A New Friend

Week three of the lockdown started like the two before; confusion about what day it was, lack of motivation to do anything and to top it all off, it was raining. Life in a college town without students border lines on being a ghost town. Most everyone in the apartment complex I live in has moved out, including my roommate. While fortunate enough to be able to work remotely, living in a large building with only a handful of people is remarkably lonely. Outside of work, I go days without speaking to anyone and even when I do, the mask makes it completely unbearable. My days mirror each other almost down to the minute. Wake up, make breakfast, work, watch tv, drink until bedtime. Rinse and repeat. The small pleasures in life rise to a new level of importance, especially the guilty ones. A good cigar, or bottle of booze, a pint of ice cream and a good jerk-off make the days livable. That was the agenda for tonight; a good storylined porno and taking the time to go slow to get off. Having the apartment to myself allows worthwhile freedoms including the ability to craft long lasting erections, edging between drinks.

It took a second to figure out the buzzing was my phone on the other side of the room. Walking naked across the room with a full erection was an enjoyable experience. The weight and the rigidity swinging back and forth almost cause an orgasam. I had a notification that I had three new texts, something I hadn’t had in days. Opening the phone the texts were from a phone number and not one of my contacts.

‘Hey, this is Jenn from 503, Mary is one of my roommates’

Mary was a friend from college who stayed in town after graduation like I did. She usually had roommates that were students and they came and went with the semesters so I didn’t try to keep track of them. Mary recently decided to move back home since she could work remotely as well.

‘I just heard something weird outside and I don’t know anyone else in the apartment’ ‘I know this is awkward, but can I come watch tv or something at your place for a bit? Mary said you are pretty cool and fun to hang out with.’

Looking beyond my phone, my hard cock bounced with each heart beat and a bead of pre-cum had formed at the tip. My balls were heavy and tender, but if I was going to get the satisfaction I wanted it would need to come later. Holding my cock in one hand I replied with the other.

‘Sure, no problem. I have a little bit of pizza left if you want that, but come over anytime’

After I hit send I started the process of making the apartment look less depressing. I barely had time to finish picking up and turning some lights on when there was a knock on the door. I readjusted my still hard cock, pinning it in my waistband so it didn’t stick straight out, and opened the door. I was delighted to find that Jenn was very attractive. Her dark brown hair was pulled up into a ponytail which made her green eyes sparkle. Trying to maintain eye contact and not immediately check her out I fumbled out ‘Hi, I’m Mike’.

‘Hi’ said Jenn.

‘Come on in. Thanks for texting me, I understand how weird this building can be without anyone here’.

‘Thanks, I hope you don’t think I’m being weird’, she said as she walked past me into the apartment. She smelled sweet, but not perfumy, and as she walked in I was able to get a better look. She was small, but not short, wearing a loose tank top and jeans. Well fitting jeans. Her ass was full and round and bounced as she walked barefoot into the living room. I was glad she invited herself over.

‘So, what did you hear?’ I asked.

‘It sounded like someone was walking down the hallway knocking on doors. I have this paranoia about people checking to see if anyone is home.’

‘Wow, ok. I haven’t heard anything like that but I can see why that creeped you out’.

We made some more small talk about how her roommates all moved out last week and how she has been living alone for the first time in her life. She laughed how this was not how she planned to spend her 21st birthday next week. It was just nice to talk to someone again.

I gave her the penny tour since our apartments were almost identical. She had three roommates so they had an extra bedroom where two of them shared a room. My apartment had a better view and a larger balcony so I gave her the open invitation to come hang out.

She settled into the couch and I sat in the chair. That was by design since I could watch her and the tv at the same time.

‘I’m going to be embarrassed when I say this’, she said, ‘but, can we watch something like America’s Funniest Home Videos or something? I just want to relax and those own me’.

We found some old episodes of AFV’s and they were a great choice. Out of the corner of my eye I could watch how every time she smiled her lips would rise over her teeth and her head would tilt back. She had an infectious laugh. But better than that, every time she’d laugh I could watch her breast bounce, even just a little with her giggles. I had to be careful not to stare, but it was captivating. Several times I had to discreetly adjust as my cock was coming back to life.

What seemed like a few minutes were in reality a few hours and I was surprised to hear her say it was already midnight after one of the episodes ended.

‘I’ve got a call I have to be on in the morning, I should probably head out’ she said. With that she stood up and lifted her arms high above her head in a stretch. Her body was long for her height and for the size of her frame her breasts were full. The fabric of her tank hung off her breasts showing their shape in the tight fabric. She then bent over effortlessly placing her palms flat to the floor.

‘I can’t even imagine being that flexible,’ I said standing up.

She flipped her ponytail out of her face as she looked up and smiled. From that position I could see straight down her top. It was as if time stood still. Her breasts hung, full and firm, held in place by a black bra. Her breasts heaved over the top of the bra and the thin strap was fully visible between the mounds.

‘I teach yoga’ she said, ‘well at least I did teach it, until the gym closed’.

I wrestled my eyes back to meet hers and said, ‘I may need some lessons then.’

‘Anytime’

She thanked me for hanging out and I told her to please never hesitate about texting me. Her ass bounced down the hallway as she walked back to her apartment.

Needless to say, I came hard that night. Almost as soon as I finished my phone buzzed again. The text from Jenn simply said ‘had fun tonight, see you around’. I fell asleep with a smile, thinking that she came hard that night too.

A few days later I saw Jenn in the parking lot, unloading groceries from her car. She was wearing yoga pants and a loose fitting T with large cut outs on the side, clearly showing off her black sports bra. Without asking, I grabbed an arm full of bags and said ‘hey, let me help you with these’. Her smile was broad and she was grateful for the help. We chatted as we walked up to her apartment, talking about the mundane things of life, the normal things. She invited me in to drop off the bags.

Her apartment was bright and cheerful, as expected. She told me she was making pasta for dinner and that I was more than welcome to join her. I couldn’t say yes fast enough.

After a shower and shave I made my way over to her apartment. She opened the door with her usual ponytail bouncing. She wore a tight top with a deep v-neck showing a good amount of cleavage. I was greeted by a warm hug, feeling her soft breasts press into my chest. It had been a long time since I felt anything like that. I got the nickel tour of her apartment and was surprised to see her roommates had left their rooms fairly intact, it was almost like they simply disappeared.

Dinner was great and the conversation was better. She told me about how she was trying to graduate and taking classes online but that she was able to pick up some freelance work. As the bottle of wine was emptied and replaced with another the conversation got much more interesting. She told me about how she was hesitant to move in with Mary because she was so prude. She was concerned it would affect her dating life if boys couldn’t come around the apartment. But as it turned out Mary wasn’t prude when it came to dating boys, she just preferred girls, or so it appeared. That got my attention.

‘I’ve known Mary for years and I never expected you to say that,’ I said, ‘but I can’t say I’m surprised.’ As I poured Jenn another glass of wine I said ‘what’s the craziest thing that has happened with Mary?’

Her face turned a warmer shade of red as a smile came across her face. ‘I’m only telling you this because I’ve had too much to drink’ she said, ‘you have to promise to not tell anyone.’

‘Who am I going to tell? There’s no one here?’ We both got a good laugh out of that.

The story began shortly after Jenn moved in. Having two bathrooms for four girls means there are many times where there is overlap. Jenn was in the shower in the master bath which had a glass door and not a curtain. Mary knocked on the door and let herself in without waiting on an answer. Jenn quickly tried to cover up with her arms and Mary just said ‘there are way too many girls in this apartment to be embarrassed’. Jenn said this made sense and the way Mary was so comfortable made her take her guard down. ‘I’m running late, mind if I jump in there with you?’ Mary asked. Jenn was confused and just assumed this was normal in this apartment. ‘Sure’ she responded. Mary stripped down and walked to the shower.

‘Wait, slow down, you’re skipping the good parts’ I said. Jenn laughed, ‘right, ok’.

Mary came into the bathroom wearing a t-shirt and some cut off jean shorts. Her build was a bit bigger than Jenn and she had very toned legs. She liked to show them off around the house wearing shorts that left little to the imagination, but this was the first time Jenn would see her completely naked. She started by turning her back to Jenn and pulling down her shorts. She was wearing a white thong which stood out against her olive skin. Jenn thought it was weird she’d turn around like that, but it all made sense now. Without standing back up, Mary pulled off her panties, slowly sliding them down her legs. Jenn had seen plenty of naked girls from her time in highschool sports, but this was the first time she’d had a girl bend over in front of her, almost on purpose. Her legs were toned and she slid her hand up her legs and over her ass. She seemed to linger there, with her pussy uncovered. Mary turned back around and slowly lifted her t-shirt. She had a neatly trimmed, dark landing strip that Jenn found intriguing. Most girls she had been around shaved everything almost as a way to blend in. Mary was different, she wanted to show off her pussy. She continued to lift up her shirt, showing her belly button ring, and lingering below her breasts. She crossed her arms to continue to lift her shirt, to the point where her breast dropped out. Her nipples were dark and pierced, making them erect. She dropped the shirt to the floor and walked to the shower, her breast bouncing softly with each step. She slid the door open and said how much she appreciated this because she was running late. Jenn finished rinsing off and moved to slide by Mary to let her under the water. There wasn’t a lot of room to pass and Jenn felt her soft skins slide by her. Mary’s hands slid up Jenn waist and up to her breasts.

‘You have amazing tits’, Mary said. Her hand stayed on the side of her breasts, gently holding them. ‘No really, they’re so soft and perky’. Jenn said thanks and wrapped up in a towel and headed back to her room, not sure what to make of that. It was normal and not normal at the same time.

‘Um, that’s hot’ I said, ‘I’ve known Mary for a long time and always wondered about her. I just thought she was too busy to date’. I paused slightly ‘did you like it?’

A slight grin appeared on her face. ‘I didn’t not like it’, was her response. That was hotter.

The conversation changed to about living with other people and how weird they are. It was probably a way to change the subject without killing the vibe. I told her about how my roommate never did a single dish and she told me how messy one of her’s was. We both agreed there are benefits to living alone. The night grew longer and the bottle became empty with the last pours.

‘Man, I needed this’ I said, ‘it’s been a long time since I laughed like this’ Jenn agreed and said she was glad I could come for dinner. As the night was winding down she asked if she could ask me a question. Any time someone asks you this there is context to the question. ‘Sure, anything’ I said.

‘After hearing that story about the shower with Mary, are you going to jerk-off to that tonight?’

I was surprised how candid the question was, but I didn’t want to miss the opportunity, ‘of course! Probably twice,’ I joked. ‘Will you be thinking about me or Mary?’ Jenn asked. ‘Yes’ I said. ‘Good answer’, she said.

Jenn walked me to the door and asked if I wanted to watch a movie with her later that week. I made a joke about having other plans but it landed flat. She came in for a departing hug, and I had immediate images of her in the shower with Mary. As she pressed into me I said ‘Mary was right, they are soft and perky’. She laughed and stepped back, grabbing her breasts and giving them a squeeze. ‘You bet they are. Have fun tonight!’

Jenn would come over a few times a week and I’d go to her apartment to watch AFV’s. Our relationship was flirty and fun but it never went further than that. It was late on a Tuesday night when I got a text from Jenn that just asked if she could sleep at my apartment. Without questioning why I told her of course. It wasn’t long after that she knocked on the door and let herself in. She was carrying a blanket and pillow and explained how she had been having bad dreams and didn’t like waking up alone in her apartment. When my roommate moved out he moved his furniture so the only sleeping place I had was the couch. She turned and spread her blanket out on the couch, her loose running shorts rising up her legs. The bottom of her ass was visible and bounced as she tucked in the blanket. She turned around when I saw her tight tank top, but better yet she wasn’t wearing a bra. Her nipples were hard and clearly visible through the fabric.

She saw me staring at her breasts and simply said ‘i can’t sleep in bras and I’m sure you don’t mind’.

How casual she was about it started making my cock hard. I tried to adjust through my pocket but it kept growing. I was going to go full boner if I didn’t do something. ‘Can i get you a drink?’ I asked, turning to walk to the kitchen where I could adjust and tuck.

‘Thanks’ she said.

I poured two glasses and came back to sit on the couch with her.

‘Ask me a question you’ve been too embarrassed to ask’, she said with a sexy grin.

That caught me off guard and my mind was racing.

‘Anything?’ I asked. ‘Anything’ she answered.

Not sure where the line was I asked the first thing I thought of, ‘how often do you masturbate?’

‘Mmmm’, she said, ‘about once or twice a week’

‘How?’ I asked as a follow up.

‘Usually in the shower, but sometimes I’ll do it in bed with a vibrator’ she replied. ‘My turn’, she said, and without missing a beat, ‘are you a tit man or ass man?’

‘I guess we already know I jerk off’ we both laughed, ‘um, i like asses, but I really like boobs’

‘So is me coming over without a bra on turning you on?’

‘Of course it is’, I said ‘are you trying to turn me on?’

‘It was fun thinking about you jerking off to the story of me in the shower with Mary. I have to admit, I came hard that night’

‘Me too’ reaching down to adjust myself, ‘sorry, this is giving me a boner’

Her eyes were locked to me reaching to adjust my hard cock as she took a sip from her drink. She sat up on the couch and crossed her legs. The fit of her shorts pulled away from her legs and I could see what looked like a landing strip, or so I thought. Immediately my cock was fully hard.

‘I want to watch you jerk off’ she said, bluntly.

‘Really?’

‘Yes, I have this picture in my head of you getting off but I want to see it for real’

‘So just pull out my dick and get off?’ she nodded. ‘What about you? Are you just going to watch?’ I asked.

‘You tell me, what do you want me to do while you do it?’ I just shrugged my shoulders. ‘I’ve seen the way you look at me, I’ve seen you stare at my tits, even now you’re looking up my shorts trying to see if I shave.’ I was embarrassed, but turned on. ‘Want to see my tits?’ she asked.

‘Of course I do, who wouldn’t?’ I replied.

I didn’t know I was, but I was slowly stroking my cock as she was talking. I wanted all of those things she was saying, and I wanted them bad.

‘Tell you want’ she said, ‘I’m in charge tonight, you have to do what I say, ok?’

‘Ok’ I said, curious to see where this goes.

‘Good, take off your shirt’, I obeyed and pulled off my shirt. ‘Take off your shorts’, again I obeyed, stood up and dropped my shorts. My cock was pushing against my boxers, man, I wanted to stroke it so bad.

‘Don’t touch your cock’ she said, ‘not yet’.

With that she motioned for me to sit down and she stood up in front of me. ‘Have you decided what you want to see?’ she said as she was slowly running her hand down her neck, between her breasts, down her stomach and between her legs. She turned around and slowly bent over, her hands around her ankles she brought them up the back of her legs and over her ass. ‘It turns me on having you watch me like this’ she said. My cock was throbbing at this point. She sat on the coffee table in front of me and spread her legs wide, the fabric of her shorts revealing a glimpse of the softness of the side of her pussy lips. She ran her hands inside her thighs and up across her pussy. ‘I’m already wet and you don’t even have your cock out yet. Let’s change that, take off your boxers’.

I stood up and began to slide down my boxers. ‘Slowly’ she said. I pulled them down until my cock was straining to be released, just an inch more and it sprung out. Where she was sitting in front of me couldn’t have been more than a few inches from my hard cock and watching her watch my cock bounce almost made me cum. Without asking she took the tip of her tongue and started at the bottom of the shaft and ran it up the length until she got to the tip where a drop of precum was already formed. She took that drop on her tongue and a string of cum ran from her tongue to my cock as she pulled away. ‘Too bad that’s all my mouth is going to do tonight’. I couldn’t tell if she was teasing or being mean, or both.

I sat back down on the couch, watching her watch me. ‘Ok, you can start’. The permission was hot and I grabbed my cock and slowly began to stroke. It was freeing not worrying about staring too hard, in fact now I can take my time. Her shoulders were smooth and covered in light freckles, her breasts filled her top and her nipples were proud. They had weight in the way they moved but sat perky on her frame, thinking of how they rubbed against Mary made me moan. I could feel myself getting close to cuming but it was too early. I took my hands off the cock and gently played with my balls to slow down. ‘

Almost cum?’ she asked. ‘Yep’ I said as my hands ran gently around my thighs.

Her smile grew brighter as her hand ran over her breasts, pulling on her top. She slowly pulled the straps off her shoulders and down the front of her breasts almost to the top of her nipples. I began to stroke my cock again, one hand on the shaft and one on my balls. She slid her hands under the top and I could see as she teased her nipples, while her hips began rocking. Keeping her hands on her breasts she let the top fall, using her hands to cover her breasts. My cock was throbbing and my balls grew harder and harder. She moved her hands off the front of her breasts to hold the bottoms and lift them. Her nipples were soft pink, and hard. The sight of them sent me over the edge, I had fascinated about them for weeks and seeing them on full display was more than I could take. Starting from the base and working through the balls I could feel the cum building, my hips pushed forward until the blast shot from my cock, wave after wave came until there was only empty pulsing.