My FWB Treats Me to a Show After a Night of Raucous Sex with My Pupil Turned Girlfriend: Tutoring Sessions Parts 7 and 8 [F20sF20sM20s] [Cunnilingus] [Sex] [Several Positions] [Cumshot] [Cum Play] [Spending the Night] [Striptease] [Cheating?] [Part of a Series]

NSFWMore to Come!

Link to Part 1: https://www.reddit.com/r/eroticliterature/comments/1mhe231/when_fantasies_align_tutoring_sessions_parts_1/?ref=share&ref_source=link

Link to Part 6: https://www.reddit.com/r/eroticliterature/comments/1mlqbjh/a_college_threesome_beyond_my_wildest_fantasies/?ref=share&ref_source=link

Part 7: Nightcap

Tera pulled me into the bathroom first, ushering me into the shower again. She pointed the shower head at the wall and turned it on, only pausing to let the water warm up before giving my cock a quick but thorough washing. My penis didn't seem to know what to do with itself, still waning from my previous orgasm but trying to harden again as Tera rubbed it with slippery hands. She wasn't trying to give me a handjob, just wash me off, but my dick didn't know the difference. Tera didn't waste time however, and after a quick rinse she turned the water off again. She picked up the towel I had used before and dried me off with surprising delicacy.

"There you are, I think you're ready for bed." I agreed, and we left the towel back on the floor where it had lay and made our way into Tera's room. I stole a quick glance into Grace's, though the light was off Tera had left the door open and I saw that Grace hadn't moved, she was still laying with her torso on the bed, arms outstretched, but with her legs hanging off and half kneeling, half dangling. I thought I could hear her snoring lightly.

Tera went in first and closed the door behind me, switching on the light then crossing to her nightstand to turn on a small lamp before signaling to me to turn the ceiling light off. Tera's room was much neater than Grace's. There were no clothes on the floor, and the bed was even made. She sat down on it facing me, and patted the blanket next to her, indicating I should join. I sat down next to her, and she again rested her head on my shoulder. In a night of intense sexuality, it was a very sweet moment, though we were both still naked.

"So," she said after just sitting for a minute, "has the evening gone the way you expected?"

"Not in the slightest, though I had no idea what to expect. That's kind of been my life since our last... tutoring session."

Tera laughed at that. "That night went the way I barely dreamed to hope for, but certainly not the way I expected." She reached over and traced the lines on my chest with one finger. "And everything that's happened with Grace, and now tonight..." She trailed off for a moment, and I was trying to think of what to say when she picked back up. "I think I've gotten laid more in the last month than in all the years previously. Certainly better."

Now it was my turn to laugh. "I'll drink to that, it's never felt the way it does with you."

Tera beamed, then continued. "I don't know what I did to deserve the two of you being so close at hand, but I'm going to ride this wave as far as I can." Putting one foot on the floor she swung her other leg around, planting her knee on the bed on the other side of my thigh. She put her hands on my shoulders, pulling herself up so that she was straddling me.

"Going to ride it, huh?" I said with one eyebrow raised. She grinned. "Well I like the sound of that, but I think I need a little more recovery time. How about," I held her beneath her thighs and stood up, thankful for weeks of squats, then turned and deposited her on her back with her crotch at the bed's edge before continuing, "we start with this?"

I lowered myself to my knees, and Tera bit her lip excitedly and gave a small but vigorous nod. I pulled her knees apart slightly, and her pussy opened invitingly before me. The soft pink folds glistened in the low light, and her labia minora stuck slightly before parting to reveal her vagina. I lapped at it like it was a lollipop, exploring every fold and flap with my tongue. Tera laid back and gave a soft sigh, her hands going up into her hair. I sucked gently on her lips, pulling them into my mouth, then doing the same to her clitoris. Whenever I sensed her pleasure at one of my actions, I repeated it for a minute, counting to make sure I didn't rush through in my impatience. I ran my hands up and down her thighs, feeling the toned muscles there, and across her hips and mound. It was all I could do not to touch myself, I was so turned on by her body.

After a bit, I felt Tera start to tense up when I tongued her vagina while playing with her clitoris with one hand. I repeated the motion, tonguing hard but gently flicking her bean, then switching, rubbing harder on her clit while gently lapping at the inside of her sheath. I was soon rewarded; Tera's back arched off the bed and she gave a high pitched purr that lowered in frequency as it died in volume. I stopped tonguing her and softly pet her mons pubis, looking up over the spectacular series of hills and valleys that made up her body. After about 30 seconds of catching her breath, she lifted her head to look back at me across that sacred landscape.

"Get up here, you." She said, still looking hungry for more. I wasted no time, standing up as she shimmied further back onto the bed so that her legs no longer hung down. Instead of just jumping up, I crawled along her body, kissing her mound, then making a trail of kisses up her taught belly to her breastbone. I made a brief detour to each breast, kissing each in turn and sucking gently on each nipple before moving on, then gave her neck a series of kisses that made her shiver. Finally, I was on top of her, kissing her deeply while my cock painted abstract shapes on her lower abdomen in pre-cum.

"Fuck," she said softly between kisses "I could get used to this." She wrapped her arms and legs around me, pressing my erection up between our bellies. After another minute of making out, she separated enough to speak again. "I will have that ride now, I think. It certainly feels like you're ready now." And without any further warning, she rolled me over with surprising strength, landing over me on her hands and knees. Her breasts hung down, swinging slightly from her motion, the light of the lamp playing across their contours in a way that nearly drove me to madness. "It's my turn to take the lead for a bit. But you have to promise to tell me if you think you're going to cum. I'm not going to waste another drop tonight." I quickly nodded my assent.

Tera reached between her legs and took hold of my cock with one hand, guiding it into herself as she sat back on her haunches. I was nearly engulfed as she straightened up, then continued leaning backward. She took hold of her own ankles, her back arching and pushing her breasts out and up, then pushed her hips forward before driving them back to impale herself on my cock again. I put my hands behind my head to prop it up so I could enjoy the sight of her bending and straightening, pushing her tits towards me, and pushing herself onto my dick. It wasn't the most gratifying position perhaps, but the visual alone was worth it.

After a minute, Tera slowed, settling back onto her haunches and leaning forward again.

"One sec," she said, then spun herself around so that she was facing my feet without even lifting herself off of my cock. "Let's try this." She said. She leaned back again, repeating her previous motion but tipping her head back so she could look at me. She was breathing a little heavier with the exertion, but otherwise kept up the same pace as before.

"It feels a little better, but I miss the view of your tits." I answered truthfully. "It also looks difficult. Are you enjoying that at all?"

"Not particularly. But hey, you can't find your favorites if you don't try some stuff." I couldn't argue with that. Tera stopped again, this time removing herself from my cock to find a new position. She held out a hand, helping me up to my knees and pushing my back onto my own haunches before backing up to me until I could insert myself into her, again using her thighs to lift and settle herself into my hips. I cupped her breasts with both hands, kissing and sucking at her neck while she rode my very happy cock.

We must have moved through more than half a dozen poses in 15 minutes. Some felt better than others (I was partial to any that let me see and preferably also grab her tits; she seemed to like positions where she could control the depth) but the whole operation was definitely pleasurable. The stop and start nature of it kept me from getting too close to cumming, though I had no trouble staying aroused.

At one point, I found myself behind Tera while she was in a sort of downward dog position, bent at the waist with her arms and legs spread and her hands on a wooden box about a foot and a half high. I hadn't really looked before, but after last night and Grace's "Intro to the Anus and it's Pleasures" I couldn't help but take a look at what was right in front of me. Unlike Grace's, which was the same color as her skin, Tera's anus was darker than the rest of her, a light brown against the pale skin between her tanned ass cheeks. I would never do anything to it without Tera's explicit consent, I knew that was Grace's thing, but just looking at it clenched tight right next to my dick sinking into Tera's pussy got my pulse racing a little faster. I felt the familiar tightening that told me I was finally getting close to cumming, and I told Tera.

"Ok, but let's switch it up one more time. This position kind of sucks." She leaned forward until my dick popped out, then straightened and faced me. "How about..." She pushed me towards the bed so that I was more leaning against it than sitting, my arms back on the bed supporting my weight, then straddled my legs in a standing position. "I saw this one recently on Reddit and wanted to try it. Let me know when you're gonna cum!" She guided my cock into her pussy again with one hand, then took hold of my shoulders and rocked herself backward and forward on my cock. The angle was a little strange, but I was afforded an excellent view of her breasts and beautiful face as she ground her vulva on my shaft with each stroke. It didn't take long before I could feel my arousal approaching it's peak once more.

"I can't hold out much longer." I said through my focus.

"Just one more second..." Tera grunted, and gave a couple particularly rough thrusts. Her breaths came in short gasps, and her eyes closed as she began to orgasm. I felt her pussy clench around my cock once, twice, and I felt myself hurtle over the edge. At the same moment, Tera pulled herself back off my cock and quickly fell to her knees, taking a split-second to line her mouth up with my cock before engulfing it entirely in one go. I felt my first cum fly as the tip of my cock entered her throat, and expected Tera would keep me there until every drop of semen had slid straight into her stomach. I was surprised then when immediately after bottoming out, Tera withdrew so that only the tip of my penis was still in her mouth. She didn't suck or even form a seal, just moved her tongue back and forth on the sensitive underside of my glans. Each successive rope hit her tongue at a slightly different angle, and as they started weakening Tera used one hand to milk out just a little more jizz.

It felt like she was somehow extending my orgasm, like I somehow kept coming for an entire minute though it was only a few seconds. I groaned loudly as the orgasm passed, and Tera sat back on her haunches, her cum-coated tongue still sticking out for me to see. As I watched, she started rubbing her clit with one hand and massaging her breast with the other. She tipped her head back and my load slid back into her mouth, but she still didn't close it or swallow. It didn't take long until she started to shudder again, and when her eyes closed and her legs shook she finally closed her mouth, throwing her head back to swallow while she simultaneously orgasmed on the floor in front of me.

I hadn't moved a muscle this whole time, too entranced by the sight of my dream girl, naked and with a mouth full of my cum, masturbating while swallowing it. She opened her eyes and mouth, sticking her tongue out as if to prove all the semen was gone, then sighed and spoke.

"Now that's how you savor a load. Whenever you feel like spoiling me, let's do that."

I still couldn't believe this was my life now. "I have a feeling I'll be spoiling you a lot then."

Tera favored me with a feral grin then launched herself towards me, knocking us both back onto the bed. We were both exhausted and fell asleep soon after that, though it took me just a little longer as right until Tera conked out, she was massaging my thighs and balls with one hand.

Part 8: Morning People

I woke up but didn't open my eyes. I'd had the craziest, sexiest dream of my life, and I wanted to remember it. In the dream, not only had I hooked up with Tera again, I'd had a three way with her and her roommate involving double-ended dildos and anal sex. Then, to cap it all off, Tera had blown me a couple more times "just for her benefit". I wasn't a dream journal person, but after today, I might reconsider.

I opened my eyes, and the ceiling I saw was unfamiliar. I blinked a couple of times to clear the sleep from my eyes and turned my head. Not a meter away was Tera, fast asleep and completely nude except for a sheet covering just her lower legs. Instantly, I realized two things. It hadn't been a dream! I had really fucked Grace in the ass last night, and I had stayed the night with Tera in her bed (though how much sleep I had got was questionable). The second thing was that I wasn't covered at all, and that I had woken up cold and with a full bladder. Tera must have pulled the covers off me onto her only to drop them over the side of the bed in her sleep. Well, if so, her antics in the bed before we went to sleep more than made up for it. Besides, I needed to get up and pee.

My full bladder had prompted some truly exemplary morning wood. My cock pointed so straight to the ceiling that the morning sunlight cast a shadow on my hip. Tera's hand rested on my other hip, just a few centimeters away. It was less romantic than holding hands perhaps, but maybe this was just what our romance looked like. I looked over at Tera, still completely asleep. There was a tiny white crusty spot on her lower lip, I had a feeling I knew what had dried there to cause it. Moving slowly, I picked her hand up and set it down on the bed, then stood up on my side. That was when I realized that the door was wide open, much to my surprise. I didn't remember us leaving it that way, but then again maybe I'd been too excited to close it and then too tired to care later. I could see that Grace's door directly opposite was still closed, however. I thanked my luck that I had woken before her, as my clothes were still in the bathroom. I knew it was ridiculous to be modest around Grace after the night before, but I couldn't help it. I crept over to the door, then remembering how cold I was upon waking I tiptoed back over to the bed and pulled the blanket back up onto Tera. She didn't wake up, but she rolled herself into the blanket, facing the side of the bed I was standing on. She licked her lip, her tongue touching the spot of dried cum from the night before, and I swear to god she smiled in her sleep. I did not deserve this woman.

My act of chivalry accomplished, my bulging bladder insisted I return to my bathroom quest. I stepped out of the room, but left the door slightly ajar so as to make less noise. I turned immediately right and tried the bathroom door, only to find it locked. Shit! why was it locked? And more importantly, how was I going to pee? It's not like I could just walk somewhere else to find a bathroom. I briefly considered going in the kitchen sink, but if one of the girls came out and saw that, I would be banned from the apartment in an instant, and there was no way in hell I would ever let that happen. I was still standing there, butt naked, and considering alternative urine disposal solutions when the bathroom door suddenly opened.

In retrospect, I couldn't understand why it didn't occur to me Grace would be in there. Maybe I was just groggy and tired from the short sleep, or maybe I assumed Grace would sleep late because her room was messy. But there she was, wearing nothing but a towel over her torso and another covering her hair. It was actually a very sexy look, the tops of her large breasts peeking out over the towel, which also ended just below the meeting point of her legs. She eyed me up and down as she greeted me.

"Well, hello Big Boy. I didn't realize you were 'up". As she said this last word, her gaze lingered on my cock, which was pointing straight at her like an objective marker in a video game. I had absolutely nowhere to hide, so I just put a hand in front of myself. "Modest in the light of day, are we?" Grace asked, chuckling slightly. "I would've thought you wouldn't be ashamed, given where you stuck that thing last night." I could feel myself blushing; Grace had a way of talking that was so alluring and vulgar at the same time.

"Yeah, I mean I didn't realize anyone else was up, I mean awake." I said stupidly. "I didn't hear the shower."

"Anywhere I live is going to have very thick walls; I'm sure you figured out why last night." Grace replied. "So do you always go wandering strange houses in the nude? No judgment, just academic curiosity." Grace seemed in no hurry to let me into the bathroom; in fact she let her eyes wander all over me.

"Uh, no not usually, but my clothes are still in there I believe." I said, trying to justify my behavior."

Grace didn't even bother looking over her shoulder; she'd probably seen them in there. "Oh, so they are. Did you still need the toilet?"

"Yes, thank you." I replied. Grace didn't so much get out of the way as step slightly to the side, while staying in the doorway, so that I had to brush against her to get past. I considered turning my back to her to do so, but it was pretty obvious I'd smack my dick into the door frame trying to do that, so I just humored her. It was obvious she knew what she was doing; Grace always seemed to. I saw my clothes neatly folded on the counter, and thought, "She knew I wouldn't have those; she kept them in here so she could catch me without them." I was about to close the door when I realized something else. "Wait, how did you know I needed the toilet as well as my clothes?"

Grace smiled and looked at my cock again. "We call it Nocturnal Penile Tumescence, you'd just call it Morning Wood. Some people think it plays a role in holding in a full bladder while you sleep."

I looked down at my erection, then back at Grace. I considered myself a morning person, but I'd only just got up. "What?" was all I managed.

Grace just laughed. "It's also the first thing pretty much everyone does in the morning, so it's not a very risky guess. Why don't you get yourself dressed, then make something to drink? We've got coffee and tea stuff on the kitchen counter; I'll have whatever you're having. I've got to dry my hair and get dressed. Unless you'd rather I didn't?" She said with a wink.

I clearly still hadn't mastered responding to Grace's brand of flirting in a timely manner because she just laughed again and said "I'll see you in a few minutes" then went into her room and closed the door.

Finally free to use the bathroom, I quickly closed the door and let loose the torrent. I'd say that it felt incredibly good to let it go, but I'd been subjected to a lot of incredibly pleasant sensations in the last 24 hours, most of them taking place in the area of my penis. I got myself dressed and left the bathroom, heading over to the kitchen. I could barely hear the sound of a hair dryer coming from Grace's room, the walls were indeed pretty well soundproofed. There was an open box of scones on the counter next to a tray of tea bags and instant coffee and an electric kettle. I started enough water going for a couple of cups, then leaned back against the counter and just reflected on how I'd gotten here. Never in my wildest fantasies would I have imagined I'd ever have a night like the one before. If I'd tried, I'm sure I could never have made it happen, but somehow I'd just stumbled into it. I wasn't even sure what to call this situation, I thought of Tera as my girlfriend though we hadn't really talked about it, and at this point I had given Grace about as many orgasms as Tera. I wasn't really interested in Grace (beyond maybe fucking her some more, if Tera was up for it), and I certainly didn't want to risk what I had going on with Tera. I didn't have a ton of time to think about it however. The water boiled, and I filled two mugs I found in an overhead cabinet. Grace had just said to make more of what I was having, which would normally have been coffee, but I really wasn't into the powdered stuff, so today was herbal tea. I thought I heard the hair dryer stop in Grace's room while I was waiting for the tea to steep, but even in the morning quiet it was hard to tell. I pulled the tea bags out after a few minutes, and was carrying the mugs over to the coffee table when Grace's door opened again and she came out into the living room.

To say she was dressed would be inaccurate, though she had in fact put some clothes on. She was wearing a translucent gold button up shirt that hung down to mid thigh, partially obscuring her skin-tight lacy black boy shorts, and nothing else. The shirt was technically covering most of her breasts, though it was unbuttoned, but it was partially transparent, such that I could make out the curves of her considerable breasts and easily tell where her nipples lay. I literally stopped in my tracks with a mug in each hand, and I think my mouth may have hung open for a moment. My bladder now empty, I was ready to attempt some witty repartee.

"Do you always dress like this in the mornings?" I asked, just standing and taking her in. I assumed she wouldn't mind my staring seeing as she had deliberately walked out here all but naked.

"Oh no, only when the best company is over." She replied. "I was going to put on something else, but I thought this would show off my assets nicely. She curtsied slightly, pulling at the hem of her shirt, then did a little pirouette over to me. The black lace hugged her ass nicely, the bottoms of her cheeks peering out from beneath her fluttering shirt. Between that and the way her breasts swung as she spun, she was easy on the eyes from all angles. "What do you think?" She asked, clasping her hands behind her and leaning forward slightly. I decided to answer honestly.

"You look pretty fucking hot, nice choice with the boyshorts. And I like that half-obscured thing you've got going on up top; it really accentuates the boobs."

Grace beamed. "Flattery will get you everything, as far as I'm concerned. It's true though," she cupped her breasts with both hands through the shirt, "They are lovely. Bigger than Tera's I'm sure you noticed, though only by half a standard deviation. Only a few percent of women have breasts between our sizes." I hadn't been expecting the stats talk, and was about to ask her about it when she spoke again, looking down to my hands.

"Is that for me?" She asked innocently, taking one of the mugs in one hand and cupping the crotch of my jeans with the other, where apparently she could tell a nascent erection was appearing. I guess she'd been looking lower than my hands.

"Um, yeah," I said, stepping back. So much for witty repartee. Grace stepped over to the coffee table and sat on the couch, placing her tea on the table (instead of the coaster that was readily available) and patting the cushion next to her. I sat, placing my mug on a coaster.

"I should have known you'd go for the tea," Grace said, putting one ankle up on her other knee and turning towards me slightly. Her arms spread wide on the back of the couch, stretching the shirt open further in the front, her breasts hanging slightly to the sides of her torso.

"How's that?" I asked, folding my hands on my stomach. She was so close I could have touched any part of her, and I sure wanted to in that moment.

"Tera said you really enjoyed your first teabag." I wasn't really sure what she meant, but I saw the start of a grin she was trying to suppress and suspected it was something sexual. It seemed like everything was with Grace. Trying to get the conversation back into territory I knew better, I asked her about her comment about standard deviations.

"So wait," I said, "you mentioned standard deviations earlier. Are you actually good at math?" Maybe not the most elegant way to put it, but whatever. This was decidedly not a situation where being proper was important.

"I wouldn't say good, but certainly passable." Grace answered, taking a sip of her tea. When she leaned forward to grab it, her breasts hung forward, making them appear even larger than they were. I couldn't help but take a long look. She noticed but didn't say anything. "Certainly better than Tera, she's hopeless without you."

I drank some of my tea to give myself something to do other than stare at Grace's tits. "So why didn't you just tutor her then?" I asked.

"Mmmm!" Grace said, having just taken a drink from her cup. "Because I'm terrible at teaching." She said and had another drink. She gave an exaggerated swallow then said, "Well, at teaching math anyway. You made a great student for what I do teach well." She winked at me.

"That was my pleasure." I said, hoping I managed to sound cool. I took another drink, then asked another question. "So what do you study then?"

"Sociology," she said, taking one more gulp of her tea before putting it back on the table. "With an emphasis on human sexuality." She looked me dead in the eyes. "Basically, I'm studying to become an expert in how people get off." I nearly choked on my tea. Grace had a way of taking a conversation back and forth from 0 to 100 that I just couldn't get the hang of. I tried my best to keep up.

"Is that your pitch then? It's a good one." I said.

"Well, it's got you pitching a pretty good tent." She observed, nodding towards my lap. She was not wrong. "So what do you say?" She asked, taking my mug and putting it on the table. She straddled my legs, so she was facing me, her breasts now hanging out of her shirt on full display. "Want to have some fun?"

While my penis was clearly signaling to both of us that I very much did, I hesitated. I still wasn't sure the nature of Tera and I's relationship, much less mine and Grace's.

"Well, I don't know about that," I said halfheartedly. Grace grabbed my hands in hers, placing them on her breasts.

"Oh come on, I can see that you want to." She said, biting her lip seductively and massaging her own breasts with my hands. I pulled them away.

"Look, it's not that I don't want to, I'm just...." I was a weird combination of horny, embarrassed, and regretful. "It's just that I don't want to cheat on Tera."

"Oh, so that's what's bothering you." Grace said, pulling her shirt closed and folding her arms across her chest. She rested them on her breasts, and in the sheer shirt, it made for an arresting visual. She held herself upright, standing on her knees, still straddling me. "That's some impressive sexual loyalty, if misguided. You just fucked me last night, remember? Tera was fine with it."

Yeah," I countered, "but she was also a part of it. I'm not sure this is the same thing."

Grace sighed dramatically, then retorted, "Allow me to explain." She held up the first finger on each hand and placed them next to each other in front of her left nipple. I don't think she meant for them to cover it or anything, but I couldn't help but look at it that way. "You and Tera had sex. And nobody was cheating, right?"

"Obviously." I replied, not sure where this was going.

"Then, Tera and I had sex, in Mexico," She said, moving the two fingers apart and back together in front of her right nipple. "Was anyone cheating?"

This I had to think about just a little. Tera and I hadn't discussed being exclusive in any shape or form. And even if we had, I was surprised to find I wasn't jealous at all. Maybe it was wrong of me, but the thought of Tera and her roommate having sex only made me horny, not angry.

"I suppose not." I replied.

"So," she said with a tone of finality, bringing her fingers apart again and back together in front of the center of her chest, "by the transitive property, when you and I have sex, nobody is cheating."

The "Maths" didn't really work that way, but I understood her point, and my resistance was pretty low anyway. "You've appealed to me with both Maths and fantastic breasts; I cannot help but acknowledge your point." I brought both arms up between hers, opening her shirt again and pushing her hands apart with one motion. I took hold of her right breast and lowered my mouth to it, giving the large nipple an exploratory lick.

"So glad you came around," she said, cradling my head in both hands much the same way I was holding her breast. She let me kiss and suck her nipple for a few moments, but when I went to switch sides to my surprise she pushed me back into the couch. "Actually, I have something specific in mind. Feeling adventurous?" Grace said, stepping back off the couch to stand in front of me. I had given over to the part of my brain that wanted desperately to fuck the girl in front of me, so I of course nodded enthusiastically. "Then come with me, big boy" she whispered, beckoning as she made her way back towards the bedrooms. I hopped up from the couch and followed as quickly and quietly as I could.

Posted Aug 10, 2025, 1:22 PM UTC

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