soon as we closed the door, I said, "hey, what was up with that thing tonight?"

She looked at me innocently while we walked to the bathroom. "What thing?"

"You know what! You offering to give Tom a blowjob!"

Caitlin started brushing her teeth. She shrugged. "Well, why wouldn't I? He's your friend and I want to be nice to him for you!"

"Yeah, but I don't want you to be THAT nice!"

"Yeah, that's why I asked. You said no, so...what's the problem?"

I couldn't believe how casual she was about it. "I guess...I'm surprised you even thought that was on the table. Have you done that for OTHER boyfriends?"

She looked at me like I was dumb. "Yeah, for some. If they're comfortable with it and their friends are nice. Some of them were more uptight, like you."

"Hey!" I said.

"Sorry, sorry, not uptight, more conservative, I dunno," she said. She finished brushing her teeth and I followed her back into the bedroom. "It's just a blowjob, you know. I wasn't gonna DATE him. I was just gonna help him out while he's going through a rough patch."

"So if one of YOUR girlfriends was in the same situation, you'd be okay with me...uh, helping her out?"

Caitlin rolled her eyes as she started getting undressed. "Oh please, it's different for girls, my friends can get a guy in bed any time they want. Guys have a harder time."

That was a good point. I was quiet while she pulled off her shirt and jeans.

"Look, it doesn't matter to me, I was just doing a favor for your friend. If you don't want me to, I won't. End of story."

With that, she took her bra off. Caitlin has an incredible rack, a full set of B-cups that sit tantalizingly high on her chest and jiggle teasingly with every move. She saw me staring and grinned.

"Don't worry, nobody else is going to get this," she said, and started stroking my cock through my pants. Then she dropped to her knees and started unbuckling my pants. "You can get this view all to yourself," she said, and took my cock in her mouth. I leaned back on the bed and closed my eyes while she started sucking me off.

=====

The next morning when I woke up, Caitlin wasn't in bed. I got up and dressed and headed to the living room, where I started hearing the sound of conversation and Caitlin's giggle. I walked into the kitchen and saw her and Tom sitting at our small dining table, chatting over coffee.

"Morning honey!" She beamed as I walked in. "Coffee is ready for you."

I looked over at her. She was basically wearing her pajamas from last night, a thin band shirt without a bra and some loose-fitting pants. I didn't like that Tom could see the outline of her nipples through the thin shirt, but it wasn't any thing I was going to mention. No need to bring up anything sexual after last night.

"What do you boys have planned for the day?" She asked as I started making breakfast.

"We're gonna go to the Sox game," I said. "Then dinner somewhere, we'll see."

"You're not gonna come with us?" Tom asked Caitlin. "Come!"

"No, I can't stand sitting around all day watching sports. I'm gonna go shopping with some friends from. You guys have fun and if I get home early from my stuff, I'll give you a call and see where you're at."

"We'll take what we can get," Tom said, grinning. Caitlin giggled. I wasn't a fan of how he was flirting with her, but Caitlin draws a lot of that from guys, and it's not Tom's fault that she revved him up, so I let it go.

======

By the time Tom and I got to the game, we were back to our old rhythm of joking and having a good time. I forgot about him and Caitlin, but then, while we were at the game and had had a couple of beers, he started suddenly opening up to me.

"You are so lucky with Caitlin, dude. Why can't I have the luck with girls that you have?"

"What are you talking about? You've been with lots of girls," I said.

"Not like you, though," he said. "You always find the nicest girls, just easy to be with, you know? We always talk about it, how David finds girls who are just fun and nice. Never had that."

I thought about it. "Yeah, I guess. Caitlin is the best one I've found too. Very sweet, we never get in fights."

"Like I said," he nodded, taking another swig. "Even last night, making dinner for us. Never had a girlfriend think about me like that, everything with Ellen was always a fight."

There was a silence for a few seconds. Then he added, "I'm jealous but happy for you. Enjoy it brother."

That made me feel a lot better about the flirting, and a lot more grateful for Caitlin.

=====

Tom and I spent the day after the game drinking and eating and walking around town, having fun and reliving old times. Tom had brought some weed gummies, so when dinner time rolled around, we just went home, ordered a pizza, and got stoned.

We were both high and buzzed, watching a game on the TV, around nine, when the door opened and Caitlin stumbled into the living room.'

"Hiiiiii!" She said, in a way that made it clear she had been drinking herself. She saw us and laughed. "Look at this, like I walked into a dorm room!"

We looked around at the empty beer bottles and half-eaten pizza slices. She was right. "Tom brought some edibles," I said. "Have one."

"Oooh, I don't know if I should, I had a lot of wine already," she said, biting her lip and looking at the gummy tin.

"Come on, you can't be the only one not high," Tom said.

Caitlin shrugged. "Good point," she said. She popped a gummy in her mouth and sat down on the couch next to me, across from Tom's chair.

For the next hour or so we chatted and drank. Caitlin started laughing more and more as the gummies kicked in, and Tom was cracking jokes about his road trips and relationships. It was obvious he loved how much he was making her laugh, and I felt happy that he was having some success talking with a girl after such a long time.

We were all feeling very good, which is why I felt comfortable mentioning, "Tom was telling me how lucky I am to have you, Caitlin."

"Aww, that's so sweet!" Caitlin said. "How did that come up?"

Tom blushed. "Nothing, nothing. I was just saying how you're not only pretty but also so fun and cool. It's so hard to find someone who's so easy to hang with."

"Aw, Tom, thank you! You're very fun to be with too, you'll find someone like that soon, I promise."

"Will they be as hot, too?" Tom asked, jokingly.

Caitlin laughed and stretched seductively. "Probably not," she teased, then laughed again.

Tom laughed. "Oh wow you look so good in that outfit, too!" He was right, she was wearing a flowery sundress that really emphasized her tits.

Probably because I was high, I blurted that out. "He's right, your tits look incredible in that dress," I nodded.

Caitlin squealed. "Excuse me! My boyfriend should not be talking about my body like that!" She mock hit me.

"It's true, though," I said.

"It is," Tom added.

Caitlin laughed. "I hate to deprive you peeping Toms, but I was gonna go get changed anyway."

"Awww!" Tom said.

Caitlin stood up. "Maybe I'll find something that still works for you guys," she said with a wink.

She walked out of the living room.

The energy now was much more sexual and I wasn't sure what to think about it. I didn't want Tom to get any ideas but also I was so high I had trouble thinking about how to stop it.

After a few minutes of Tom and I watching the TV in the background, Caitlin walked back in. She had switched to a bedtime outfit that she sometimes wore, a tight tank top and boy shorts. It wasn't overtly sexy but it showed off her tits and ass very well.

"Oh wow, Caitlin, wow," Tom breathed as Caitlin sat back down next to me.

Caitlin laughed. "Oh, it's just pajamas!"

"I know, but on you it looks amazing. You are one of the hottest girls I've ever seen," Tom said.

Caitlin blushed at the compliment but played it off. "Poor guy, you really ARE hard up, aren't you? Thinking this is the hottest thing you've ever seen?"

She looked down at her chest. "You can't even see my nipples through this. Wait, can you?" She pulled her shirt out and looked down to check.

"Oh my GOD," laughed Tom.

"What?" Caitlin said. "Can you?" She was laughing too, clearly high.

Tom shifted in his seat, and Caitlin gasped. I also saw what she was noticing: Tom had a huge erection in his pants. Caitlin burst into laughter.

"You poor guy! Just because of this?"

"I told you, it's been over a year!" Tom laughed.

Caitlin turned to me. "Honey, let me help him out! He's your FRIEND!"

Tom looked at me. "Yeah dude, I'm your BESTEST FRIEND!"

They both burst into high laughter at "bestest," almost in tears.

Maybe it was because I was high, or because the atmosphere seemed so nonthreatening. Heck, maybe I was a little into the idea of seeing Caitlin act so casually slutty like she had with her past boyfriends.

"Fine," I muttered. "Go ahead."

Tom shot up. "Wait, really?"

Caitlin turned to me. "Are you sure, hon?" she said, in a way that I found comforting.

I paused for a second, trying to make sure I was okay with this, but the fog of weed kept me from thinking too clearly. "Yeah, sure," I finally said. "Make this poor guy's year."

Caitlin grinned and turned to Tom. "Okay! Take it out, big boy," she said.

Tom immediately stood up and started unbuckling his pants. Caitlin slinked over and got on her knees in front of him as he yanked down his pants to reveal a fully-erect dick.

Caitlin gripped it and stroked it softly. "Oooh, very nice cock," she cooed.

This was all happening so fast. I had barely had a second after saying yes and already my girlfriend was gripping my friend's dick. I tried to mouth something but couldn't figure out what I even wanted to say.

Caitlin stroked Tom for a few seconds while he moaned. "Ohhhh, Caitlin, that feels so good."

Caitlin looked pleased. She reached down and grabbed the bottom of her shirt. She then paused and turned to me.

"Wait, honey, can he see my tits? He's probably going to want to see my tits." She turned back to Tom. "Tom, do you want to see my tits?"

Tom looked at me pleadingly. "Yes, please!" He said. They both looked at me.

What was I going to say? No? She was already stroking his dick. I just nodded to her. She smiled and turned back to Tom. "You have a great friend!" She said to him, and pulled her shirt off.

Tom's eyes bugged open as he saw my girlfriend's naked breasts. "Oh my God, those are incredible," he said.

"Oh, I know," she giggled, and pulled his cock into her mouth.

Tom wasn't joking about the long time, because he did not last long. Watching my girlfriend's tits bouncing as she sucked his cock, within a few seconds he was started groaning, "Oh fuck oh fuck I'm gonna come, I'm coming!" And just like that he was bucking into her mouth. Caitlin clamped down and milked him dry for what seemed liked a minute as he pumped his load down her throat.

Finally she popped her mouth off his cock and wiped her lips. "Wow, it really has been a while!" she said, grinning.

"I'm so embarrassed," Tom laughed. "That was just so amazing."

"Glad I could help!" Caitlin said. "Never a problem taking care of a big guy like you."

Tom beamed at the compliment as he zipped his pants back up. Caitlin slipped back into the couch and took a swig of beer. She did not pull her top back on, and just sat there, her bare tits sitting high on her chest.

The two of them started chatting about something while my mind swirled in confusion. I had just seen my sweet, perfect girlfriend suck off my friend, but it had all happened so fast I wasn't even sure it really did. All I knew was that I was incredibly hard.

I tried to keep my head cool and joined in the hazy high of the conversation. After about a half hour, I noticed that Tom was getting hard again. Caitlin was still sitting on the couch, her tits wobbling with every movement she made. I started getting hard again too.

Caitlin looked over to me and noticed my dick. "Ooh, what's going on there?" she smiled teased, as she lightly stroked it.

"Hey, it's not my fault, I haven't gotten a blowjob tonight!" I stammered.

"Oooh, poor baby," Caitlin said. She slinked off the couch and crawled between my knees. I immediately unbuckled my belt and pulled my pants down. For the second time in one night my girlfriend put a cock in her mouth and started sucking me.

I lost myself in her expert sucking while watching her tits sway. I could see Tom straight ahead, his eyes staring at Caitlin's ass wiggling in her boy shorts. He started stroking himself as he watched Caitlin blow me.

I closed my eyes, lost in the sensation, until I heard a rustling. I opened my eyes and saw Tom walking up behind Caitlin. He got down on his knees and started stroking her ass. Her eyes shot open wide and then closed in pleasure. "Mmmmm," she said, and started pushing her ass into his hand.

He got bolder and started rubbing her pussy through her shorts, which made her moan even harder. She started sucking my dick to the rhythm of his strokes.

After a few minutes, Caitling looked up at me and took her mouth off my cock. "Dave, can he...?" she breathed. I wasn't sure what she was talking about so I just nodded. I didn't her want to stop the blowjob to ask questions. I closed my eyes again.

A few seconds later Caitlin gave a loud gasp. My eyes shot open and I saw Tom behind Caitlin, his pants and his pelvis pushed up against her ass.

Caitlin lifted her mouth off my cock and looked behind her. "Wow, you didn't take off my shorts! Nice move!"

Tom grinned. I realized now that he had slid her shorts aside and pushed his dick into her. He started pushing into Caitlin as she returned to my blowjob.

For the next few minutes, Tom slowly thrust into Caitlin as she sucked on my cock. He was slow and steady enough that it didn't affect Caitlin's rhythm. Aside from the occasional moan she was still her pro self.

In my haze I started realizing that my girlfriend was getting fucked. My friend was behind her, pumping his dick into her pussy. His hands roamed up and down her naked back and then reached down and groped her tits. My friend was groping my girlfriend's naked tits while he was fucking her.

I groaned and started spurting my cum into Caitlin's mouth. 'Mmmm MMM MMM!" She said, looking me in the eyes as she swallowed everything I could give her.

She held her mouth on my cock as it slowly deflated.